Bupropion

<h2 id="medical-uses">Medical uses</h2>

<h3>Depression</h3>
The evidence overall supports the <a href="/facts/Effectiveness/L8yAf41P">effectiveness</a> of bupropion over <a href="/facts/Placebo/3fw50t53">placebo</a> for the treatment of depression.<a class="footnote-ref" id="fnref:37" href="#fn:37">37</a><a class="footnote-ref" id="fnref:38" href="#fn:38">38</a><a class="footnote-ref" id="fnref:39" href="#fn:39">39</a> Some peer-reviewed studies suggest the <a href="/facts/Quality_of_evidence/InK1lB9l">quality of evidence</a> is low.<a class="footnote-ref" id="fnref:40" href="#fn:40">40</a><a class="footnote-ref" id="fnref:41" href="#fn:41">41</a> Some <a href="/facts/Meta-analysis/IcfChd8z">meta-analyses</a> report that bupropion has an at-most small <a href="/facts/Effect_size/mIpNrPte">effect size</a> for depression.<a class="footnote-ref" id="fnref:42" href="#fn:42">42</a><a class="footnote-ref" id="fnref:43" href="#fn:43">43</a><a class="footnote-ref" id="fnref:44" href="#fn:44">44</a><a class="footnote-ref" id="fnref:45" href="#fn:45">45</a> One meta-analysis reported a large effect size.<a class="footnote-ref" id="fnref:46" href="#fn:46">46</a> However, there were methodological limitations with this meta-analysis, including using a subset of only five trials for the effect size calculation, substantial <a href="/facts/Heterogeneity/y84KQJxl">variability</a> in effect sizes between the selected trials—which led the authors to state that their findings in this area should be interpreted with "extreme caution"—and general lack of inclusion of <a href="/facts/Publication_bias/Wbmr1WjW">unpublished</a> trials in the meta-analysis.<a class="footnote-ref" id="fnref:47" href="#fn:47">47</a> Unpublished trials are more likely to be negative in findings,<a class="footnote-ref" id="fnref:48" href="#fn:48">48</a><a class="footnote-ref" id="fnref:49" href="#fn:49">49</a> and other meta-analyses have included unpublished trials.<a class="footnote-ref" id="fnref:50" href="#fn:50">50</a><a class="footnote-ref" id="fnref:51" href="#fn:51">51</a><a class="footnote-ref" id="fnref:52" href="#fn:52">52</a><a class="footnote-ref" id="fnref:53" href="#fn:53">53</a> Evidence suggests that the effectiveness of bupropion for depression is similar to that of other antidepressants.<a class="footnote-ref" id="fnref:54" href="#fn:54">54</a><a class="footnote-ref" id="fnref:55" href="#fn:55">55</a><a class="footnote-ref" id="fnref:56" href="#fn:56">56</a>
Over the autumn and winter months, bupropion prevents the development of depression in those who have recurring <a href="/facts/Seasonal_affective_disorder/KhYtPUBv">seasonal affective disorder</a>: 15% of participants on bupropion experienced a major depressive episode vs. 27% of those on placebo.<a class="footnote-ref" id="fnref:57" href="#fn:57">57</a> Bupropion also improves depression in <a href="/facts/Bipolar_disorder/aMDwXbV0">bipolar disorder</a>, with the efficacy and risk of an affective switch being similar to other antidepressants.<a class="footnote-ref" id="fnref:58" href="#fn:58">58</a>
Bupropion has several features that distinguish it from other antidepressants: for instance, unlike the majority of antidepressants, it does not usually cause sexual dysfunction, and the occurrence of sexual side effects is not different from placebo.<a class="footnote-ref" id="fnref:59" href="#fn:59">59</a><a class="footnote-ref" id="fnref:60" href="#fn:60">60</a> Bupropion treatment is not associated with weight gain; on the contrary, the majority of studies observed significant weight loss in bupropion-treated participants.<a class="footnote-ref" id="fnref:61" href="#fn:61">61</a> Bupropion treatment also is not associated with the <a href="/facts/Somnolence/mIlFhyf0">sleepiness</a> that may be produced by other antidepressants.<a class="footnote-ref" id="fnref:62" href="#fn:62">62</a> Bupropion is more effective than <a href="/facts/Selective_serotonin_reuptake_inhibitor/L6jjcmEH">selective serotonin reuptake inhibitors</a> (SSRIs) at improving symptoms of <a href="/facts/Hypersomnia/wxfTgA1W">hypersomnia</a> and fatigue in depressed patients.<a class="footnote-ref" id="fnref:63" href="#fn:63">63</a> Bupropion is effective in the treatment of anxious depression and, contrary to common belief, does not exacerbate anxiety in this context.<a class="footnote-ref" id="fnref:64" href="#fn:64">64</a><a class="footnote-ref" id="fnref:65" href="#fn:65">65</a> The effectiveness of bupropion for anxious depression is equivalent to that of SSRIs in the case of depression with low or moderate anxiety, whereas SSRIs show a modest effectiveness advantage in terms of response rates for depression with high anxiety.<a class="footnote-ref" id="fnref:66" href="#fn:66">66</a>
The addition of bupropion to a prescribed SSRI is a common strategy when people do not respond to the SSRI,<a class="footnote-ref" id="fnref:67" href="#fn:67">67</a> and it is supported by clinical trials;<a class="footnote-ref" id="fnref:68" href="#fn:68">68</a> however, it appears to be inferior to the addition of atypical antipsychotic <a href="/facts/Aripiprazole/A6g2UwMz">aripiprazole</a>.<a class="footnote-ref" id="fnref:69" href="#fn:69">69</a>

<h3>Smoking cessation</h3>
Prescribed as an aid for smoking cessation, bupropion reduces the severity of <a href="/facts/Craving_(withdrawal)/PbQR0n9w">craving</a> for nicotine and <a href="/facts/Drug_withdrawal/lGr6VEBU">withdrawal</a> symptoms<a class="footnote-ref" id="fnref:70" href="#fn:70">70</a><a class="footnote-ref" id="fnref:71" href="#fn:71">71</a><a class="footnote-ref" id="fnref:72" href="#fn:72">72</a> such as depressed
mood, irritability, difficulty concentrating, and increased appetite.<a class="footnote-ref" id="fnref:73" href="#fn:73">73</a> Initially, bupropion slows the weight gain that often occurs in the first weeks after quitting smoking. With time, however, this effect becomes negligible.<a class="footnote-ref" id="fnref:74" href="#fn:74">74</a>
The bupropion treatment course lasts for seven to twelve weeks, with the patient halting the use of tobacco about ten days into the course.<a class="footnote-ref" id="fnref:75" href="#fn:75">75</a><a class="footnote-ref" id="fnref:76" href="#fn:76">76</a> After the course, the effectiveness of bupropion for maintaining abstinence from smoking declines over time, from 37% of tobacco abstinence at 3 months to 20% at one year.<a class="footnote-ref" id="fnref:77" href="#fn:77">77</a> It is unclear whether extending bupropion treatment helps to prevent relapse of smoking.<a class="footnote-ref" id="fnref:78" href="#fn:78">78</a>
Overall, six months after the therapy, bupropion increases the likelihood of quitting smoking by approximately 1.6-fold as compared to placebo. In this respect, bupropion is as effective as <a href="/facts/Nicotine_replacement_therapy/NVndtPso">nicotine replacement therapy</a> but inferior to <a href="/facts/Varenicline/DdJwFBbY">varenicline</a>. Combining bupropion and nicotine replacement therapy does not improve the quitting rate.<a class="footnote-ref" id="fnref:79" href="#fn:79">79</a>
In children and adolescents, the use of bupropion for smoking cessation does not appear to offer any significant benefits.<a class="footnote-ref" id="fnref:80" href="#fn:80">80</a> The evidence for its use to aid smoking cessation in pregnant women is insufficient.<a class="footnote-ref" id="fnref:81" href="#fn:81">81</a>

<h3>Attention deficit hyperactivity disorder</h3>
In the United States, the treatment of <a href="/facts/Attention_deficit_hyperactivity_disorder/uSqjIyhd">attention deficit hyperactivity disorder</a> (ADHD) is not an approved indication of bupropion, and it is not mentioned in the 2019 guideline on ADHD treatment from the <a href="/facts/American_Academy_of_Pediatrics/rsUGJTBh">American Academy of Pediatrics</a>.<a class="footnote-ref" id="fnref:82" href="#fn:82">82</a> Systematic reviews of bupropion for the treatment of ADHD in both adults and children note that bupropion may be effective for ADHD but warn that this conclusion has to be interpreted with caution, because clinical trials were of low quality due to small sizes and risk of bias.<a class="footnote-ref" id="fnref:83" href="#fn:83">83</a><a class="footnote-ref" id="fnref:84" href="#fn:84">84</a><a class="footnote-ref" id="fnref:85" href="#fn:85">85</a><a class="footnote-ref" id="fnref:86" href="#fn:86">86</a> Similarly to <a href="/facts/Atomoxetine/Pg9hgoYx">atomoxetine</a>, bupropion has a delayed <a href="/facts/Onset_of_action/BTIWvLSY">onset of action</a> for ADHD, and several weeks of treatment are required for therapeutic effects.<a class="footnote-ref" id="fnref:87" href="#fn:87">87</a><a class="footnote-ref" id="fnref:88" href="#fn:88">88</a> This is in contrast to <a href="/facts/Stimulant/nmBdAXM5">stimulants</a>, such as <a href="/facts/Amphetamine/yKIpLJ9E">amphetamine</a> and <a href="/facts/Methylphenidate/PHmG2R5p">methylphenidate</a>, which have an immediate onset of effect in the condition.<a class="footnote-ref" id="fnref:89" href="#fn:89">89</a>

<h3>Sexual dysfunction</h3>
Bupropion is less likely than other antidepressants to cause <a href="/facts/Sexual_dysfunction/cnrj9YDF">sexual dysfunction</a>.<a class="footnote-ref" id="fnref:90" href="#fn:90">90</a> A range of studies indicate that bupropion not only produces fewer sexual side effects than other antidepressants but can actually help to alleviate sexual dysfunction<a class="footnote-ref" id="fnref:91" href="#fn:91">91</a> including sexual dysfunction induced by <a href="/facts/SSRI/L6jjcmEH">SSRI</a> antidepressants.<a class="footnote-ref" id="fnref:92" href="#fn:92">92</a> There have also been small studies suggesting that bupropion or a bupropion/<a href="/facts/Trazodone/ncFDxzGF">trazodone</a> combination may improve some measures of sexual function in women who have <a href="/facts/Hypoactive_sexual_desire_disorder/umg46Hl0">hypoactive sexual desire disorder</a> (HSDD) and are not depressed.<a class="footnote-ref" id="fnref:93" href="#fn:93">93</a> According to an expert consensus recommendation from the International Society for the Study of Women's Sexual Health, bupropion can be considered as an off-label treatment for HSDD despite limited safety and efficacy data.<a class="footnote-ref" id="fnref:94" href="#fn:94">94</a> Likewise, a 2022 <a href="/facts/Systematic_review/dGvq3BGx">systematic review</a> and <a href="/facts/Meta-analysis/IcfChd8z">meta-analysis</a> of bupropion for sexual desire disorder in women reported that although data were limited, bupropion appeared to be dose-dependently effective for the condition.<a class="footnote-ref" id="fnref:95" href="#fn:95">95</a>

<h3>Weight loss</h3>
Bupropion, when used for treating long-term weight gain over six to twelve months, results in an average weight loss of 2.7 kilograms (6.0 lb) over placebo.<a class="footnote-ref" id="fnref:96" href="#fn:96">96</a> This is not much different from the weight loss produced by several other weight-loss medications such as <a href="/facts/Sibutramine/RgV5IA5V">sibutramine</a> or <a href="/facts/Orlistat/eWGDHFWp">orlistat</a>.<a class="footnote-ref" id="fnref:97" href="#fn:97">97</a> The combination drug <a href="/facts/Naltrexone/bupropion/Q5tBkMg1">naltrexone/bupropion</a> has been approved by the US <a href="/facts/Food_and_Drug_Administration/rCEnh9WB">Food and Drug Administration</a> (FDA) for the treatment of obesity.<a class="footnote-ref" id="fnref:98" href="#fn:98">98</a><a class="footnote-ref" id="fnref:99" href="#fn:99">99</a>

<h3>Other uses</h3>
Bupropion is not effective in the treatment of <a href="/facts/Cocaine_dependence/z5YAhpIM">cocaine dependence</a>,<a class="footnote-ref" id="fnref:100" href="#fn:100">100</a> but it is showing promise in reducing drug use in treating amphetamine-type stimulant use and cravings.<a class="footnote-ref" id="fnref:101" href="#fn:101">101</a><a class="footnote-ref" id="fnref:102" href="#fn:102">102</a> Based on studies indicating that bupropion lowers the level of the inflammatory mediator <a href="/facts/Tumor_necrosis_factor-alpha/7NWNIaCb">TNF-alpha</a>, there have been suggestions that it might be useful in treating <a href="/facts/Inflammatory_bowel_disease/RuxcPW5A">inflammatory bowel disease</a>, <a href="/facts/Psoriasis/WW1k1LsH">psoriasis</a>, and other autoimmune conditions, but very little clinical evidence is available.<a class="footnote-ref" id="fnref:103" href="#fn:103">103</a><a class="footnote-ref" id="fnref:104" href="#fn:104">104</a><a class="footnote-ref" id="fnref:105" href="#fn:105">105</a> Bupropion is not effective in treating chronic low back pain.<a class="footnote-ref" id="fnref:106" href="#fn:106">106</a> The drug may be useful in the treatment of <a href="/facts/Excessive_daytime_sleepiness/23kqEua3">excessive daytime sleepiness</a> (EDS) and <a href="/facts/Narcolepsy/YfQFgVbd">narcolepsy</a>.<a class="footnote-ref" id="fnref:107" href="#fn:107">107</a><a class="footnote-ref" id="fnref:108" href="#fn:108">108</a><a class="footnote-ref" id="fnref:109" href="#fn:109">109</a><a class="footnote-ref" id="fnref:110" href="#fn:110">110</a>
Bupropion has been used to treat <a href="/facts/Disorders_of_diminished_motivation/wboM9IgT">disorders of diminished motivation</a>, like <a href="/facts/Apathy/1Vp2zGnn">apathy</a>, <a href="/facts/Abulia/Xx0aj5b3">abulia</a>, and <a href="/facts/Akinetic_mutism/DQjLgaPr">akinetic mutism</a>.<a class="footnote-ref" id="fnref:111" href="#fn:111">111</a><a class="footnote-ref" id="fnref:112" href="#fn:112">112</a> Accordingly, the drug has been found to increase <a href="/facts/Effortfulness/2fRhxsz2">effort expenditure</a> and improve <a href="/facts/Amotivational_syndrome/N5FBXo1g">motivational deficits</a> in <a href="/facts/Animal_model/xPBrtWUX">animal models</a>.<a class="footnote-ref" id="fnref:113" href="#fn:113">113</a> However, only limited benefits of bupropion in the treatment of apathy have been observed in <a href="/facts/Clinical_trial/q8LMr832">clinical trials</a> in various conditions.<a class="footnote-ref" id="fnref:114" href="#fn:114">114</a>
Bupropion has been used in the treatment of <a href="/facts/Postural_orthostatic_tachycardia_syndrome/Xndeukmn">postural orthostatic tachycardia syndrome</a> (POTS).<a class="footnote-ref" id="fnref:115" href="#fn:115">115</a><a class="footnote-ref" id="fnref:116" href="#fn:116">116</a>

<h3>Available forms</h3>
See also: <a href="/facts/Naltrexone/bupropion/Q5tBkMg1">Naltrexone/bupropion</a> and <a href="/facts/Dextromethorphan/bupropion/P39ojGmS">Dextromethorphan/bupropion</a>
Bupropion is available as an <a href="/facts/Oral_administration/vNQcvLVx">oral</a> <a href="/facts/Tablet_(pharmacy)/PcYmnjd0">tablet</a> in several different formulations.<a class="footnote-ref" id="fnref:117" href="#fn:117">117</a><a class="footnote-ref" id="fnref:118" href="#fn:118">118</a> It is mainly formulated as the <a href="/facts/Hydrochloride/7Sdqua4a">hydrochloride</a> <a href="/facts/Salt_(chemistry)/lsSKwGpn">salt</a><a class="footnote-ref" id="fnref:119" href="#fn:119">119</a><a class="footnote-ref" id="fnref:120" href="#fn:120">120</a> but also as the <a href="/facts/Hydrobromide/gTRpnMwo">hydrobromide</a> salt.<a class="footnote-ref" id="fnref:121" href="#fn:121">121</a> In addition to single-drug formulations, bupropion is formulated in <a href="/facts/Combination_drug/pVS5UD72">combinations</a> including <a href="/facts/Naltrexone/bupropion/Q5tBkMg1">naltrexone/bupropion</a> (Contrave) for obesity and <a href="/facts/Dextromethorphan/bupropion/P39ojGmS">dextromethorphan/bupropion</a> (Auvelity) for depression.<a class="footnote-ref" id="fnref:122" href="#fn:122">122</a><a class="footnote-ref" id="fnref:123" href="#fn:123">123</a>

<h2 id="contraindications">Contraindications</h2>
The US <a href="/facts/Food_and_Drug_Administration/rCEnh9WB">Food and Drug Administration</a> (FDA) prescription label advises that bupropion should not be prescribed to individuals with <a href="/facts/Epilepsy/wawyp56a">epilepsy</a> or other conditions that lower the <a href="/facts/Seizure_threshold/CRuXbR15">seizure threshold</a>, such as <a href="/facts/Anorexia_nervosa/00KSqEn7">anorexia nervosa</a>, <a href="/facts/Bulimia_nervosa/vha4lPpd">bulimia nervosa</a>, or <a href="/facts/Benzodiazepine_withdrawal_syndrome/5ClvqCLB">benzodiazepine</a> or <a href="/facts/Alcohol_withdrawal/FRX036Vk">alcohol withdrawal</a>. It should be avoided in individuals who are taking <a href="/facts/Monoamine_oxidase_inhibitor/obewT56a">monoamine oxidase inhibitors</a> (MAOIs). The label recommends that caution should be exercised when treating people with liver damage, severe <a href="/facts/Nephropathy/koq79A75">kidney disease</a>, and severe <a href="/facts/Hypertension/wlAvBfcf">hypertension</a>, and in children, adolescents, and young adults due to the increased risk of <a href="/facts/Suicidal_ideation/fRd8YNjj">suicidal ideation</a>.<a class="footnote-ref" id="fnref:124" href="#fn:124">124</a>

<h2 id="side-effects">Side effects</h2>
See also: <a href="/facts/List_of_side_effects_of_bupropion/MaFv7BDJ">List of side effects of bupropion</a>
The common adverse effects of bupropion with the greatest difference from placebo are dry mouth, nausea, constipation, insomnia, anxiety, tremor, and excessive sweating.<a class="footnote-ref" id="fnref:125" href="#fn:125">125</a><a class="footnote-ref" id="fnref:126" href="#fn:126">126</a> Bupropion has the highest incidence of insomnia of all second-generation antidepressants, apart from <a href="/facts/Desvenlafaxine/8YuYtV5d">desvenlafaxine</a>.<a class="footnote-ref" id="fnref:127" href="#fn:127">127</a> It is also associated with about 20% increased risk of headache.<a class="footnote-ref" id="fnref:128" href="#fn:128">128</a>
Bupropion raises blood pressure in some people. One study showed an average rise of 6 mm Hg in systolic blood pressure in 10% of patients.<a class="footnote-ref" id="fnref:129" href="#fn:129">129</a> The prescribing information notes that <a href="/facts/Hypertension/wlAvBfcf">hypertension</a>, sometimes severe, is observed in some people taking bupropion, both with and without pre-existing hypertension.<a class="footnote-ref" id="fnref:130" href="#fn:130">130</a><a class="footnote-ref" id="fnref:131" href="#fn:131">131</a> The safety of bupropion in people with cardiovascular conditions and its general cardiovascular safety profile remains unclear due to the lack of data.<a class="footnote-ref" id="fnref:132" href="#fn:132">132</a><a class="footnote-ref" id="fnref:133" href="#fn:133">133</a>
<a href="/facts/Seizure/zuIrQyze">Seizure</a> is a rare but serious adverse effect of bupropion. It is strongly dose-dependent: for the immediate release preparation, the seizure incidence is 0.4% at the dose 300–450 mg per day; the incidence climbs almost ten-fold for the higher than recommended dose of 600 mg.<a class="footnote-ref" id="fnref:134" href="#fn:134">134</a><a class="footnote-ref" id="fnref:135" href="#fn:135">135</a> For comparison, the incidence of unprovoked seizure in the general population is 0.07–0.09%, and the risk of seizure for a variety of other antidepressants is generally 0–0.5% at the recommended doses.<a class="footnote-ref" id="fnref:136" href="#fn:136">136</a>
Cases of <a href="/facts/Hepatotoxicity/xbLcKPNG">liver toxicity</a> leading to death or <a href="/facts/Liver_transplantation/0noMXT50">liver transplantation</a> have been reported for bupropion. It is considered to be one of several antidepressants with a greater risk of hepatotoxicity.<a class="footnote-ref" id="fnref:137" href="#fn:137">137</a>
The prescribing information warns about bupropion triggering an angle-closure <a href="/facts/Glaucoma/MWqWVNz3">glaucoma</a> attack.<a class="footnote-ref" id="fnref:138" href="#fn:138">138</a> On the other hand, bupropion may decrease the risk of development of <a href="/facts/Open_angle_glaucoma/MWqWVNz3">open angle glaucoma</a>.<a class="footnote-ref" id="fnref:139" href="#fn:139">139</a>
Bupropion use by mothers in the first trimester of pregnancy is associated with a 23% increase in the odds of <a href="/facts/Congenital_heart_defect/QsuPPC2Y">congenital heart defects</a> in their children.<a class="footnote-ref" id="fnref:140" href="#fn:140">140</a>
Bupropion has rarely been associated with instances of <a href="/facts/Stevens%E2%80%93Johnson_syndrome/Lx6k5dmJ">Stevens–Johnson syndrome</a>.<a class="footnote-ref" id="fnref:141" href="#fn:141">141</a><a class="footnote-ref" id="fnref:142" href="#fn:142">142</a>
Bupropion has not been associated with <a href="/facts/QT_prolongation/kX1NAAUh">QT prolongation</a> at therapeutic doses but has been associated with QT prolongation in <a href="/facts/Overdose/Jlo2AX3Y">overdose</a>.<a class="footnote-ref" id="fnref:143" href="#fn:143">143</a><a class="footnote-ref" id="fnref:144" href="#fn:144">144</a><a class="footnote-ref" id="fnref:145" href="#fn:145">145</a>

<h3>Psychiatric</h3>
The US <a href="/facts/Food_and_Drug_Administration/rCEnh9WB">Food and Drug Administration</a> (FDA) requires all antidepressants, including bupropion, to carry a <a href="/facts/Boxed_warning/wr8kHNwQ">boxed warning</a> stating that antidepressants may increase the risk of suicide in people younger than 25. This warning is based on a statistical analysis conducted by the FDA which found a 2-fold increase in <a href="/facts/Suicidal_ideation/fRd8YNjj">suicidal thought</a> and behavior in children and adolescents, and a 1.5-fold increase in the 18–24 age group.<a class="footnote-ref" id="fnref:146" href="#fn:146">146</a> For this analysis the FDA combined the results of 295 trials of 11 antidepressants to obtain statistically significant results. Considered in isolation, bupropion was not statistically different from placebo.<a class="footnote-ref" id="fnref:147" href="#fn:147">147</a>
Bupropion prescribed for smoking cessation results in a 25% increase in the risk of psychiatric side effects, in particular, <a href="/facts/Anxiety/Geekl883">anxiety</a> (about 40% increase) and <a href="/facts/Insomnia/C1TnQTb2">insomnia</a> (about 80% increase). The evidence is insufficient to determine whether bupropion is associated with suicides or suicidal behavior.<a class="footnote-ref" id="fnref:148" href="#fn:148">148</a>
In rare cases, bupropion-induced <a href="/facts/Psychosis/cVGd7MKK">psychosis</a> may develop. It is associated with higher doses of bupropion; many cases described are at higher than recommended doses. Concurrent antipsychotic medication appears to be protective.<a class="footnote-ref" id="fnref:149" href="#fn:149">149</a> In most cases the psychotic symptoms are eliminated by reducing the dose, ceasing treatment or adding antipsychotic medication.<a class="footnote-ref" id="fnref:150" href="#fn:150">150</a><a class="footnote-ref" id="fnref:151" href="#fn:151">151</a>
Although studies are lacking, a handful of case reports suggest that abrupt discontinuation of bupropion may cause <a href="/facts/Antidepressant_discontinuation_syndrome/XlkjJFYA">antidepressant discontinuation syndrome</a>.<a class="footnote-ref" id="fnref:152" href="#fn:152">152</a>

<h2 id="overdose">Overdose</h2>
Bupropion is considered moderately dangerous in overdose.<a class="footnote-ref" id="fnref:153" href="#fn:153">153</a><a class="footnote-ref" id="fnref:154" href="#fn:154">154</a> According to an analysis of <a href="/facts/American_Association_of_Poison_Control_Centers/lmNK3mXg">US National Poison Data System</a>, adjusted for the number of prescriptions, bupropion and <a href="/facts/Venlafaxine/x99jcWk6">venlafaxine</a> are the two new-generation antidepressants (i.e., non-<a href="/facts/Tricyclic_antidepressants/vpBLER2Q">tricyclic antidepressants</a>) that result in the highest <a href="/facts/Mortality_rate/s4gmxyFV">mortality</a> and <a href="/facts/Morbidity/55eeQlGL">morbidity</a>.<a class="footnote-ref" id="fnref:155" href="#fn:155">155</a> For significant overdoses, seizures have been reported in about a third of all cases; other serious effects include hallucinations, loss of consciousness, and <a href="/facts/Heart_arrhythmia/ooEpr46Q">abnormal heart rhythms</a>. When bupropion was one of several kinds of pills taken in an overdose, fever, muscle rigidity, muscle damage, hypertension or hypotension, stupor, coma, and respiratory failure have been reported. While most people recover, some people have died, having had multiple uncontrolled seizures and myocardial infarction.<a class="footnote-ref" id="fnref:156" href="#fn:156">156</a>

<h2 id="interactions">Interactions</h2>
Since bupropion is metabolized to <a href="/facts/Hydroxybupropion/GtcWbsWT">hydroxybupropion</a> by the enzyme <a href="/facts/CYP2B6/gkM9tRSJ">CYP2B6</a>, drug interactions with CYP2B6 inhibitors are possible: this includes such medications as <a href="/facts/Paroxetine/FIR7QqMP">paroxetine</a>, <a href="/facts/Sertraline/SBk6L0Jr">sertraline</a>, <a href="/facts/Norfluoxetine/DjyhS0Sr">norfluoxetine</a> (active metabolite of <a href="/facts/Fluoxetine/U28lM3Pm">fluoxetine</a>), <a href="/facts/Diazepam/h7lIGqkM">diazepam</a>, <a href="/facts/Clopidogrel/8CTCEKV1">clopidogrel</a>, and <a href="/facts/Orphenadrine/3BEpUdvx">orphenadrine</a>. The expected result is an increase of bupropion and a decrease in hydroxybupropion blood concentration. The reverse effect (decrease of bupropion and increase of hydroxybupropion) can be expected with CYP2B6 <a href="/facts/Enzyme_induction_and_inhibition/xsqdeWf3">inducers</a> such as <a href="/facts/Carbamazepine/Hd1By1Mj">carbamazepine</a>, <a href="/facts/Clotrimazole/SRY1jAW9">clotrimazole</a>, <a href="/facts/Rifampicin/9naa8C5l">rifampicin</a>, <a href="/facts/Ritonavir/ejvFjgsf">ritonavir</a>, <a href="/facts/Hypericum_perforatum/mpjzo2y9">St John's wort</a>, and <a href="/facts/Phenobarbital/G236GSuW">phenobarbital</a>.<a class="footnote-ref" id="fnref:157" href="#fn:157">157</a> Indeed, carbamazepine decreases exposure to bupropion by 90% and increases exposure to hydroxybupropion by 94%.<a class="footnote-ref" id="fnref:158" href="#fn:158">158</a> Ritonavir, <a href="/facts/Lopinavir/ritonavir/aBphnGvL">lopinavir/ritonavir</a>, and <a href="/facts/Efavirenz/cXAYkt6o">efavirenz</a> have been shown to decrease levels of bupropion and/or its metabolites.<a class="footnote-ref" id="fnref:159" href="#fn:159">159</a> <a href="/facts/Ticlopidine/5QtjvYF9">Ticlopidine</a> and clopidogrel, both potent CYP2B6 inhibitors, have been found to considerably increase bupropion levels as well as decrease levels of its metabolite hydroxybupropion.<a class="footnote-ref" id="fnref:160" href="#fn:160">160</a>
Bupropion and its metabolites are inhibitors of <a href="/facts/CYP2D6/Gx1MovPA">CYP2D6</a>, with hydroxybupropion responsible for most of the inhibition. Additionally, bupropion and its metabolites may decrease the expression of CYP2D6 in the liver. The end effect is a significant slowing of the clearance of other drugs metabolized by this enzyme.<a class="footnote-ref" id="fnref:161" href="#fn:161">161</a> For instance, bupropion has been found to increase <a href="/facts/Area-under-the-curve_(pharmacokinetics)/dyscqaIW">area-under-the-curve</a> of <a href="/facts/Desipramine/1NvuPY6M">desipramine</a>, a CYP2D6 substrate, by 5-fold.<a class="footnote-ref" id="fnref:162" href="#fn:162">162</a> Bupropion has also been found to increase levels of <a href="/facts/Atomoxetine/Pg9hgoYx">atomoxetine</a> by 5.1-fold, while decreasing the exposure to its main metabolite by 1.5-fold.<a class="footnote-ref" id="fnref:163" href="#fn:163">163</a> As another example, the ratio of <a href="/facts/Dextromethorphan/Jq9UgD4M">dextromethorphan</a> (a drug that is mainly metabolized by CYP2D6) to its major <a href="/facts/Metabolite/nAyywVtA">metabolite</a> <a href="/facts/Dextrorphan/9M93zQRe">dextrorphan</a> increased approximately 35-fold when it was administered to people being treated with 300 mg/day bupropion.<a class="footnote-ref" id="fnref:164" href="#fn:164">164</a> When people on bupropion are given <a href="/facts/MDMA/WYDACxGN">MDMA</a>, about 30% increase of exposure to both drugs is observed, with enhanced mood but decreased <a href="/facts/Heart_rate/YngB0bzg">heart rate</a> effects of MDMA.<a class="footnote-ref" id="fnref:165" href="#fn:165">165</a><a class="footnote-ref" id="fnref:166" href="#fn:166">166</a> Interactions with other CYP2D6 substrates, such as <a href="/facts/Metoprolol/NmG0B0gn">metoprolol</a>, <a href="/facts/Imipramine/3ppWvEKp">imipramine</a>, <a href="/facts/Nortriptyline/predd7gA">nortriptyline</a>,<a class="footnote-ref" id="fnref:167" href="#fn:167">167</a> <a href="/facts/Venlafaxine/x99jcWk6">venlafaxine</a>,<a class="footnote-ref" id="fnref:168" href="#fn:168">168</a> and <a href="/facts/Nebivolol/auKeeByV">nebivolol</a><a class="footnote-ref" id="fnref:169" href="#fn:169">169</a> have also been reported. However, in a notable exception, bupropion does not seem to affect the concentrations of CYP2D6 substrates fluoxetine and paroxetine.<a class="footnote-ref" id="fnref:170" href="#fn:170">170</a><a class="footnote-ref" id="fnref:171" href="#fn:171">171</a> Bupropion prevents <a href="/facts/Norepinephrine/AjTIC9ox">norepinephrine</a> and <a href="/facts/Dopamine/5gNy8Xkd">dopamine</a> release induced by <a href="/facts/Methamphetamine/vS1jloMe">methamphetamine</a> and has been found to reduce the subjective and <a href="/facts/Sympathomimetic/IEYU5ERW">sympathomimetic</a> effects of methamphetamine in humans.<a class="footnote-ref" id="fnref:172" href="#fn:172">172</a><a class="footnote-ref" id="fnref:173" href="#fn:173">173</a><a class="footnote-ref" id="fnref:174" href="#fn:174">174</a>
Bupropion lowers the <a href="/facts/Seizure/zuIrQyze">seizure</a> threshold, and therefore can potentially interact with other medications that also lower it, such as <a href="/facts/Antipsychotic/7bNTg7T3">antipsychotics</a>, <a href="/facts/Tricyclic_antidepressant/vpBLER2Q">tricyclic antidepressants</a>, <a href="/facts/Theophylline/qJzjQVB2">theophylline</a>, and systemic <a href="/facts/Corticosteroid/jeL2QeIL">corticosteroids</a>.<a class="footnote-ref" id="fnref:175" href="#fn:175">175</a> The prescribing information recommends minimizing the use of <a href="/facts/Alcohol_(drug)/IeK2fVd5">alcohol</a>, since in rare cases bupropion reduces alcohol tolerance.<a class="footnote-ref" id="fnref:176" href="#fn:176">176</a>
Caution should be observed when combining bupropion with a <a href="/facts/Monoamine_oxidase_inhibitor/obewT56a">monoamine oxidase inhibitor</a> (MAOI), as it may result in <a href="/facts/Hypertensive_crisis/dDPo1RB3">hypertensive crisis</a>.<a class="footnote-ref" id="fnref:177" href="#fn:177">177</a>

<h2 id="pharmacology">Pharmacology</h2>
<h3>Pharmacodynamics</h3>
Bupropion binding and activity<a class="footnote-ref" id="fnref:178" href="#fn:178">178</a><a class="footnote-ref" id="fnref:179" href="#fn:179">179</a><a class="footnote-ref" id="fnref:180" href="#fn:180">180</a><table><tbody><tr><th>Site</th><th>Value (nM)</th><th>Type</th><th>Species</th></tr><tr><td><a href="/facts/Dopamine_transporter/V9I2Uy1p">DAT</a>Tooltip Dopamine transporter</td><td>173–1,800372–2,780330–2,900550–2,170</td><td>KiKiIC50IC50</td><td>HumanRatHumanRat</td></tr><tr><td><a href="/facts/Norepinephrine_transporter/532N8LIg">NET</a>Tooltip Norepinephrine transporter</td><td>3,640–52,000940–1,900443–3,2401,400–1,900</td><td>KiKiIC50IC50</td><td>HumanRatHumanRat</td></tr><tr><td><a href="/facts/Serotonin_transporter/VPh5wtCy">SERT</a>Tooltip Serotonin transporter</td><td>9,100–>100,0001,000–>10,00047,000–>100,00015,600</td><td>KiKiIC50IC50</td><td>HumanRatHumanRat</td></tr><tr><td><a href="/facts/Alpha-1_adrenergic_receptor/JbPCT974">α1/1A-AdR</a></td><td>4,200–16,000</td><td>Ki</td><td>Human</td></tr><tr><td><a href="/facts/Alpha-2_adrenergic_receptor/QmUrvvYn">α2/2A-AdR</a></td><td>>10,000–81,000</td><td>Ki</td><td>Human</td></tr><tr><td><a href="/facts/H1_receptor/L6DzvF7A">H1</a></td><td>6,600–>10,000</td><td>Ki</td><td>Human</td></tr><tr><td><a href="/facts/Sigma-1_receptor/qje6l9GW">σ1</a></td><td>580–2,100</td><td>IC50</td><td>Rodent</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α1-nACh</a></td><td>7,600–28,000</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α3β2-nACh</a></td><td>1,000</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α3β4-nACh</a></td><td>1,800</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α4β2-nACh</a></td><td>12,000</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α4β4-nACh</a></td><td>12,000–14,000</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α7-nACh</a></td><td>7,900–50,000</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">α/β/δ/γ-nACh</a></td><td>7,900</td><td>IC50</td><td>Human</td></tr><tr><td><a href="/facts/Human_Ether-%C3%A0-go-go-Related_Gene/26yUany0">hERG</a>Tooltip human Ether-à-go-go-Related Gene</td><td>34,000–69,000</td><td>IC50</td><td>Human</td></tr><tr><td colspan="5">Notes: (1) Values are in nanomolar (nM) units. The smaller the value, the more avidly the drug binds to or affects the site. (2) Affinities (Ki) were >10,000 nM at a variety of other sites (5-HT1, 5-HT2, β-adrenergic, D1, D2, mACh, nACh, GABAA). More: <a class="footnote-ref" id="fnref:181" href="#fn:181">181</a><a class="footnote-ref" id="fnref:182" href="#fn:182">182</a><a class="footnote-ref" id="fnref:183" href="#fn:183">183</a><a class="footnote-ref" id="fnref:184" href="#fn:184">184</a><a class="footnote-ref" id="fnref:185" href="#fn:185">185</a><a class="footnote-ref" id="fnref:186" href="#fn:186">186</a></td></tr></tbody></table>
The <a href="/facts/Mechanism_of_action/Sjk8vfV4">mechanism of action</a> of bupropion in the treatment of depression and for other indications is unclear.<a class="footnote-ref" id="fnref:187" href="#fn:187">187</a> However, it is thought to be related to the fact that bupropion is a <a href="/facts/Norepinephrine%E2%80%93dopamine_reuptake_inhibitor/Y4Bg2Bkd">norepinephrine–dopamine reuptake inhibitor</a> (NDRI) and <a href="/facts/Negative_allosteric_modulator/Gg1It5Cj">negative allosteric modulator</a> of several <a href="/facts/Nicotinic_acetylcholine_receptor/k2s2pPHr">nicotinic acetylcholine receptors</a>.<a class="footnote-ref" id="fnref:188" href="#fn:188">188</a> Bupropion does not act as a <a href="/facts/Norepinephrine%E2%80%93dopamine_releasing_agent/LRyLfF8X">norepinephrine–dopamine releasing agent</a>.<a class="footnote-ref" id="fnref:189" href="#fn:189">189</a> Pharmacological actions of bupropion, to a substantial degree, are due to its active metabolites <a href="/facts/Hydroxybupropion/GtcWbsWT">hydroxybupropion</a>, <a href="/facts/Threohydrobupropion/gkygn0Xv">threo-hydrobupropion</a>, and <a href="/facts/Erythrohydrobupropion/38PrlCfQ">erythro-hydrobupropion</a> that are present in the blood plasma at comparable or much higher levels.<a class="footnote-ref" id="fnref:190" href="#fn:190">190</a> In fact, bupropion could accurately be conceptualized as a <a href="/facts/Prodrug/cg0GNhH0">prodrug</a> of these metabolites.<a class="footnote-ref" id="fnref:191" href="#fn:191">191</a> Overall action of these metabolites, and particularly one enantiomer <a href="/facts/Radafaxine/97FbpQBC">S,S-hydroxybupropion</a>, is also characterized by inhibition of norepinephrine and dopamine reuptake and nicotinic inhibition (see the chart on the right).<a class="footnote-ref" id="fnref:192" href="#fn:192">192</a> Bupropion has no meaningful direct activity at a variety of <a href="/facts/Receptor_(biochemistry)/tjTAC76a">receptors</a>, including <a href="/facts/Alpha-adrenergic_receptor/uoAeJbcN">α-</a> and <a href="/facts/Beta-adrenergic_receptor/uoAeJbcN">β-adrenergic</a>, <a href="/facts/Dopamine_receptor/fgsjJwkL">dopamine</a>, <a href="/facts/Serotonin_receptor/D6656QzQ">serotonin</a>, <a href="/facts/Histamine_receptor/9HNlqSI1">histamine</a>, and <a href="/facts/Muscarinic_acetylcholine_receptor/caIdoqrW">muscarinic acetylcholine receptors</a>.<a class="footnote-ref" id="fnref:193" href="#fn:193">193</a>
The occupancy of <a href="/facts/Dopamine_transporter/V9I2Uy1p">dopamine transporter</a> (DAT) by bupropion (300 mg/day) and its metabolites in the human brain as measured by several <a href="/facts/Positron_emission_tomography/5SmcW6qz">positron emission tomography</a> (PET) studies is approximately 20%, with a mean occupancy range of about 14 to 26%.<a class="footnote-ref" id="fnref:194" href="#fn:194">194</a><a class="footnote-ref" id="fnref:195" href="#fn:195">195</a><a class="footnote-ref" id="fnref:196" href="#fn:196">196</a><a class="footnote-ref" id="fnref:197" href="#fn:197">197</a> For comparison, the NDRI <a href="/facts/Methylphenidate/PHmG2R5p">methylphenidate</a> at therapeutic doses is thought to occupy greater than 50% of DAT sites.<a class="footnote-ref" id="fnref:198" href="#fn:198">198</a> In accordance with its low DAT occupancy, no measurable dopamine release in the human brain was detected with bupropion (one 150 mg dose) in a PET study.<a class="footnote-ref" id="fnref:199" href="#fn:199">199</a><a class="footnote-ref" id="fnref:200" href="#fn:200">200</a><a class="footnote-ref" id="fnref:201" href="#fn:201">201</a><a class="footnote-ref" id="fnref:202" href="#fn:202">202</a> Bupropion has also been shown to increase striatal <a href="/facts/Vesicular_monoamine_transporter_2/SnQpq1zy">VMAT2</a>, though it is unknown if this effect is more pronounced than other DRIs.<a class="footnote-ref" id="fnref:203" href="#fn:203">203</a> These findings raise questions about the role of <a href="/facts/Dopamine_reuptake_inhibition/ykjLEgzY">dopamine reuptake inhibition</a> in the pharmacology of bupropion, and suggest that other actions may be responsible for its therapeutic effects.<a class="footnote-ref" id="fnref:204" href="#fn:204">204</a><a class="footnote-ref" id="fnref:205" href="#fn:205">205</a><a class="footnote-ref" id="fnref:206" href="#fn:206">206</a><a class="footnote-ref" id="fnref:207" href="#fn:207">207</a> No data are available on occupancy of the <a href="/facts/Norepinephrine_transporter/532N8LIg">norepinephrine transporter</a> (NET) by bupropion and its metabolites.<a class="footnote-ref" id="fnref:208" href="#fn:208">208</a><a class="footnote-ref" id="fnref:209" href="#fn:209">209</a> However, due to the increased exposure of hydroxybupropion over bupropion itself, which has higher <a href="/facts/Affinity_(pharmacology)/44QLL4eU">affinity</a> for the NET than the DAT,<a class="footnote-ref" id="fnref:210" href="#fn:210">210</a> bupropion's overall pharmacological profile in humans may end up making it effectively more of a <a href="/facts/Norepinephrine_reuptake_inhibitor/UW3udbj0">norepinephrine reuptake inhibitor</a> than a dopamine reuptake inhibitor.<a class="footnote-ref" id="fnref:211" href="#fn:211">211</a><a class="footnote-ref" id="fnref:212" href="#fn:212">212</a> Accordingly, the clinical effects of bupropion are more consistent with noradrenergic activity than with dopaminergic actions.<a class="footnote-ref" id="fnref:213" href="#fn:213">213</a><a class="footnote-ref" id="fnref:214" href="#fn:214">214</a>
Bupropion has been claimed to be a <a href="/facts/Sigma_receptor/JpFeF344">sigma</a> <a href="/facts/Sigma-1_receptor/qje6l9GW">σ1 receptor</a> <a href="/facts/Agonist/nz8U5NNp">agonist</a>.<a class="footnote-ref" id="fnref:215" href="#fn:215">215</a><a class="footnote-ref" id="fnref:216" href="#fn:216">216</a> Its antidepressant-like effects in rodents depend on σ1 receptor activation.<a class="footnote-ref" id="fnref:217" href="#fn:217">217</a><a class="footnote-ref" id="fnref:218" href="#fn:218">218</a><a class="footnote-ref" id="fnref:219" href="#fn:219">219</a> They are enhanced and inhibited by σ1 receptor agonists and antagonists, respectively.<a class="footnote-ref" id="fnref:220" href="#fn:220">220</a><a class="footnote-ref" id="fnref:221" href="#fn:221">221</a><a class="footnote-ref" id="fnref:222" href="#fn:222">222</a> However, no data on the binding or functional effects of bupropion at the human sigma receptors seem to be available.<a class="footnote-ref" id="fnref:223" href="#fn:223">223</a><a class="footnote-ref" id="fnref:224" href="#fn:224">224</a><a class="footnote-ref" id="fnref:225" href="#fn:225">225</a> In any case, bupropion has been reported to bind to rodent σ1 receptors with <a href="/facts/Half-maximal_inhibitory_concentration/zdz6qVBP">IC50</a>Tooltip half-maximal inhibitory concentration values of 580 to 2,100 nM.<a class="footnote-ref" id="fnref:226" href="#fn:226">226</a> In contrast to many other <a href="/facts/Substituted_phenethylamine/dte6TQxS">phenethylamines</a> and <a href="/facts/Substituted_amphetamine/KlmrodPb">amphetamines</a>,<a class="footnote-ref" id="fnref:227" href="#fn:227">227</a> bupropion is not an <a href="/facts/Agonist/nz8U5NNp">agonist</a> of the <a href="/facts/Trace_amine-associated_receptor_1/Xf3Qpjtw">trace amine-associated receptor 1</a> (TAAR1).<a class="footnote-ref" id="fnref:228" href="#fn:228">228</a><a class="footnote-ref" id="fnref:229" href="#fn:229">229</a><a class="footnote-ref" id="fnref:230" href="#fn:230">230</a><a class="footnote-ref" id="fnref:231" href="#fn:231">231</a>
Bupropion has been found to have a mixture of <a href="/facts/Anti-inflammatory/W27poSUd">anti-inflammatory</a> and <a href="/facts/Pro-inflammatory/Ura86MIy">pro-inflammatory</a> activity through <a href="/facts/Immunomodulation/fWlbBnHc">modulation of the immune system</a>.<a class="footnote-ref" id="fnref:232" href="#fn:232">232</a><a class="footnote-ref" id="fnref:233" href="#fn:233">233</a><a class="footnote-ref" id="fnref:234" href="#fn:234">234</a><a class="footnote-ref" id="fnref:235" href="#fn:235">235</a><a class="footnote-ref" id="fnref:236" href="#fn:236">236</a><a class="footnote-ref" id="fnref:237" href="#fn:237">237</a><a class="footnote-ref" id="fnref:238" href="#fn:238">238</a> One such mechanism underlying these effects may be reduced levels of the pro-inflammatory <a href="/facts/Cytokine/SdWpWABH">cytokine</a> <a href="/facts/Tumor_necrosis_factor_alpha/7NWNIaCb">tumor necrosis factor alpha</a> (TNFα).<a class="footnote-ref" id="fnref:239" href="#fn:239">239</a><a class="footnote-ref" id="fnref:240" href="#fn:240">240</a><a class="footnote-ref" id="fnref:241" href="#fn:241">241</a> The catecholaminergic actions of bupropion may be involved in its immunomodulatory effects.<a class="footnote-ref" id="fnref:242" href="#fn:242">242</a>

Pharmacology of bupropion and its metabolites<table><tbody><tr><th scope="col"> </th><th scope="col">Bupropion</th><th scope="col"><a href="/facts/(2R,3R)-Hydroxybupropion/tE0NdNkg">R,R-Hydroxybupropion</a></th><th scope="col"><a href="/facts/Radafaxine/97FbpQBC">S,S-Hydroxybupropion</a></th><th scope="col"><a href="/facts/Threohydrobupropion/gkygn0Xv">Threo-hydrobupropion</a></th><th scope="col"><a href="/facts/Erythrohydrobupropion/38PrlCfQ">Erythro-hydrobupropion</a></th></tr><tr><th scope="row" colspan="6">Exposure and half-life</th></tr><tr><th scope="row"><a href="/facts/Area_under_the_curve_(pharmacokinetics)/dyscqaIW">AUC</a> relativeto bupropion<a class="footnote-ref" id="fnref:243" href="#fn:243">243</a><a class="footnote-ref" id="fnref:244" href="#fn:244">244</a></th><td>1</td><td>23.8</td><td>0.6</td><td>11.2</td><td>2.5</td></tr><tr><th scope="row">Half-life<a class="footnote-ref" id="fnref:245" href="#fn:245">245</a></th><td>1.04 h</td><td>19 h</td><td>15 h</td><td>31 h</td><td>22 h</td></tr><tr><th scope="row" colspan="6">Inhibition <a href="/facts/IC50/zdz6qVBP">IC50</a> (μM) in human cells, unless noted otherwise (Lesser values indicate greater potency.)</th></tr><tr><th scope="row"><a href="/facts/Dopamine_transporter/V9I2Uy1p">DAT</a>, uptake<a class="footnote-ref" id="fnref:246" href="#fn:246">246</a></th><td>0.66</td><td>inactive</td><td>0.63</td><td>47 (rat)<a class="footnote-ref" id="fnref:247" href="#fn:247">247</a></td><td>no data</td></tr><tr><th scope="row"><a href="/facts/Norepinephrine_transporter/532N8LIg">NET</a>, uptake<a class="footnote-ref" id="fnref:248" href="#fn:248">248</a></th><td>1.85</td><td>9.9</td><td>0.24</td><td>16 (rat)<a class="footnote-ref" id="fnref:249" href="#fn:249">249</a></td><td>no data</td></tr><tr><th scope="row"><a href="/facts/Serotonin_transporter/VPh5wtCy">SERT</a>, uptake<a class="footnote-ref" id="fnref:250" href="#fn:250">250</a></th><td>inactive</td><td>inactive</td><td>inactive</td><td>67 (rat)<a class="footnote-ref" id="fnref:251" href="#fn:251">251</a></td><td>no data</td></tr><tr><th scope="row"><a href="/facts/Alpha-3_beta-4_nicotinic_receptor/3m4rqQdN">α3β4</a> nicotinic<a class="footnote-ref" id="fnref:252" href="#fn:252">252</a></th><td>1.8</td><td>6.5</td><td>11</td><td>14 (rat)<a class="footnote-ref" id="fnref:253" href="#fn:253">253</a></td><td>no data</td></tr><tr><th scope="row"><a href="/facts/Alpha-4_beta-2_nicotinic_receptor/qleRmw4W">α4β2</a> nicotinic<a class="footnote-ref" id="fnref:254" href="#fn:254">254</a></th><td>12</td><td>31</td><td>3.3</td><td>no data</td><td>no data</td></tr><tr><th scope="row"><a href="/facts/CHRNA1/GIpSfsqq">α1β1γδ</a> nicotinic<a class="footnote-ref" id="fnref:255" href="#fn:255">255</a></th><td>7.9</td><td>7.6</td><td>28</td><td>no data</td><td>no data</td></tr><tr><th scope="row"><a href="/facts/5-HT3_receptor/7Qa2T8v3">5-HT3A</a><a class="footnote-ref" id="fnref:256" href="#fn:256">256</a><a class="footnote-ref" id="fnref:257" href="#fn:257">257</a></th><td>87 (mouse)</td><td>113</td><td>no data</td><td>no data</td><td>no data</td></tr></tbody></table>
<h3>Pharmacokinetics</h3>

After oral administration, bupropion is rapidly and completely absorbed reaching the peak blood plasma concentration after 1.5 hours (<a href="/facts/Cmax_(pharmacology)/IceQcRQB">tmax</a>). Sustained-release (SR) and extended-release (XL) formulations have been designed to slow down absorption resulting in tmax of 3 hours and 5 hours, respectively.<a class="footnote-ref" id="fnref:258" href="#fn:258">258</a> Absolute <a href="/facts/Bioavailability/9l6na9MV">bioavailability</a> of bupropion is unknown but is presumed to be low, at 5–20%, due to the <a href="/facts/First_pass_effect/jfDsbq7S">first-pass metabolism</a>. As for the relative bioavailability of the formulations, XL formulation has lower bioavailability (68%) compared to SR formulation and immediate release bupropion.<a class="footnote-ref" id="fnref:259" href="#fn:259">259</a>
Bupropion is metabolized in the body by a variety of pathways. The <a href="/facts/Oxidation/Pyd5RVcj">oxidative</a> pathways are by <a href="/facts/Cytochrome_P450/alxusFD0">cytochrome P450</a> isoenzymes <a href="/facts/CYP2B6/gkM9tRSJ">CYP2B6</a> leading to <a href="/facts/(2R,3R)-Hydroxybupropion/tE0NdNkg">R,R</a>- and <a href="/facts/Radafaxine/97FbpQBC">S,S-hydroxybupropion</a> and, to a lesser degree, <a href="/facts/CYP2C19/fMNI7cKF">CYP2C19</a> leading to 4'-hydroxybupropion. The <a href="/facts/Reduction_(chemistry)/Pyd5RVcj">reductive</a> pathways are by <a href="/facts/11%CE%B2-hydroxysteroid_dehydrogenase_type_1/r7kkL7VI">11β-hydroxysteroid dehydrogenase type 1</a> in the liver and <a href="/facts/AKR7A2/7XluNw2E">AKR7A2</a>/<a href="/facts/AKR7A3/C3bSo9Kh">AKR7A3</a> in the intestine leading to <a href="/facts/Threohydrobupropion/gkygn0Xv">threo-hydrobupropion</a> and by yet unknown enzyme leading to <a href="/facts/Erythrohydrobupropion/38PrlCfQ">erythro-hydrobupropion</a>.<a class="footnote-ref" id="fnref:260" href="#fn:260">260</a>
The metabolism of bupropion is highly variable: the effective doses of bupropion received by persons who ingest the same amount of the drug may differ by as much as 5.5 times (with a <a href="/facts/Biological_half-life/7nB2JtMr">half-life</a> of 12–30 hours), while the effective doses of <a href="/facts/Hydroxybupropion/GtcWbsWT">hydroxybupropion</a> may differ by as much as 7.5 times (with a half-life of 15–25 hours).<a class="footnote-ref" id="fnref:261" href="#fn:261">261</a><a class="footnote-ref" id="fnref:262" href="#fn:262">262</a><a class="footnote-ref" id="fnref:263" href="#fn:263">263</a> Based on this, some researchers have advocated monitoring of the blood level of bupropion and hydroxybupropion.<a class="footnote-ref" id="fnref:264" href="#fn:264">264</a>
The metabolism of bupropion also seems to follow biphasic pharmacokinetics: the redistribution alpha phase with half-life of about 1 hour<a class="footnote-ref" id="fnref:265" href="#fn:265">265</a> precedes the metabolism beta phase of about 12-30 hours. This might explain why abuse is unfeasible due to a short "high", as well as support the use of extended-release formulas to maintain a consistent concentration of bupropion.
The metabolism of bupropion is highly species-dependent.<a class="footnote-ref" id="fnref:266" href="#fn:266">266</a><a class="footnote-ref" id="fnref:267" href="#fn:267">267</a><a class="footnote-ref" id="fnref:268" href="#fn:268">268</a> As an example, oral bupropion results in hydroxybupropion levels that are 16-fold higher than those of bupropion itself in humans, whereas in rats, oral bupropion results in levels of bupropion that are 3.4-fold higher than those of hydroxybupropion.<a class="footnote-ref" id="fnref:269" href="#fn:269">269</a> The species-dependent metabolism of bupropion is thought to be involved in species differences in its pharmacodynamic effects.<a class="footnote-ref" id="fnref:270" href="#fn:270">270</a><a class="footnote-ref" id="fnref:271" href="#fn:271">271</a><a class="footnote-ref" id="fnref:272" href="#fn:272">272</a> For example, bupropion produces <a href="/facts/Psychostimulant/nmBdAXM5">psychostimulant</a>-like and <a href="/facts/Positive_reinforcement/bn271VLa">reinforcing</a> effects in rodents, whereas oral bupropion at therapeutic doses seems to have much less or no potential for such effects in humans.<a class="footnote-ref" id="fnref:273" href="#fn:273">273</a>

<h2 id="chemistry">Chemistry</h2>
Bupropion is an <a href="/facts/Aminoketone/wBp0jvkl">aminoketone</a> that belongs to the <a href="/facts/Chemical_classification/ePAxWT8S">class</a> of <a href="/facts/Substituted_cathinone/6p5r2YLm">substituted cathinones</a> and the more general class of <a href="/facts/Substituted_phenethylamine/dte6TQxS">substituted phenethylamines</a>.<a class="footnote-ref" id="fnref:274" href="#fn:274">274</a><a class="footnote-ref" id="fnref:275" href="#fn:275">275</a> It is also known structurally as 3-chloro-N-tert-butyl-β-keto-α-methylphenethylamine, 3-chloro-N-tert-butyl-β-ketoamphetamine, or 3-chloro-N-tert-butylcathinone. The clinically used bupropion is <a href="/facts/Racemic/STEagtrD">racemic</a>, which is a mixture of two <a href="/facts/Enantiomer/wjPv5J3y">enantiomers</a>: S-bupropion and R-bupropion. Although the <a href="/facts/Optical_isomer/p5a9pftB">optical isomers</a> on bupropion can be separated, they rapidly <a href="/facts/Racemization/t4C1SIXQ">racemize</a> under physiological conditions.<a class="footnote-ref" id="fnref:276" href="#fn:276">276</a><a class="footnote-ref" id="fnref:277" href="#fn:277">277</a>
Bupropion is a <a href="/facts/Small_molecule/kbwq3VBn">small-molecule</a> <a href="/facts/Chemical_compound/37FXqqtv">compound</a> with the <a href="/facts/Molecular_formula/hghUtthl">molecular formula</a> C13H18ClNO and a <a href="/facts/Molecular_weight/FWueGMed">molecular weight</a> of 239.74 g/mol.<a class="footnote-ref" id="fnref:278" href="#fn:278">278</a><a class="footnote-ref" id="fnref:279" href="#fn:279">279</a> It is a highly <a href="/facts/Lipophilic/AWpsR8Xe">lipophilic</a> compound,<a class="footnote-ref" id="fnref:280" href="#fn:280">280</a> with an experimental <a href="/facts/Partition_coefficient/D4aTlBal">log P</a> of 3.6.<a class="footnote-ref" id="fnref:281" href="#fn:281">281</a><a class="footnote-ref" id="fnref:282" href="#fn:282">282</a> Pharmaceutically, bupropion is used mainly as the <a href="/facts/Hydrochloride/7Sdqua4a">hydrochloride</a> <a href="/facts/Salt_(chemistry)/lsSKwGpn">salt</a> but also to a lesser extent as the <a href="/facts/Hydrobromide/gTRpnMwo">hydrobromide</a> salt.<a class="footnote-ref" id="fnref:283" href="#fn:283">283</a><a class="footnote-ref" id="fnref:284" href="#fn:284">284</a><a class="footnote-ref" id="fnref:285" href="#fn:285">285</a>
A number of <a href="/facts/Structural_analog/3aysWSVG">analogues</a> of bupropion exist, such as <a href="/facts/Hydroxybupropion/GtcWbsWT">hydroxybupropion</a>, <a href="/facts/Radafaxine/97FbpQBC">radafaxine</a>, and <a href="/facts/Manifaxine/YJn6DrE2">manifaxine</a>, among others.<a class="footnote-ref" id="fnref:286" href="#fn:286">286</a> These compounds are <a href="/facts/Norepinephrine%E2%80%93dopamine_reuptake_inhibitor/Y4Bg2Bkd">norepinephrine–dopamine reuptake inhibitors</a> (NDRIs) similarly to bupropion.<a class="footnote-ref" id="fnref:287" href="#fn:287">287</a> The analogues of bupropion with the N-<a href="/facts/Tert-butyl/fbTF0UkI">tert-butyl group</a> removed or replaced with an N-<a href="/facts/Methyl_group/fkM97EMD">methyl group</a>, <a href="/facts/3-chlorocathinone/n6nEazNN">3-chlorocathinone</a> (3-CC) and <a href="/facts/3-chloromethcathinone/0rd1az7k">3-chloromethcathinone</a> (3-CMC; clophedrone), respectively, are <a href="/facts/Potency_(pharmacology)/D38FDyPh">potent</a> <a href="/facts/Serotonin%E2%80%93norepinephrine%E2%80%93dopamine_releasing_agent/F83X4jjy">serotonin–norepinephrine–dopamine releasing agents</a> (SNDRAs).<a class="footnote-ref" id="fnref:288" href="#fn:288">288</a><a class="footnote-ref" id="fnref:289" href="#fn:289">289</a><a class="footnote-ref" id="fnref:290" href="#fn:290">290</a> They have been encountered as cathinone <a href="/facts/Designer_drug/QWFd3KV4">designer</a> and <a href="/facts/Recreational_drug/eoBD3vKn">recreational drugs</a>.<a class="footnote-ref" id="fnref:291" href="#fn:291">291</a><a class="footnote-ref" id="fnref:292" href="#fn:292">292</a> The analogue of bupropion with the N-tert-butyl group replaced with an N-<a href="/facts/Cyclopropyl_group/1rKPzjQ2">cyclopropyl group</a> is <a href="/facts/3-chloro-N-cyclopropylcathinone/bocIyd8E">3-chloro-N-cyclopropylcathinone</a> (3Cl-CpC; PAL-433, RTI-6037-39).<a class="footnote-ref" id="fnref:293" href="#fn:293">293</a><a class="footnote-ref" id="fnref:294" href="#fn:294">294</a><a class="footnote-ref" id="fnref:295" href="#fn:295">295</a> It is a hybrid <a href="/facts/Serotonin_releasing_agent/p19Sjpqx">serotonin releasing agent</a> (SRA) and <a href="/facts/Serotonin%E2%80%93norepinephrine%E2%80%93dopamine_reuptake_inhibitor/Wv218DDF">serotonin–norepinephrine–dopamine reuptake inhibitor</a> (SNDRI) and was being investigated for potential treatment of <a href="/facts/Cocaine_dependence/z5YAhpIM">cocaine dependence</a>.<a class="footnote-ref" id="fnref:296" href="#fn:296">296</a><a class="footnote-ref" id="fnref:297" href="#fn:297">297</a><a class="footnote-ref" id="fnref:298" href="#fn:298">298</a>
There have been reported cases of false-positive urine amphetamine tests in persons taking bupropion.<a class="footnote-ref" id="fnref:299" href="#fn:299">299</a><a class="footnote-ref" id="fnref:300" href="#fn:300">300</a><a class="footnote-ref" id="fnref:301" href="#fn:301">301</a>

<h3>Synthesis</h3>
It is synthesized in two chemical steps starting from 3'-chloro-<a href="/facts/Propiophenone/d3opyrPw">propiophenone</a>. The alpha position adjacent to the ketone is first <a href="/facts/Ketone_halogenation/fNlKCCUq">brominated</a> followed by <a href="/facts/Nucleophilic_displacement/MLLeSsnr">nucleophilic displacement</a> of the resulting alpha-bromoketone with <a href="/facts/Tert-Butylamine/MMzr7VVg">t-butylamine</a> and treated with <a href="/facts/Hydrochloric_acid/HqItJlUT">hydrochloric acid</a> to give bupropion as the hydrochloride salt in 75–85% overall yield.<a class="footnote-ref" id="fnref:302" href="#fn:302">302</a><a class="footnote-ref" id="fnref:303" href="#fn:303">303</a>

<table><tbody><tr><td> 3'-chloro-propiophenone3'-chloro-2-bromopropiophenonebupropion hydrochlorideThis diagram shows the synthesis of bupropion via 3'-chloro-propiophenone.</td></tr></tbody></table>
<h2 id="history">History</h2>

Bupropion was invented by <a href="/facts/Nariman_Mehta/5skX4q5h">Nariman Mehta</a> of Burroughs Wellcome (now <a href="/facts/GlaxoSmithKline/NrnnxFNW">GlaxoSmithKline</a>) in 1969, and the US patent for it was granted in 1974.<a class="footnote-ref" id="fnref:304" href="#fn:304">304</a> It was approved by the US <a href="/facts/Food_and_Drug_Administration/rCEnh9WB">Food and Drug Administration</a> (FDA) as an antidepressant on 30 December 1985, and marketed under the name Wellbutrin.<a class="footnote-ref" id="fnref:305" href="#fn:305">305</a><a class="footnote-ref" id="fnref:306" href="#fn:306">306</a> However, a significant incidence of <a href="/facts/Seizure/zuIrQyze">seizures</a> at the originally recommended dosage (400–600 mg/day) caused the withdrawal of the drug in 1986. Subsequently, the risk of seizures was found to be highly dose-dependent, and bupropion was re-introduced to the market in 1989 with a lower maximum recommended daily dose of 450 mg/day.<a class="footnote-ref" id="fnref:307" href="#fn:307">307</a>
In 1996, the US <a href="/facts/Food_and_Drug_Administration/rCEnh9WB">Food and Drug Administration</a> (FDA) approved a <a href="/facts/Time_release_technology/YpWevExQ">sustained-release</a> formulation of alcohol-resistant bupropion called Wellbutrin SR, a tablet intended to be taken twice a day (as compared with three times a day for immediate-release Wellbutrin).<a class="footnote-ref" id="fnref:308" href="#fn:308">308</a> In 2003, the FDA approved another sustained-release formulation called Wellbutrin XL, a hard-shelled tablet intended for once-daily dosing.<a class="footnote-ref" id="fnref:309" href="#fn:309">309</a> Wellbutrin SR and XL are available in <a href="/facts/Generic_drug/IF6AXDVX">generic</a> form in the United States and Canada. In 1997, bupropion was approved by the FDA for use as a smoking cessation aid under the name Zyban.<a class="footnote-ref" id="fnref:310" href="#fn:310">310</a><a class="footnote-ref" id="fnref:311" href="#fn:311">311</a> In 2006, Wellbutrin XL was similarly approved as a treatment for seasonal affective disorder.<a class="footnote-ref" id="fnref:312" href="#fn:312">312</a><a class="footnote-ref" id="fnref:313" href="#fn:313">313</a>
In October 2007, two providers of consumer information on nutritional products and supplements, ConsumerLab.com and The People's Pharmacy, released the results of comparative tests of different brands of bupropion.<a class="footnote-ref" id="fnref:314" href="#fn:314">314</a> The People's Pharmacy received multiple reports of increased side effects and decreased efficacy of generic bupropion, which prompted it to ask ConsumerLab.com to test the products in question. The tests showed that "one of a few generic versions of Wellbutrin XL 300 mg, sold as Budeprion XL 300 mg, didn't perform the same as the brand-name pill in the lab."<a class="footnote-ref" id="fnref:315" href="#fn:315">315</a> The FDA investigated these complaints and concluded that Budeprion XL is equivalent to Wellbutrin XL in regard to bioavailability of bupropion and its main active metabolite hydroxybupropion. The FDA also said that coincidental natural mood variation is the most likely explanation for the apparent worsening of depression after the switch from Wellbutrin XL to Budeprion XL.<a class="footnote-ref" id="fnref:316" href="#fn:316">316</a> On 3 October 2012, however, the FDA reversed this opinion, announcing that "Budeprion XL 300 mg fails to demonstrate therapeutic equivalence to Wellbutrin XL 300 mg."<a class="footnote-ref" id="fnref:317" href="#fn:317">317</a> The FDA did not test the bioequivalence of any of the other generic versions of Wellbutrin XL 300 mg, but requested that the four manufacturers submit data on this question to the FDA by March 2013.<a class="footnote-ref" id="fnref:318" href="#fn:318">318</a> As of October 2013<a href="https://en.wikipedia.org/w/index.php?title=Bupropion&action=edit">[update]</a> the FDA has made determinations on the formulations from some manufacturers not being bioequivalent.<a class="footnote-ref" id="fnref:319" href="#fn:319">319</a>
In April 2008, the FDA approved a formulation of bupropion as a hydrobromide salt instead of a hydrochloride salt, to be sold under the name Aplenzin by <a href="/facts/Sanofi/rLQc448b">Sanofi-Aventis</a>. It is an extended-release tablet intended for once-daily use.<a class="footnote-ref" id="fnref:320" href="#fn:320">320</a><a class="footnote-ref" id="fnref:321" href="#fn:321">321</a><a class="footnote-ref" id="fnref:322" href="#fn:322">322</a> It was approved on the basis of bioequivalence with Wellbutrin XL.<a class="footnote-ref" id="fnref:323" href="#fn:323">323</a>
In 2009, the FDA issued a health advisory warning that the prescription of bupropion for smoking cessation has been associated with reports of unusual behavior changes, agitation, and hostility. Some people, according to the advisory, have become depressed or have had their depression worsen, have had thoughts about suicide or dying, or have attempted suicide.<a class="footnote-ref" id="fnref:324" href="#fn:324">324</a> This advisory was based on a review of anti-smoking products that identified 75 reports of "suicidal adverse events" for bupropion over ten years.<a class="footnote-ref" id="fnref:325" href="#fn:325">325</a> Based on the results of follow-up trials this warning was removed in 2016.<a class="footnote-ref" id="fnref:326" href="#fn:326">326</a>
In 2012, the US Justice Department announced that GlaxoSmithKline had agreed to plead guilty and pay a $3 billion fine, in part for promoting the unapproved use of Wellbutrin for weight loss and sexual dysfunction.<a class="footnote-ref" id="fnref:327" href="#fn:327">327</a>
In 2017, the <a href="/facts/European_Medicines_Agency/h9FTtCYc">European Medicines Agency</a> (EMA) recommended suspending a number of nationally approved medicines due to misrepresentation of bioequivalence study data by Micro Therapeutic Research Labs in India.<a class="footnote-ref" id="fnref:328" href="#fn:328">328</a> The products recommended for suspension included several 300 mg modified-release bupropion tablets.<a class="footnote-ref" id="fnref:329" href="#fn:329">329</a>
Following EMA's call for an industry-wide review of medicines for the possible presence of nitrosamines,<a class="footnote-ref" id="fnref:330" href="#fn:330">330</a> GlaxoSmithKline paused batch release and distribution of bupropion 150 mg tablets in November 2022. In July 2023, EMA raised the acceptable daily intake of nitrosamine impurities, leading GlaxoSmithKline to announce that distribution of bupropion 150 mg tablets would resume "across the EU and Europe" by the end of 2023.<a class="footnote-ref" id="fnref:331" href="#fn:331">331</a>

<h2 id="society-and-culture">Society and culture</h2>
<h3>Recreational use</h3>
Recreational use of bupropion is uncommon.<a class="footnote-ref" id="fnref:332" href="#fn:332">332</a> While bupropion demonstrates some potential for recreational use, this potential is less than that of other commonly used stimulants, being limited by features of its pharmacology.<a class="footnote-ref" id="fnref:333" href="#fn:333">333</a> Case reports describe the recreational use of bupropion as producing a "high" similar to cocaine or amphetamine usage but with less intensity. There have been some anecdotal and case-study reports of bupropion abuse, but the bulk of evidence indicates that the subjective effects of bupropion when taken orally are markedly different from those of addictive stimulants such as cocaine or amphetamine.<a class="footnote-ref" id="fnref:334" href="#fn:334">334</a> However, bupropion, by non-conventional routes of administration like injection or insufflation, has been reported to be used recreationally in the United States and Canada, notably in prisons.<a class="footnote-ref" id="fnref:335" href="#fn:335">335</a><a class="footnote-ref" id="fnref:336" href="#fn:336">336</a><a class="footnote-ref" id="fnref:337" href="#fn:337">337</a><a class="footnote-ref" id="fnref:338" href="#fn:338">338</a>

<h3>Legal status</h3>
In Russia bupropion is banned as a <a href="/facts/Narcotic_drug/XPC65A8f">narcotic drug</a>, due to it being a derivative of <a href="/facts/Methcathinone/tF4VcbcI">methcathinone</a>.<a class="footnote-ref" id="fnref:339" href="#fn:339">339</a>
In Australia, France, and the UK, smoking cessation is the only licensed use of bupropion, and no generics are marketed.<a class="footnote-ref" id="fnref:340" href="#fn:340">340</a><a class="footnote-ref" id="fnref:341" href="#fn:341">341</a><a class="footnote-ref" id="fnref:342" href="#fn:342">342</a>

<h3>Brand names</h3>
Brand names include Wellbutrin,<a class="footnote-ref" id="fnref:343" href="#fn:343">343</a><a class="footnote-ref" id="fnref:344" href="#fn:344">344</a> Aplenzin,<a class="footnote-ref" id="fnref:345" href="#fn:345">345</a> Budeprion, Buproban, buprapan, Forfivo, Voxra, Zyban,<a class="footnote-ref" id="fnref:346" href="#fn:346">346</a> Bupron, Bupisure, Bupep, Smoquite, Elontril, Oribion and Buxon.

<h2 id="research">Research</h2>
Bupropion has been studied limitedly in the treatment of <a href="/facts/Social_anxiety_disorder/25XIzJ0o">social anxiety disorder</a>.<a class="footnote-ref" id="fnref:347" href="#fn:347">347</a><a class="footnote-ref" id="fnref:348" href="#fn:348">348</a><a class="footnote-ref" id="fnref:349" href="#fn:349">349</a>

<h2 id="see-also">See also</h2>
<ul><li><a href="/facts/List_of_antidepressants/aRvgpbGU">List of antidepressants</a></li></ul>

<h2 id="references">References</h2>

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<li id="fn:111">Hailwood JM (27 September 2018). Novel approaches towards pharmacological enhancement of motivation (Thesis). University of Cambridge. pp. 13–14. doi:10.17863/CAM.40216. Bupropion also acts as a dopamine reuptake inhibitor (Dwoskin et al. 2006), and has been used as a treatment for depression as well as a smoking cessation aid (Stahl et al. 2004). Bupropion has been shown to produce a dose-dependent increase in PR breakpoints (Bruijnzeel & Markou 2003). Furthermore, systemic administration of bupropion increases the selection of the high-effort, high-reward option in a PR-choice task in rats (Randall, Lee, Podurgiel, et al. 2014). Bupropion is also effective at rescuing motivational impairments in rodents. Administration of bupropion can rescue deficits in effort-related decision-making induced by pre-treatment with tetrabenazine (Randall, Lee, Nunes, et al. 2014; Nunes, Randall, Hart, et al. 2013) and the proinflammatory cytokine interleukin-6 (Yohn, Arif, et al. 2016). Bupropion has been reported to improve symptoms of apathy in cases of acquired brain injury, major depression (Corcoran et al. 2004), and frontotemporal dementia (Lin et al. 2016). However, several larger placebo-controlled studies suggest only limited effects of bupropion. In a study of 40 patients with schizophrenia, bupropion was found to have no significant effect on apathy or negative symptoms as a whole (Yassini et al. 2014). Furthermore, in a recent RCT of bupropion in HD, apathy was not significantly affected by the drug (Gelderblom et al. 2017). It is not clear whether bupropion lacks clinical efficacy, whether bupropion as a whole is not effective at treating motivational impairments, or simply not effective in the clinical populations tested. <a href="https://api.repository.cam.ac.uk/server/api/core/bitstreams/bfa48cf2-6047-4400-b0c0-8801328d2776/content" target="_blank">https://api.repository.cam.ac.uk/server/api/core/bitstreams/bfa48cf2-6047-4400-b0c0-8801328d2776/content</a> <a href="#fnref:111" class="footnote-back-ref">↩</a></li>
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<li id="fn:218">Dhir A, Kulkarni SK (August 2008). "Possible involvement of sigma-1 receptors in the anti-immobility action of bupropion, a dopamine reuptake inhibitor". Fundam Clin Pharmacol. 22 (4): 387–394. doi:10.1111/j.1472-8206.2008.00605.x. PMID 18705749. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:218" class="footnote-back-ref">↩</a></li>
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<li id="fn:221">Dhir A, Kulkarni SK (August 2008). "Possible involvement of sigma-1 receptors in the anti-immobility action of bupropion, a dopamine reuptake inhibitor". Fundam Clin Pharmacol. 22 (4): 387–394. doi:10.1111/j.1472-8206.2008.00605.x. PMID 18705749. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:221" class="footnote-back-ref">↩</a></li>
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</ol>

Bupropion open-in-new

Bupropion