bupropion

substituted cathinone medication mainly for depression and smoking cessation

DBpedia resource is: http://dbpedia.org/resource/Bupropion

Abstract is: Bupropion, sold under the brand names Wellbutrin and Zyban among others, is an atypical antidepressant primarily used to treat major depressive disorder and to support smoking cessation. It is also popular as an add-on medication in the cases of "incomplete response" to the first-line selective serotonin reuptake inhibitor (SSRI) antidepressant. Bupropion has several features that distinguish it from other antidepressants: it does not usually cause sexual dysfunction; it is not associated with weight gain and sleepiness, and it is more effective than SSRIs at improving symptoms of hypersomnia and fatigue. Bupropion does, however, carry a much higher risk of seizure than many other antidepressants and extreme caution must be taken in patients with a history of seizure disorder. Common adverse effects of bupropion with the greatest difference from placebo are dry mouth, nausea, constipation, insomnia, anxiety, tremor, and excessive sweating. Raised blood pressure is notable. Rare but serious side effects include seizure, liver toxicity, psychosis, and risk of overdose. Bupropion use during pregnancy may be associated with increased odds of congenital heart defects. Bupropion acts as a norepinephrine–dopamine reuptake inhibitor and a nicotinic receptor antagonist. However, its effects on dopamine are weak. Chemically, bupropion is an aminoketone that belongs to the class of substituted cathinones and more generally that of substituted amphetamines and substituted phenethylamines. Bupropion was invented by Nariman Mehta, who worked at Burroughs Wellcome, in 1969. It was first approved for medical use in the United States in 1985. Bupropion was originally called by the generic name amfebutamone, before being renamed in 2000. In 2020, it was the eighteenth most commonly prescribed medication in the United States, with more than 28 million prescriptions. It is on the World Health Organization's List of Essential Medicines.

Wikimedia Commons category is Bupropion

C₁₃H₁₈ClNO

bupropion is …
instance of (P31):
type of chemical entityQ113145171

sublass of (P279):
chemical compoundQ11173

External links are
P267ATC codeN06AX12
P233canonical SMILESCC(C(=O)C1=CC(=CC=C1)Cl)NC(C)(C)C
P231CAS Registry Number34911-55-2
P683ChEBI ID3219
P592ChEMBL IDCHEMBL894
P661ChemSpider ID431
P715DrugBank IDDB01156
P11198DrugCentral ID435
P8494DSSTOX compound identifierDTXCID002706
P3117DSSTox substance IDDTXSID7022706
P1417Encyclopædia Britannica Online IDscience/bupropion
P646Freebase ID/m/0219j5
P595Guide to Pharmacology Ligand ID7135
P2062HSDB ID6988
P2057Human Metabolome Database IDHMDB0001510
P234InChIInChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3
P235InChIKeySNPPWIUOZRMYNY-UHFFFAOYSA-N
P8408KBpedia IDBupropion
P665KEGG IDC06860
D07591
P7830LiverTox IDBupropion
P6689MassBank accession IDSM859601
MSBNK-Eawag-EA280301
MSBNK-Eawag-EA280302
MSBNK-Eawag-EA280303
MSBNK-Eawag-EA280304
MSBNK-Eawag-EA280305
MSBNK-Eawag-EA280306
MSBNK-Eawag-EA280307
MSBNK-Eawag-EA280308
MSBNK-Eawag-EA280309
MSBNK-Eawag-EA280310
MSBNK-Eawag-EA280311
MSBNK-Eawag-EA280312
MSBNK-Eawag-EA280313
MSBNK-Eawag-EA280314
MSBNK-Waters-WA001613
MSBNK-Waters-WA001614
MSBNK-Waters-WA001615
MSBNK-Waters-WA001616
MSBNK-Waters-WA001617
P10245MedlinePlus drug identifiera695033
P486MeSH descriptor IDD016642
P672MeSH tree codeD02.522.818.110
P6366Microsoft Academic ID2779908668
P2115NDF-RT IDN0000147738
P2840NSC number758686
P10283OpenAlex IDC2779908668
P4235PatientsLikeMe treatment IDbupropion
P11199Probes And Drugs IDPD003148
P662PubChem CID444
P1579Reaxys registry number2101062
P3345RxNorm ID42347
P4964SPLASHsplash10-0006-0490000000-55448af4d9a8ce866a88
splash10-0006-0490000000-b8ea1de058a84547700d
splash10-001i-0900000000-2883ba18321a8b8228a1
splash10-001i-0900000000-2edefa63d5f6f1b08db7
splash10-001i-0900000000-4d831e97d7e7dfff141b
splash10-001i-0900000000-4daf0e10db1e5f2750bf
splash10-001i-0900000000-b64f8d2b50bede574f63
splash10-001i-0900000000-e7f2cfdbabbd35a9b643
splash10-001i-0900000000-f77a450be176593153d2
splash10-001i-0910000000-6f471b9150fb1b7f6fcc
splash10-00lr-0900000000-7f86f38f740aa41b244b
splash10-0159-0900000000-0fca8999746b69ee4fc1
splash10-0159-0900000000-7d6cad849706146ddab3
splash10-0159-0900000000-cc966137ee3283828af7
P5082Store medisinske leksikon IDbupropion
P2877SureChEMBL IDSCHEMBL38777
P4527UK Parliament thesaurus ID420958
P2892UMLS CUIC0085208
P11089UniChem compound ID422944
P652UNII01ZG3TPX31
P11143WikiProjectMed IDBupropion
P3471WikiSkripta article ID57249

P3780active ingredient inAplenzinQ47521061
WellbutrinQ47521291
ForfivoQ47521628
ZybanQ47522363
BuprobanQ48828815
BudeprionQ48829143
P4250defined daily dose0.3
P1889different frombuprenorphineQ407721
P527has part(s)carbonQ623
P366has usemedicationQ12140
P3493legal status (medicine)boxed warningQ879952
P8026LiverTox likelihood scoreLiverTox toxicity likelihood category CQ83284310
P2067mass239.107692
P2175medical condition treatedmajor depressive disorderQ42844
attention deficit hyperactivity disorderQ181923
anxietyQ154430
nicotine dependenceQ18553444
neurotic disorderQ19000444
P129physically interacts withsolute carrier family 6 member 3Q2271947
Solute carrier family 6 member 2Q7050954
P3489pregnancy categoryAustralian pregnancy category B2Q3679233
US pregnancy category CQ28123617
P636route of administrationoral administrationQ285166
intravenous infusion and defusionQ640448
inhalation administrationQ4010888
P769significant drug interactionimipramineQ58396
amitriptylineQ58397
clomipramineQ58713
zolpidemQ218842
paroxetineQ408471
linezolidQ411377
(S)-duloxetineQ411932
trimipramineQ423498
rasagilineQ420685
moclobemideQ421934
fluoxetineQ422244
venlafaxineQ898407
phenelzineQ1747559
(−)-selegilineQ47495783
(E/Z)-doxepinQ71704041
P9989stylized namebuPROPion
P2868subject has roleantidepressantQ76560
selective serotonin reuptake inhibitorQ334477
dopamine reuptake inhibitorQ899647
adrenergic uptake inhibitorsQ899668
second-generation antidepressive agentsQ50430246
cytochrome P-450 CYP2D6 inhibitorsQ50430508
P2275World Health Organisation international non-proprietary namebupropion

Wikimedia Commons Images

P8224: image of molecular model or crystal lattice model


FileName: Bupropion-3d-CPK.png

Description: w:Bupropion

Artist: Sbrools

Work is copyrighted.
License: CC BY-SA 3.0
Attribution is required.

Reverse relations

physically interacts with (P129)
Q7050954Solute carrier family 6 member 2
Q2271947solute carrier family 6 member 3

drug or therapy used for treatment (P2176)
Q154430anxiety
Q181923attention deficit hyperactivity disorder
Q19000444neurotic disorder
Q18553444nicotine dependence
Q498237schizoid personality disorder

subclass of (P279)
Q27116964(R)-bupropion
Q27116963(S)-bupropion

has active ingredient (P3781)
Q47521061Aplenzin
Q48829143Budeprion
Q48828815Buproban
Q115555736Elontril
Q47521628Forfivo
Q47521291Wellbutrin
Q47522363Zyban

research intervention (P4844)
Q61902365A Prediction Study of Multiple Indexes of the Effect of Different Mechanisms of Antidepressants Treatment on Depression
Q61981075A Relative Bioavailability Study of Bupropion Extended-Released 150 mg Tablets Under Fasting Conditions
Q61981078A Relative Bioavailability Study of Bupropion Extended-Released 150 mg Tablets Under Fed Conditions
Q61981112A Relative Bioavailability Study of Bupropion HCI 150 mg Sustained-Release Tablets Under Fasting Conditions
Q61981101A Relative Bioavailability Study of Bupropion Sustained Release 150 mg Tablets Under Fasting Conditions
Q61981204A Relative Bioavailability Study of Bupropion XL 150 mg Tablets Under Fasting Conditions
Q61981071A Relative Bioavailability Study of Bupropion XL 150 mg Tablets Under Fed Conditions
Q61920542A Safety and Efficacy Study of Naltrexone SR/Bupropion SR and Placebo in Overweight and Obese Subjects Participating in an Intensive Behavior Modification Program
Q63013592Addressing Dementia Via Agitation-Centered Evaluation
Q63011638Assess the Influence of Cenobamate on the PK of Cytochrome P450 (CYP) Probe Drugs as a Means of Predicting Drug-drug Interactions
Q63403869Assessment of and Treatment Applied to Food Addiction in a Rural Healthy Behaviors Clinic
Q63229683Behavioral and Pharmacologic Treatment of Binge Eating and Obesity: Specialist Treatment
Q63403594Bupropion Stereoselective Disposition and CYP2D6-mediated Drug Interactions in Healthy Volunteers
Q92392181Bupropion Versus Escitalopram on Reward Circuitry and Motivational Deficits
Q61938013Carcinogenicity Study of Bupropion
Q62110501Comparing Smoking Treatment Programs for Lighter Smokers - 1
Q63338345Connect to Quit for Smoking
Q86244426Dichotic Listening as a Predictor of Medication Response in Depression (2006-07-31)
Q63594715Dopamine Reuptake Inhibitors of Cocaine Abuse - 1
Q61864696Drug-Drug Interaction Study: ASP2151 and Bupropion
Q105789168Drug-drug Interaction Study of KL1333 in Healthy Subjects
Q107169651Effect of Smoking Cessation on Tuberculosis Treatment Outcomes
Q62812416Efficacy and Mechanisms of Naltrexone+Bupropion for Binge Eating Disorder
Q61934426Efficacy and Safety Study of Combination Therapy to Treat Uncomplicated Obesity
Q61894453Efficacy and Safety of Bupropion Hydrobromide in Adolescents and Children With Major Depressive Disorder
Q63315670Extended Duration Nicotine Replacement Therapy and Bupropion in Smokers With Schizophrenia
Q63338094Extended Treatment for Smoking Cessation
Q61923095Fluoxetine and Bupropion to Treat Patients With Depression and Alcoholism
Q62105857Framing Messages for Smoking Cessation With Bupropion - 6
Q63534314High Dose Bupropion for Smoking Cessation
Q62105724Hormone and Sleep Response to Antidepressant Treatment in Adolescents and Adults With Depression
Q63579968Individualizing Pharmacotherapy for African American Smokers
Q63320371Interventional Study of Wellbutrin XL in Major Depressive Disorder With Atypical Features
Q63572189Investigation of Genetic Predictors of the Response to Selective Serotonin Re-uptake Inhibitors (SSRI) Treatment
Q94486241Leveraging EEG for Antidepressant Prediction With Duloxetine and Bupropion
Q62110311Maintaining Abstinence in Chronic Cigarette Smokers - 1
Q62110503Maintaining Nonsmoking: Older Smokers - 1
Q63013312Metabolism-informed Care for Smoking Cessation
Q95172358Naltrexone/Bupropion (Mysimba) to Optimize Weight Outcomes After Obesity Surgery
Q63318876Neuroimaging Study of Bupropion Treatment in Patients With Major Depressive Disorder
Q62105452Non-Nicotine Agents for Smoking Cessation
Q97046845Non-interventional, Retrospective Cohort Study to Explore Antidepressant Treatment in Korea
Q61921211Paroxetine/Bupropion in Suicide Attempters/Ideators With Major Depression
Q61979754Pharmacogenetics, Emotional Reactivity and Smoking
Q102153154Pharmacological and Behavioral Treatment After Bariatric Surgery: Acute (Stage 1)
Q102153098Pharmacological and Behavioral Treatments After Bariatric Surgery: Maintenance Treatment (Stage 2a)
Q63335571Phase 1 Naltrexone-Bupropion-Methamphetamine Interaction Study
Q86256354Prevention of Seasonal Affective Disorder (2002-09-30)
Q61918579Randomized Trial of Ultrashort Psychotherapy vs Sustained-Release Bupropion for Smoking Cessation
Q99955977Relapse Prevention in Stimulant Use Disorder
Q61980075Role of CYP2B6, CYP3A4, and MDR1 in the Metabolic Clearance of Methadone
Q61975765Smoking Cessation for People Living With HIV/AIDS
Q61966015Study Evaluating The Safety And Efficacy Of Varenicline and Bupropion For Smoking Cessation In Subjects With And Without A History Of Psychiatric Disorders
Q63315920Study To Evaluate Cardiac Assessments Following Different Treatments Of Smoking Cessation Medications In Subjects With And Without Psychiatric Disorders.
Q99081474Study of ALXN1840 on the Metabolism of a CYP2B6 Substrate in Healthy Participants
Q61922045Study of Bupropion Versus Bupropion + Naltrexone for Smoking Cessation
Q61979139Study of Lunesta Versus Placebo for Sleep Problems Related to Smoking Cessation and Zyban
Q63316668Tailored Smoking Cessation Treatment for LIVE FOR LIFE® Participants
Q61917575The Pharmacogenetic Study , Readiness to Change, and Pharmacological Intervention for Smoking Cessation in Schizophrenia
Q61981357To Demonstrate the Relative Bioavailability of Bupropion HCI 300 mg Extended-Release Tablets Under Fasting Conditions
Q102154381Tobacco Treatment Optimization and Preferences During Concurrent Cancer Treatment
Q63571822Treatment of Adult Attention Deficit Hyperactivity Disorder (ADHD) in Methadone Patients - 1
Q61970124Use of Technological Advances to Prevent Smoking Relapse Among Smokers With PTSD
Q63322111VA Augmentation and Switching Treatments for Improving Depression Outcomes
Q61920520Wellbutrin XL Effects on SSRIs Induced Changes
Q94486221Zonisamide/Bupropion Effects on Switching to Electronic Cigarettes
Q97046536eIMPACT-DM Pilot Trial: Depression Treatment to Reduce Diabetes Risk

has part(s) (P527)
Q4998035Bupropion/zonisamide
Q37155World Health Organization Model List of Essential Medicines
Q4998036bupropion/naltrexone

significant drug interaction (P769)
Q71704041(E/Z)-doxepin
Q411932(S)-duloxetine
Q47495783(−)-selegiline
Q58397amitriptyline
Q58713clomipramine
Q422244fluoxetine
Q58396imipramine
Q411377linezolid
Q421934moclobemide
Q408471paroxetine
Q1747559phenelzine
Q420685rasagiline
Q423498trimipramine
Q898407venlafaxine
Q218842zolpidem

main subject (P921)
Q90165289Current pharmacologic treatments for smoking cessation and new agents undergoing clinical trials
Q33986901Inhibition of CYP2D6 activity by bupropion
Q44491687Neurochemical and psychotropic effects of bupropion in healthy male subjects
Q34779470The use of bupropion SR in cigarette smoking cessation
Q44882212Treatment of tobacco dependence: brief and intensive clinical intervention

Q498237schizoid personality disorderpossible treatmentP924

The articles in Wikimedia projects and languages

      Category:Bupropionwikimedia
Arabic (ar / Q13955)بوبروبيونwikipedia
azbبوپروپیونwikipedia
Catalan (ca / Q7026)Bupropiówikipedia
      Bupropionwikipedia
cyBwpropionwikipedia
      Bupropionwikipedia
      Bupropionwikipedia
      Βουπροπιόνηwikipedia
      Bupropionwikipedia
en-simpleBupropionwikipedia
      Bupropiónwikipedia
      Bupropioonwikipedia
Basque language (eu / Q8752)Bupropionwikipedia
Persian (fa / Q9168)بوپروپیونwikipedia
      Bupropioniwikipedia
      Bupropionwikipedia
glBupropionwikipedia
      בופרופיוןwikipedia
      Bupropionwikipedia
      Bupropionwikipedia
      Bupropionwikipedia
      Búprópíónwikipedia
      Bupropionewikipedia
      ブプロピオンwikipedia
      부프로피온wikipedia
      Bupropionumwikipedia
mlബ്യൂപ്രോപ്പീയോൺwikipedia
      Bupropionwikipedia
orବ୍ୟୁପ୍ରୋପିଅନwikipedia
      Bupropionwikipedia
      Bupropionawikipedia
      Bupropionăwikipedia
      Бупропионwikipedia
Serbo-Croatian (sh / Q9301)Bupropionwikipedia
      Bupropionwikipedia
      Bupropionwikipedia
      Bupropionwikipedia
      บูโพรพิออนwikipedia
      Bupropionwikipedia
      Бупропіонwikipedia
      Bupropionwikipedia
      安非他酮wikipedia

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