Bupropion

Tɛmplet:Infobox drug/title
	1 : 1 mixture (racemate)
Names
Pronunciation	/bjuːˈproʊpiɒn/; bew-PROH-pee-on
Trade names	Wellbutrin, Zyban, others
Other names	Amfebutamone; 3-Chloro-N-tert-butyl-β-keto-α-methylphenethylamine;; 3- Chloro-N-tert-butyl-β-ketoamphetamine;; Bupropion hydrochloride
	IUPAC name (RS)-2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one;
Clinical data
Drug class	Antidepressants
Main uses	Depression, stopping smoking
Side effects	Dry mouth, difficulty sleeping, agitation, headaches
WHO AWaRe	Script error: No such module "WDfetch".
Pregnancy; category	Tɛmplet:Infobox drug/pregnancy category
Routes of; use	Medical: By mouth; Recreational: by mouth, insufflation, intravenous
Defined daily dose	300 mg
External links
AHFS/Drugs.com	Tɛmplet:Drugs.com
MedlinePlus	a695033
Legal
[[Regulation of therapeutic goods \|Tɛmplet:Engvar data]]	Tɛmplet:Infobox drug/licence
Legal status	Tɛmplet:Infobox drug/legal status
Pharmacokinetics
Protein binding	84% (bupropion), 77% (hydroxybupropion metabolite), 42% (threohydrobupropion metabolite)
Metabolism	Liver (mostly CYP2B6-mediated hydroxylation, but with some contributions from CYP1A2, CYP2A6, CYP2C9, CYP3A4, CYP2E1 and CYP2C19)
Elimination half-life	12–30 hours
Excretion	Kidney (87%; 0.5% unchanged), faecal (10%)
Identifiers
CAS Number	Tɛmplet:Infobox drug/formatCASnumber; Tɛmplet:Infobox drug/formatCASnumber;
PubChem CID	Tɛmplet:Infobox drug/formatPubChemCID; Tɛmplet:Infobox drug/formatPubChemCID;
PubChem SID	Tɛmplet:Infobox drug/formatPubChemSID; Tɛmplet:Infobox drug/formatPubChemSID;
IUPHAR/BPS	Tɛmplet:Infobox drug/formatIUPHARBPS; Tɛmplet:Infobox drug/formatIUPHARBPS;
DrugBank	Tɛmplet:Infobox drug/formatDrugBank; Tɛmplet:Infobox drug/formatDrugBank;
ChemSpider	Tɛmplet:Infobox drug/formatChemSpider; Tɛmplet:Infobox drug/formatChemSpider;
UNII	Tɛmplet:Infobox drug/formatUNII; Tɛmplet:Infobox drug/formatUNII;
KEGG	Tɛmplet:Infobox drug/formatKEGG; Tɛmplet:Infobox drug/formatKEGG;
ChEBI	Tɛmplet:Infobox drug/formatChEBI; Tɛmplet:Infobox drug/formatChEBI;
ChEMBL	Tɛmplet:Infobox drug/formatChEMBL; Tɛmplet:Infobox drug/formatChEMBL;
NIAID ChemDB	Tɛmplet:Infobox drug/formatChemDBNIAID; Tɛmplet:Infobox drug/formatChemDBNIAID;
PDB ligand	Tɛmplet:Infobox drug/formatPDBligand; Tɛmplet:Infobox drug/formatPDBligand;
CompTox Dashboard (EPA)	Tɛmplet:Infobox drug/formatCompTox; Tɛmplet:Infobox drug/formatCompTox;
ATC code	Tɛmplet:Infobox drug/formatATC; Tɛmplet:Infobox drug/formatATC;
Chemical and physical data
Formula	Tɛmplet:Infobox drug/chemical formula
Molar mass	Tɛmplet:Chem molar mass
3D model (JSmol)	Tɛmplet:Infobox drug/formatJmol; Tɛmplet:Infobox drug/formatJmol;
	SMILES O=C(C(C)NC(C)(C)C)C1=CC=CC(Cl)=C1;
	InChI InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3Tɛmplet:Stdinchicite; Key:SNPPWIUOZRMYNY-UHFFFAOYSA-NTɛmplet:Stdinchicite;

Tɛmplet:Infobox drug/maintenance categories

Bupropion, tila' shɛli bɛ ni lahi mi Wellbutrin bee Zyban la nyɛla tila' shɛli din tuuli tuma n nye ka di tibiri depression diseases bee n sɔŋ nira ka o tooi che shigaari nyubu^[9]

References

↑ "Compound Summary". Bupropion. PubChem Compound. United States National Library of Medicine – National Center for Biotechnology Information. 28 July 2018. Archived from the original on 29 July 2018. Retrieved 29 July 2018.
1 2 Bupropion Hydrochloride Monograph for Professionals. American Society of Health-System Pharmacists (5 February 2018).
↑ WHOCC - ATC/DDD Index.
1 2 3 Zyban 150 mg prolonged release film-coated tablets – Summary of Product Characteristics (SPC). electronic Medicines Compendium. GlaxoSmithKline UK (1 August 2013).
1 2 Prexaton Bupropion hydrochloride Product Information. TGA eBusiness Services. Ascent Pharma Pty Ltd (2 October 2012).
1 2 3 Wellbutrin SR- bupropion hydrochloride tablet, film coated (5 November 2019).
↑ (September 2014) "Gene variants in CYP2C19 are associated with altered in vivo bupropion pharmacokinetics but not bupropion-assisted smoking cessation outcomes". Drug Metabolism and Disposition 42 (11): 1971–7. DOI:10.1124/dmd.114.060285. PMID 25187485.
↑ Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). New York: McGraw-Hill Professional. ISBN 978-0-07-162442-8.^{[page needed]}
↑ Bupropion Hydrochloride Monograph for Professionals. American Society of Health-System Pharmacists (5 February 2018).

[PubChem2018-1] "Compound Summary". Bupropion. PubChem Compound. United States National Library of Medicine – National Center for Biotechnology Information. 28 July 2018. Archived from the original on 29 July 2018. Retrieved 29 July 2018.

[AHSF2018-2] 1 2 Bupropion Hydrochloride Monograph for Professionals. American Society of Health-System Pharmacists (5 February 2018).

[WHO2020DDD-3] WHOCC - ATC/DDD Index.

[EMCsustained-4] 1 2 3 Zyban 150 mg prolonged release film-coated tablets – Summary of Product Characteristics (SPC). electronic Medicines Compendium. GlaxoSmithKline UK (1 August 2013).

[PREXATON-5] 1 2 Prexaton Bupropion hydrochloride Product Information. TGA eBusiness Services. Ascent Pharma Pty Ltd (2 October 2012).

[BupropionLabel-6] 1 2 3 Wellbutrin SR- bupropion hydrochloride tablet, film coated (5 November 2019).

[7] (September 2014) "Gene variants in CYP2C19 are associated with altered in vivo bupropion pharmacokinetics but not bupropion-assisted smoking cessation outcomes". Drug Metabolism and Disposition 42 (11): 1971–7. DOI:10.1124/dmd.114.060285. PMID 25187485.

[Bupropion_half-life-8] Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). New York: McGraw-Hill Professional. ISBN 978-0-07-162442-8.^{[page needed]}

[AHSF20182-9] Bupropion Hydrochloride Monograph for Professionals. American Society of Health-System Pharmacists (5 February 2018).

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