Bupropion

Base Information Edit

Chemical Name:Bupropion
CAS No.:34841-39-9
Deprecated CAS:34841-39-9
Molecular Formula:C₁₃H₁₈ClNO
Molecular Weight:239.745
Hs Code.:
UNII:01ZG3TPX31
DSSTox Substance ID:DTXSID7022706
Nikkaji Number:J283.224K
Wikipedia:Bupropion
Wikidata:Q834280
NCI Thesaurus Code:C62012
RXCUI:42347
Pharos Ligand ID:NPWUG3927YCG
Metabolomics Workbench ID:145878
ChEMBL ID:CHEMBL894
Mol file:34841-39-9.mol

Synonyms:(+-)-1-(3-Chlorophenyl)-2-((1,1-dimethylethyl)amino)-1-propanone;Amfebutamone;Bupropion;Bupropion Hydrochloride;Bupropion Hydrochloride, (+-)-Isomer;Bupropion, (+-)-Isomer;Quomen;Wellbutrin;Zyban (Anti-Smoking);Zyban (Bupropion);Zyntabac

Suppliers and Price of Bupropion

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 59 raw suppliers

Chemical Property of Bupropion Edit

Chemical Property:

Melting Point:233-234oC
PSA：29.10000
LogP:3.69020
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:239.1076919
Heavy Atom Count:16
Complexity:247

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Drug Classes:Antidepressant Agents
Canonical SMILES:CC(C(=O)C1=CC(=CC=C1)Cl)NC(C)(C)C
Recent ClinicalTrials:Promoting Enhanced Pharmacotherapy Choice Through Immunomarkers Evaluation in Depression
Recent EU Clinical Trials:A RANDOMIZED DOUBLE-BLIND PLACEBO-CONTROLLED MULTICENTER TRIAL ON THE EFFICACY OF VARENICLINE AND BUPROPION, IN COMBINATION AND ALONE, FOR THE TREATMENT OF ALCOHOL USE DISORDER
Recent NIPH Clinical Trials:Effects of bupropion on cognitive functions in normal subjects using fMRI
Uses enteric coating
Clinical Use Wellbutrin and Zyban (an aid in smoking cessation treatment) are trade name products for bupropion. Therefore, the potential exists for an overdose toxicity in a patient receiving multiple brand name and generic prescriptions containing bupropion for the treatment of depression, smoking cessation, and other off-label uses.Besides being used to treat depression, bupropion is a nonnicotine aid in the cessation of smoking. The efficacy of bupropion in smoking cessation is comparable to that of nicotine replacement therapy and should be considered as a second-line treatment in smoking cessation. It possesses a broad spectrum of infrequent adverse effects, however, with potential drug metabolism interactions with TCAs, β-adrenergic blocking drugs, and class Icantiarrhythmics.
Drug interactions Inhibition studies with the SSRIs and bupropion suggest that bupropion is a potent CYP2D6 inhibitor. Bupropion hydroxylation was strongly inhibited by, in the following order, paroxetine> fluvoxamine> sertraline> desmethylsertraline> norfluoxetine> nefazodone> fluoxetine and only weakly inhibited by venlafaxine, ODV, citalopram, and desmethylcitalopram. The inhibition of bupropion hydroxylation in vitro by SSRIs suggests the potential for clinical drug interactions. Therefore, coadministration of drugs that inhibit CYP2D6 warrants careful monitoring. Because of its selective inhibition of DA reuptake, pharmacodynamic interactions with dopamine agonists (e.g., levodopa) and antagonists should be anticipated. Coadministration of bupropion with drugs that lower the seizure threshold should be avoided because of the risk of serious seizures. Drugs that affect metabolism by CYP2B6 also have the potential to interact with bupropion.

Technology Process of Bupropion

There total 19 articles about Bupropion which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 34911-51-8
2-bromo-3'-chloropropiophenone

: 75-64-9
tert-butylamine

: 34841-39-9,34911-55-2,144445-75-0,144445-76-1
bupropion

Guidance literature:: 2-bromo-3'-chloropropiophenone; tert-butylamine; In acetonitrile; at 20 ℃; for 5h; Heating / reflux;

With potassium hydroxide; In water; ethyl acetate; acetonitrile;

Reference yield: 90.0%

: 31677-93-7
BUPROPION HYDROCHLORIDE

: 34841-39-9,34911-55-2,144445-75-0,144445-76-1
bupropion

Guidance literature:: With sodium carbonate; In water;

Reference yield: 75.0%

: 75-64-9
tert-butylamine

: 152943-33-4
(+/-)-1-(3-chlorophenyl)-2-hydroxypropan-1-one

: 34841-39-9,34911-55-2,144445-75-0,144445-76-1
bupropion

Guidance literature:: (+/-)-1-(3-chlorophenyl)-2-hydroxypropan-1-one; With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -40 ℃; for 0.5h;

tert-butylamine; In dichloromethane; for 12h; Further stages.;
DOI:10.1016/j.tetlet.2008.04.040