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bupropion/naltrexone

Structure via PubChem · Public domain (PubChem)

EntityQ4998036· pop 7· linked from 104 articles

bupropion/naltrexone

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Also known as bupropion hydrochloride / naltrexone hydrochloride, bupropion / naltrexone, Contrave

Naltrexone/bupropion, sold under the brand name Contrave among others, is a fixed-dose combination medication for the management of chronic obesity in adults in combination with a reduced-calorie diet and increased physical activity. It contains naltrexone, an opioid antagonist, and bupropion, an aminoketone atypical antidepressant. It is taken by mouth. Both medications have individually shown some evidence of effectiveness in weight loss, and the combination has been shown to have some synergistic effects on weight.

Chemical data

Formula
C33H41ClN2O5
Molecular weight
581.1 g/mol
IUPAC name
(4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one
SMILES
CC(C(=O)C1=CC(=CC=C1)Cl)NC(C)(C)C.C1CC1CN2CC[C@]34[C@@H]5C(=O)CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O
InChIKey
KVNBDVQGENTICK-ITLPAZOVSA-N
Polar surface area
99.1 Ų
H-bond donors
3
H-bond acceptors
7
Formal charge
0

via PubChem

Wikidata facts

Instance of
mixture
Has part
naltrexone
Show 2 more facts
legal status (medicine)
boxed warning
isomeric SMILES
CC(NC(C)(C)C)C(=O)c1cccc(Cl)c1.O=C1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5
Sources (4)

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Encyclopedic overview

9 sections
Contents
  • Medical uses
  • Available forms
  • Contraindications
  • Adverse effects
  • Mechanism of action
  • History
  • Society and culture
  • Economics
  • References

Naltrexone/bupropion, sold under the brand name Contrave among others, is a fixed-dose combination medication for the management of chronic obesity in adults in combination with a reduced-calorie diet and increased physical activity. It contains naltrexone, an opioid antagonist, and bupropion, an aminoketone atypical antidepressant. It is taken by mouth. Both medications have individually shown some evidence of effectiveness in weight loss, and the combination has been shown to have some synergistic effects on weight.

In September 2014, a sustained release formulation of the drug was approved for marketing in the United States under the brand name Contrave. The combination was subsequently approved in the European Union in the spring of 2015, where it is sold under the name Mysimba. It was approved in Canada under the Contrave brand name in 2018.

Excerpted from Wikipedia’s “bupropion/naltrexone” article, available under the CC BY-SA 4.0 licence.

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