rimonabant

E275982

Rimonabant is a selective cannabinoid CB1 receptor antagonist that was developed as an anti-obesity drug but withdrawn due to psychiatric side effects.

All labels observed (1)

Label Occurrences
rimonabant canonical 1

How this entity was disambiguated

Statements (50)

Predicate Object
instanceOf CB1 receptor antagonist
anorectic drug
small molecule
synthetic cannabinoid
withdrawn drug
adverseEffect anxiety
depression
dizziness
insomnia
nausea
suicidal ideation
approvalYear 2006
contraindication history of major depression
ongoing psychiatric disorders
crossesBloodBrainBarrier true
developedAs anti-obesity drug
treatment for metabolic syndrome
developedBy Sanofi
surface form: Sanofi-Aventis
hasATCCode A08AX01
hasBioavailability approximately 20% to 30%
hasCASNumber 168273-06-1
hasDrugBankID DB06155
hasHalfLife about 6 to 9 days
hasIndication dyslipidemia
obesity
type 2 diabetes mellitus (adjunct treatment)
weight management in overweight patients with risk factors
hasIUPACName 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
hasLegalStatus withdrawn from human use in most countries
hasMechanismOfAction reduces endocannabinoid signaling in the central nervous system
selective CB1 receptor inverse agonist
hasMolecularFormula C22H21Cl3N4O
hasMolecularWeight 463.79 g/mol
hasPubChemCID 104850
hasTradeName Acomplia
Zimulti
isHighlyProteinBound true
isLipophilic true
isMetabolizedBy CYP3A4
amide hydrolysis
reasonForWithdrawal increased risk of depression
increased risk of suicidal ideation
routeOfAdministration oral
targets cannabinoid receptor type 1
usedIn preclinical studies of addiction and reward pathways
research on endocannabinoid system
wasApprovedBy European Medicines Agency
wasNotApprovedBy Food and Drug Administration
surface form: U.S. Food and Drug Administration
withdrawalYear 2008
withdrawnFromMarketInRegion European Union

How these facts were elicited

Referenced by (1)

Full triples — surface form annotated when it differs from this entity's canonical label.

CB1 receptor antagonist rimonabant