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Rimonabant is a selective cannabinoid CB1 receptor antagonist that was developed as an anti-obesity drug but withdrawn due to psychiatric side effects.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 5

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withdrawn drug ⓘ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-Aventis ⓘ
linked to: Sanofi
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hasLegalStatus withdrawn from human use in most countries ⓘ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 U.S. Food and Drug Administration ⓘ
withdrawalYear 2008 ⓘ
withdrawnFromMarketInRegion European Union ⓘ

How these facts were elicited

Referenced by (5)

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

CB1 receptor → antagonist → rimonabant ⓘ
Acomplia → tradeNameOf → rimonabant ⓘ
Acomplia → hasGenericName → rimonabant ⓘ
Zimulti → tradeNameOf → rimonabant ⓘ
Zimulti → chemicalName → rimonabant ⓘ