Rimonabant hydrochlorideProduct ingredient for Rimonabant
- Name
- Rimonabant hydrochloride
- Drug Entry
- Rimonabant
Rimonabant is an anorectic anti-obesity drug produced and marketed by Sanofi-Aventis. It is an inverse agonist for the cannabinoid receptor CB1. Its main avenue of effect is reduction in appetite. Rimonabant is the first selective CB1 receptor blocker to be approved for use anywhere in the world. Rimonabant is approved in 38 countries including the E.U., Mexico, and Brazil. It was rejected for approval for use in the United States. This decision was made after a U.S. advisory panel recommended the medicine not be approved because it may increase suicidal thinking and depression.
- Accession Number
- DBSALT001850
- Structure
Structure for Rimonabant hydrochloride (DBSALT001850)
- Synonyms
- Rimonabant HCl
- UNII
- HL0V2LQZ09
- CAS Number
- 158681-13-1
- Weight
- Average: 500.25
Monoisotopic: 498.0547721 - Chemical Formula
- C22H22Cl4N4O
- InChI Key
- REOYOKXLUFHOBV-UHFFFAOYSA-N
- InChI
- InChI=1S/C22H21Cl3N4O.ClH/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15;/h5-10,13H,2-4,11-12H2,1H3,(H,27,30);1H
- IUPAC Name
- 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide hydrochloride
- SMILES
- Cl.CC1=C(N(N=C1C(=O)NN1CCCCC1)C1=CC=C(Cl)C=C1Cl)C1=CC=C(Cl)C=C1
- External Links
- ChemSpider
- 94640
- ChEMBL
- CHEMBL558598
- Predicted Properties
Property Value Source Water Solubility 0.002 mg/mL ALOGPS logP 5.47 ALOGPS logP 5.91 Chemaxon logS -5.4 ALOGPS pKa (Strongest Acidic) 10.82 Chemaxon pKa (Strongest Basic) 1.69 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 50.16 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 122.83 m3·mol-1 Chemaxon Polarizability 47.96 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon