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Products
Pharmacology
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- Technical support
- Resources
Rimonabant
Cat. No. CB-020
Structure:
5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidin-1-yl-1H-pyrazole-3-carboxamide
Other Names:
SR 141716A, Accomplia
Activity:
CB1 receptor inverse agonist
Rimonabant is a selective CB1 receptor inverse agonist with a Ki of 1.8 nM and no activity at CB2 receptors. Rimonobant also acts as a μ-opioid receptor antagonist with a Ki of 652 nM. Rimonabant reduces the overactivity of the endocannabinoid system, improving lipid and glucose metabolism and regulating energy balance. In animal sudies, it reduces food intake and body weight in orally dosed non-obese Wistar rats and has a positive role in reducing hunger, caloric intake, and body weight, and in increasing satiety. In humans, rimonabant initially appeared to be effective for treatment of obesity and smoking cessation but was withdrawn from the market due to having the potential to cause severe psychiatric side effects.
Rinaldi-Carmona et al (1995) Biochemical and pharmacological characterisation of SR141716A, the first potent and selective brain cannabinoid receptor antagonist. Life Sci. 56(23-24) 1941 PMID: 7776817
Colombo et al (1998) Appetite suppression and weight loss after the cannabinoid antagonist SR 141716. Life Sci. 63(8) PL113-7 PMID: 9718088
Boyd and Fremming (2005) Rimonabant--a selective CB1 antagonist. Ann Pharmacother. 39(4) 684 PMID: 15755787
Seely et al (2012) AM-251 and rimonabant act as direct antagonists at mu-opioid receptors: implications for opioid/cannabinoid interaction studies. Neuropharmacology 63(5) 905 PMID: 22771770
Bosquez-Berger et al (2023) A. Requiem for Rimonabant: Therapeutic Potential for Cannabinoid CB1 Receptor Antagonists after the Fall. Drugs Drug Candidates 2 689 https://doi.org/10.3390/ddc2030035
Related areas
All small molecules >
All cannabinoid receptor modulators >
All μ opioid receptor modulators >
All neuroscience research categories >
All appetite regulation research categories >
Technical Data
| Structure | 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidin-1-yl-1H-pyrazole-3-carboxamide |
| CAS Number | 168273-06-1 |
| Molecular Weight | 463.8 |
| Formula | C22H21Cl3N4O |
Solubility and Storage
| Solubility | Soluble in DMSO to 20 mg/ml or ethanol to 20 mg/ml |
| Appearance | White solid |
| Storage | Store dry, frozen and in the dark |
Batch Specific Data
| Purity | > 98% by hplc, NMR conforms |
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Recent citations
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