rimonabant
Rimonabant (also known as SR141716; trade names Acomplia, Zimulti) is an anorectic antiobesity drug approved in Europe in 2006 but was withdrawn worldwide in 2008 due to serious psychiatric side effects; it was never approved in the United States. Rimonabant is an inverse agonist for the cannabinoid receptor CB1 and was first-in-class for clinical development. — Wikipedia
Clinical trial activity
46 trials · 24 clinical orgs · 0 marketing orgs
Earliest trial started Aug 1, 2001 (NCT00029861)
Timeline
Indications
Approved for
Studied for
- Albuminuria · Phase 3
- Alcohol Drinking · Phase 2
- Arteriosclerosis · Phase 3
- Atherosclerosis · Phase 4
- Cannabis · Phase 2
- Cardiovascular Diseases · Phase 4
- Carotid Stenosis · Phase 3
- Cigarette Smoking · Phase 3
- Coronary Artery Disease · Phase 3
- Diabetes Mellitus, Type 2 · Phase 3
- Dyslipidemias · Phase 3
- Fatty Liver · Phase 3
- Feeding and Eating Disorders · Phase 3
- Healthy Volunteers · Phase 2
- Hypertension · Phase 2
- Marijuana Abuse · Phase 2
- Metabolic Syndrome · Phase 3
- Obesity · Phase 4
- Pain · Phase 1
- Prader-Willi Syndrome · Phase 3
- Prediabetic State · Phase 3
- Psychotic Disorders · Phase 2
- Schizophrenia · Phase 2
- Smoking · Phase 2
- Smoking Cessation · Phase 3
- Spinal Cord Injuries · Phase 2
- Weight Loss · Phase 3
Mechanism of action
- Cannabinoid CB1 receptorANTAGONIST
CNR1 antagonist
Rimonabant, a selective cannabinoid CB1 receptor antagonist, given systemically reduces the increase of the concentration of dopamine in the dialysate from the shell of the nucleus accumbens, which occurs when rats are exposed to novel high palatable foods.
Chemistry & pharmacology
SMILES
Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(Cl)cc1- Mol. weight
- 463.8 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaRimonabant ↗
- ChEMBLCHEMBL111 ↗
Also known as
- acomplia
- acomplia
- acomplia
- acomplia
- n-(piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1h-pyrazole-3-carboxamide hydrochloride
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- rimonabant
- sr-14171
- sr-14171
- sr141716
- sr141716
- sr141716
- sr141716
- sr 141716
- sr-141716
- sr-141716
- sr141716a
- sr141716a
- sr141716a
- sr141716a
- sr141716a
- sr141716a
- sr 141716a
- sr-141716a
- sr-141716a
- sr-141716a
- zimulti
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT05622994 | Phase 2 | Nov 30, 2022 | Hospital Nacional de Paraplejicos |
| NCT05398913 | Phase 1/Phase 2 (Phase 2) | May 12, 2021 | Hospital Nacional de Paraplejicos |
| NCT00750347 | Phase 1 | Sep 1, 2008 | University Clermont Auvergne |
| NCT00754689 | Phase 3 | Sep 1, 2008 | Sanofi |
| NCT00690456 | Phase 3 | May 1, 2008 | Sanofi |
| NCT00656487 | Phase 2 | Apr 30, 2008 | National Institute on Drug Abuse (NIDA), Scripps |
| NCT00734123 | Phase 4 | Apr 1, 2008 | Hospital Universitario Arnau de Vilanova de Lleida, Pfizer |
| NCT00678483 | Phase 3 | Apr 1, 2008 | Sanofi |
| NCT00577148 | Phase 3 | Feb 1, 2008 | Sanofi |
| NCT00576667 | Phase 3 | Jan 1, 2008 | Sanofi |
| NCT00547118 | Phase 2 | Nov 1, 2007 | National Institute on Drug Abuse (NIDA), University of Maryland |
| NCT00546325 | Phase 3 | Oct 1, 2007 | Sanofi |
| NCT00603109 | Phase 3 | Aug 1, 2007 | Cornell University, National Institutes of Health (NIH), Prader Willi Syndrome Association, Winthrop University |
| NCT00584389 | Phase 4 | Jul 1, 2007 | European Foundation for the Study of Diabetes, National Health Service, United Kingdom, University of London |
| NCT00478972 | Phase 3 | Apr 1, 2007 | Sanofi |
| NCT00478595 | Phase 3 | Apr 1, 2007 | Sanofi |
| NCT00458081 | Phase 3 | Mar 1, 2007 | Sanofi |
| NCT00449605 | Phase 3 | Mar 1, 2007 | Sanofi |
| NCT00434096 | Phase 3 | Feb 1, 2007 | Sanofi |
| NCT00412698 | Phase 3 | Dec 1, 2006 | Sanofi |