AM251
From Infogalactic: the planetary knowledge core
Systematic (IUPAC) name | |
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Identifiers | |
CAS Number | 183232-66-8 |
PubChem | CID: 2125 |
IUPHAR/BPS | 3317 |
ChemSpider | 2040 |
ChEBI | CHEBI:90724 |
ChEMBL | CHEMBL285932 |
Chemical data | |
Formula | C22H21Cl2IN4O |
Molecular mass | 555.238 g/mol |
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AM-251 is an inverse agonist at the CB1 cannabinoid receptor. AM-251 is structurally very close to SR141716A (rimonabant); both are biarylpyrazole cannabinoid receptor antagonists. In AM-251 the p-chloro group attached to the phenyl substituent at C-5 of the pyrazole ring is replaced with a p-iodo group. The resulting compound exhibits slightly better binding affinity for the CB1 receptor (with a Ki value of 7.5nM) than SR141716A, which has a Ki value of 11.5nM, AM-251 is, however, about two-fold more selective for the CB1 receptor when compared to SR141716A.[1] Like SR141716A, it is additionally a μ-opioid receptor antagonist.[2]
See also
References
- ↑ Lan, R., Liu, Q., Fan, P., et al. Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J Med Chem 42 769-776 (1999). Lua error in package.lua at line 80: module 'strict' not found.
- ↑ AM-251 and rimonabant act as direct antagonists at mu-opioid receptors: implications for opioid/cannabinoid interaction studies. Neuropharmacology. 2012 Oct;63(5):905-15. doi: 10.1016/j.neuropharm.2012.06.046. Epub 2012 Jul 4. PMID 22771770 PMCID: PMC3408547
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