O-1269

O-1269

Systematic (IUPAC) name
5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-pentylpyrazole-3-carboxamide
Identifiers
CAS Number	336615-64-6 N
PubChem	CID: 9868408
ChemSpider	8044099 Y
Chemical data
Formula	C22H22Cl3N3O
Molecular mass	450.788 g/mol
SMILES CCCCCNC(=O)c2nn(c(c2C)-c(cc3)ccc3Cl)-c1ccc(Cl)cc1Cl
InChI InChI=1S/C22H22Cl3N3O/c1-3-4-5-12-26-22(29)20-14(2)21(15-6-8-16(23)9-7-15)28(27-20)19-11-10-17(24)13-18(19)25/h6-11,13H,3-5,12H2,1-2H3,(H,26,29) Key:JDBOTXIRNSWBCG-UHFFFAOYSA-N
NY (what is this?)

O-1269 is a drug that is a diarylpyrazole derivative, related to potent cannabinoid antagonist drugs such as rimonabant and surinabant. However O-1269 and several related drugs were unexpectedly found to act as full or partial agonists at the cannabinoid receptors rather than antagonists, and so produce the usual effects expected of cannabinoid agonists in animal tests, such as sedation and analgesic effects. The N-heptyl homolog O-1270 and the N-propyl homolog O-1399 also act as cannabinoid agonists with similar potency in vivo, despite weaker binding affinity at cannabinoid receptors compared to the pentyl homolog O-1269. Agonist-like and atypical cannabinoid activity has also been observed with a number of related compounds.