O-1269

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.^[1][2][3] Agonist-like and atypical cannabinoid activity has also been observed with a number of related compounds.^[4][5]

CAS Number

• 336615-64-6 ^N

PubChem CID

• 9868408

ChemSpider

• 8044099 ^Y

UNII

• ZK4MED9M94

Quick facts Identifiers, CAS Number ...

O-1269

Identifiers
IUPAC name 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-pentylpyrazole-3-carboxamide
CAS Number	336615-64-6 N
PubChem CID	9868408
ChemSpider	8044099 Y
UNII	ZK4MED9M94
CompTox Dashboard (EPA)	DTXSID70432096
Chemical and physical data
Formula	C22H22Cl3N3O
Molar mass	450.79 g·mol−1
3D model (JSmol)	Interactive image
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?)

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