Quadazocine

Quadazocine
Clinical data

ATC code	None
Identifiers
IUPAC name 1-cyclopentyl-5-[(1S,9R)-4-hydroxy-1,10,13-trimethyl-10-azatricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-13-yl]-3-pentanone
CAS Number	69924-29-4
PubChem (CID)	115077
ChemSpider	102983
UNII	X9BMD58553^Y
Chemical and physical data
Formula	C₂₅H₃₇NO₂
Molar mass	383.567 g/mol
3D model (Jmol)	Interactive image
SMILES O=C(CCC1CCCC1)CCC4([C@@H]3N(CC[C@]4(c2c(ccc(O)c2)C3)C)C)C
InChI InChI=1S/C25H37NO2/c1-24-14-15-26(3)23(16-19-9-11-21(28)17-22(19)24)25(24,2)13-12-20(27)10-8-18-6-4-5-7-18/h9,11,17-18,23,28H,4-8,10,12-16H2,1-3H3/t23-,24+,25?/m1/s1 Key:LOYWOYCPSWPKFH-CSIQULDISA-N

Quadazocine (WIN-44,441) is an opioid antagonist of the benzomorphan family which is used in scientific research. It acts as a silent antagonist at all three of the major opioid receptors—μ, κ, and δ, but with a significant preference in affinity for the μ receptor and the κ₂ subtype. As such, it has been touted as a "κ₂-selective" antagonist, though, of course, this is not entirely accurate on account of its similar affinity for the μ receptor. As would be expected, quadazocine reverses the effects (e.g., analgesia) of opioid agonists like morphine and fentanyl in animals.

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