Cyprenorphine

Cyprenorphine

Systematic (IUPAC) name
6,7,8,14-tetrahydro- N-(Cyclopropylmethyl)- 7α-(1-hydroxy-1-methylethyl)- 6,14-endo-ethenonororipavine
Clinical data
Legal status	Schedule I
Identifiers
CAS Number	4406-22-8 Y
ATC code	none
PubChem	CID: 544534
ChemSpider	16735758 Y
UNII	1P6HEG5ZHS Y
ChEMBL	CHEMBL2106063
Chemical data
Formula	C26H33NO4
Molecular mass	423.545 g/mol
SMILES CC(C)(O)[C@H]7C[C@]53/C=C/[C@]7(OC)[C@@H]1Oc6c2c(C[C@H]5N(CC[C@@]123)CC4CC4)ccc6O
InChI InChI=1S/C26H33NO4/c1-23(2,29)18-13-24-8-9-26(18,30-3)22-25(24)10-11-27(14-15-4-5-15)19(24)12-16-6-7-17(28)21(31-22)20(16)25/h6-9,15,18-19,22,28-29H,4-5,10-14H2,1-3H3/t18-,19-,22-,24-,25+,26-/m1/s1 Y Key:VSKIOMHXEUHYSI-KNLIIKEYSA-N Y
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Cyprenorphine (M-285) is an opioid drug. It is related to more well-known opioids such as buprenorphine, which is used as an analgesic and for the treatment of opioid addiction, and diprenorphine, which is used as an antidote to reverse the effects of other opioids.

Cyprenorphine has mixed agonist–antagonist effects at opioid receptors, like those of buprenorphine. However the effects of cyprenorphine are somewhat different, as it produces pronounced dysphoric and hallucinogenic effects which limit its potential use as an analgesic.