Ciprefadol

Ciprefadol
Clinical data
ATC code	none;
Identifiers
	IUPAC name 3-[(4aR,8aR)-2-(cyclopropylmethyl)-1,3,4,5,6,7,8,8a-octahydroisoquinolin-4a-yl]phenol;
CAS Number	59889-36-0;
PubChem CID	333483;
ChemSpider	295505;
UNII	L6RFK0CJ8K;
ChEMBL	ChEMBL2111073;
CompTox Dashboard (EPA)	DTXSID00208605 ;
Chemical and physical data
Formula	C19H27NO
Molar mass	285.431 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CC[C@]2(CCN(C[C@@H]2C1)CC3CC3)C4=CC(=CC=C4)O;
	InChI InChI=1S/C19H27NO/c21-18-6-3-5-16(12-18)19-9-2-1-4-17(19)14-20(11-10-19)13-15-7-8-15/h3,5-6,12,15,17,21H,1-2,4,7-11,13-14H2/t17-,19-/m0/s1; Key:KFIQKMINEHFZSM-HKUYNNGSSA-N;

Ciprefadol is an opioid analgesic that is an isoquinoline derivative most closely related to cyclazocine and picenadol, with a number of other related compounds known. Ciprefadol is a mixed agonist–antagonist at μ-opioid receptors and can partly block the effects of morphine at low doses, though at higher doses it acts more like a full agonist. It is also a potent κ-opioid agonist, unlike the corresponding N-methyl and N-phenethyl derivatives which are reasonably μ-selective agonists.

Clinical data

ATC code	none
Identifiers
IUPAC name 3-[(4aR,8aR)-2-(cyclopropylmethyl)-1,3,4,5,6,7,8,8a-octahydroisoquinolin-4a-yl]phenol
CAS Number	59889-36-0
PubChem CID	333483
ChemSpider	295505
UNII	L6RFK0CJ8K
ChEMBL	ChEMBL2111073
CompTox Dashboard (EPA)	DTXSID00208605
Chemical and physical data
Formula	C₁₉H₂₇NO
Molar mass	285.431 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1CC[C@]2(CCN(C[C@@H]2C1)CC3CC3)C4=CC(=CC=C4)O
InChI InChI=1S/C19H27NO/c21-18-6-3-5-16(12-18)19-9-2-1-4-17(19)14-20(11-10-19)13-15-7-8-15/h3,5-6,12,15,17,21H,1-2,4,7-11,13-14H2/t17-,19-/m0/s1 Key:KFIQKMINEHFZSM-HKUYNNGSSA-N