Pentamorphone

Pentamorphone
Clinical data
ATC code	none;
Legal status
Legal status	US: Schedule I;
Identifiers
	IUPAC name 4,5α-Epoxy-3-hydroxy-14β-pentylamino-17-methyl-7,8-didehydromorphinan-6-one;
CAS Number	68616-83-1;
PubChem CID	5464186;
ChemSpider	4576571;
UNII	MM4487B4MW;
KEGG	D05416 ;
CompTox Dashboard (EPA)	DTXSID901018235 ;
Chemical and physical data
Formula	C22H28N2O3
Molar mass	368.477 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCN[C@@]12C=CC(=O)[C@H]3[C@@]14CCN([C@@H]2CC5=C4C(=C(C=C5)O)O3)C;
	InChI InChI=1S/C22H28N2O3/c1-3-4-5-11-23-22-9-8-16(26)20-21(22)10-12-24(2)17(22)13-14-6-7-15(25)19(27-20)18(14)21/h6-9,17,20,23,25H,3-5,10-13H2,1-2H3/t17-,20+,21+,22-/m1/s1; Key:NRPCWSUJMWEFOK-KDXIVRHGSA-N;
	(verify)

ATC code

none

Legal status

US: Schedule I

CAS Number

68616-83-1

PubChem CID

5464186

Pentamorphone (14β-pentylaminomorphinone, RX-77989) is a semi-synthetic opiate derivative related to compounds such as Morphinone and oxymorphone. Developed in 1984, it is a potent opioid analgesic several times stronger than fentanyl, and with a similarly fast onset of effects and short duration of action.^[1]^[2] It was found to produce relatively little respiratory depression compared to other potent opioid agonists,^[3] but its analgesic effects were somewhat disappointing in human trials,^[4] and while pentamorphone had some slight advantages over fentanyl^[5] these were not sufficient to warrant its introduction into clinical use.

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