14-Phenylpropoxymetopon

14-Phenylpropoxymetopon
Clinical data
Other names	14-Phenylpropoxymetopon, PPOM
Identifiers
	IUPAC name 3-Hydroxy-14-(3-phenylpropoxy)-5-methyl-7,8-dihydro-4,5α-epoxy-17-methylmorphinan-6-one;
PubChem CID	10238204;
ChemSpider	8413692 ;
ChEMBL	ChEMBL1672083;
CompTox Dashboard (EPA)	DTXSID101018231 ;
Chemical and physical data
Formula	C27H31NO4
Molar mass	433.548 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12C(=O)CC[C@@]3([C@]14CCN([C@@H]3CC5=C4C(=C(C=C5)O)O2)C)OCCCC6=CC=CC=C6;
	InChI InChI=1S/C27H31NO4/c1-25-22(30)12-13-27(31-16-6-9-18-7-4-3-5-8-18)21-17-19-10-11-20(29)24(32-25)23(19)26(25,27)14-15-28(21)2/h3-5,7-8,10-11,21,29H,6,9,12-17H2,1-2H3/t21-,25+,26+,27-/m1/s1 ; Key:YLXOHYYZBORDAJ-NVSKSXHLSA-N ;
	(verify)

14-Phenylpropoxymetopon (PPOM) is an opioid analogue that is a derivative of metopon which has been substituted with a γ-phenylpropoxy group at the 14-position.^[1] PPOM is a highly potent analgesic drug several thousand times stronger than morphine, with an even higher in vivo potency than etorphine.^[2] The 14-phenylpropoxy substitution appears to confer potent μ-opioid agonist activity, even when combined with substitutions such as N-cyclopropyl or N-allyl, which normally result in μ-opioid antagonist compounds.^[3]

Quick Facts Clinical data, Other names ...

Close

It has never been used in humans, but would be expected to produce effects similar to those of other potent opioid agonists, including strong analgesia, sedation, euphoria, constipation, itching and respiratory depression which could be harmful or fatal. Tolerance and dependence would be expected to develop rapidly based on the potency of the drug, as it is of a similar strength to the most potent of fentanyl analogues and so would most likely cause pronounced tachyphylaxis following repeated dosing.

[1]

[2]

[3]

14-Phenylpropoxymetopon

See also

References

Wikiwand - on