METKEPHAMID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H40N6O6S
Molecular Weight	600.73
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSCC[C@H](N(C)C(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)CC2=CC=C(O)C=C2)C(N)=O

InChI

InChIKey=FWDIKROEWJOQIQ-JMBSJVKXSA-N

InChI=1S/C29H40N6O6S/c1-18(33-28(40)22(30)15-20-9-11-21(36)12-10-20)27(39)32-17-25(37)34-23(16-19-7-5-4-6-8-19)29(41)35(2)24(26(31)38)13-14-42-3/h4-12,18,22-24,36H,13-17,30H2,1-3H3,(H2,31,38)(H,32,39)(H,33,40)(H,34,37)/t18-,22+,23+,24+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H40N6O6S
Molecular Weight	600.73
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6872419 | https://www.ncbi.nlm.nih.gov/pubmed/6256856

Approval Year

PubMed

Title	Date	PubMed
Cardiovascular properties of metkephamid, a delta opioid receptor agonist, in man.	1985-02	2981652
Metkephamid (Tyr-D-ala-Gly-Phe-N(Me)Met-NH2), a potent opioid peptide: receptor binding and analgesic properties.	1982-09-01	6294639
Metkephamid, a systemically active analog of methionine enkephalin with potent opioid alpha-receptor activity.	1981-02-06	6256856

Sample Use Guides

In Vivo Use Guide

The efficacy, safety, and time course of analgesia with 70 or 140 mg metkephamid were compared with those of 100 mg meperidine and placebo in 59 hospitalized women with severe postpartum episiotomy pain.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:21:47 GMT 2025` Edited by `admin` on `Mon Mar 31 19:21:47 GMT 2025`
Record UNII	MNL20FXH9Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

METKEPHAMID

Common Name

English

METKEFAMIDE

Preferred Name

English

L-TYROSYL-D-ALANYLGLYCYL-L-PHENYLALANYL-N2-METHYL-L-METHIONINAMIDE

Systematic Name

English

L-METHIONINAMIDE, L-TYROSYL-D-ALANYLGLYCYL-L-PHENYLALANYL-N2-METHYL-

Systematic Name

English

metkefamide [INN]

Common Name

English

Code System Code Type Description

FDA UNII

MNL20FXH9Y