NALMEXONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H25NO4
Molecular Weight	355.4275
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CCN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@]2(O)CCC4=O)=C35

InChI

InChIKey=OHKCLOQPSLQCQR-MBPVOVBZSA-N

InChI=1S/C21H25NO4/c1-12(2)6-9-22-10-8-20-17-13-3-4-14(23)18(17)26-19(20)15(24)5-7-21(20,25)16(22)11-13/h3-4,6,16,19,23,25H,5,7-11H2,1-2H3/t16-,19+,20+,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C21H25NO4
Molecular Weight	355.4275
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/417173 | https://www.ncbi.nlm.nih.gov/pubmed/4557582

Nalmexone is an opioid partial agonist or mixed agonist-antagonist with both analgesic and narcotic antagonist properties. In preclinical models parenteral nalmexone was a moderately active antagonist and therefore might have low abuse potential. At the same time, early work in man indicated analgesic activity in doses above 20 mg.

Approval Year

PubMed

Title	Date	PubMed
Discriminative effects of cyclazocine in the squirrel monkey.	1978-05	417173
Further evaluation of the discriminative effects of morphine in the rat.	1977-04	15104
Analgesic and other effects of nalmexone in man.	1972-07-01	4557582

Sample Use Guides

In Vivo Use Guide

Doses of 5 mg and 10 mg of morphine were compared with 15 mg and 30 mg of nalmexone in the first study and with 40 mg and 60 mg of nalmexone in the second one. Each patient was given a "round" of 4 medications, a low and high dose of morphine with a low and high dose of nalmexone, to establish and compare doseeffect curves of the 2 drugs. The medications were prepared in identical ampules and administered intramuscularly under random, double-blind conditions.

Route of Administration: Intramuscular

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:42 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:42 GMT 2025`
Record UNII	AIB278UKIG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

nalmexone [INN]

Preferred Name

English

NALMEXONE

Official Name

English

MORPHINAN-6-ONE, 4,5-EPOXY-3,14-DIHYDROXY-17-(3-METHYL-2-BUTENYL)-(5.ALPHA.)-

Systematic Name

English

4,5.ALPHA.-EPOXY-3,14-DIHYDROXY-17-(3-METHYL-2-BUTENYL)MORPHINAN-6-ONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C681