NALMEXONE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H25NO4.ClH
Molecular Weight	391.888
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@@]12OC3=C4C(C[C@H]5N(CC=C(C)C)CC[C@@]14[C@@]5(O)CCC2=O)=CC=C3O

InChI

InChIKey=PJDUKHQNUMOJLL-OPHZJPRHSA-N

InChI=1S/C21H25NO4.ClH/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;1H/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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Analgesic and other effects of nalmexone in man.	1972 Jul-Aug	4557582
Further evaluation of the discriminative effects of morphine in the rat.	1977 Apr	15104
Discriminative effects of cyclazocine in the squirrel monkey.	1978 May	417173

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 `Fri Dec 15 15:34:58 GMT 2023` Edited by `admin` on `Fri Dec 15 15:34:58 GMT 2023`
Record UNII	5R6J4YZX5O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NALMEXONE HYDROCHLORIDE

Official Name

English

4,5α-Epoxy-3,14-dihydroxy-17-(3-methyl-2-butenyl)morphinan-6-one hydrochloride

Systematic Name

English

NALMEXONE HYDROCHLORIDE [USAN]

Common Name

English

EN-1620A

Code

English

NALMEXONE HCL

Common Name

English

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

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C681