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Substance Name: Naltrexone hydrochloride [USP]
RN: 16676-29-2
UNII: Z6375YW9SF
InChIKey: RHBRMCOKKKZVRY-ITLPAZOVSA-N

Note

  • Derivative of noroxymorphone that is the N-cyclopropylmethyl congener of NALOXONE. It is a narcotic antagonist that is effective orally, longer lasting and more potent than naloxone, and has been proposed for the treatment of heroin addiction. The FDA has approved naltrexone for the treatment of alcohol dependence.

Molecular Formula

  • C20-H23-N-O4.Cl-H

Molecular Weight

  • 377.8656
 

Classification Codes

  • Mutation Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Naltrexone hydrochloride [USP]

Synonyms

  • 17-(Cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-morphinan-6-one hydrochloride
  • 17-Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
  • CCRIS 1168
  • Depade
  • EINECS 240-723-0
  • En 1639A
  • EN-1639A
  • Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-alpha-epoxy-3,14-dihydroxy-, hydrochloride
  • Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-, hydrochloride, (5-alpha)-
  • Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxy-, hydrochloride, (5alpha)-
  • N-Cyclopropylmethyl-noroxymorphone hydrochloride
  • Naltrexone HCl
  • Naltrexone hydrochloride
  • NIH 8503
  • ReVia
  • Trexan
  • UNII-Z6375YW9SF

Systematic Names

  • (5alpha)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
  • Morphinan-6-one, 17-(cyclopropylmethyl)-4,5-alpha-oxy-3,14-dihydoxy-, hydrochloride
  • Naltrexone hydrochloride

Mixture Name

  • Embeda

Registry Numbers

CAS Registry Number

  • 16676-29-2

FDA UNII

  • Z6375YW9SF

System Generated Number

  • 0016676292

Molecular Formulas

Molecular Formula

  • C20-H23-N-O4.Cl-H

Molecular Formula Fragments

  • C20-H23-N-O4
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C20H23NO4.ClH/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11;/h3-4,11,15,18,22,24H,1-2,5-10H2;1H/t15-,18+,19+,20-;/m1./s1

InChIKey

RHBRMCOKKKZVRY-ITLPAZOVSA-N

Smiles

c1cc(c2c3c1C[C@@H]4[C@]5([C@]3(CCN4CC6CC6)[C@@H](O2)C(=O)CC5)O)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 1490mg/kg (1490mg/kg)   Medicamentos de Actualidad. Vol. 21, Pg. 264, 1985.
monkey LD50 oral 3gm/kg (3000mg/kg)   Medicamentos de Actualidad. Vol. 21, Pg. 264, 1985.
mouse LD50 oral 1100mg/kg (1100mg/kg)   Medicamentos de Actualidad. Vol. 21, Pg. 264, 1985.
rat LD50 oral 1450mg/kg (1450mg/kg)   Medicamentos de Actualidad. Vol. 21, Pg. 264, 1985.