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Substance Name: Nalorphine hydrochloride [USP]
RN: 57-29-4
UNII: 9FPE56Z2TW
InChIKey: NAHATSPWSULUAA-ZQGPYOJVSA-N

Note

  • A narcotic antagonist with some agonist properties. It is an antagonist at mu opioid receptors and an agonist at kappa opioid receptors. Given alone it produces a broad spectrum of unpleasant effects and it is considered to be clinically obsolete.

Molecular Formula

  • C19-H21-N-O3.Cl-H

Molecular Weight

  • 347.84
 

Classification Codes

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Superlist Classification Code

  • DEA Schedule III
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Names and Synonyms

Name of Substance

  • Nalorphine hydrochloride [USP]

Synonyms

  • 17-Allyl-7,8-didehydro-4,5alpha-epoxymorphinan-3,6alpha-diol hydrochloride
  • Allylmorphine hydrochloride
  • EINECS 200-321-8
  • Lethidrone
  • Miromorfalil
  • N-Allyl-2,12-dihydroxy-1,11-epoxymorphinene-13 hydrochloride
  • N-Allylnormorphine hydrochloride
  • Nalline
  • Nalorphine HCl
  • Nalorphine hydrochloride
  • Normorphine, N-allyl-, hydrochloride
  • UNII-9FPE56Z2TW

Systematic Names

  • Morphinan-3,6-alpha-diol, 17-allyl-7,8-didehydro-4,5-alpha-epoxy-, hydrochloride
  • Morphinan-3,6-diol, 7,8-didehydro-4,5-epoxy-17-(2-propenyl)-(5alpha,6alpha)-, hydrochloride
  • Nalorphine hydrochloride

Superlist Names

  • DEA No. 9400
  • Nalline
  • Nalorphine

Registry Numbers

CAS Registry Number

  • 57-29-4

FDA UNII

  • 9FPE56Z2TW

Related Registry Number

  • 62-67-9 (Parent)

System Generated Number

  • 0000057294

Molecular Formulas

Molecular Formula

  • C19-H21-N-O3.Cl-H

Molecular Formula Fragments

  • C19-H21-N-O3
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C19H21NO3.ClH/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20;/h2-6,12-13,15,18,21-22H,1,7-10H2;1H/t12-,13+,15-,18-,19-;/m0./s1

InChIKey

NAHATSPWSULUAA-ZQGPYOJVSA-N

Smiles

c1c2C[C@@H]3[C@@H]4C=C[C@@H]([C@H]5[C@@]4(c2c(O5)c(c1)O)CC[N@@]3CC=C)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 120mg/kg (120mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964.
human TDLo intravenous 143ug/kg (0.143mg/kg) BEHAVIORAL: EUPHORIA

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: TOXIC PSYCHOSIS
American Journal of Psychiatry. Vol. 113, Pg. 887, 1957.
mouse LD50 intraperitoneal 447mg/kg (447mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 103, Pg. 489, 1955.
mouse LD50 intravenous 63mg/kg (63mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 111, Pg. 152, 1954.
mouse LD50 subcutaneous 505mg/kg (505mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Toxicology and Applied Pharmacology. Vol. 6, Pg. 593, 1964.
rat LD50 oral 1150mg/kg (1150mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 48, 1959.
rat LD50 subcutaneous 1460mg/kg (1460mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.