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Substance Name: Naloxone hydrochloride [USAN:USP:JAN]
RN: 357-08-4
UNII: F850569PQR
InChIKey: RGPDIGOSVORSAK-STHHAXOLSA-N

Note

  • A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.

Molecular Formula

  • C19-H21-N-O4.Cl-H

Molecular Weight

  • 363.8388
 

Classification Codes

  • Antagonist (to Narcotics)
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Narcotic Antagonists
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Naloxone hydrochloride [USAN:USP:JAN]

MeSH Heading

  • Naloxone

Synonyms

  • (-)-N-Allyl-14-hydroxynordihydromorphinone hydrochloride
  • 17-Allyl-4,5-alpha-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
  • 17-Allyl-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
  • EINECS 206-611-0
  • EN 15304
  • EN-15304
  • Evzio
  • l-N-Allyl-14-hydroxynordihydromorphinone hydrochloride
  • Morphinan-6-one, 17-allyl-4,5-alpha-epoxy-3,14-dihydroxy-, hydrochloride
  • Nalonee
  • Naloxone
  • Naloxone HCl
  • Naloxone hydrochloride
  • Narcan
  • Narcanti
  • NIH 7890
  • Normorphinone, N-allyl-7,8-dihydro-14-hydroxy-, hydrochloride, (-)-
  • NSC 757109
  • UNII-F850569PQR

Systematic Names

  • (5alpha)-17-Allyl-4,5-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride
  • Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-(2-propenyl)-, hydrochloride, (5alpha)-

Registry Numbers

CAS Registry Number

  • 357-08-4

FDA UNII

  • F850569PQR

Related Registry Number

  • 465-65-6 (Parent)

System Generated Number

  • 0000357084

Molecular Formulas

Molecular Formula

  • C19-H21-N-O4.Cl-H

Molecular Formula Fragments

  • C19-H21-N-O4
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C19H21NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,14,17,21,23H,1,5-10H2;1H/t14-,17+,18+,19-;/m1./s1

InChIKey

RGPDIGOSVORSAK-STHHAXOLSA-N

Smiles

Cl.Oc1ccc2C[C@H]3N(CC=C)CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 13ug/kg (0.013mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Journal of Emergency Medicine. Vol. 7, Pg. 127, 1989.
mouse LD50 intravenous 90mg/kg (90mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakkyoku. Pharmacy. Vol. 36, Pg. 655, 1985.
mouse LD50 oral > 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakkyoku. Pharmacy. Vol. 36, Pg. 655, 1985.
mouse LD50 subcutaneous 286mg/kg (286mg/kg)   Journal of Medicinal Chemistry. Vol. 20, Pg. 844, 1977.
mouse LDLo intraperitoneal 80mg/kg (80mg/kg)   Research Communications in Chemical Pathology and Pharmacology. Vol. 17, Pg. 255, 1977.
rat LD50 intraperitoneal 239mg/kg (239mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 357, 1985.
rat LD50 intravenous 107mg/kg (107mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Yakkyoku. Pharmacy. Vol. 36, Pg. 655, 1985.
rat LD50 oral > 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Yakkyoku. Pharmacy. Vol. 36, Pg. 655, 1985.
rat LD50 subcutaneous 500mg/kg (500mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Yakkyoku. Pharmacy. Vol. 36, Pg. 655, 1985.
women TDLo intravenous 32ug/kg/3M-C (0.032mg/kg) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA		 Annals of Emergency Medicine. Vol. 16, Pg. 1294, 1987.