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Substance Name: Hydroxyzine hydrochloride [USP:JAN]
RN: 2192-20-3
UNII: 76755771U3
InChIKey: ANOMHKZSQFYSBR-UHFFFAOYSA-N

Note

  • A histamine H1 receptor antagonist that is effective in the treatment of chronic urticaria, dermatitis, and histamine-mediated pruritus. Unlike its major metabolite CETIRIZINE, it does cause drowsiness. It is also effective as an antiemetic, for relief of anxiety and tension, and as a sedative.

Molecular Formula

  • C21-H27-Cl-N2-O2.2Cl-H

Molecular Weight

  • 447.8311
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Tranquilizer (Minor)
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Names and Synonyms

Name of Substance

  • Hydroxyzine dihydrochloride
  • Hydroxyzine hydrochloride [USP:JAN]

Synonyms

  • (+-)-2-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol dihydrochloride
  • 2-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol dihydrochloride
  • AI3-50162
  • Alamon
  • Arcanax
  • Atarax
  • Atarax dihydrochloride
  • Ataraxoid dihydrochloride
  • Atazina
  • Aterax
  • Atranine A
  • Dichlorhydrate de 1-p.chlorbenzhydryl-4-(2-(2-hydroxyethoxy)ethyl)piperazine
  • Dichlorhydrate de 1-p.chlorbenzhydryl-4-(2-(2-hydroxyethoxy)ethyl)piperazine [French]
  • Disron
  • Durrax
  • EINECS 218-586-3
  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, dihydrochloride, (+-)-
  • Hydroxyzine dihydrochloride
  • Hydroxyzine HCl
  • Hydroxyzine hydrochloride
  • Neurolax
  • Orgatrax
  • Paxistil
  • Quiess
  • QYS
  • Tran-Q dihydrochloride
  • Tranquizine dihydrochloride
  • UNII-76755771U3
  • Vistaject
  • Vistarex
  • Vistaril
  • Vistaril Parenteral
  • Vistaril steraject
  • Vistazine

Systematic Names

  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, dihydrochloride
  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, hydrochloride (1:2)
  • Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, dihydrochloride
  • Hydroxyzine dihydrochloride

Mixture Name

  • Marax

Registry Numbers

CAS Registry Number

  • 2192-20-3

FDA UNII

  • 76755771U3

Related Registry Number

  • 68-88-2 (Parent)

System Generated Number

  • 0002192203

Molecular Formulas

Molecular Formula

  • C21-H27-Cl-N2-O2.2Cl-H

Molecular Formula Fragments

  • C21-H27-Cl-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C21H27ClN2O2.2ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;;/h1-9,21,25H,10-17H2;2*1H

InChIKey

ANOMHKZSQFYSBR-UHFFFAOYSA-N

Smiles

c1ccc(cc1)C(c2ccc(cc2)Cl)N3CCN(CC3)CCOCCO.Cl.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo unreported 750ug/kg (0.75mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Annals of Pharmacotherpy. Vol. 31, Pg. 327, 1997.
man TDLo oral 357ug/kg (0.357mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Human Psychopharmacology. Vol. 7, Pg. 25, 1992.
mouse LD50 intraperitoneal 122mg/kg (122mg/kg)   Yakkyoku. Pharmacy. Vol. 24, Pg. 100, 1973.
mouse LD50 intravenous 48900ug/kg (48.9mg/kg)   Yakkyoku. Pharmacy. Vol. 24, Pg. 100, 1973.
rat LD50 intraperitoneal 126mg/kg (126mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intravenous 45mg/kg (45mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 109, Pg. 127, 1957.
rat LD50 oral 950mg/kg (950mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
women TDLo oral 500ug/kg (0.5mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Human Psychopharmacology. Vol. 7, Pg. 25, 1992.