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Substance Name: Hydroxyzine [INN:BAN]
RN: 68-88-2
UNII: 30S50YM8OG
InChIKey: ZQDWXGKKHFNSQK-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

Molecular Weight

  • 374.9093
 

Classification Codes

  • Antipruritics
  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Neurotransmitter Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Hydroxyzine
  • Hydroxyzine [INN:BAN]

MeSH Heading

  • Hydroxyzine

Synonyms

  • 1-(p-Chloro-alpha-phenylbenzyl)-4-(2-(2-hydroxyethoxy)ethyl)piperazine
  • 1-(p-Chloro-alpha-phenylbenzyl)-4-(2-hydroxyethoxyethyl)piperazine
  • 1-(p-Chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)diethylenediamine
  • 1-(p-Chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)piperazine
  • 1-(p-Chlorodiphenylmethyl)-4-(2-(2-hydroxyethoxy)ethyl)piperazine
  • 2-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol
  • 5-23-01-00462 (Beilstein Handbook Reference)
  • Atara
  • Atarax base
  • Ataraxoid
  • Atarazoid
  • Atarox
  • Atazina
  • Aterax
  • BRN 0321392
  • Deinait
  • EINECS 200-693-1
  • Equipoise
  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-
  • Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-
  • Fenarol
  • Hidroxizina
  • Hidroxizina [INN-Spanish]
  • HSDB 3098
  • Hychotine
  • Hydroksyzyny
  • Hydroksyzyny [Polish]
  • Hydroxine
  • Hydroxizine
  • Hydroxizinum
  • Hydroxycine
  • Hydroxyzin
  • Hydroxyzine
  • Hydroxyzinum
  • Hydroxyzinum [INN-Latin]
  • Idrossizina
  • Idrossizina [DCIT]
  • N-(4-Chlorobenzhydryl)-N'-(hydroxyethoxyethyl)piperazine
  • N-(4-Chlorobenzhydryl)-N'-(hydroxyethyloxyethyl)piperazine
  • Neo-calma
  • Neurozina
  • Nevrolaks
  • NP 212
  • NSC 169188
  • Pamazone
  • Parenteral
  • Paxistil
  • Placidol
  • Plaxidol
  • Tran-Q
  • Tranquizine
  • Traquizine
  • U.C.B 4492
  • U.CB 4492
  • UCB 4492
  • UCB 492
  • UNII-30S50YM8OG
  • Vesparaz-wirkstoff

Systematic Names

  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-
  • Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)- (9CI)
  • Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-
  • Hydroxyzine

Registry Numbers

CAS Registry Number

  • 68-88-2

FDA UNII

  • 30S50YM8OG

Related Registry Numbers

  • 10246-75-0 (pamoate)
  • 2192-20-3 (di-hydrochloride)

System Generated Number

  • 0000068882

Structure Descriptors

InChI

InChI=1S/C21H27ClN2O2/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

InChIKey

ZQDWXGKKHFNSQK-UHFFFAOYSA-N

Smiles

OCCOCCN1CCN(CC1)C(c2ccccc2)c3ccc(Cl)cc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 81300ug/kg (81.3mg/kg)   Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 23, Pg. 281, 1971.
mouse LD50 intravenous 137mg/kg (137mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 237, 1972.
mouse LD50 oral 400mg/kg (400mg/kg)   Chimica Therapeutica. Vol. 3, Pg. 210, 1968.
rat LD50 intraperitoneal 160mg/kg (160mg/kg)   Chimica Therapeutica. Vol. 3, Pg. 210, 1968.
rat LD50 intravenous 45mg/kg (45mg/kg)   Acta Neurologia et Psychiatrica Belgica. Vol. 61, Pg. 669, 1961.
rat LD50 oral 840mg/kg (840mg/kg)   Chimica Therapeutica. Vol. 3, Pg. 210, 1968.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.360 (none)   EST
Atmospheric OH Rate Constant 2.48E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.