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Substance Name: Cyclizine [USP:INN:BAN:DCF]
RN: 82-92-8
UNII: QRW9FCR9P2
InChIKey: UVKZSORBKUEBAZ-UHFFFAOYSA-N

Note

  • A histamine H1 antagonist given by mouth or parenterally for the control of postoperative and drug-induced vomiting and in motion sickness. (From Martindale, The Extra Pharmacopoeia, 30th ed, p935)

Molecular Formula

  • C18-H22-N2

Molecular Weight

  • 266.3858
 

Classification Codes

  • Antiemetics
  • Antihistaminic
  • Autonomic Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Cyclizine
  • Cyclizine [USP:INN:BAN:DCF]

MeSH Heading

  • Cyclizine

Synonyms

  • (+-)-1-Diphenylmethyl-4-methylpiperazine
  • (N-Benzhydryl)(N'-methyl)diethylenediamine
  • 1-(Diphenylmethyl)-4-methylpiperazine
  • 1-Benzhydryl-4-methylpiperazin
  • 5-23-01-00232 (Beilstein Handbook Reference)
  • BRN 0230441
  • BW 47-83
  • Ciclizina
  • Ciclizina [INN-Spanish]
  • Compound 47-83
  • Cyclizine
  • Cyclizinum
  • Cyclizinum [INN-Latin]
  • EINECS 201-445-5
  • HSDB 3309
  • Marezine
  • N-Benzhydryl-N'-methylpiperazine
  • N-Methyl-N'-benzhydrylpiperazine
  • Nautazine
  • Neo-devomit
  • NSC 26608
  • UNII-QRW9FCR9P2
  • Valoid
  • Wellcome preparation 47-83
  • Wellcome prepn 47-83

Systematic Names

  • Cyclizine
  • Piperazine, 1-(diphenylmethyl)-4-methyl-

Registry Numbers

CAS Registry Number

  • 82-92-8

FDA UNII

  • QRW9FCR9P2

System Generated Number

  • 0000082928

Structure Descriptors

InChI

1S/C18H22N2/c1-19-12-14-20(15-13-19)18(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18H,12-15H2,1H3

InChIKey

UVKZSORBKUEBAZ-UHFFFAOYSA-N

Smiles

CN1CCN(CC1)C(c2ccccc2)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 147mg/kg (147mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 218, 1972.
women TDLo oral 126mg/kg/6W-I (126mg/kg) BLOOD: AGRANULOCYTOSIS British Medical Journal. Vol. 292, Pg. 174, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 105.5 deg C   EXP
log P (octanol-water) 2.970 (none)   EST
Water Solubility 1000 mg/L 25 EXP
Atmospheric OH Rate Constant 2.03E-10 cm3/molecule-sec 25 EST

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