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Substance Name: Clomifene [INN:BAN]
RN: 911-45-5
UNII: 1HRS458QU2
InChIKey: GKIRPKYJQBWNGO-UHFFFAOYSA-N

Note

  • A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue. Note that ENCLOMIPHENE and ZUCLOMIPHENE are the (E) and (Z) isomers of Clomiphene respectively.

Molecular Formula

  • C26-H28-Cl-N-O

Molecular Weight

  • 405.9662
 

Classification Codes

  • Estrogen Antagonists
  • Estrogen Receptor Modulators
  • Fertility Agents
  • Fertility Agents, Female
  • Hormone
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Reproductive Control Agents
  • Reproductive Effect
  • Selective Estrogen Receptor Modulators
  • Tumor Data

Names and Synonyms

Name of Substance

  • Clomifene [INN:BAN]
  • Clomiphene

MeSH Heading

  • Clomiphene

Synonyms

  • 1-(p-(beta-Diethylaminoethoxy)-phenyl)-1,2-diphenylchloroethylene
  • 2-(4-(2-Chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine
  • 2-(p-(2-Chloro-1,2-diphenylvinyl)phenoxy)triethylamine
  • 2-(p-(beta-Chloro-alpha-phenylstyryl)phenoxy)-triethylamine
  • Cisclomiphene
  • Clomifene
  • Clomifeno
  • Clomifeno [INN-Spanish]
  • Clomifenum
  • Clomifenum [INN-Latin]
  • Clomiphene
  • Clomiphene B
  • EINECS 213-008-6
  • Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-
  • HSDB 3039
  • MER 41
  • NSC 35770
  • Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-
  • UNII-1HRS458QU2

Systematic Names

  • Clomifene
  • Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-
  • Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-

Registry Numbers

CAS Registry Number

  • 911-45-5

FDA UNII

  • 1HRS458QU2

Related Registry Number

  • 50-41-9 (citrate (1:1))

System Generated Number

  • 0000911455

Structure Descriptors

InChI

InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3

InChIKey

GKIRPKYJQBWNGO-UHFFFAOYSA-N

Smiles

CCN(CC)CCOc1ccc(cc1)C(=C(Cl)c2ccccc2)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 390mg/kg (390mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 20, Pg. 419, 1961.
mouse LD50 oral 1700mg/kg (1700mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 20, Pg. 419, 1961.
rat LD50 oral 5750mg/kg (5750mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 14(8), Pg. 1293, 1972.
women TDLo oral 5mg/kg/5D-I (5mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 292, Pg. 380, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 6.740 (none)   EST
Atmospheric OH Rate Constant 1.68E-10 cm3/molecule-sec 25 EST

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