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Substance Name: Clomiphene citrate [USAN:USP]
RN: 50-41-9
UNII: 1B8447E7YI
InChIKey: PYTMYKVIJXPNBD-UHFFFAOYSA-N

Note

  • A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue.

Molecular Formula

  • C26-H28-Cl-N-O.C6-H8-O7

Molecular Weight

  • 598.0884
 

Classification Codes

Classification Codes

  • Anti-Estrogen
  • Drug / Therapeutic Agent
  • Estrogen Antagonists
  • Estrogen Receptor Modulators
  • Fertility Agents
  • Fertility Agents, Female
  • Gonad-Stimulating Principle
  • Hormone
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Reproductive Control Agents
  • Reproductive Effect
  • Selective Estrogen Receptor Modulators
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • Clomiphene citrate [USAN:USP]

Synonyms

  • 1-(p-(beta-Diethylaminoethoxy)phenyl)-1,2-diphenyl-2-chloroethylene citrate
  • 2-(p-(2-Chloro-1,2-diphenylvinyl)phenoxy)triethylamine citrate (1:1)
  • 2-Chloro-1-(p-(beta-diethylaminoethoxy)phenyl)-1,2-diphenylethylene citrate (1:1)
  • Ardomon
  • CCRIS 8306
  • Chloramiphene
  • Clomid
  • Clomifene citrate
  • Clomifeno
  • Clomiphen-arcana
  • Clomiphene citrate
  • Clomiphene dihydrogen citrate
  • Clomiphene-R
  • Clomipheni citras
  • Clomivid
  • Clomphid
  • Clostilbegyl
  • Clostilbegyt
  • Cyclolysal
  • Dyneric
  • EINECS 200-035-3
  • Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Fertivet
  • Fertyl
  • Genozym
  • Gravosan
  • Ikaclomin
  • Ikaclomine
  • Indovar
  • Kyliformon
  • MER-41
  • Milophene
  • MRL 41
  • MRL-41
  • NSC 35770
  • Omifin
  • Pergotime
  • Pioner
  • Prolifen
  • Racemic clomiphene citrate
  • RMI 16312
  • Serophene
  • Serpafar
  • Siphene
  • Tokormon
  • UNII-1B8447E7YI

Systematic Names

  • Clomifen dihydrogen citrate
  • Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-, citrate (1:1)

Superlist Name

  • Clomiphene citrate

Registry Numbers

CAS Registry Number

  • 50-41-9

FDA UNII

  • 1B8447E7YI

Related Registry Number

  • 911-45-5 (Parent)

System Generated Number

  • 0000050419

Molecular Formulas

Molecular Formula

  • C26-H28-Cl-N-O.C6-H8-O7

Molecular Formula Fragments

  • C26-H28-Cl-N-O
  • C6-H8-O7
  • COMPONENT

Structure Descriptors

InChI

1S/C26H28ClNO.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChIKey

PYTMYKVIJXPNBD-UHFFFAOYSA-N

Smiles

CCN(CC)CCOc1ccc(cc1)C(=C(Cl)c2ccccc2)c3ccccc3.OC(=O)CC(O)(CC(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1400mg/kg (1400mg/kg)   Pharmaceutical Chemistry Journal Vol. 23, Pg. 75, 1989.
rat LD50 intraperitoneal 530mg/kg (530mg/kg)   Toxicology and Applied Pharmacology. Vol. 9, Pg. 44, 1966.
rat LD50 oral 5750mg/kg (5750mg/kg)   Toxicology and Applied Pharmacology. Vol. 9, Pg. 44, 1966.
women TDLo oral 5mg/kg/5D-I (5mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

ENDOCRINE: TUMORS
Postgraduate Medical Journal. Vol. 72, Pg. 172, 1996.