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QuickView for Clomifene (compound)


PubChem
Name: Clomiphene
PubChem Compound ID: 1548953
Description: A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue.
Molecular formula: C26H28ClNO
Molecular weight: 405.959 g/mol
Synonyms:
Enclomifeno [INN-Spanish]; Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-, (E)-; trans-2-(4-(2-Chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine; ICI 46476; trans-Clomiphene; Clomifene; Enclomifenum [INN-Latin]; Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-, (E)-; Enclomiphene [USAN]; Transclomifenum.
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DrugBank
Identification
Name: Clomiphene
Name (isomeric): DB00882
Drug Type: small molecule
Description: A triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue.
Synonyms:
Clomiphene citrate (Z,E); Chloramifene; Clomifeno; Chlomaphene; Chloramiphene; Clomifene citrate; Cisclomiphene; clomiphene; Clomiphene dihydrogen citrate; Racemic clomiphene citrate.
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Brand: Clomivid, Clomiphene B, Ikaclomin, Serophene, Dyneric, Milophene, Clomiphene, Clostilbegyt, Omifin, Androxal, Clomphid, Genozym, Clomifert, Clomid
Category: Estrogen Antagonists, Fertility Agents, Female, Selective Estrogen Receptor Modulators
CAS number: 911-45-5
Pharmacology
Indication: Used mainly in female infertility due to anovulation (e.g. due to polycystic ovary syndrome) to induce ovulation.
Pharmacology:
Clomifene (previously clomiphene) is an orally administered, non steroidal, ovulatory stimulant that acts as a selective estrogen receptor modulator (SERM). Clomifene can lead to multiple ovulation, and hence increase the risk of conceiving twins. In comparison to purified FSH, the rate of ovarian hyperstimulation syndrome is low. There may be an i...
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Mechanism of Action:
Clomifene has both estrogenic and anti-estrogenic properties, but its precise mechanism of action has not been determined. Clomifene appears to stumulate the release of gonadotropins, follicle-stimulating hormone (FSH), and leuteinizing hormone (LH), which leads to the development and maturation of ovarian follicle, ovulation, and subsequent develo...
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Absorption: Based on early studies with 14 C-labeled clomifene, the drug was shown to be readily absorbed orally in humans.
Biotransformation: Hepatic
Route of elimination: Based on early studies with 14C-labeled clomiphene citrate, the drug was shown to be readily absorbed orally in humans and excreted principally in the feces. Mean urinary excretion was approximately 8% with fecal excretion of about 42%.
Half Life: 5-7 days
Toxicity: The acute oral LD50 of clomifene is 1700 mg/kg in mice and 5750 mg/kg in rats. The toxic dose in humans is not known. Toxic effects accompanying acute overdosage of clomifene have not been reported. Signs and symptoms of overdosage as a result of the use of more than the recommended dose during clomifene therapy include nausea, vomiting, vasomotor flushes, visual blurring, spots or flashes, scotomata, ovarian enlargement with pelvic or abdominal pain.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take without regard to meals.
Drug interaction:
SecobarbitalThe enzyme inducer, secobarbital, decreases the effect of the hormone agent, clomifene.
MethylphenobarbitalThe enzyme inducer, methylphenobarbital, decreases the effect of the hormone agent, clomifene.
ButabarbitalThe enzyme inducer, butabarbital, decreases the effect of the hormone agent, clomifene.
MephenytoinThe enzyme inducer, mephenytoin, decreases the effect of the hormone agent, clomifene.
MethohexitalThe enzyme inducer, methohexital, decreases the effect of the hormone agent, clomifene.
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