Cyclofenil
Chemical compound / From Wikipedia, the free encyclopedia
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Cyclofenil, sold under the brand name Sexovid among others, is a selective estrogen receptor modulator (SERM) medication which is used as a gonadotropin stimulant or ovulation inducer and in menopausal hormone therapy in women.[3][4][5][6] It is mostly no longer available.[6] The medication is taken by mouth.[7][8][9]
Clinical data | |
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Trade names | Sexovid, others |
Other names | Cyclophenil; F-6066; H-3452; ICI-48213; bis(p-Acetoxyphenyl)-cyclohexylidenemethane |
AHFS/Drugs.com | International Drug Names |
Routes of administration | By mouth |
Drug class | Selective estrogen receptor modulator; Progonadotropin |
ATC code | |
Pharmacokinetic data | |
Elimination half-life | 18–29 hours[1][2] |
Identifiers | |
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CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.018.264 |
Chemical and physical data | |
Formula | C23H24O4 |
Molar mass | 364.441 g·mol−1 |
3D model (JSmol) | |
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Side effects of cyclofenil include liver toxicity among others.[10] It is a selective estrogen receptor modulator (SERM) and hence is a mixed agonist–antagonist of the estrogen receptor (ER), the biological target of estrogens like estradiol.[8] It has antiestrogenic effects on the hypothalamic–pituitary–gonadal axis and hence can increase sex hormone production and stimulate ovulation.[8][11]
Cyclofenil was introduced for medical use in 1970.[12] It has been mostly discontinued, but remains available in a few countries, including Brazil, Italy, and Japan.[6][13][3] It has been used as a doping agent by male athletes.[8]