Cyclofenil

Cyclofenil
Clinical data
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	G03GB01 (WHO) ;
Pharmacokinetic data
Elimination half-life	18–29 hours
Identifiers
	IUPAC name [4-[(4-Acetoxyphenyl)-cyclohexylidene-methyl]phenyl] acetate;
CAS Number	2624-43-3;
PubChem CID	2898;
ChemSpider	2795;
UNII	J468V64WZ1;
KEGG	D01281;
ChEMBL	ChEMBL141305;
CompTox Dashboard (EPA)	DTXSID4022866 ;
ECHA InfoCard	100.018.264
Chemical and physical data
Formula	C23H24O4
Molar mass	364.441 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc3ccc(C(/c1ccc(OC(=O)C)cc1)=C2\CCCCC2)cc3)C;

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. It is mostly no longer available. The medication is taken by mouth.

Side effects of cyclofenil include liver toxicity among others. 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. It has antiestrogenic effects on the hypothalamic–pituitary–gonadal axis and hence can increase sex hormone production and stimulate ovulation.

Cyclofenil was introduced for medical use in 1970. It has been mostly discontinued, but remains available in a few countries, including Brazil, Italy, and Japan. It has been used as a doping agent by male athletes.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.