Cyclofenil

Cyclofenil
Clinical data
Trade names	Fertodur, Menopax, Ondonid, Ondogyne, Sexovid, others
Synonyms	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) ;
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;
ECHA InfoCard	100.018.264
Chemical and physical data
Formula	C23H24O4
Molar mass	364.434 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc3ccc(C(/c1ccc(OC(=O)C)cc1)=C2\CCCCC2)cc3)C;

Cyclofenil (INN, USAN, BAN) (brand names Fertodur, Menopax, Ondonid, Ondogyne, Sexovid, others) is a selective estrogen receptor modulator (SERM) used as a gonadotropin stimulant which is or has been marketed in Europe, South Korea, Mexico, and Brazil, among other countries.^[1]^[2]^[3]

Cyclofenil was first introduced in 1970 under the brand name Ondogyne in France.^[4] Subsequently, it was introduced under the brand names Sexovid in Japan in 1972, Ondonvid in the United Kingdom in 1972, and Fertodur in West Germany in 1972 and Italy in 1974.^[4] It was also marketed as Sexovid in Sweden, Neoclym in Italy, and Klofenil in Turkey.^[4]

Cyclofenil was studied in the 1970s as an agent to induce ovulation in infertile women.^[5] It was then investigated as a possible treatment for scleroderma in the 1980s, but was found to be ineffective.^[6] Later study of its efficacy in treating Raynaud's phenomenon in people with scleroderma also found no statistically significant benefit.^[7]

References

↑ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 329–. ISBN 978-1-4757-2085-3.
↑ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 284–. ISBN 978-3-88763-075-1.
↑ https://www.drugs.com/international/cyclofenil.html
1 2 3 William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1162–. ISBN 978-0-8155-1856-3.
↑ Ruíz-Velasco V, Rosas-Arceo J, Matute MM (1979). "Chemical inducers of ovulation: comparative results". Int J Fertil. 24: 61–4. PMID 37182.
↑ Torres MA, Furst DE (February 1990). "Treatment of generalized systemic sclerosis". Rheum Dis Clin North Am. 16 (1): 217–41. PMID 2406809.
↑ Pope J, Fenlon D, Thompson A, et al. (2000). Pope J, ed. "Cyclofenil for Raynaud's phenomenon in progressive systemic sclerosis". Cochrane Database Syst Rev (2): CD000955. doi:10.1002/14651858.CD000955. PMID 10796397.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 329–. ISBN 978-1-4757-2085-3.

[IndexNominum2000-2] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 284–. ISBN 978-3-88763-075-1.

[Drugs.com-3] ttps://www.drugs.com/international/cyclofenil.html

[Publishing2013-4] 1 2 3 William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1162–. ISBN 978-0-8155-1856-3.

[5] Ruíz-Velasco V, Rosas-Arceo J, Matute MM (1979). "Chemical inducers of ovulation: comparative results". Int J Fertil. 24: 61–4. PMID 37182.

[6] Torres MA, Furst DE (February 1990). "Treatment of generalized systemic sclerosis". Rheum Dis Clin North Am. 16 (1): 217–41. PMID 2406809.

[7] Pope J, Fenlon D, Thompson A, et al. (2000). Pope J, ed. "Cyclofenil for Raynaud's phenomenon in progressive systemic sclerosis". Cochrane Database Syst Rev (2): CD000955. doi:10.1002/14651858.CD000955. PMID 10796397.