Cyclofenil | CAS#2624-43-3 (free base) | gonadal stimulant

MedKoo Cat#: 584332 | Name: Cyclofenil

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cyclofenil is a gonadal stimulant and inducer of ovulation. It is used in the treatment of infertility and amenorrhea, but is thought to be less effective than CLOMIPHENE.

Chemical Structure

Cyclofenil

CAS#2624-43-3 (free base)

Theoretical Analysis

MedKoo Cat#: 584332

Name: Cyclofenil

CAS#: 2624-43-3 (free base)

Chemical Formula: C23H24O4

Exact Mass: 364.1675

Molecular Weight: 364.44

Elemental Analysis: C, 75.80; H, 6.64; O, 17.56

Price and Availability

Size	Price	Availability	Quantity
50mg	USD 350.00	2 Weeks
100mg	USD 550.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

5189-40-2 (diphenol) 2624-43-3 (free base)

Synonym

Cyclofenil; Ondogyne; Ondonid; Sexovid; Cyclofenyl; Cyclopenil; Cyclophenyl; Fertodur; Rehibin; ICI 48213; ICI48213; ICI-48213; NSC 86464; NSC86464; NSC-86464;

IUPAC/Chemical Name

(cyclohexylidenemethylene)bis(4,1-phenylene) diacetate

InChi Key

GVOUFPWUYJWQSK-UHFFFAOYSA-N

InChi Code

InChI=1S/C23H24O4/c1-16(24)26-21-12-8-19(9-13-21)23(18-6-4-3-5-7-18)20-10-14-22(15-11-20)27-17(2)25/h8-15H,3-7H2,1-2H3

SMILES Code

CC(OC1=CC=C(/C(C2=CC=C(OC(C)=O)C=C2)=C3CCCCC/3)C=C1)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	Soluble in DMSO	0.0	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 364.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Thompson LA, Barratt CL, Thornton SJ, Bolton AE, Cooke ID. The effects of clomiphene citrate and cyclofenil on cervical mucus volume and receptivity over the periovulatory period. Fertil Steril. 1993 Jan;59(1):125-9. PubMed PMID: 8419199. 2: Clarke B, Sykakis E, Parmar DN. Cyclofenil as a possible cause of non-arteritic anterior ischaemic optic neuropathy. BMJ Case Rep. 2012 Dec 20;2012. pii: bcr2012007825. doi: 10.1136/bcr-2012-007825. PubMed PMID: 23264159; PubMed Central PMCID: PMC4544974. 3: Bhathena RK, Patel RH, Varma TR. The effects of Cyclofenil on the Cervical Mucus Score (Insler). Int J Gynaecol Obstet. 1986 Feb;24(1):17-9. PubMed PMID: 2874064. 4: Gärtner P, Hofbauer K, Reichel C, Geisendorfer T, Gmeiner G. Synthesis and identification of hydroxylated metabolites of the anti-estrogenic agent cyclofenil. J Mass Spectrom. 2008 Jul;43(7):958-64. doi: 10.1002/jms.1462. PubMed PMID: 18576435. 5: Kim SH, Gunther JR, Katzenellenbogen JA. Monitoring a coordinated exchange process in a four-component biological interaction system: development of a time-resolved terbium-based one-donor/three-acceptor multicolor FRET system. J Am Chem Soc. 2010 Apr 7;132(13):4685-92. doi: 10.1021/ja100248q. PubMed PMID: 20230029; PubMed Central PMCID: PMC2860875. 6: Lancaster CA, Fryer PR, Griffiths S, Mason RM. Ultrastructural changes accompany inhibition of proteoglycan synthesis in chondrocytes by Cyclofenil diphenol. J Cell Sci. 1989 Feb;92 ( Pt 2):271-80. PubMed PMID: 2777926. 7: Rossi G, Gabbi E, Serra L. Acute hepatitis induced by cyclofenil: a case report. Ital J Gastroenterol. 1992 Feb;24(2):77-8. PubMed PMID: 1576366. 8: Pope J, Fenlon D, Thompson A, Shea B, Furst D, Wells G, Silman A. Cyclofenil for Raynaud's phenomenon in progressive systemic sclerosis. Cochrane Database Syst Rev. 2000;(2):CD000955. Review. PubMed PMID: 10796397. 9: Yong EL, Glasier A, Hillier H, Ledger W, Caird L, Beattie G, Sweeting V, Thong J, Baird DT. Effect of cyclofenil on hormonal dynamics, follicular development and cervical mucus in normal and oligomenorrhoeic women. Hum Reprod. 1992 Jan;7(1):39-43. PubMed PMID: 1551955. 10: Thorbert G, Akerlund M. Inhibition of lactation by cyclofenil and bromocriptine. Br J Obstet Gynaecol. 1983 Aug;90(8):739-42. PubMed PMID: 6411113. 11: Li TC, Warren MA, Murphy C, Sargeant S, Cooke ID. A prospective, randomised, cross-over study comparing the effects of clomiphene citrate and cyclofenil on endometrial morphology in the luteal phase of normal, fertile women. Br J Obstet Gynaecol. 1992 Dec;99(12):1008-13. PubMed PMID: 1477004. 12: Kieser KJ, Kim DW, Carlson KE, Katzenellenbogen BS, Katzenellenbogen JA. Characterization of the pharmacophore properties of novel selective estrogen receptor downregulators (SERDs). J Med Chem. 2010 Apr 22;53(8):3320-9. doi: 10.1021/jm100047k. PubMed PMID: 20334372; PubMed Central PMCID: PMC2916745. 13: Pacheco WF, Batalha JA, de Oliveira CC, Aucelio RQ. Fluorimetric determination of cyclofenil using photochemical derivatization. Talanta. 2008 Feb 15;74(5):1442-9. doi: 10.1016/j.talanta.2007.09.022. Epub 2007 Oct 2. PubMed PMID: 18371802. 14: Mason RM, Lineham JD, Phillipson MA, Black CM. Selective inhibition of proteoglycan and hyaluronate synthesis in chondrocyte cultures by cyclofenil diphenol, a non-steroidal weak oestrogen. Biochem J. 1984 Oct 15;223(2):401-12. PubMed PMID: 6437390; PubMed Central PMCID: PMC1144312. 15: Gibson T, Grahame R. Cyclofenil treatment of scleroderma--a controlled study. Br J Rheumatol. 1983 Nov;22(4):218-23. PubMed PMID: 6360282. 16: Moggi G, Giampietro O, De Luca Brunori I. Bromocryptine-cyclofenil associated therapy: an effective and safe mode of treatment of female normoprolactinemic infertility. Acta Eur Fertil. 1983 Sep-Oct;14(5):319-25. PubMed PMID: 6424373. 17: Varma TR, Patel RH, Pillai U. Ultrasonic assessment of ovulation in cyclofenil induced ovulatory cycles. Int J Gynaecol Obstet. 1988 Oct;27(2):231-8. PubMed PMID: 2903090. 18: Mason RM, Lancaster CA. Effects of cyclofenil diphenol, an agent which disrupts Golgi structure, on proteoglycan synthesis in chondrocytes. Biochem J. 1992 Jan 15;281 ( Pt 2):525-31. PubMed PMID: 1736900; PubMed Central PMCID: PMC1130717. 19: Schmidt-Elmendorff H, Kämmerling R. [Comparative clinical studies on clomiphen, cyclofenil and epimestrol (author's transl)]. Geburtshilfe Frauenheilkd. 1977 Jun;37(6):531-41. German. PubMed PMID: 885325. 20: Seo JW, Chi DY, Dence CS, Welch MJ, Katzenellenbogen JA. Synthesis and biodistribution of fluorine-18-labeled fluorocyclofenils for imaging the estrogen receptor. Nucl Med Biol. 2007 May;34(4):383-90. Epub 2007 Mar 30. PubMed PMID: 17499727; PubMed Central PMCID: PMC1948026.