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Merck
CN

C3490

Sigma-Aldrich

Cyclofenil

≥98% (HPLC), white, solid

Synonym(s):

4,4′-Cyclohexylidenemethylenediphenol, 4-(Cyclohexylidenemethylene)-bis-phenol

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About This Item

Empirical Formula (Hill Notation):
C23H24O4
CAS Number:
2624-43-3
Molecular Weight:
364.43
EC Number:
220-089-1
MDL number:
MFCD00190153
UNSPSC Code:
51111800
PubChem Substance ID:
329775038

Key Documents

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Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

CC(=O)Oc1ccc(cc1)\C(=C2\CCCCC2)c3ccc(OC(C)=O)cc3

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

InChI key

GVOUFPWUYJWQSK-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099), ESR2(2100)

Biochem/physiol Actions

Cyclofenil is a selective estrogen receptor β antagonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
038K4625
024K4621

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G Rossi et al.
The Italian journal of gastroenterology, 24(2), 77-78 (1992-02-01)
The case of a 47-year old woman suffering from acute hepatitis caused by cyclofenil, a drug proposed for the treatment of anovulation and scleroderma, is presented. Hepatitis developed seven weeks after the beginning of administration of the drug and its
Karen J Kieser et al.
Journal of medicinal chemistry, 53(8), 3320-3329 (2010-03-26)
Selective estrogen receptor (ER) down-regulators (SERDs) reduce ERalpha protein levels as well as block ER activity and therefore are promising therapeutic agents for the treatment of hormone refractory breast cancer. Starting with the triarylethylene acrylic acid SERD 4, we have
Peter Gärtner et al.
Journal of mass spectrometry : JMS, 43(7), 958-964 (2008-06-26)
The detection of metabolites of the anti-estrogenic substance cyclofenil, listed on the World Anti-Doping Agency (WADA) Prohibited List since 2004 is described. Target substances are hydroxylated metabolites, bearing an aliphatic hydroxyl group either in the 2-, 3- or 4-position of
Hua Zhu et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 15(4), 591-599 (2010-03-03)
To develop technetium- and rhenium-labeled nonsteroidal estrogen imaging agents for estrogen receptor (ER) positive breast tumors, two groups of rhenium and technetium cyclofenil derivatives were synthesized and characterized. The binding affinities of the rhenium complexes for ERs were determined. The
Infertility and subfertility.
Kirsten Duckitt
Clinical evidence, (11)(11), 2427-2458 (2005-01-18)
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