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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

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

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
Sung Hoon Kim et al.
Journal of the American Chemical Society, 132(13), 4685-4692 (2010-03-17)
Hormonal regulation of cellular function involves the binding of small molecules with receptors that then coordinate subsequent interactions with other signal transduction proteins. These dynamic, multicomponent processes are difficult to track in cells and even in reconstituted in vitro systems
Jai Woong Seo et al.
Nuclear medicine and biology, 34(4), 383-390 (2007-05-15)
C4-[18F]Fluorocyclofenil ([18F]FCF, 6) and C3-[18F]fluoroethylcyclofenil ([18F]FECF, 9), two high-affinity nonsteroidal estrogens, were prepared and investigated as potential agents for imaging estrogen receptors (ERs) in breast tumors. Both of these compounds could be prepared conveniently from alkyl methanesulfonate precursors (5,8) by
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
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