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C3490

Cyclofenil

Name: Cyclofenil
Brand: SIGMA

≥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

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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

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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Acute hepatitis induced by cyclofenil: a case report.

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

Synthesis and identification of hydroxylated metabolites of the anti-estrogenic agent cyclofenil.

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

Infertility and subfertility.

Kirsten Duckitt

Clinical evidence, (11)(11), 2427-2458 (2005-01-18)

Characterization of the pharmacophore properties of novel selective estrogen receptor downregulators (SERDs).

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

Retrograde trafficking of both Golgi complex and TGN markers to the ER induced by nordihydroguaiaretic acid and cyclofenil diphenol.

D Drecktrah et al.

Journal of cell science, 111 ( Pt 7), 951-965 (1998-05-20)

Previous studies have shown that the Golgi stack and the trans-Golgi network (TGN) may play a role in capturing escaped resident endoplasmic reticulum (ER) proteins, and directing their retrograde transport back to that organelle. Whether this retrograde movement represents a

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