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ChemicalBook--->CAS DataBase List--->15690-55-8

15690-55-8

15690-55-8 Structure

15690-55-8 Structure
IdentificationBack Directory
[Name]

CIS-CLOMIPHENE HCL
[CAS]

15690-55-8
[Synonyms]

Isomer A
RMI-16312
zuclomifene
Zuclomiphene
Cisclomifenum
cis-clomifene
cis-clomiphene
(Z)-Clomiphene
Z-CloMiphene-d4
CIS-CLOMIPHENE HCL
Trans-cloMiphene (encloMiphene)
2-diphenylvinyl)phenoxy)-2-(p-(2-chloro-(z)-triethylamin
cis-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine
2-diphenylethenyl)phenoxy)-n,n-diethyl-2-(4-(2-chloro-(z)-ethanamin
2-[p-[(Z)-2-Chloro-1,2-diphenylvinyl)phenoxy]-N,N-diethylethanamine
cis-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine
2-[4-[(Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine
Ethanamine, 2-[4-[(1Z)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethyl-
[Molecular Formula]

C26H28ClNO
[MDL Number]

MFCD00599444
[MOL File]

15690-55-8.mol
[Molecular Weight]

405.96
Chemical PropertiesBack Directory
[Melting point ]

156.5-158.0°
[Boiling point ]

509.0±50.0 °C(Predicted)
[density ]

1.104±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: 2mg/mL, clear
[form ]

powder
[pka]

9.60±0.25(Predicted)
[color ]

white to beige
[InChI]

InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25-
[InChIKey]

GKIRPKYJQBWNGO-QPLCGJKRSA-N
[SMILES]

C(N(CC)CC)COC1=CC=C(/C(/C2=CC=CC=C2)=C(\Cl)/C2=CC=CC=C2)C=C1
Hazard InformationBack Directory
[Uses]

Zuclomiphene (compound 23) is a potent inhibitor of 17β-Estradiol (HY-B0141) and can inhibit the secretion of luteinizing hormone (LH)[1].
[Definition]

ChEBI: Zuclomifene is a stilbenoid.
[Biological Activity]

Orally availableless active cis isomer of the fertility drug clomiphene; mixed agonist of estrogen receptor.Zuclomiphene is an orally availableless active cis isomer of the fertility drug clomiphene. Zuclomiphene is a mixed agonist of estrogen receptor responsible for the estrogenic activity of clomiphene and therefore the common side effects sometimes seen in males. Similarlyto clomiphene and enclomiphenezuclomiphene blocks Ebola virus entry and infection in tissue culture cells and affords up to 90% protection in the mouse model of Ebola virus disease.
[References]

[1] Christian Laggner, et al. Discovery of High-Affinity Ligands of σ1 Receptor, ERG2, and Emopamil Binding Protein by Pharmacophore Modeling and Virtual Screening. J Med Chem. 2005 Jul 28;48(15):4754-64. DOI:10.1021/jm049073+
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