CIS-CLOMIPHENE HCL

CIS-CLOMIPHENE HCL Property

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

pka

9.60±0.25(Predicted)

form 

powder

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 and Precautionary Statements (GHS)

CIS-CLOMIPHENE HCL Chemical Properties,Usage,Production

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 available, less active cis isomer of the fertility drug clomiphene; mixed agonist of estrogen receptor.Zuclomiphene is an orally available, less 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. Similarly, to clomiphene and enclomiphene, zuclomiphene 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+