Fispemifene

Base Information

• Chemical Name: Fispemifene
• CAS No.: 341524-89-8
• Molecular Formula: C20H23ClO3
• Molecular Weight: 422.952
• UNII: 3VZ2833V08
• DSSTox Substance ID: DTXSID90870330
• Wikipedia: Fispemifene
• Wikidata: Q27258105
• NCI Thesaurus Code: C65687
• Metabolomics Workbench ID: 149877
• ChEMBL ID: CHEMBL2107341
• Mol file: 341524-89-8.mol

Synonyms:(Z)-2-(2-(4-(4-chloro-1,2-diphenylbut-1-enyl)phenoxy)ethoxy)ethanol;fispemifene

Chemical Property of Fispemifene

Chemical Property:

• Vapor Pressure: 2.59E-11mmHg at 25°C
• Boiling Point: 512.2°C at 760 mmHg
• Flash Point: 263.5°C
• PSA: 38.69000
• Density: 1.156g/cm³
• LogP: 4.20930
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 422.1648724
• Heavy Atom Count: 30
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Fispemifene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)C3=CC=C(C=C3)OCCOCCO)CCCl
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C(/C2=CC=CC=C2)\C3=CC=C(C=C3)OCCOCCO)/CCCl
• Recent ClinicalTrials: Safety and Efficacy Study of Oral Fispemifene for the Treatment of Sexual Dysfunction in Hypogonadal Men
• Uses: Male hypogonadism, male urinary tract symptoms. Fispemifene is used in the treatment off androgen defeciency and the maintenance of hormonal estrogen levels.

Technology Process of Fispemifene

There total 4 articles about Fispemifene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

(Z)-{2-[4-(4-chloro-1,2-diphenyl-but-1-enyl)-phenoxy]-ethoxy}-acetic acid ethyl ester (1046827-45-5) → Fispemifene (341524-89-8)

Guidance literature:

(Z)-{2-[4-(4-chloro-1,2-diphenyl-but-1-enyl)-phenoxy]-ethoxy}-acetic acid ethyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

With water; ammonium chloride;

Reference yield:

2-(2-{2-[4-((Z)-4-chloro-1,2-diphenylbut-1-enyl)phenoxy]ethoxy}ethoxy)tetrahydropyran (341526-24-7) → Fispemifene (341524-89-8)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 20 ℃;

Reference yield:

{2-[4-(4-chloro-1,2-diphenyl-but-1-enyl)-phenoxy]-ethoxy}-acetic acid ethyl ester → Fispemifene (341524-89-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

upstream raw materials:

2-(2-{2-[4-((Z)-4-chloro-1,2-diphenylbut-1-enyl)phenoxy]ethoxy}ethoxy)tetrahydropyran

(Z)-{2-[4-(4-chloro-1,2-diphenyl-but-1-enyl)-phenoxy]-ethoxy}-acetic acid ethyl ester

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF THERAPEUTICALLY VALUABLE TRIPHENYLBUTENE DERIVATIVES". Page/Page column 3-4. . Retrieved 2008/12/08.
• 2、 -. "Method for the treatment or prevention of lower urinary tract symptoms". . . Retrieved 2008/06/13.