15690-57-0

Basic information

• Product Name: TRANS-CLOMIPHENE HCL
• Synonyms: 2-diphenylethenyl)phenoxy)-n,n-diethyl-2-(4-(2-chloro-(e)-ethanamin;2-diphenylvinyl)phenoxy)-2-(p-(2-chloro-(e)-triethylamin;enclomiphene;ici46476;trans-2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-n,n-diethylethanamine;trans-2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine;trans-clomifene;trans-clomiphene
• CAS NO: 15690-57-0
• Molecular Formula: C₂₆H₂₈ClNO
• Molecular Weight: 442.42
• EINECS: 213-008-6
• Mol File: 15690-57-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 149.0-150.5°
• Boiling Point: 509°Cat760mmHg
• Flash Point: 261.6°C
• Appearance: /
• Density: 1.104g/cm³
• Vapor Pressure: 1.77E-10mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: TRANS-CLOMIPHENE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-CLOMIPHENE HCL(15690-57-0)
• EPA Substance Registry System: TRANS-CLOMIPHENE HCL(15690-57-0)

Safety Data

• Hazardous Substances Data: 15690-57-0(Hazardous Substances Data)

Usage

Uses

trans-Clomiphene is a Clomiphene (C587025) stereoisomer, a synthetic estrogen agonist-antagonist. Gonad-stimulating principle. Treatment for infertility.

InChI:InChI=1/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+

Upstream product

• 53775-08-9 4-(2-chloro-1,2-diphenylvinyl)anisole 
• 100-37-8 2-(Diethylamino)ethanol 
• 72474-42-1 (Z)-(1-chloro-2-(4-methoxyphenyl)ethene-1,2-diyl)dibenzene 
• 140868-82-2 (E)-(2-bromo-1-chloro-2-iodovinyl)benzene 
• 72474-40-9 cis-1-Chloro-2-(4-hydroxyphenyl)-1,2-diphenylethylene 
• 869-24-9 2-chloro-N,N-diethylethylamine hydrochloride 
• 5720-07-0 4-methoxyphenylboronic acid 
• 98-80-6 phenylboronic acid 
• 536-74-3 phenylacetylene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 74056-26-1 2-{4-[(Z)-1,2-diphenylvinyl]phenoxy}-N,N-diethylethanaminium hydrochloride 
• 73404-00-9 1-{4-[2-(diethylamino)ethoxy]phenyl}-1,2-diphenylethanol 
• 74056-26-1 N,N-diethyl-2-[4-(1,2-diphenylvinyl)phenoxy]ethylamine hydrochloride 
• 7599-79-3 clomiphene citrate 

Downstream Products

• 133157-86-5 (Z)-1-<4-(2-diethylaminoethoxy)phenyl>-1,2-diphenyl-1-penten-5-ol 
• 7619-53-6 cis-clomiphene citrate 
• 7599-79-3 clomiphene citrate 
• 133157-93-4 (E)-1-<4-(2-diethylaminoethoxy)phenyl>-1,2-diphenyl-1-penten-5-ol 

Relevant articles and documents

Stereoselective Nickel(II)-Catalyzed Addition of Aryl Grignards to Diphenylacetylene in the Synthesis of Zuclomiphene

Stereoselective synthesis of zuclomiphene was developed using nickel-catalyzed addition of 4-fluorophenylmagnesium bromide to 1,2-diphenylacetylene, followed by quenching with a chlorinating reagent. Since the aryl fluoride addition and chlorination reactions occur consecutively in one pot, the cis orientation of the two phenyl groups of 1,2-diphenylacetylene is conserved, leading to the highly selective synthesis of zuclomiphene. The use of the Grignard reagent resulted in the presence of bromide ions in the reaction mixture, which led to the formation of the bromo-analog of zuclomiphene. Alternative routes were then explored to overcome this issue to yield high-purity zuclomiphene.

Processes for the Preparation of Zuclomiphene and Intermediates Thereof

The present invention provides processes for the preparation of zuclomiphene, as well as intermediates useful in the preparation thereof. In particular, processes are provided for the carbometallation of diphenylacetylene with a compound of Formula (3) to afford either zuclomiphene or an intermediate which is converted to zuclomiphene.

COMPOSITION FOR CROSS TALK BETWEEN ESTROGEN RECEPTORS AND CANNABIONOID RECEPTORS

A composition for cross talk between estrogen receptors and cannabinoid receptors including a chelator and a receptor ligand is provided. A method of synthesizing the composition is also provided, and the composition may be further prepared in pharmaceutical formulations or kits for therapy or molecular imaging.