103628-22-4

Basic information

• Product Name: 1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone
• Synonyms: 1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone;1-[4-(2-chloroethoxy)phenyl]-2-phenylbutan-1-one
• CAS NO: 103628-22-4
• Molecular Formula: C₁₈H₁₉ClO₂
• Molecular Weight: 302.79526
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 103628-22-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 60-63°C
• Boiling Point: 445.3°C at 760 mmHg
• Flash Point: 167.9°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 3.99E-08mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane, DMSO, Methanol
• CAS DataBase Reference: 1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone(103628-22-4)
• EPA Substance Registry System: 1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone(103628-22-4)

Safety Data

• Hazardous Substances Data: 103628-22-4(Hazardous Substances Data)

Usage

Description

1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone is a white solid that serves as an intermediate in the synthesis of a metabolite of the anti-cancer drug Tamoxifen.

Uses

Used in Pharmaceutical Industry:
1-[4-(2-Chloroethoxy)phenyl]-2-ethyl-2-phenylethanone is used as a chemical intermediate for the synthesis of a metabolite of Tamoxifen, a drug used in the treatment of breast cancer. Its role in the synthesis process is crucial for producing the active compound that can effectively target cancer cells and manage the disease.

InChI:InChI=1/C18H19ClO2/c1-2-17(14-6-4-3-5-7-14)18(20)15-8-10-16(11-9-15)21-13-12-19/h3-11,17H,2,12-13H2,1H3

Upstream product

• 90-27-7 2-Phenylbutyric acid 
• 36854-57-6 2-Phenylbutyryl chloride 
• 622-86-6 2-chloroethoxybenzene 
• 122-99-6 2-Phenoxyethanol 
• 108-95-2 phenol 

Downstream Products

• 103628-16-6 Z-1-<4-(2-chloroethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 
• 103628-17-7 E-1-<4-(2-chloroethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 
• 103628-14-4 (Z)-1-<4-(2-chloroethoxy)phenyl>-1-<4-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>phenyl>-2-phenyl-1-butene 
• 103628-15-5 (E)-1-<4-(2-chloroethoxy)phenyl>-1-<4-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>phenyl>-2-phenyl-1-butene 
• 68047-06-3 Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 
• 174592-47-3 trans 4-hydroxytamoxifen 
• 76579-58-3 Z-1-<4-(2-diethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 
• 116057-75-1 idoxifene 
• 119757-57-2 (E,Z)-1-<4-(2-chloroethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 
• 1350660-46-6 (E/Z)-4-(1-{4-[2-(hexylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl)phenol 

Relevant articles and documents

Development of an efficient and stereoselective manufacturing route to idoxifene

A literature route to 1-(2-{4-[(E)-1-(4-iodophenyl)-2-phenyl-but-1-enyl]phenoxy}ethyl)pyrrolidine (idoxifene) has been modified to tackle various scale-up issues and provide initial supplies. A new highly efficient, robust, and stereoselective manufacturing route is described in detail. This route involves diastereoselective synthesis of tertiary alcohol (1RS,2SR)-1-(4-iodophenyl)-2-phenyl-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]butan- 1-ol by Grignard addition to the ketone 1-(4-iodophenyl)-2-phenyl-1-butanone followed by derivatisation and stereoselective syn elimination to provide idoxifene in excellent yield and geometric purity. Evaluation of a more direct route to idoxifene using a McMurry low-valent titanium coupling reaction is also described.

NOVEL FUNCTIONALIZED N,N-DIALKYLAMINO PHENYL ETHERS AND THEIR METHOD OF USE

Pharmaceutical compositions of the invention comprise functionalized N,N-dialkylamino phenyl ethers derivatives having a disease-modifying action in the treatment of diseases associated with lysosomal storage dysfunction that include Gaucher's disease, and any disease or condition involving lysosomal storage dysfunction.

Design and synthesis of tamoxifen derivatives as a selective estrogen receptor down-regulator

We designed and synthesized an estrogen receptor (ER) down-regulator (5), which is a derivative of tamoxifen with a long alkyl side chain. Compound 5 effectively reduced ER protein levels in MCF-7 cells and had an antagonistic effect.