32852-92-9

Basic information

• Product Name: 3-ACETYLBIPHENYL
• Synonyms: 1-(3-phenoxyphenyl)-ethanon;1-(3-phenoxyphenyl)ethanone;3’-phenoxy-acetophenon;m-phenoxyacetophenone;M-PHENYLACETOPHENONE;3-ACETYLBIPHENYL;3-PHENYLACETYLBENZENE;3-PHENYLBENZOYL METHIDE
• CAS NO: 32852-92-9
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 196.24
• EINECS: 251-259-3
• Mol File: 32852-92-9.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 149°C/1mm
• Flash Point: 147.8 °C
• Appearance: /
• Density: 1.1035 (rough estimate)
• Vapor Pressure: 5.24E-05mmHg at 25°C
• Refractive Index: 1.5570 (estimate)
• CAS DataBase Reference: 3-ACETYLBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYLBIPHENYL(32852-92-9)
• EPA Substance Registry System: 3-ACETYLBIPHENYL(32852-92-9)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 32852-92-9(Hazardous Substances Data)

Usage

General Description

3-Acetylbiphenyl is a chemical compound with the molecular formula C14H12O. It is a pale yellow solid that is primarily used as a building block in the production of pharmaceuticals and organic compounds. 3-ACETYLBIPHENYL is a derivative of biphenyl and contains an acetyl group. 3-Acetylbiphenyl is also used in organic synthesis for the production of various substances, including dyes, perfumes, and other chemical intermediates. It is considered a flammable substance and should be handled with caution.

InChI:InChI=1/C14H12O/c1-11(15)13-8-5-9-14(10-13)12-6-3-2-4-7-12/h2-10H,1H3

Upstream product

• 591-50-4 iodobenzene 
• 121-71-1 3-Hydroxyacetophenone 
• 108-86-1 bromobenzene 
• 108-90-7 chlorobenzene 
• 1226783-62-5 (2S)-2-(3-phenoxy-phenyl)-propan-1-ol 
• 3586-15-0 3-phenoxy-benzoyl chloride 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 108-95-2 phenol 
• 603-33-8 triphenylbismuthane 
• 14452-30-3 3'-iodoacetophenone 
• 98-80-6 phenylboronic acid 
• 3019-87-2 sodium 3-acetylphenoxide 

Downstream Products

• 52955-87-0 2-bromo-1-(3-phenoxyphenyl)ethanone 
• 100846-09-1 1-(4-chlorophenyl)-1-(E-3-(3-phenoxyphenyl)-prop-1-en-3-onyl)-cyclopropane 
• 1421312-34-6 4-hydroxy-1-methyl-7-phenoxyisoquinolinyl-3-carboxylic acid methyl ester 
• 83537-24-0 ethyl trans-3-(3-phenoxybenzoyl)glycidate 
• 34352-93-7 1-phenoxy-3-(prop-1-en-2-yl)benzene 

Relevant articles and documents

Rational design and synthesis of novel diphenyl ether derivatives as antitubercular agents

A series of triclosan mimic diphenyl ether derivatives have been synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv. The binding mode of the compounds at the active site of enoyl-acyl carrier protein reductase of M. tuberculosis has been explored. Among them, compound 10b was found to possess antitubercular activity (minimum inhibitory concentration =12.5 μg/mL) comparable to triclosan. All the synthesized compounds exhibited low levels of cytotoxicity against Vero and HepG2 cell lines, and three compounds 10a, 10b, and 10c had a selectivity index more than 10. Compound 10b was also evaluated for log P, pKa, human liver microsomal stability, and % protein binding, in order to probe its druglikeness. Based on the antitubercular activity and druglikeness profile, it may be concluded that compound 10b could be a lead for future development of antitubercular drugs.

Preparation method of roxadustat intermediate

The invention discloses a preparation method of a roxadustat intermediate, which comprises the following steps of: firstly, reacting methyl nitroacetate with trimethyl orthoformate to obtain a product I, and performing catalytic hydrogenation reduction to obtain a product II; then reacting the product II with m-phenoxyacetophenone to obtain a product III; carrying out a Pomeranz-Fritsch reaction on the product III, and completing intramolecular ring closing to obtain a product IV; finally, carrying out an oxidation reaction on the product IV to obtain the roxadustat intermediate 1-methyl-4-hydroxy-7-phenoxy isoquinoline-3-methyl carboxylate. According to the preparation method of the roxadustat intermediate, the raw materials are easy to obtain, and the production cost can be remarkably reduced. The whole process is simple, the whole consumed time is short, the production efficiency is high, the yield is high, the reaction condition is mild, the post-treatment is simple and convenient, and the method is suitable for large-scale preparation and has a great application prospect.

Method suitable for industrial production of roxadustat intermediate

The invention discloses a preparation method of a roxadustat intermediate. 4-hydroxy-1-methyl-7-phenoxy-3-isoquinoline carboxylic ester (IV) is a key intermediate for preparing roxadustat. The preparation method comprises the steps of (1) reacting a compound I and a compound II in an organic solvent under the catalysis of acid to prepare an intermediate III; and (2) carrying out cyclization reaction on the intermediate III in an organic solvent and a catalytic system to prepare the roxadustat intermediate IV. The preparation method of the roxadustat intermediate has the advantages that the raw materials are easy to obtain, the operation steps are few, the process is simple, the reaction yield is high, the atom utilization rate is high, and industrial production is easy.