147029-79-6

Basic information

• Product Name: (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone
• Synonyms: (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone
• CAS NO: 147029-79-6
• Molecular Weight: 226.275
• Mol File: 147029-79-6.mol

Chemical Properties

• Melting Point: 95°C
• CAS DataBase Reference: (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone(147029-79-6)
• EPA Substance Registry System: (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone(147029-79-6)

Safety Data

• Hazardous Substances Data: 147029-79-6(Hazardous Substances Data)

Usage

Preparation

Preparation by Fries rearrangement of p-tolyl o-toluate with aluminium chloride at 100–150° for 0.5–3 h (73%).

Upstream product

• 52980-97-9 2,5'-Dimethyl-2'-methoxy-benzophenon 
• 22002-45-5 2-bromo-4-methylanisole 
• 933-88-0 ortho-toluoyl chloride 
• 106-44-5 p-cresol 
• 23597-25-3 p-tolyl 2-methylbenzoate 

Downstream Products

• 147046-19-3 Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-[4-methyl-2-(2-methyl-benzoyl)-phenoxy]-tetrahydro-pyran-3-yl ester 
• 794513-65-8 2-methyl-benzoic acid 4-methyl-2-(2-methyl-benzoyl)-phenyl ester 
• 83355-19-5 [5-Methyl-2-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-o-tolyl-methanone 
• 137711-79-6 6-Methyl-2-oxo-4-o-tolyl-2H-chromene-3-carboxylic acid 
• 1026436-81-6 3-Isocyanato-6-methyl-4-o-tolyl-chromen-2-one 
• 137711-64-9 6-Methyl-2-oxo-4-o-tolyl-2H-chromene-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis and crystallographic analysis of benzophenone derivatives-The potential anti-inflammatory agents

Fries rearrangement of substituted phenyl benzoates 1a-j to substituted hydroxy benzophenones 2a-j was achieved in excellent yield. Further benzoylation of 2a-j to benzoyloxy benzophenones 4a-n, a benzophenone analogue was achieved in good yield. All the newly synthesized compounds were evaluated for their anti-inflammatory activity and were compared with standard drugs. Out of the compounds studied, the compounds 4c, 4e, 4g, 4h and 4k with chloro and methyl substituents at para position showed more potent activity than the standard drugs at all doses tested.

Synthesis of benzoyl phenyl benzoates as effective inhibitors for phospholipase A2 and hyaluronidase enzymes

Benzoylation of (hydroxy phenyl) phenyl methanone 2a-g to benzoyl phenyl benzoates 4a-g, a benzophenone analogue, was achieved in good yield. All the newly synthesized compounds were evaluated for their phospholipase A2 [E.C. 3.1.1.4] and hyaluronidase [E.C. 3.2.1.35] enzyme inhibitory activity in snake venom as source and their structure-activity relationship with respect to different groups is reported for the first time. The in vitro PLA2 enzyme inhibitory activity and in vivo anti-inflammatory activity studies of benzoyl phenyl benzoates are illustrated.

Synthesis of 3-ureido derivatives of coumarin and 2-quinolone as potent Acyl-CoA: Cholesterol acyltransferase inhibitors

Novel 3-ureido derivatives of 4-phenylcoumarin and 4-phenyl-2-quinolone were synthesized and evaluated for acyl-CoA: cholesterol acyltransferase (ACAT)-inhibitory activity. These derivatives inhibited rat intestinal ACAT with IC50 values at the 10-8 to 10-9 M level and were found to normalize plasma cholesterol levels in cholesterol-fed rats when administered as dietary admixtures.

Glycosylated Derivatives of Benzophenone, Benzhydrol, and Benzhydril as Potential Venous Antithrombotic Agents

A series of glycosylated derivatives of benzophenone, benzhydrol, and benzhydril has been synthesized and evaluated for potential activity as venous antithrombotic agents.Studies on structure-activity relationships revealed that compounds having an electr