60013-02-7

Basic information

• Product Name: 3,4-Dichloro-4'-hydroxybenzophenone
• Synonyms: 3,4-Dichloro-4'-hydroxybenzophenone;(3,4-Dichlorophenyl)(4-hydroxyphenyl)methanone
• CAS NO: 60013-02-7
• Molecular Formula: C₁₃H₈Cl₂O₂
• Molecular Weight: 267.11
• Mol File: 60013-02-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 172-174 °C
• Boiling Point: 444.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.406±0.06 g/cm3(Predicted)
• PKA: 7.50±0.15(Predicted)
• CAS DataBase Reference: 3,4-Dichloro-4'-hydroxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichloro-4'-hydroxybenzophenone(60013-02-7)
• EPA Substance Registry System: 3,4-Dichloro-4'-hydroxybenzophenone(60013-02-7)

Safety Data

• Hazardous Substances Data: 60013-02-7(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of 3,4-dichlorobenzoyl chloride, ? with phenol in the presence of aluminium chloride; ? with phenetole in the presence of aluminium chloride in carbon disulfide at r.t. overnight (40%); ? with anisole in the presence of aluminium chloride at 70° for 4 h, followed by demethylation of the obtained ketone with 48% hydrobromic acid in refluxing acetic acid for 47 h.

Upstream product

• 100-66-3 methoxybenzene 
• 3024-72-4 3,4-dichlorobenzoyl chloride 
• 66938-32-7 3,4-dichlorophenyl 4-methoxyphenyl ketone 

Relevant articles and documents

Synthesis and structure-activity relationship for new series of 4-phenoxyquinoline derivatives as specific inhibitors of platelet-derived growth factor receptor tyrosine kinase

We discovered a new series of 4-phenoxyquinoline derivatives as potent and selective inhibitors of the platelet-derived growth factor receptor (PDGFr) tyrosine kinase. We researched the highly potent and selective inhibitors on the basis of both PDGFr and epidermal growth factor receptor (EGFr) inhibitory activity. First, we found a compound, Ki6783 (1), which inhibited PDGFr autophosphorylation at 0.13 μM, but it did not inhibit EGFr autophosphorylation at 100 μM. After extensive explorations, we found the two desired compounds, Ki6896 (2) and Ki6945 (3), which are substituted by benzoyl and benzamide at the 4-position of the phenoxy group on 4-phenoxyquinoline, respectively. These inhibitory activities were 0.31 and 0.050 μM, respectively, but neither of them inhibited EGFr autophosphorylation at 100 μM. We further investigated the profile of both compounds toward various tyrosine and serine/threonine kinases. The three compounds specifically inhibited PDGFr rather than the other kinases.

Quinoline and quinazoline derivatives inhibiting platelet-derived growth factor receptor autophosphorylation and pharmaceutical compositions containing the same

The present invention relates to novel quinoline derivatives and quinazoline derivatives represented by the following formula (I): STR1 [wherein R 1 and R 2 are each independently H or C 1 -C 4 -alkyl, or R 1 and R 2 together form C 1 -C 3 -alkylene, X is O, S or CH 2, W is CH or N, and Q is a substituted aryl group or substituted heteroaryl group] and their pharmaceutically acceptable salts, having platelet-derived growth factor receptor autophosphorylation inhibitory activity, to pharmaceutical compositions containing these compounds, and to methods for the treatment of diseases associated with abnormal cell growth such as tumors.