75753-36-5

Basic information

• Product Name: 6H-6-oxo-3-bromo-5-(p-toluidino)anthra<1,9-cd>isoxazole
• Synonyms: 6H-6-oxo-3-bromo-5-(p-toluidino)anthra<1,9-cd>isoxazole
• CAS NO: 75753-36-5
• Molecular Weight: 405.25
• Mol File: 75753-36-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 6H-6-oxo-3-bromo-5-(p-toluidino)anthra<1,9-cd>isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6H-6-oxo-3-bromo-5-(p-toluidino)anthra<1,9-cd>isoxazole(75753-36-5)
• EPA Substance Registry System: 6H-6-oxo-3-bromo-5-(p-toluidino)anthra<1,9-cd>isoxazole(75753-36-5)

Safety Data

• Hazardous Substances Data: 75753-36-5(Hazardous Substances Data)

Upstream product

• 81-49-2 1-amino-2, 4-dibromoanthraquinone 
• 82840-40-2 3,5-dibromo-6-oxo-6H-anthra<1,9-cd>isoxazole 
• 106-49-0 p-toluidine 
• 128-83-6 1-amino-2-bromo-4-(p-toluidino)-9,10-anthraquinone 

Downstream Products

• 75753-59-2 3-Dimethylamino-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 105897-10-7 2-(6-Oxo-5-p-tolylamino-6H-anthra[1,9-cd]isoxazol-3-yl)-malonic acid diethyl ester 
• 75753-57-0 3-Benzylamino-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 105897-11-8 3-(6-Oxo-5-p-tolylamino-6H-anthra[1,9-cd]isoxazol-3-yl)-pentane-2,4-dione 
• 75753-58-1 3-Methylamino-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 75753-60-5 3-ethylamino-5-(4-methylphenylamino)-6H-anthra[1,9-cd]isoxazol-6-one 
• 75753-56-9 3-Cyclohexylamino-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 153880-63-8 6H-6-oxo-3-pentafluorophenylthio-5-(p-toluidino)anthra<1,9-cd>isoxazole 
• 93702-78-4 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 
• 75753-54-7 3-Piperidin-1-yl-5-p-tolylamino-anthra[1,9-cd]isoxazol-6-one 

Relevant articles and documents

Discovery, design and synthesis of 6H-anthra[1,9-cd]isoxazol-6-one scaffold as G9a inhibitor through a combination of shape-based virtual screening and structure-based molecular modification

Protein lysine methyltransferase G9a is widely considered as an appealing antineoplastic target. Herein we present an integrated workflow combining shape-based virtual screening and structure-based molecular modification for the identification of novel G9a inhibitors. The shape-based similarity screening through ROCS overlay on the basis of the structure of UNC0638 was performed to identify CPUY074001 contained a 6H-anthra[1,9-cd]isoxazol-6-one scaffold as a hit. Analysis of the binding mode of CPUY074001 with G9a and 3D-QSAR results, two series compounds were designed and synthesized. The derivatives were confirmed to be active by in vitro assay and the SAR was explored by docking stimulations. Besides, several analogues showed acceptable anti-proliferative effects against several cancer cell lines. Among them, CPUY074020 displayed potent dual G9a inhibitory activity and anti-proliferative activity. Furthermore, CPUY074020 induced cell apoptosis in a dose-dependent manner and displayed a significant decrease in dimethylation of H3K9. Simultaneously, CPUY074020 showed reasonable in vivo PK properties. Altogether, our workflow supplied a high efficient strategy in the identification of novel G9a inhibitors. Compounds reported here can serve as promising leads for further study.