36752-78-0

Basic information

• Product Name: 2-([1,1’-biphenyl]-4-yl)isoindolin-1-one
• Synonyms: 2-([1,1’-biphenyl]-4-yl)isoindolin-1-one
• CAS NO: 36752-78-0
• Molecular Weight: 285.345
• Mol File: 36752-78-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-([1,1’-biphenyl]-4-yl)isoindolin-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-([1,1’-biphenyl]-4-yl)isoindolin-1-one(36752-78-0)
• EPA Substance Registry System: 2-([1,1’-biphenyl]-4-yl)isoindolin-1-one(36752-78-0)

Safety Data

• Hazardous Substances Data: 36752-78-0(Hazardous Substances Data)

Upstream product

• 480-91-1 oxisoindole 
• 1591-31-7 4-iodo-biphenyl 
• 108166-23-0 N-([1,1'-biphenyl]-4-yl)-2-methylbenzamide 
• 92-67-1 4-phenylalanine 
• 933-88-0 ortho-toluoyl chloride 
• 4775-27-3 2-(4-chlorophenyl)-2,3-dihydro-1H-isoindol-1-one 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Synthesis and Broad Antiviral Activity of Novel 2-aryl-isoindolin-1-ones towards Diverse Enterovirus A71 Clinical Isolates

Enterovirus 71 (EV-A71) is the main causative pathogen of childhood hand, foot and mouth disease. Effective medicine is currently unavailable for the treatment of this viral disease. Using the fragment-hopping strategy, a series of 2-aryl-isoindolin-1-one compounds were designed, synthesized and investigated for their in vitro antiviral activity towards multiple EV-A71 clinical isolates (H, BrCr, Shenzhen98, Jiangsu52) in Vero cell culture in this study. The structure–activity relationship (SAR) studies identified 2-phenyl-isoindolin-1-ones as a new potent chemotype with potent antiviral activity against EV-A71. Ten out of the 24 tested compounds showed significant antiviral activity (EC50 50) values in the range of 1.23–1.76 μM. Moreover, the selectivity indices of A3 and A4 were significantly higher than those of the reference compound, pirodavir. The western blotting experiment indicated that the viral VP1 was significantly decreased at both the protein and RNA level in a dose-dependent manner following treatment with compound A3. Moreover, compound A3 inhibited the viral replication by acting on the virus entry stage. In summary, this study led to the discovery of 2-aryl-isoindolin-1-ones as a promising scaffold with potent anti-EV-A71 activities, which deserves further in-depth studies.

Synthesis of N -arylisoindolin-1-ones via pd-catalyzed intramolecular decarbonylative coupling of N -(2-bromobenzyl)oxanilic acid phenyl esters

Ethyl and phenyl oxanilates were readily prepared from N-(2-bromobenzyl) anilines and oxalyl chloride monoethyl and monophenyl esters, respectively. It was found that the ethyl oxanilate survived in the presence of K 2CO3 in DMA at 120°C and underwent an intramolecular direct arylation using Pd(OAc)2-dppf, furnishing the 5,6-dihydrophenanthridine derivative. In contrast, the corresponding phenyl oxanilates decomposed upon exposure to K2CO3 in DMA at 120 C and were transformed into N-arylisoindolin-1-ones via Pd(OAc) 2-dppf-catalyzed intramolecular decarbonylative coupling. Except for the 4-methoxy-substituted oxanilic acid phenyl ester, other phenyl oxanilates possessing electron-withdrawing (NO2, Cl) and weak electron-donating (Me) substituents provided the N-arylisoindolin-1-ones in 43-80% yields.