75654-07-8

Basic information

• Product Name: 1(3H)-Isobenzofuranone, 3-(4-bromophenyl)-3-chloro-
• CAS NO: 75654-07-8
• Molecular Formula: C14H8BrClO2
• Molecular Weight: 323.573
• Mol File: 75654-07-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1(3H)-Isobenzofuranone, 3-(4-bromophenyl)-3-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(3H)-Isobenzofuranone, 3-(4-bromophenyl)-3-chloro-(75654-07-8)
• EPA Substance Registry System: 1(3H)-Isobenzofuranone, 3-(4-bromophenyl)-3-chloro-(75654-07-8)

Safety Data

• Hazardous Substances Data: 75654-07-8(Hazardous Substances Data)

Upstream product

• 2159-40-2 2-(4-bromobenzoyl)benzoic acid 

Downstream Products

• 1268692-22-3 3-(4-chlorophenyl)-3-(1-((hydroxymethyl)cyclopropyl)methoxy)-2-(((trifluoromethyl)sulfonyl)benzyl)isoindolin-1-one 
• 1202803-63-1 3-(4-bromophenyl)-3-(3-hydroxypropoxy)-2-(4-nitrobenzyl)isoindolin-1-one 
• 137537-59-8 4-(4-Bromo-phenyl)-2-isopropyl-1-oxo-1,2-dihydro-isoquinoline-3-carboxylic acid amide 
• 137537-35-0 4-(4-Bromo-phenyl)-2-isopropyl-1-oxo-1,2-dihydro-isoquinoline-3-carbonitrile 
• 134563-38-5 2-(4-Bromo-benzoyl)-N-cyanomethyl-N-isopropyl-benzamide 
• 42156-66-1 3-(4-bromophenyl)-3-hydroxy-2,3-dihydro-1H-isoindol-1-one 

Relevant articles and documents

Isoindolinone inhibitors of the murine double minute 2 (MFM2)-p53 protein-protein interaction: Structure-activity studies leading to improved potency

Inhibition of the MDM2-p53 interaction has been shown to produce an antitumor effect, especially in MDM2 amplified tumors. The isoindolinone scaffold has proved to be versatile for the discovery of MDM2-p53 antagonists. Optimization of previously reported inhibitors, for example, NU8231 (7) and NU8165 (49), was guided by MDM2 NMR titrations, which indicated key areas of the binding interaction to be explored. Variation of the 2-N-benzyl and 3-alkoxy substituents resulted in the identification of 3-(4-chlorophenyl)-3-((1- (hydroxymethyl)cyclopropyl)methoxy)-2-(4-nitrobenzyl)isoindolin-1-one (74) as a potent MDM2-p53 inhibitor (IC50 = 0.23 A± 0.01 μM). Resolution of the enantiomers of 74 showed that potent MDM2-p53 activity primarily resided with the (+)-R-enantiomer (74a; IC50 = 0.17 A± 0.02 μM). The cellular activity of key compounds has been examined in cell lines with defined p53 and MDM2 status. Compound 74a activates p53, MDM2, and p21 transcription in MDM2 amplified cells and shows moderate selectivity for wild-type p53 cell lines in growth inhibition assays.

Aspects of Tautomerism: Part 14 - Alcoholysis of A-ring Substituted ortho-Benzoylbenzoyl Chlorides: Evidence for Solvent Involvement in Determining Nature of Transition State.

Rates of alcoholysis of A-ring substituted o-benzoylbenzoic acid chlorides with 10percent methanol, 10percent ethanol, 50percent isopropanol and 50percent cyclohexanol in acetone medium have been measured.The Hammett ρ-values range from -2.2 to -0.76.These results have been interpreted as evidence for transition states which vary gradually in their degree of charge separation and have features of both SN1 and SN2 reactions.