42244-97-3

Basic information

• Product Name: 2-methyl-1H-benzindole-4,9-dione
• Synonyms: 2-methyl-1H-benzindole-4,9-dione
• CAS NO: 42244-97-3
• Molecular Weight: 211.22
• Mol File: 42244-97-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-methyl-1H-benzindole-4,9-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1H-benzindole-4,9-dione(42244-97-3)
• EPA Substance Registry System: 2-methyl-1H-benzindole-4,9-dione(42244-97-3)

Safety Data

• Hazardous Substances Data: 42244-97-3(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 2348-81-4 2-amino-1,4-naphthoquinone 
• 116-11-0 2-Methoxypropene 
• 67-64-1 acetone 

Relevant articles and documents

Synthesis, anti-proliferative activity evaluation and 3D-QSAR study of naphthoquinone derivatives as potential anti-colorectal cancer agents

Colorectal cancer (CRC) is a disease with high incidence and mortality, constituting the fourth most common cause of death from cancer worldwide. Naphthoquinones are attractive compounds due to their biological and structural properties. In this work, 36 naphthoquinone derivatives were synthesized and their activity evaluated against HT-29 cells. Overall, high to moderate anti-proliferative activity was observed in most members of the series, with 15 compounds classified as active (1.73 50 2 = 0.99 and q2 = 0.625). This model allowed proposing five new compounds with two-fold higher theoretical anti-proliferative activity, which would be worthwhile to synthesize and evaluate. Further investigations will be needed to determine the mechanism involved in the effect of most active compounds which are potential candidates for new anticancer agents.

Photo-induced Molecular Transformations, Part 123. One-Step Synthesis of 1H-Benzindole-4,9-diones by a New Regioselective Photoaddition of 2-Amino-1,4-naphthoquinone with Various Alkenes and Its Application to the One-Step Synthesis of Kinamycin Skeleton

2,3-Dihydro-1H-benzindole-4,9-diones are formed in one-step in 45-82percent yields by an unprecedented -type regioselective photoaddition of 2-amino-1,4-naphthoquinone with various electron-rich alkenes and the adducts derived from aminonaphthoquinone with vinyl ethers and vinyl acetate to give 1H-benzindole-4,9-diones including a benzindole-dione with a kinamycin skeleton in 33-72percent yields.A probable pathway leading to the formation of the dihydroindole-dione involving air oxidation of an intermediary hydroquinone is proposed.