959418-01-0

Basic information

• Product Name: 4-chloro-3-(5-bromo-1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione
• Synonyms: 4-chloro-3-(5-bromo-1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione
• CAS NO: 959418-01-0
• Molecular Weight: 401.647
• Mol File: 959418-01-0.mol

Chemical Properties

• CAS DataBase Reference: 4-chloro-3-(5-bromo-1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-3-(5-bromo-1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione(959418-01-0)
• EPA Substance Registry System: 4-chloro-3-(5-bromo-1H-indol-3-yl)-1-phenyl-1H-pyrrole-2,5-dione(959418-01-0)

Safety Data

• Hazardous Substances Data: 959418-01-0(Hazardous Substances Data)

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 3876-05-9 3,4-dichloro-1-phenyl-1H-pyrrole-2,5-dione 

Downstream Products

• 1178894-34-2 3-(5-bromo-1-benzenesulfonyl-1H-indol-3-yl)-4-chloro-1-phenyl-1H-pyrrole-2,5-dione 

Relevant articles and documents

Synthesis and biological evaluation of 3-aryl-4-indolyl-maleimides as potent mutant isocitrate dehydrogenase-1 inhibitors

A series of 3-aryl-4-indolylmaleimide IDH1/R132H inhibitors with a novel structure was obtained by high-throughput screening and structure-based optimization. Most compounds such as 7a, 7d, 7h, 7i, 7k and 7o showed high inhibitory effects on IDH1/R132H and were highly selective against IDH1/WT, IDH2/WT, GDH, GK, and FBP. Evaluation of the biological activities and function at cellular level showed that compounds 7h, 7i and 7k could effectively suppress the production of 2-hydroxyglutaric acid in U87MG cells expressing IDH1/R132H. Additionally, 7h could reversed the differentiation block of the myeloid leukemic cell line, TF-1, caused by the overexpression of IDH1/R132H. We also explore the structure-activity relationship based on the experimental data, with an attempt to pave the way for future studies.

Synthesis and biological evaluation of 3-chloro-4-(indol-3-yl)-2,5- pyrroledione derivatives as antitumor agents

A series of 3-chloro-4-(indol-3-yl)-2,5-pyrroledione derivatives were synthesized and evaluated for their cytotoxic activities in vitro against five human cancer cell lines (K562, A549, ECA-109, KB and SMMC-7721). Most compounds displayed potent cytotoxicity with IC50 values in low micromolar range. The results showed that the existence of the chlorine atom at 3-position on the pyrroledione ring was crucial for the activity. Compound 6a, the most potent one (IC50: 0.67～3.93 μM), would be a promising template for further development of novel antitumor agents.

Synthesis and biological evaluation of novel 4-azaindolyl-indolyl-maleimides as glycogen synthase kinase-3β (GSK-3β) inhibitors

A series of novel 4-azaindolyl-indolyl-maleimides were synthesized and evaluated for their GSK-3β inhibitory activity. Most compounds exhibited high potency to GSK-3β. Among them, compound 7c was the most promising GSK-3β inhibitor. Preliminary structure-activity relationships were discussed based on the experimental data obtained and showed that different substituents on the indole ring and side chains at 1-position of indole had varying degrees of influence on the GSK-3β inhibitory potency. In a cell-based functional assay, compounds 7c and 15a significantly reduced Aβ-induced Tau hyperphosphorylation by inhibiting GSK-3β.

Synthesis, cytotoxicity and protein kinase C inhibition of arylpyrrolylmaleimides

A series of novel arylpyrrolylmaleimides was synthesized and evaluated for their in-vitro cytotoxicity against various human cancer cell lines and their protein-kinase C inhibitory activity. Some of the compounds showed high or moderate cytotoxic activity

Synthesis and cytotoxicity of indolopyrrolemaleimides

A series of indolopyrrolemaleimides have been synthesized and evaluated for their cytotoxicity in vitro against human leukemia cell line and four human solid cancer cell lines. Some of the compounds showed high or mediate activity against the lines. 6dc i