258264-67-4

Basic information

• Product Name: 5-bromo-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]indolin-2-one
• Synonyms: 5-bromo-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]indolin-2-one
• CAS NO: 258264-67-4
• Molecular Formula: C₁₇H₁₄BrNO₄
• Molecular Weight: 376.20136
• Mol File: 258264-67-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-bromo-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]indolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]indolin-2-one(258264-67-4)
• EPA Substance Registry System: 5-bromo-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]indolin-2-one(258264-67-4)

Safety Data

• Hazardous Substances Data: 258264-67-4(Hazardous Substances Data)

Upstream product

• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1622878-72-1 C₁₉H₁₄BrN₃O₂ 

Relevant articles and documents

An efficient and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolin-2-ones

A simple and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolines in presence of ammonium acetate is described. The developed protocol also allows synthesis of the carboxamide moeity directly from isatin a

DABCO-catalyzed synthesis of 3-substituted-3-hydroxyindolin-2-ones in aqueous media

An efficient and greener protocol for easy access to 3-susbstituted-3-hydroxy-2-oxindoles by the reaction with various substituted isatins and acetophenones is described. This protocol is widely applicable for a variety of isatins and acetophenones using

Chalcone based azacarboline analogues as novel antitubulin agents: Design, synthesis, biological evaluation and molecular modelling studies

The present study involves the design of a series of 3-aryl-9-acetyl- pyridazino[3,4-b]indoles as constrained chalcone analogues. A retrosynthetic route was proposed for the synthesis of target compounds. All the synthesized compounds were evaluated for in-vitro cytotoxicity against THP-1, COLO-205, HCT-116 and A-549 human cancer cell lines. The results indicated that 2a, 3a, 5a and 6a possessed significant cytotoxic potential with an IC50 value ranging from 1.13 to 5.76 μM. Structure activity relationship revealed that the nature of both Ring A and Ring B influences the activity. Substitution of methoxy groups on the phenyl ring (Ring A) and unsubstituted phenyl ring (Ring B) were found to be the preferred structural features. The most potent compound 2a was further tested for tubulin inhibition. Compound 2a was found to significantly inhibit the tubulin polymerization (IC50 value - 2.41 μM against THP-1). Compound 2a also caused disruption of microtubule assembly as evidenced by Immunoflourescence technique. The significant cytotoxicity and tubulin inhibition by 2a was rationalized by molecular modelling studies. The most potent structure was docked at colchicine binding site (PDB ID-1SA0) and was found to be stabilized in the cavity via various hydrophobic and hydrogen bonding interactions.