1598427-64-5

Basic information

• Product Name: 1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one
• Synonyms: 1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one
• CAS NO: 1598427-64-5
• Molecular Weight: 413.303
• Mol File: 1598427-64-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one(1598427-64-5)
• EPA Substance Registry System: 1-benzyl-3-((2,4-dichlorophenyl)amino)-3-(hydroxymethyl)indolin-2-one(1598427-64-5)

Safety Data

• Hazardous Substances Data: 1598427-64-5(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 554-00-7 2,4-Dichloroaniline 
• 461677-71-4 1-benzyl-3-diazo-1,3-dihydro-2H-indol-2-one 

Relevant articles and documents

3-amino-3-hydroxymethyloxindole derivative as well as preparation method and application thereof

The invention discloses a 3-amino-3-hydroxymethyloxindole derivative shown as a formula (I) and a preparation method thereof. The 3-amino-3-hydroxymethyloxindole derivative is obtained by taking 3-diazooxindole, aniline and formaldehyde as raw materials, taking rhodium acetate as a catalyst and taking an organic solvent as a solvent through a one-step reaction. The preparation method disclosed by the invention can be used for constructing a compound with a plurality of functional groups in one step, and has the characteristics of high flexibility, high selectivity, efficient atom economy, high yield and simplicity and safety in operation and the like. The invention further discloses an inhibition effect of the 3-amino-3-hydroxymethyloxindole derivative shown as the formula (I) on proliferation of five types of tumor cells including human osteosarcoma cells (SJSA-1), human colorectal cancer cells (HCT-116), hepatocellular carcinoma cells (BEL7402), human oral epidermoid carcinoma cells (KB) and human T-cell leukemia cells (Jurkat).

Synthesis and biological evaluation of 3-amino-3-hydroxymethyloxindoles as potential anti-cancer agents

A series of substituted 3-amino-3-hydroxymethyloxindoles (4a-4i) synthesized through a multi-component approach showed anticancer potency via in vitro cytotoxicity screening. Further, to develop the efficiency, derivatives (5a-5m) were synthesized and evaluated for their anti-proliferation activity. The most potent compound 5m showed cytotoxic effect toward SJSA-1 cells (IC50 = 3.14 μM) as well as inhibiting the growth of other cancer cell lines (HCT-116, Jurkat, KB and Bel7402). Further investigation revealed that 5m induced a significant G2/M cell cycle arrest and time- and dose-dependent cellular apoptosis in SJSA-1 cells. These results suggested that new compound 5m has anti-proliferating and pro-apoptotic effects, which might be a candidate for cancer therapies.