954239-49-7

Basic information

• Product Name: 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER;2,3-Dihydro-2-oxo-1H-indole-6-carboxylic acid ethyl ester;Ethyl 2-oxoindoline-6-carboxylate
• CAS NO: 954239-49-7
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• Mol File: 954239-49-7.mol

Chemical Properties

• Boiling Point: 394.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.240
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.54±0.20(Predicted)
• CAS DataBase Reference: 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER(954239-49-7)
• EPA Substance Registry System: 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER(954239-49-7)

Safety Data

• Hazardous Substances Data: 954239-49-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and properties.
Used in Organic Synthesis:
In the field of organic synthesis, 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER serves as a versatile building block for the creation of complex organic molecules, contributing to the development of new chemical entities.
Used in Drug Development:
2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER is utilized in the development of new drugs and therapeutic agents, leveraging its potential pharmacological activities such as anti-inflammatory and antimicrobial properties.
Used in Anti-Inflammatory Applications:
2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER is employed as an anti-inflammatory agent, potentially mitigating inflammation and related symptoms in various conditions.
Used in Antimicrobial Applications:
In the context of antimicrobial applications, 2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID ETHYL ESTER is used to combat microbial infections, showcasing its potential as an effective antimicrobial agent.

Upstream product

• 1023942-16-6 4-carboxymethyl-3-nitrobenzoic acid ethyl ester 

Downstream Products

• 334952-09-9 2-Oxo-2,3-dihydro-1H-indole-6-carboxylic acid 
• 1168152-00-8 (E)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid ethyl ester 
• 334952-08-8 1-acetyl-3-(1-ethoxy-1-phenylmethylene)-6-ethoxycarbonyl-2-indolinone 

Relevant articles and documents

Design, synthesis, and evaluation of indolinones as triple angiokinase inhibitors and the discovery of a highly specific 6-methoxycarbonyl-substituted indolinone (BIBF 1120)

Inhibition of tumor angiogenesis through blockade of the vascular endothelial growth factor (VEGF) signaling pathway is a newtreatment modality in oncology. Preclinical findings suggest that blockade of additional pro-angiogenic kinases, such as fibroblast and platelet-derived growth factor receptors (FGFR and PDGFR), may improve the efficacy of pharmacological cancer treatment. Indolinones substituted in position 6 were identified as selective inhibitors of VEGF-, PDGF-, and FGF-receptor kinases. In particular, 6-methoxycarbonyl-substituted indolinones showed a highly favorable selectivity profile. Optimization identified potent inhibitors of VEGF-related endothelial cell proliferation with additional efficacy on pericyctes and smooth muscle cells. In contrast, no direct inhibition of tumor cell proliferation was observed. Compounds 2 (BIBF 1000) and 3 (BIBF 1120) are orally available and display encouraging efficacy in in vivo tumor models while being well tolerated. The triple angiokinase inhibitor 3 is currently in phase III clinical trials for the treatment of nonsmall cell lung cancer.

NOVEL HYDROXYINDOLE DERIVATIVE

A compound or a pharmaceutically acceptable salt thereof of the present invention is represented by the following general formula (I): [wherein, R1 to R8 may have a hydrogen atom, a halogen atom, a hydroxy group, a C1-C6 alkyl group,

Substituted indolines which inhibit receptor tyrosine kinases

Indolinones of the formula having an inhibitory effect on receptor tyrosine kinases and cyclin/CDK complexes, as well as on the proliferation of endothelial cells and various tumor cells. Exemplary are: (a) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-ethoxycarbonyl-2-indolinone, (b) 3-Z-[(1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-carbamoyl-2-indolinone, and (c) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-metboxycarbonyl-2-indolinone.