199328-10-4

Basic information

• Product Name: Methyl oxindole-5-carboxylate
• Synonyms: 2-OXO-2,3-DIHYDRO-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER;METHYL OXINDOLE-5-CARBOXYLATE;METHYL 2-OXINDOLE-5-CARBOXYLATE;METHYL 2-OXINDOLINE-5-CARBOXYLATE;Methyl 2-oxoindoline-5-carboxylate;Methyl oxindole-5-carboxylate 96%;Methyl-2-Dxoindline-5-carboxylate;Methyl 2-oxindole-5-carboxylate 96%
• CAS NO: 199328-10-4
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Product Categories: blocks;IndolesOxindoles;Indole/indoline/oxindole;Indole and Indoline;Indole;Indoles;Boronic Acid;Heterocyclic Compounds
• Mol File: 199328-10-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 192-199
• Boiling Point: 405.6 °C at 760 mmHg
• Flash Point: 199.1 °C
• Appearance: /
• Density: 1.283 g/cm³
• Vapor Pressure: 8.67E-07mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.43±0.20(Predicted)
• CAS DataBase Reference: Methyl oxindole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl oxindole-5-carboxylate(199328-10-4)
• EPA Substance Registry System: Methyl oxindole-5-carboxylate(199328-10-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 199328-10-4(Hazardous Substances Data)

Usage

General Description

Methyl oxindole-5-carboxylate is a synthetic chemical compound derived from oxindole, which is widely used in medicinal chemistry and pharmaceutical research. It is a carboxylate ester of oxindole and is known to have potential biological activities, including anti-inflammatory, anti-cancer, and anti-bacterial properties. Methyl oxindole-5-carboxylate has been studied for its ability to inhibit certain enzymes and cell proliferation, making it a promising candidate for drug development. Its chemical structure and functional groups also make it a valuable intermediate in the synthesis of various pharmaceutical compounds. Overall, methyl oxindole-5-carboxylate is a versatile and important chemical in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C10H9NO3/c1-14-10(13)6-2-3-8-7(4-6)5-9(12)11-8/h2-4H,5H2,1H3,(H,11,12)

Upstream product

• 59-48-3 2-oxoindole 
• 79-22-1 methyl chloroformate 
• 222036-28-4 3-methylthio-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 
• 619-45-4 4-methoxycarbonyl aniline 
• 3375-31-3 palladium diacetate 
• 193354-13-1 5-iodo-1,3-dihydro-indol-2-one 
• 201230-82-2 carbon monoxide 
• 1160293-27-5 [4-(methoxycarbonyl)-2-nitrophenyl]malonic acid dimethyl ester 
• 67-56-1 methanol 
• 102359-00-2 2-oxoindoline-5-carboxylic acid 
• 65435-04-3 5-chloroacetylindolin-2-one 

Downstream Products

• 247082-83-3 1-acetyl-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 
• 102359-00-2 2-oxoindoline-5-carboxylic acid 
• 612487-61-3 5-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one 
• 1160293-25-3 methyl 1-(2-chloroacetyl)-2-oxoindoline-6-carboxylate 
• 1487412-54-3 methyl chromeno[2,3-b]indole-9-carboxylate 
• 1487412-49-6 methyl 3-[(2-hydroxyphenyl)methylene]-2-oxoindoline-5-carboxylate 
• 1609390-92-2 C₃₂H₃₆N₄O₅ 
• 1609389-60-7 N-(4-amino-[1,1'-biphenyl]-3-yl)-1-(2-morpholinoethyl)-2-oxoindoline-5-carboxamide 
• 1621399-65-2 C₂₀H₂₀FN₃O₄ 
• 1621399-46-9 C₁₅H₁₂FN₃O₂ 
• 1609390-64-8 C₃₃H₃₈N₄O₄S 
• 1609389-50-5 N-(2-amino-5-(thiophen-2-yl)phenyl)-2-cyclopropyl-1-(2-morpholinoethyl)-1H-indole-5-carboxamide 
• 1253769-05-9 (Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 

Relevant articles and documents

Synthesis and characterization of amino acid substituted sunitinib analogues for the treatment of AML

Acute myeloid leukemia (AML) is the most common type of leukemia in adults. Sunitinib, a multikinase inhibitor, was the first Fms-like tyrosine kinase 3 (FLT3) inhibitor clinically used against AML. Off-target effects are a major concern for multikinase inhibitors. As targeted delivery may reduce such undesired side effects, our goal was to develop novel amino acid substituted derivatives of sunitinib which are potent candidates to be used conjugated with antibodies and peptides. In the current paper we present the synthesis, physicochemical and in vitro characterization of sixty two Fms-like tyrosine kinase 3-internal tandem duplication (FLT3-ITD) mutant kinase inhibitors, bearing amino acid moieties, fit to be conjugated with peptide-based delivery systems via their carboxyl group. We determined the solubility, pKa, CHI and LogP values of the compounds along with their inhibition potential against FLT3-ITD mutant kinase and on MV4-11 cell line. The ester derivatives of the compounds inhibit the growth of the MV4-11 leukemia cell line at submicromolar concentration.

INDOLINONE DERIVATIVES AND PROCESS FOR THEIR MANUFACTURE

The present invention relates to specific indolinone derivatives, namely the compounds of formula, in which R1 represents an hydrogen atom or a group, and R2 and R3 each represent an hydrogen atom or R2 and R3 taken together represent a group, with the proviso that when R1 represents an hydrogen atom R2 and R3 taken together represent a group, and to a process for their manufacture.

3-(PIPERAZINYLBENZYLIDENYL)-2-INDOLINONE COMPOUNDS AND DERIVATIVES AS PROTEIN TYROSINE KINASE INHIBITORS

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