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Methyl indole-3-carboxylate

Methyl indole-3-carboxylate Basic information
Product Name:Methyl indole-3-carboxylate
Synonyms:Methyl indolyl-3-carboxylate;Methyl 3-indolecarboxylate;Methyl indole-3-carboxylate, 99% 50GR;METHYL-(3-INDOLCARBOXYLATE) FOR SYNTHESI;INDOLE-3-CARBOXYLIC ACID METHYL ESTER(I3CAMe);Indole -3-Methyl forMate;3-indole,Methyl forMate;Indole-3-carboxylicacidmethylester,99%
CAS:942-24-5
MF:C10H9NO2
MW:175.18
EINECS:
Product Categories:Heterocycle-Indole series;Indoles;Indoles and derivatives;Simple Indoles;Building Blocks;Heterocyclic Building Blocks;Heterocycles series;IndoleDerivative;Indole
Mol File:942-24-5.mol
Methyl indole-3-carboxylate Structure
Methyl indole-3-carboxylate Chemical Properties
Melting point 149-152 °C (lit.)
Boiling point 306.47°C (rough estimate)
density 1.1999 (rough estimate)
refractive index 1.5060 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka15.42±0.30(Predicted)
form Solid
color Light Pink
Water Solubility Slightly soluble methanol and dimethyl sulfoxide. Insoluble in water.
BRN 142023
CAS DataBase Reference942-24-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Methyl indole-3-carboxylate Usage And Synthesis
Chemical Propertieslight brown amorphous powder
UsesMethyl indole-3-carboxylate is a reagent in the preaparation of oncrasin-1 derivatives which is a novel inhibitor of the C-terminal domain of RNA polymerase II.
UsesReactant for preparation of:
  • Nitric oxide synthase (nNOS) inhibitorS
  • Protein kinase c alpha (PKCα) inhibitors
  • Inhibitors of the C-terminal domain of RNA polymerase II as antitumor agents
  • Kinase insert domain receptor (KDR) inhibitors
  • Organocatalysts for the anti-Mannich reaction
  • Very late antigen-4 (VLA-4) antagonists
  • Inhibitors of Human 5-Lipoxygenase
  • Serotonin 5-HT4 receptor antagonists
  • Hyaluronidase inhibitors

Reactant for:
  • Enantioselective Meerwein-Eschenmoser Claisen rearrangement reactions?
DefinitionChEBI: Methyl indole-3-carboxylate is the methyl ester of indole-3-carboxylic acid. It has a role as a metabolite. It is a member of indoles and a methyl ester. It is functionally related to an indole-3-carboxylic acid.
General DescriptionMethyl indole-3-carboxylate (3-Methoxycarbonylindole, 3-Carbomethoxyindole, Methyl indolyl-3-carboxylate) has been extracted from the marine Streptomyces sp. 060524. Its crystal structure indicates the presence of inter-molecular N-H…O hydrogen bond. It is also obtained during the isolation of sorazinones A and B from Sorangium cellulosum strain Soce895. It undergoes regioselective dibromination with bromine in acetic acid to afford methyl 5,6-dibromoindole-3-carboxylate.
Methyl indole-3-carboxylate Preparation Products And Raw materials
Preparation Products1H-Indole-3-aceticacid,4-bromo-(9CI)-->3-Methyl-d3-indole-->METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE-->1H-INDOLE-3-CARBOXYLIC ACID, 6-METHYL-1-(PHENYLMETHYL)-,METHYL ESTER
Indole-3-carboxylic acid Indole Methylparaben Methyl anthranilate Methyl Acetonitrile Methyl carbamate Ethyl 5-acetyloxy-1,2-dimethylindole-3-carboxylate Basic Violet 1 Methyl chloroformate RARECHEM AL BI 1490 5-HYDROXY-2-METHYL-1-PHENYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER Methanol Methyl benzoate Methyl acrylate Methyl formate RESMETHRIN Methyl indole-3-carboxylate
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