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Methyl indole-3-carboxylate

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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
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
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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)
form 
Solid
pka
15.42±0.30(Predicted)
color 
Light Pink
Water Solubility 
Slightly soluble methanol and dimethyl sulfoxide. Insoluble in water.
BRN 
142023
CAS DataBase Reference
942-24-5(CAS DataBase Reference)
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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

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Methyl indole-3-carboxylate Usage And Synthesis

Chemical Properties

light brown amorphous powder

Uses

Methyl 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.

Uses

Reactant 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?

Definition

ChEBI: 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 Description

Methyl 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.

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