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

InChI

InChI=1S/C10H9NO2/c1-13-10(12)8-6-11-9-5-3-2-4-7(8)9/h2-6,11H,1H3

InChIKey

QXAUTQFAWKKNLM-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C(C(OC)=O)=C1

CAS DataBase Reference

942-24-5(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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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

• 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.

Methyl indole-3-carboxylate(942-24-5)Related Product Information

• Methyl anthranilate
• Methyl acrylate
• Methylparaben
• Methyl carbamate
• Methanol
• Indole
• Methyl benzoate
• Acetonitrile
• Basic Violet 1
• Methyl formate
• RESMETHRIN
• Indole-3-carboxylic acid
• Ethyl indole-3-carboxylate
• 3-formyl-1H-Indole-4-carboxylic acid methyl ester
• Indole-3-carbinol
• 3-Indoxyl-beta-D-glucopyranoside
• INDOLE-3-ACETIC ACID
• 11,12-Dihydroindolo[2,3-a]carbazole