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HomeProduct name listMethyl indole-3-carboxylate

Methyl indole-3-carboxylate

Synonym(s):3-Carbomethoxyindole;3-Methoxycarbonylindole;Methyl indolyl-3-carboxylate

  • CAS NO.:942-24-5
  • Empirical Formula: C10H9NO2
  • Molecular Weight: 175.18
  • MDL number: MFCD00189407
  • EINECS: 618-347-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 18:15:48
Methyl indole-3-carboxylate Structural

What is Methyl indole-3-carboxylate?

Chemical properties

light brown amorphous powder

The Uses of Methyl indole-3-carboxylate

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.

The Uses of Methyl indole-3-carboxylate

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.

Properties of Methyl indole-3-carboxylate

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)

Safety information for Methyl indole-3-carboxylate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H402:Hazardous to the aquatic environment, acute hazard
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for Methyl indole-3-carboxylate

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