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: 2024-09-04 16:41:36
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) |
 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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