395307
Methyl indole-3-carboxylate
99%
Sinónimos:
3-Carbomethoxyindole, 3-Methoxycarbonylindole, Methyl indolyl-3-carboxylate
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About This Item
Fórmula empírica (notación de Hill):
C10H9NO2
Número de CAS:
Peso molecular:
175.18
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
Productos recomendados
Ensayo
99%
Formulario
powder
mp
149-152 °C (lit.)
grupo funcional
ester
cadena SMILES
COC(=O)c1c[nH]c2ccccc12
InChI
1S/C10H9NO2/c1-13-10(12)8-6-11-9-5-3-2-4-7(8)9/h2-6,11H,1H3
Clave InChI
QXAUTQFAWKKNLM-UHFFFAOYSA-N
Descripción general
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 intermolecular N-H…O hydrogen bond.[1] It is also obtained during the isolation of sorazinones A and B from Sorangium cellulosum strain Soce895.[2] It undergoes regioselective dibromination with bromine in acetic acid to afford methyl 5,6-dibromoindole-3-carboxylate.[3]
Aplicación
Reactant for preparation of:
Reactant for:
- 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†
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
Not applicable
Punto de inflamabilidad (°C)
Not applicable
Equipo de protección personal
dust mask type N95 (US), Eyeshields, Gloves
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Methyl indole-3-carboxylate.
Hu SC, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(6), o1654-o1656 (2005)
Rolf Jansen et al.
Journal of natural products, 77(11), 2545-2552 (2014-11-15)
Nannozinones A (1) and B (2) were discovered as metabolites of the recently isolated Nannocystis pusilla strain MNa10913 belonging to the poorly studied myxobacterial family Nannocystaceae. In contrast, the structurally related sorazinones A (5) and B (6) were isolated from
Thomas B Parsons et al.
Organic & biomolecular chemistry, 9(14), 5021-5023 (2011-06-07)
Treatment of methyl indole-3-carboxylate with bromine in acetic acid gives methyl 5,6-dibromoindole-3-carboxylate regioselectively, from which the parent 5,6-dibromoindole can be accessed via a one-pot, microwave-mediated ester hydrolysis and decarboxylation. Application of these building blocks in syntheses of natural and non-natural
Azadeh Esfandiari et al.
Plant physiology and biochemistry : PPB, 115, 343-353 (2017-04-19)
Broccoli (Brassica oleracea L. var. italica) sprouts contain glucosinolates (GLs) that when hydrolysed yield health promoting isothiocyanates such as sulforaphane (SF). SF content can be increased by salt (NaCl) stress, although high salt concentrations negatively impact plant growth. Salicylic acid
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