395307
吲哚-3-甲酸甲酯
99%
别名:
3-Carbomethoxyindole, 3-Methoxycarbonylindole, Methyl indolyl-3-carboxylate
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关于此项目
经验公式（希尔记法）:
C10H9NO2
化学文摘社编号:
分子量:
175.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
产品名称
吲哚-3-甲酸甲酯, 99%
InChI
1S/C10H9NO2/c1-13-10(12)8-6-11-9-5-3-2-4-7(8)9/h2-6,11H,1H3
SMILES string
COC(=O)c1c[nH]c2ccccc12
InChI key
QXAUTQFAWKKNLM-UHFFFAOYSA-N
assay
99%
form
powder
mp
149-152 °C (lit.)
functional group
ester
Application
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†
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 intermolecular 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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Methyl indole-3-carboxylate.
Hu SC, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(6), o1654-o1656 (2005)
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
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
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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