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Merck
CN

663190

5-甲基吲哚-2-羧酸乙酯

97%

别名:

5-Methylindole-2-carboxylic acid ethyl ester, NSC 30928

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关于此项目

经验公式(希尔记法):
C12H13NO2
化学文摘社编号:
分子量:
203.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

mp

160-164 °C

functional group

ester

SMILES string

CCOC(=O)c1cc2cc(C)ccc2[nH]1

InChI

1S/C12H13NO2/c1-3-15-12(14)11-7-9-6-8(2)4-5-10(9)13-11/h4-7,13H,3H2,1-2H3

InChI key

KMVFKXFOPNKHEM-UHFFFAOYSA-N

General description

Ethyl 5-methylindole-2-carboxylate (5-Methylindole-2-carboxylic acid ethyl ester) is an indole derivative. Indole ring system is an important building block or intermediate in the synthesis of many pharmaceutical agents. It is formed during the Fischer indolization of ethyl pyruvate 2-[2-(methanesulfonyloxy)-4-methyl]phenylhydrazine.

Application

  • Reactant for synthesis of oxazino[4,3-a]indoles via cascade addition-cyclization reactions
  • Reactant for preparation of indolecarboxamides as cannabinoid CB1 receptor antagonists
  • Reactant for preparation of indole-3-propionic acids as antiinflammatory and analgesic agents
  • Reactant for Friedel-Crafts acylation with nitrobenzoyl chloride
  • Reactant for oximation reactions


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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商品

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

傅-克酰基化反应是一种芳烃与酰氯或酸酐使用强路易斯酸催化剂的反应。该反应通过亲电芳族取代进行,形成单酰化产物。


Substituent Effects in the Fischer Indolization of (2-Sulfonyloxyphenyl) hydrazones (Fischer Indolization and Related Compounds. XXX).
Murakami Y, et al.
Chemical & Pharmaceutical Bulletin, 47, 791-797 (1999)



全球贸易项目编号

货号GTIN
663190-5G04061832842028
663190-1G04061826138137