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Merck
CN

220019

3-吲哚乙醛酸

98%

别名:

NSC 71954

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经验公式(希尔记法):
C10H7NO3
化学文摘社编号:
分子量:
189.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-029-9
MDL number:
Assay:
98%
Form:
solid
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InChI key

DWLVFWDCSFTDOD-UHFFFAOYSA-N

InChI

1S/C10H7NO3/c12-9(10(13)14)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H,13,14)

SMILES string

OC(=O)C(=O)c1c[nH]c2ccccc12

assay

98%

form

solid

mp

217 °C (dec.) (lit.)

functional group

carboxylic acid, ketone

storage temp.

2-8°C

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Application

3-Indoleglyoxylic acid was used in the synthesis of oxazinin-1, -2 and -3.
  • Reactant for synthesis of fenbufen and ethacrynic acid derivatives
  • Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents
  • Reactant for synthesis of tertiary amides
  • Reactant for preparation of fuconojirimycin derivatives as inhibitors of α-Fucosidases
  • Reactant for total synthesis of oxazinin-3 from 3-indoleglyoxylic acid via an intramolecular addition/cyclization reactions

General description

Chemiluminescence (CL) intensity of 3-indoleglyoxylic acid has been measured.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthetic studies towards oxazinins. An expedient first total synthesis and proof of the absolute stereochemistry of oxazinin-3.
Couladouros EA, et al.
Tetrahedron Letters, 45(41), 7779-7781 (2004)
J Bai et al.
Rapid communications in mass spectrometry : RCM, 10(7), 839-844 (1996-01-01)
Three structurally related compounds, 4-hydroxy-33-methoxyphenylpyruvic acid (HMPPA), indole-3 pyruvic acid (IPA), and indole-3-glyoxylic acid have been evaluated as matrix-assisted laser desorption/ionization (MALDI) matrices. HMPPA and IPA were found to be effective matrices for MALDI-MS analysis of proteins and peptides and
Manabu Nakazono et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 19(1), 123-127 (2003-02-01)
The chemiluminescence (CL) intensities of various indole derivatives substituted with a glyoxylyl group at the 3-position and a hydroxyl group at the 5-position of the indole ring were compared upon the addition of H2O2 in alkaline media. The CL intensities

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