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515205

Sigma-Aldrich

3-Indoleglyoxylyl chloride

98%

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Synonym(s):
α-Oxoindole-3-acetyl chloride, 2-(3-Indolyl)-2-oxoacetyl chloride, NSC 128332
Empirical Formula (Hill Notation):
C10H6ClNO2
CAS Number:
22980-09-2
Molecular Weight:
207.61
EC Number:
245-362-2
MDL number:
MFCD00015460
UNSPSC Code:
12352100
PubChem Substance ID:
24873804
NACRES:
NA.22

Assay

98%

mp

138 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C10H6ClNO2/c11-10(14)9(13)7-5-12-8-4-2-1-3-6(7)8/h1-5,12H

InChI key

FPEGGKCNMYDNMW-UHFFFAOYSA-N

Application

  • Reactant for preparation of dual IGF-1R/SRC inhibitors
  • Reactant for preparation of indolylglyoxylamides as a new class of antileishmanial agents
  • Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents
  • Reactant for diastereoselective synthesis of heptacyclic core of dragmacidin E
  • Reactant for preparation of benzoylmethylpyrrolopyridinylethanedione as HIV-1 inhibitor
  • Reactant for preparation of fascaplysin-inspired diindolyls as selective inhibitors of CDK4/cyclin D1

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A concise synthesis of an AHR endogenous ligand with the indolecarbonylthiazole skeleton.
Grzywacz P, et al.
Heterocycles, 60(5), 1219-1224 (2003)
Notes-Concerning a preparation of tryptamine.
Brutcher J, et al.
The Journal of Organic Chemistry, 23(1), 146-147 (1958)
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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