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515205

Sigma-Aldrich

3-Indoleglyoxylyl chloride

98%

Synonym(s):

α-Oxoindole-3-acetyl chloride, 2-(3-Indolyl)-2-oxoacetyl chloride, NSC 128332

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About This Item

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

515205-VAR:
515205-BULK:
515205-5G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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