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515213

Sigma-Aldrich

Methyl 3-indoleglyoxylate

98%

Synonym(s):

Methyl 2-(indol-3-yl)-2-oxoacetate

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About This Item

Empirical Formula (Hill Notation):
C11H9NO3
CAS Number:
18372-22-0
Molecular Weight:
203.19
MDL number:
MFCD00047173
UNSPSC Code:
12352100
PubChem Substance ID:
24873805
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

227-230 °C (lit.)

functional group

ester
ketone

SMILES string

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

InChI

1S/C11H9NO3/c1-15-11(14)10(13)8-6-12-9-5-3-2-4-7(8)9/h2-6,12H,1H3

InChI key

VFIJGAWYVXDYLK-UHFFFAOYSA-N

Application

  • Reactant for preparation of sotrastaurin analogs as protein kinase inhibitors
  • Reactant for synthesis of GSK-3 inhibitors
  • Reactant for Diels-Alder cycloaddition
  • Reactant for preparation of a Janus kinase 3 inhibitor
  • Reactant for synthesis of cephalandole alkaloids
  • Reactant for stereoselective preparation of COX-2 inhibitor as anticancer agent
  • Reactant for synthesis of cycloalkene indole carbazole alkaloids via ring-closing metathesis

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ6989V
MKBG7885V
MKBB1407
03630EJ
14911JH

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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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