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Sigma-Aldrich

1-Methylindole-3-carboxylic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
32387-21-6
Molecular Weight:
175.18
MDL number:
MFCD01321244
UNSPSC Code:
12352100
PubChem Substance ID:
24870267

Quality Level

100

assay

97%

mp

197-200 °C (dec.) (lit.)

SMILES string

Cn1cc(C(O)=O)c2ccccc12

InChI

1S/C10H9NO2/c1-11-6-8(10(12)13)7-4-2-3-5-9(7)11/h2-6H,1H3,(H,12,13)

InChI key

HVRCLXXJIQTXHC-UHFFFAOYSA-N

General description

1-Methylindole-3-carboxylic acid is an indole derivative that can be prepared by the oxidation of 1-methylindole-3-aldehyde with alkaline potassium permanganate.

Application

  • Reactant for preparation of bisindolyl pyrimidinones analogs of PKC inhibitor LY333531
  • Reactant for preparation of (heteroaryl)(carboxamido)arylpyrrole derivatives as Cdc7 kinase inhibitors, antitumor and antiproliferative agents
  • Reactant for preparation of (pyrrolidinylmethoxy)cyclohexanecarboxylic acids as antigen-4 (VLA-4) antagonists
  • Reactant for preparation of EphB3 receptor tyrosine kinase inhibitors
  • Reactant for preparation of pyrazolodiazepine derivatives as human P2X7 receptor antagonists
  • Reactant for preparation of potent nonpeptidic urotensin II receptor agonists
  • Reactant for preparation of pyrrolizidine esters, amides, and ureas as 5-HT4 receptor ligands

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Reaction of Some Indole Ketones with Iodine and Pyridine.
Hart G and Potts KT.
The Journal of Organic Chemistry, 27(8), 2940-2942 (1962)
Desulfurization of Thiiranes with Iodine.
Helmkamp GK and Pettitt DJ.
The Journal of Organic Chemistry, 27(80, 2942-2943 (1962)
Mitra Shokrollahi et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 31(10), e13598-e13598 (2019-04-24)
Activating luminal 5-HT4 receptors results in the release of 5-HT from enterochromaffin cells into the lamina propria to modulate colonic motility. Our aim was to evaluate characteristics of colonic motor patterns involved in the prokinetic effects of intraluminal prucalopride in
Yuan Guo et al.
Neuropsychobiology, 80(1), 52-63 (2020-07-15)
The 5-hydroxytryptamine (5-HT) neurotransmitter system and lateral habenula (LHb) are involved in the regulation of depression, while the mechanisms remain to be clarified. The effects and possible mecha-nism underlying activation or blockade of 5-HT4 receptors (5-HT4Rs) in the LHb in

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