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465313

Sigma-Aldrich

1-Methylindole-3-carboxylic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

Assay

97%

mp

197-200 °C (dec.) (lit.)

functional group

carboxylic acid

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

Signal Word

Warning

Hazard Statements

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

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

465313-VAR:
465313-1G:
465313-5G:
465313-BULK:


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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

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