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Merck
CN

V900750

Indole-3-carboxylic acid

Vetec, reagent grade, 98%

Synonym(s):

β-Indolylcarboxylic acid, 3-Carboxyindole, 3-Indole formic acid, 3-Indolylcarboxylic acid, Indole-β-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
EC Number:
212-231-6
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
129435
MDL number:
Assay:
98%
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InChI

1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12)

InChI key

KMAKOBLIOCQGJP-UHFFFAOYSA-N

SMILES string

OC(=O)c1c[nH]c2ccccc12

grade

reagent grade

product line

Vetec

assay

98%

mp

232-234 °C (dec.) (lit.)

Application

Reactant for preparation of:
  • Anticancer agents
  • Derivatives of amino acids and peptides
  • Serotonin 5-HT4 receptor antagonists
  • Primary acylureas
  • Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
  • Serotonin 5-HT6 antagonists
  • Very Late Antigen-4 (VLA-4) sntagonists
  • EphB3 receptor tyrosine kinase inhibitors
  • Potential Therapeutic Agent for Alzheimer′s Disease
  • Vinyl ester pseudotripeptide proteasome inhibitors

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Mu-Yang Wang et al.
Journal of integrative plant biology, 54(7), 471-485 (2012-05-26)
Camalexin (3-thiazol-2'-yl-indole) is the major phytoalexin found in Arabidopsis thaliana. Several key intermediates and corresponding enzymes have been identified in camalexin biosynthesis through mutant screening and biochemical experiments. Camalexin is formed when indole-3-acetonitrile (IAN) is catalyzed by the cytochrome P450
J Hagemeier et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(2), 753-758 (2001-01-03)
The chemical structures and accumulation kinetics of several major soluble as well as wall-bound, alkali-hydrolyzable compounds induced upon infection of Arabidopsis thaliana leaves with Pseudomonas syringae pathovar tomato were established. All identified accumulating products were structurally related to tryptophan. Most
Jamil A Shilpi et al.
Fitoterapia, 81(6), 536-539 (2010-01-26)
Phytochemical investigation of the stem bark of Trewia nudiflora led to the isolation of two new cardenolides, trewianin (1) and trewioside (2), along with scopoletin (3) and indole-3-carboxylic acid (4). Structures were established by 1D- and 2D NMR spectroscopy, HR-MS
Ferdinand S Melkonyan et al.
The Journal of organic chemistry, 73(11), 4275-4278 (2008-05-13)
A variety of N-alkylated and N-arylated derivatives of methyl 1 H-indole-3-carboxylate were synthesized efficiently via Ullmann-type intramolecular arylamination, using the CuI-K 3PO 4-DMF system. This catalytic amination procedure can be performed with good to high yields under mild conditions under
Jin-Mo Ku et al.
The Journal of organic chemistry, 72(21), 8115-8118 (2007-09-20)
An enantioselective synthetic method for (-)-cis-clavicipitic acid (1) was reported. 1 was obtained in 10 steps (99% ee and 20% overall yield) from 1H-indole-3-carboxylic acid methyl ester (9) via asymmetric phase-transfer catalytic alkylation and diastereoselective Pd(II)-catalyzed intramolecular aminocyclization as key

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