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Sigma-Aldrich

Indole-3-carboxylic acid

ReagentPlus®, 99%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H7NO2
Numero CAS:
Peso molecolare:
161.16
Beilstein:
129435
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Nome Commerciale

ReagentPlus®

Saggio

99%

Forma fisica

solid

Punto di fusione

232-234 °C (dec.) (lit.)

Solubilità

95% ethanol: soluble 5%, clear to slightly hazy, light yellow to yellow

Stringa SMILE

OC(=O)c1c[nH]c2ccccc12

InChI

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

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Descrizione generale

The structures of the derivatives of indole-3-carboxylic acid were studied using gas chromatography with high resolution mass spectrometry (GC-HRMS), ultra-high performance liquid chromatography in combination with high resolution tandem mass spectrometry (UHPLC-HRMS), nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR).

Applicazioni

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

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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Vadim Shevyrin et al.
Forensic science international, 232(1-3), 1-10 (2013-09-24)
By means of gas chromatography with high resolution mass spectrometry (GC-HRMS), ultra-high performance liquid chromatography in combination with high resolution tandem mass spectrometry (UHPLC-HRMS), nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR), structure of a series from
Toyokazu Yoshida et al.
Bioscience, biotechnology, and biochemistry, 66(11), 2388-2394 (2003-01-01)
After enrichment culture with indole-3-carboxylate in static culture, a novel reversible decarboxylase, indole-3-carboxylate decarboxylase, was found in Arthrobacter nicotianae FI1612 and several molds. The enzyme reaction was examined in resting-cell reactions with A. nicotianae FI1612. The enzyme activity was induced
J J Michnovicz et al.
Journal of the National Cancer Institute, 82(11), 947-949 (1990-06-06)
Dietary indoles in cruciferous vegetables induce cytochrome P450 enzymes and have prevented tumors in various animal models. Because estradiol metabolism is also cytochrome P450 mediated and linked to breast cancer risk, indoles may similarly reduce estrogen-responsive tumors in humans. We
Paweł Bednarek
Current opinion in plant biology, 15(4), 407-414 (2012-03-27)
In plants, a host's responses to an attempted infection include activation of various secondary metabolite pathways, some of which are specific for particular plant phylogenetic clades. Phytochemicals that represent respective end products in plant immunity have been stereotypically linked to

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