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Merck
CN

I5400

Sigma-Aldrich

吲哚-5-羧酸

99%

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别名:
5-Carboxyindole
经验公式(希尔记法):
C9H7NO2
CAS号:
分子量:
161.16
Beilstein:
124391
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

检测方案

99%

mp

211-213 °C (lit.)

SMILES字符串

OC(=O)c1ccc2[nH]ccc2c1

InChI

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

InChI key

IENZCGNHSIMFJE-UHFFFAOYSA-N

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一般描述

Indole-5-carboxylic acid is an indole derivative. On electropolymerization, it affords electroactive polymer film of poly(indole-5-carboxylic-acid). Different concentrations of indole-5-carboxylic acid in sulfuric acid solution has been investigated for the preventive action against mild steel corrosion. On electropolymerization it affords a trimeric product. Characterization studies of the trimeric product by 1H NMR and various one- and two-dimensional NMR techniques have been reported.

应用

  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators
  • Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction
  • Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst
  • Reactant for synthesis of indirubin derivatives
  • Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway
  • Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity
Indole-5-carboxylic acid is the suitable reagent used to study the intramolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy. It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Characterization of the unsymmetrical trimer of indole-5-carboxylic acid by proton NMR spectroscopy.
Mackintosh JG, et al.
Magnetic Resonance in Chemistry, 32(9), 559-561 (1994)
Inhibitive action of indole-5-carboxylic acid towards corrosion of mild steel in deaerated 0.5 M sulfuric acid solutions.
Quartarone G, et al.
Applied Surface Science, 252(23), 8251-8257 (2006)
Electropolymerisation of indole-5-carboxylic acid.
GordonaMackintosh J and Andrew R.
J. Chem. Soc., Faraday, 90(8), 1121-1125 (1994)
Electrodeposition of poly (indole-5-carboxylic acid) in boron trifluoride diethyl etherate containing additional diethyl ether.
Nie G, et al.
Electrochimica Acta, 52(24), 7097-7106 (2007)
Excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid.
Bangal PR and Chakravorti S.
The Journal of Physical Chemistry A, 103(43), 8585-8594 (1999)

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