I5400
Indole-5-carboxylic acid
99%
Synonyme(s) :
5-Carboxyindole
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About This Item
Formule empirique (notation de Hill):
C9H7NO2
Numéro CAS:
Poids moléculaire :
161.16
Numéro Beilstein :
124391
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Pureté
99%
Pf
211-213 °C (lit.)
Chaîne SMILES
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)
Clé InChI
IENZCGNHSIMFJE-UHFFFAOYSA-N
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Description générale
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.
Application
- 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.
Code de la classe de stockage
13 - Non Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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Les clients ont également consulté
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)
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)
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)
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)
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