Indole-5-carboxylic acid
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Indole-5-carboxylic acid
structure -
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CAS No:
1670-81-1
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Formula:
C9H7NO2
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Chemical Name:
Indole-5-carboxylic acid
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Synonyms:
TIMTEC-BB SBB003951;RARECHEM AL BO 0206;5-CARBOXYINDOLE;5-INDOLECARBOXYLIC ACID;Indolecarboxylicacid,5-;INDOLE-5-CARBOXYLIC ACID;Indole-5-carboxylic acid ,98%;5-Carboxy-1H-indole
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CAS No:
Description
Indole-5-carboxylic acid is an indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5. It has a role as a plant metabolite.
light beige to yellow powder
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 by1H NMR and various one- and two-dimensional NMR techniques have been reported.
Indole-5-carboxylic acid Basic Attributes
161.16
161.16
124391
216-799-6
DTXSID80168218
Light beige to yellow
29339990
Characteristics
53.09000
1.86610
light beige to yellow powder
1.2480 (rough estimate)
211-213 °C (lit.)
287.44°C (rough estimate)
207.6ºC
1.5050 (estimate)
-20ºC
8.6E-08mmHg at 25°C
4.40±0.30(Predicted)
Keep in dark place,Sealed in dry,Room Temperature
Safety Information
IRRITANT
3
Xn,Xi
22-24/25-36/37/39-26
Xn
Stable under normal temperatures and pressures.
36/37/38-21/22
|Warning|H302 (14.29%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 7 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Indole-5-carboxylic acid Use and Manufacturing
Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators 1 Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction 2 Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst 3 Reactant for synthesis of indirubin derivatives 4 Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway 5 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 intermolecular 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. Also used as reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators, synthesis of indirubin derivatives and amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway.
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.
Computed Properties
Molecular Weight:161.16
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:161.047678466
Monoisotopic Mass:161.047678466
Topological Polar Surface Area:53.1
Heavy Atom Count:12
Complexity:193
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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