Indole-5-carboxylic acid, 98%, Thermo Scientific Chemicals
Indole-5-carboxylic acid, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Indole-5-carboxylic acid, 98%, Thermo Scientific Chemicals

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Quantity:
5 g
1 g
25 g
Catalog number A18627.06
also known as A18627-06
Price (USD)/ Each
119.65
Online exclusive
133.00 
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Quantity:
5 g
Request bulk or custom format
Price (USD)/ Each
119.65
Online exclusive
133.00 
Save 13.35 (10%)
Add to cart
Indole-5-carboxylic acid, 98%, Thermo Scientific Chemicals
Catalog numberA18627.06
Price (USD)/ Each
119.65
Online exclusive
133.00 
Save 13.35 (10%)
-
Add to cart
Chemical Identifiers
CAS1670-81-1
IUPAC Name1H-indole-5-carboxylate
Molecular FormulaC9H6NO2
InChI KeyIENZCGNHSIMFJE-UHFFFAOYSA-M
SMILES[O-]C(=O)C1=CC=C2NC=CC2=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (HPLC)≥97.5%
Appearance (Color)White to cream to yellow
Assay (Aqueous acid-base Titration)≥97.5 to ≤102.5%
FormPowder
Melting Point (clear melt)208.0-214.0?C
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Soluble in ethanol (50 mg/ml), dimethyl sulfoxide and methanol.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agent.
RUO – Research Use Only

General References:

  1. Eduard Dolusić et. al. Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators. Journal of medicinal and pharmaceutical chemistry, 2011, 54 (15), 5320-5334.
  2. Mikaël Brasse; Jonathan A Ellman; Robert G Bergman. A facile, metal- and solvent-free, autoxidative coupling of quinolines with indoles and pyrroles. Chemical Communications, 2011, 47 (17), 5019-5021.