Indole-2-carboxylic acid

Indole-2-carboxylic acid Structure
Indole-2-carboxylic acid structure
Common Name Indole-2-carboxylic acid
CAS Number 1477-50-5 Molecular Weight 161.157
Density 1.4±0.1 g/cm3 Boiling Point 419.6±18.0 °C at 760 mmHg
Molecular Formula C9H7NO2 Melting Point 202-206 °C(lit.)
MSDS USA Flash Point 207.6±21.2 °C

Molecular modifications on carboxylic acid derivatives as potent histone deacetylase inhibitors: Activity and docking studies.

Bioorg. Med. Chem. 17 , 5219-28, (2009)

In the light of known HDAC inhibitors, 33 carboxylic acid derivatives were tested to understand the structural requirements for HDAC inhibition activity. Several modifications were applied to develop the structure-activity relationships of carboxylic acid HDA...

In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.

Gen. Physiol. Biophys. 21(2) , 153-62, (2002)

Effects of melatonin and some structurally related indole compounds were studied by in vitro methods such as (i) an inhibition of the hyaluronic acid degradation and (ii) a standard lipid peroxidation assay. In vivo approach was based on the alloxan model of ...

Protonated carbonic acid and reactive intermediates in the acidic decarboxylation of indolecarboxylic acids.

J. Org. Chem. 77(15) , 6505-9, (2012)

Elucidation of the mechanism for decarboxylation of indolecarboxylic acids over a wide range of solution acidity reveals the importance of protonated carbonic acid (PCA) as a reaction intermediate. In concentrated acid, the initial addition of water to the ca...

Formation of indigo and related compounds from indolecarboxylic acids by aromatic acid-degrading bacteria: chromogenic reactions for cloning genes encoding dioxygenases that act on aromatic acids.

J. Bacteriol. 177(23) , 6983-8, (1995)

The p-cumate-degrading strain Pseudomonas putida F1 and the m- and p-toluate-degrading strain P. putida mt-2 transform indole-2-carboxylate and indole-3-carboxylate to colored products identified here as indigo, indirubin, and isatin. A mechanism by which the...

Assembly of indole-2-carboxylic acid esters through a ligand-free copper-catalysed cascade process.

Chem. Commun. (Camb.) (48) , 7581-3, (2009)

A straightforward synthesis of indole-2-carboxylic esters was developed through a ligand-free copper-catalysed condensation/coupling/deformylation cascade process from 2-halo aryl aldehydes or ketones with ethyl isocyanoacetate. The reactions proceeded well f...

Gold(III) chloride catalyzed regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones and evaluation of anticancer potential towards human cervix adenocarcinoma.

Bioorg. Med. Chem. Lett. 21 , 4170, (2011)

A highly regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones via gold(III) chloride catalyzed cycloisomerization of 3-ethynyl-indole-2-carboxylic acid was achieved in good to excellent yields. These compounds were screened for their in vitro cytotoxicit...

Synthesis and biological activities of novel aryl indole-2-carboxylic acid analogs as PPARgamma partial agonists.

Bioorg. Med. Chem. Lett. 15(22) , 5035-8, (2005)

A series of novel aryl indole-2-carboxylic acids has been identified as potent selective PPARgamma modulators. Their chemical synthesis and in vitro activities are discussed. Compound 5 was selected for in vivo testing in the db/db mouse model of type 2 diabe...

Pacemaker activity in hydra is modulated by glycine receptor ligands.

Comp. Biochem. Physiol. A. Mol. Integr. Physiol. 138(2) , 193-202, (2004)

In the mammalian central nervous system, the neurotransmitter, glycine, acts both on an inhibitory, strychnine-sensitive receptor (GlyR) and an excitatory, strychnine-insensitive site at the NMDA receptor. Here we present electrophysiological evidence that th...

Picolinic acid and indole-2-carboxylic acid: two types of glycinergic compounds modulate motor function differentially.

Gen. Pharmacol. 28(4) , 555-60, (1997)

1. A putative agonist for the strychnine-sensitive glycine receptor picolinic acid was tested for its anticonvulsant activities in mice and muscle-relaxant activities in rats and compared with indole-2-carboxylic acid (I2CA), an antagonist for the strychnine-...

Spectral and thermal studies of divalent transition metal with indole-2-carboxylic acid and 4-substituted hydrazinethiocarbamide.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 65(1) , 5-10, (2006)

Ternary complexes of Co(II), Ni(II) and Cu(II) with indole-2-carboxylic acid (A) and 4-substituted hydrazinethiocarbamide (L) [4-phenylhydrazinethiocarbamide (L(1)), 4-benzylhydrazinethiocarbamide (L(2)) and 4-(2-propenyl)hydrazinethiocarb-amide (L(3)) were p...