1477-50-5 | Indole-2-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$10.00	$7.00
10g	98%	in stock	$12.00	$9.00
25g	98%	in stock	$15.00	$11.00
100g	98%	in stock	$47.00	$33.00
500g	98%	in stock	$77.00	$54.00

Description

• Catalog Number: AA66043
• Chemical Name: Indole-2-carboxylic acid
• CAS Number: 1477-50-5
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.1574
• MDL Number: MFCD00005611
• SMILES: OC(=O)c1cc2c([nH]1)cccc2
• NSC Number: 16598

Computed Properties

• Complexity: 193
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 2.3

Literature

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  The Journal of organic chemistry 20120817

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

  The Journal of organic chemistry 20120803

• Photophysics of indole-2-carboxylic acid in an aqueous environment studied by fluorescence spectroscopy in combination with ab initio calculations.

  Physical chemistry chemical physics : PCCP 20120214

• CSAR benchmark exercise of 2010: combined evaluation across all submitted scoring functions.

  Journal of chemical information and modeling 20110926

• I. Novel HCV NS5B polymerase inhibitors: discovery of indole 2-carboxylic acids with C3-heterocycles.

  Bioorganic & medicinal chemistry letters 20110915

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

  Bioorganic & medicinal chemistry letters 20110715

• Bis(2,2'-bipyridine-κN,N')bis-(1H-indole-2-carboxyl-ato-κO,O')cadmium-2,2'-bipyridine-water (1/0.5/2).

  Acta crystallographica. Section E, Structure reports online 20110701

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• Preparation of hippurate-zinc layered hydroxide nanohybrid and its synergistic effect with tamoxifen on HepG2 cell lines.

  International journal of nanomedicine 20110101

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  Bioorganic & medicinal chemistry letters 20101215

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Tunable Pd-catalyzed cyclization of indole-2-carboxylic acid allenamides: carboamination vs microwave-assisted hydroamination.

  The Journal of organic chemistry 20101015

• Regioselective oxidation of indole- and quinolinecarboxylic acids by cytochrome P450 CYP199A2.

  Applied microbiology and biotechnology 20100201

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

  Chemical communications (Cambridge, England) 20091228

• Catalytic direct acetoxylation of indoles.

  The Journal of organic chemistry 20090918

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

  Bioorganic & medicinal chemistry 20090715

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  Protein expression and purification 20090501

• Vibrational spectroscopic studies of indolecarboxylic acids and their metal complexes part VIII. 5-methoxyindole-2-carboxylic acid and its Zn(II) complex.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090301

• Aqua-bis(2,2'-bipyridine-κN,N')(1H-indole-2-carboxyl-ato-κO)nickel(II) 1H-indole-2-carboxyl-ate dihydrate.

  Acta crystallographica. Section E, Structure reports online 20090101

• The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.

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• Effect of dimerization on vibrational spectra of eumelanin precursors.

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• Species-specific, P450- and sulfotransferase-mediated novel ring contraction of a naphthyridine-N-oxide compound in cynomolgus monkey.

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  The Journal of organic chemistry 20070525

• Selective Modulators of PPAR-gamma Activity: Molecular Aspects Related to Obesity and Side-Effects.

  PPAR research 20070101

• In vitro scavenging activity for reactive oxygen species by N-substituted indole-2-carboxylic acid esters.

  Luminescence : the journal of biological and chemical luminescence 20070101

• Characterization of a human coagulation factor Xa-binding site on Viperidae snake venom phospholipases A2 by affinity binding studies and molecular bioinformatics.

  BMC structural biology 20070101

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

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060901

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

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

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060201

• Tricyclic quinoxalinediones, aza-kynurenic acids, and indole-2-carboxylic acids as in vivo active NMDA-glycine antagonists.

  Current topics in medicinal chemistry 20060101

• Cyclization of free radicals at the C-7 position of ethyl indole-2-carboxylate derivatives: an entry to a new class of Duocarmycin Analogues.

  Molecules (Basel, Switzerland) 20051231

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

  Bioorganic & medicinal chemistry letters 20051115

• Synthesis and SAR of 2-carboxylic acid indoles as inhibitors of plasminogen activator inhibitor-1.

  Bioorganic & medicinal chemistry letters 20050801

• Probing the subpockets of factor Xa reveals two binding modes for inhibitors based on a 2-carboxyindole scaffold: a study combining structure-activity relationship and X-ray crystallography.

  Journal of medicinal chemistry 20050714

• New synthetic method for indole-2-carboxylate and its application to the total synthesis of duocarmycin SA.

  Organic letters 20040819

• Factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of neutral P1 substituents.

  Bioorganic & medicinal chemistry letters 20040816

• Novel factor Xa inhibitors based on a 2-carboxyindole scaffold: SAR of P4 substituents in combination with a neutral P1 ligand.

  Bioorganic & medicinal chemistry letters 20040816

• Discovery and SAR of indole-2-carboxylic acid benzylidene-hydrazides as a new series of potent apoptosis inducers using a cell-based HTS assay.

  Bioorganic & medicinal chemistry 20040701

• Pacemaker activity in hydra is modulated by glycine receptor ligands.

  Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20040601

• Non-peptidic small-molecule inhibitors of the single-chain hepatitis C virus NS3 protease/NS4A cofactor complex discovered by structure-based NMR screening.

  Journal of medicinal chemistry 20040506

• Variations of acidic functions at position 2 and substituents at positions 4, 5 and 6 of the indole moiety and their effect on NMDA-glycine site affinity.

  European journal of medicinal chemistry 20031001

• Key substrate recognition residues in the active site of a plant cytochrome P450, CYP73A1. Homology guided site-directed mutagenesis.

  European journal of biochemistry 20030901

• Tricyclic indole-2-carboxylic acids: highly in vivo active and selective antagonists for the glycine binding site of the NMDA receptor.

  Journal of medicinal chemistry 20030227

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

  General physiology and biophysics 20020601

• Cooperative binding interactions of glycopeptide antibiotics.

  Journal of the American Chemical Society 20020417

• Physicochemical study of the solid forms of a new drug.

  Journal of pharmaceutical sciences 20011201

• Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists.

  Farmaco (Societa chimica italiana : 1989) 20011001

• Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors.

  European journal of medicinal chemistry 20010901

• Synthesis of tricyclic indole-2-carboxylic [correction of caboxylic] acids as potent NMDA-glycine antagonists.

  The Journal of organic chemistry 20010518

• Heterocyclic substituted anthralin derivatives as inhibitors of keratinocyte growth and inducers of differentiation.

  Bioorganic & medicinal chemistry letters 20010108