Home Carboxys Indole-2-carboxylic acid

Indole-2-carboxylic acid

CAS No.:
1477-50-5
Catalog Number:
AG001F43
Molecular Formula:
C9H7NO2
Molecular Weight:
161.1574
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
98%
In Stock USA
United States
$13
- +
25g
98%
In Stock USA
United States
$19
- +
100g
98%
In Stock USA
United States
$63
- +
500g
98%
In Stock USA
United States
$188
- +
Product Description
Catalog Number:
AG001F43
Chemical Name:
Indole-2-carboxylic acid
CAS Number:
1477-50-5
Molecular Formula:
C9H7NO2
Molecular Weight:
161.1574
MDL Number:
MFCD00005611
IUPAC Name:
1H-indole-2-carboxylic acid
InChI:
InChI=1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
InChI Key:
HCUARRIEZVDMPT-UHFFFAOYSA-N
SMILES:
OC(=O)c1cc2c([nH]1)cccc2
EC Number:
216-030-4
NSC Number:
16598
Properties
Complexity:
193  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
161.048g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
161.16g/mol
Monoisotopic Mass:
161.048g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
53.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.3  
Literature
Title Journal
Palladium-catalyzed annulation of allenes with indole-2-carboxylic acid derivatives: synthesis of indolo[2,3-c]pyrane-1-ones via Ar-I reactivity or C-H functionalization. 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
Kynurenine metabolites and migraine: experimental studies and therapeutic perspectives. Current neuropharmacology 20110601
Preparation of hippurate-zinc layered hydroxide nanohybrid and its synergistic effect with tamoxifen on HepG2 cell lines. International journal of nanomedicine 20110101
The discovery and structure-activity relationships of indole-based inhibitors of glutamate carboxypeptidase II. 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
Functional expression of Francisella tularensis FabH and FabI, potential antibacterial targets. 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. Bioorganic & medicinal chemistry letters 20080601
Effect of dimerization on vibrational spectra of eumelanin precursors. Photochemistry and photobiology 20080101
Species-specific, P450- and sulfotransferase-mediated novel ring contraction of a naphthyridine-N-oxide compound in cynomolgus monkey. Chemical research in toxicology 20071101
SmI(2)-promoted radical addition reactions with N-(2-Indolylacyl)oxazolidinones: synthesis of bisindole compounds. 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
Properties