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Chemical Compound Review

PubChem1690     1H-indole-2-carboxylic acid

Synonyms: SureCN1935, I5109_ALDRICH, CHEMBL278390, ACMC-1BU3Q, AG-A-22410, ...
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Disease relevance of Indole-2-carboxylic acid


High impact information on Indole-2-carboxylic acid


Biological context of Indole-2-carboxylic acid

  • Structure-activity relationships within a series of highly potent 2-carboxyindole-based factor Xa inhibitors incorporating a neutral P1 ligand are described with particular emphasis on the structural requirements for addressing subpockets of the factor Xa enzyme [4].
  • 1-[N-[1(S)-Carboxy-6-(4- piperidyl)hexyl]-L-alanyl]-(2a,3a beta, 7a beta)-octahydro- 1H-indole-2-carboxylic acid (9b), the most potent member of the series, had an in vivo area under the curve (AUC) of 685, which was calculated by the inhibition of angiotensin I-induced pressor response vs. time curves (0 to 8 h) after p.o. administration [8].

Anatomical context of Indole-2-carboxylic acid


  1. Effects of the excitatory amino acid receptor antagonists kynurenate and indole-2-carboxylic acid on behavioral and neurochemical outcome following experimental brain injury. Smith, D.H., Okiyama, K., Thomas, M.J., McIntosh, T.K. J. Neurosci. (1993) [Pubmed]
  2. Effects of thionaphthene 2-carboxylic acid and related compounds on bone resorption in organ culture. Raisz, L.G., Alander, C., Onkelinx, C., Rodan, G.A. Calcif. Tissue Int. (1985) [Pubmed]
  3. A Chemical Genetics Approach for the Discovery of Apoptosis Inducers: From Phenotypic Cell Based HTS Assay and Structure-Activity Relationship Studies, to Identification of Potential Anticancer Agents and Molecular Targets. Cai, S.X., Drewe, J., Kasibhatla, S. Current medicinal chemistry. (2006) [Pubmed]
  4. 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. Nazaré, M., Will, D.W., Matter, H., Schreuder, H., Ritter, K., Urmann, M., Essrich, M., Bauer, A., Wagner, M., Czech, J., Lorenz, M., Laux, V., Wehner, V. J. Med. Chem. (2005) [Pubmed]
  5. Discovery and SAR of indole-2-carboxylic acid benzylidene-hydrazides as a new series of potent apoptosis inducers using a cell-based HTS assay. Zhang, H.Z., Drewe, J., Tseng, B., Kasibhatla, S., Cai, S.X. Bioorg. Med. Chem. (2004) [Pubmed]
  6. Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors. Olgen, S., Akaho, E., Nebioglu, D. European journal of medicinal chemistry. (2001) [Pubmed]
  7. Enhanced sensitivity of medullary depressor neurons to N-methyl-D-aspartate-glycine site antagonists in the spontaneously hypertensive rat. Kapoor, R., Kapoor, V. Clin. Exp. Pharmacol. Physiol. (1998) [Pubmed]
  8. Synthesis and angiotensin converting enzyme inhibitory activity of N-carboxymethyldipeptides with omega-(4-piperidyl)alkyl group. Waga, T., Matsui, S., Saito, S., Watanabe, M., Kajiwara, Y., Shirota, M., Iijima, M., Kitabatake, K. Arzneimittel-Forschung. (1990) [Pubmed]
  9. Benzimidazole-type glycine antagonists: the role of the ring nitrogen atoms. Berger, M.L., Schödl, C., Noe, C.R. Arch. Pharm. (Weinheim) (1996) [Pubmed]
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