Date published: 2025-12-5

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Indole-2-carboxylic Acid (CAS 1477-50-5)

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Alternate Names:
2-Carboxyindole; 2-Indolylformic acid; NSC 16598
CAS Number:
1477-50-5
Molecular Weight:
161.16
Molecular Formula:
C9H7NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Indole-2-carboxylic acid is a pivotal compound in the realm of chemical research, primarily due to its unique interaction with biological molecules and potential as a scaffold in the synthesis of more complex molecules. This compound, belonging to the indole family, is distinguished by its ability to participate in a variety of chemical reactions, which has garnered significant interest for its application in material science and as a precursor in the synthesis of a wide range of compounds, including those with intriguing biological activity. Its role in research extends beyond simple chemical transformations, as it serves as a critical tool in studying enzyme mechanisms, understanding protein-ligand interactions, and exploring the modulation of biological pathways. The molecular architecture of indole-2-carboxylic acid, particularly its carboxylic acid functional group, offers unique electronic and chemical properties, making it a versatile player in the design of novel molecules with desired functionalities. Through these interactions and applications, indole-2-carboxylic acid continues to be a cornerstone in advancing our understanding of chemical and biological systems, underlining its importance in the scientific community′s quest to develop new materials and understand life at the molecular level.


Indole-2-carboxylic Acid (CAS 1477-50-5) References

  1. Photophysics of indole-2-carboxylic acid in an aqueous environment studied by fluorescence spectroscopy in combination with ab initio calculations.  |  Huijser, A., et al. 2012. Phys Chem Chem Phys. 14: 2078-86. PMID: 22234639
  2. Photophysics of indole-2-carboxylic acid (I2C) and indole-5-carboxylic acid (I5C): heavy atom effect.  |  Kowalska-Baron, A., et al. 2013. Spectrochim Acta A Mol Biomol Spectrosc. 116: 183-95. PMID: 23933843
  3. Indole-2-carboxylic acid: a competitive antagonist of potentiation by glycine at the NMDA receptor.  |  Huettner, JE. 1989. Science. 243: 1611-3. PMID: 2467381
  4. Self-assembly of indole-2-carboxylic acid at graphite and gold surfaces.  |  De Marchi, F., et al. 2015. J Chem Phys. 142: 101923. PMID: 25770512
  5. Indole-2-carboxylic acid derived mono and bis 1,4-disubstituted 1,2,3-triazoles: Synthesis, characterization and evaluation of anticancer, antibacterial, and DNA-cleavage activities.  |  Narsimha, S., et al. 2016. Bioorg Med Chem Lett. 26: 1639-1644. PMID: 26873415
  6. In Vitro DNA-Binding, Anti-Oxidant and Anticancer Activity of Indole-2-Carboxylic Acid Dinuclear Copper(II) Complexes.  |  Wang, X., et al. 2017. Molecules. 22: PMID: 28117677
  7. Design, synthesis and biological evaluation of indole-2-carboxylic acid derivatives as IDO1/TDO dual inhibitors.  |  Cui, G., et al. 2020. Eur J Med Chem. 188: 111985. PMID: 31881488
  8. Characterizing inhibitors of human AP endonuclease 1.  |  Pidugu, LS., et al. 2023. PLoS One. 18: e0280526. PMID: 36652434
  9. New natural pro-inflammatory cytokines (TNF-α, IL-6 and IL-1β) and iNOS inhibitors identified from Penicillium polonicum through in vitro and in vivo studies.  |  Paramita Pal, P., et al. 2023. Int Immunopharmacol. 117: 109940. PMID: 37012863
  10. Effect of Indole-2-carboxylic Acid on the Self-Corrosion and Discharge Activity of Aluminum Alloy Anode in Alkaline Al-Air Battery.  |  Guo, L., et al. 2023. Molecules. 28: PMID: 37241932
  11. Highly regioselective and diastereoselective synthesis of novel pyrazinoindolones via a base-mediated Ugi-N-alkylation sequence.  |  Tajik, M., et al. 2023. RSC Adv. 13: 16963-16969. PMID: 37288378
  12. Effects of the excitatory amino acid receptor antagonists kynurenate and indole-2-carboxylic acid on behavioral and neurochemical outcome following experimental brain injury.  |  Smith, DH., et al. 1993. J Neurosci. 13: 5383-92. PMID: 8254381
  13. Picolinic acid and indole-2-carboxylic acid: two types of glycinergic compounds modulate motor function differentially.  |  Tonohiro, T., et al. 1997. Gen Pharmacol. 28: 555-60. PMID: 9147024

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Indole-2-carboxylic Acid, 5 g

sc-218596A
5 g
$14.00

Indole-2-carboxylic Acid, 25 g

sc-218596
25 g
$31.00

Indole-2-carboxylic Acid, 100 g

sc-218596B
100 g
$67.00

Indole-2-carboxylic Acid, 500 g

sc-218596C
500 g
$190.00

Indole-2-carboxylic Acid, 1 kg

sc-218596D
1 kg
$341.00