Date published: 2026-1-15

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2-Nitrophenylpyruvic acid (CAS 5461-32-5)

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CAS Number:
5461-32-5
Molecular Weight:
209.16
Molecular Formula:
C9H7NO5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Nitrophenylpyruvic acid is recognized as a yellow crystalline substance that is highly water-soluble but insoluble in chloroform and benzene. This nitro compound is known to engage with Grignard reagents, yielding quinoline derivatives. 2-Nitrophenylpyruvic acid has demonstrated to be an efficient method for the synthesis of amides from the corresponding nitroalkane and amine. This compound also acts as a chlorinating agent in the formulation of anthranilic, chloride, and phenylhydrazone derivatives. 2-Nitrophenylpyruvic acid is used as a substrate for the enzyme pyruvate dehydrogenase, integral to cellular respiration processes. This acid also serves as an intermediary in the creation of various dyes and pigments. The compound also inhibits the activity of the enzyme alpha-ketoglutarate-dependent dioxygenase, which is responsible for the demethylation of histones and DNA. This inhibition leads to hypomethylation of histones and DNA, which affects gene expression.


2-Nitrophenylpyruvic acid (CAS 5461-32-5) References

  1. A selenide-based approach to photochemical cleavage of peptide and protein backbones at engineered backbone esters.  |  Eastwood, AL., et al. 2009. J Org Chem. 74: 9241-4. PMID: 19902952
  2. The metabolism of [2-14C] indole in the rat.  |  King, LJ., et al. 1966. Biochem J. 98: 266-77. PMID: 5328168
  3. Synthesis of some isomeric quinoxaline derivatives with 6-azauracil cycle†  |  Iveta Wiedermannová, Jan Slouka. November/December 2001. Journal of Heterocyclic Chemistry. Volume38, Issue6: Pages 1465-1468.
  4. The amide hydrogen of (−)-indolactam-V and benzolactam-V8's plays a critical role in protein kinase c binding and tumor-promoting activities  |  Yu Nakagawa a, Kazuhiro Irie a, Yoshimasa Nakamura b, Hajime Ohigashi a. 12 March 2001,. Bioorganic & Medicinal Chemistry Letters. Volume 11, Issue 5,: Pages 723-728.
  5. A new and efficient method for the synthesis of 3-(2-nitrophenyl)pyruvic acid derivatives and indoles based on the Reissert reaction  |  Vakhid A. Mamedov, Vera L. Mamedova, Victor V. Syakaev, Gul'naz Z. Khikmatova, Dmitry E. Korshin, Temur A. Kushatov, Shamil K. Latypov. 31 October 2018,. Tetrahedron Letters. Volume 59, Issue 44,: Pages 3923-3925.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Nitrophenylpyruvic acid, 1 g

sc-256222
1 g
$83.00