5-Pyrazolecarboxylic acid Chemical Properties

Melting point:

211°C

Boiling point:

417.1±18.0 °C(Predicted)

Density 

1.524±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

3.98±0.10(Predicted)

form 

Powder

color 

White

λmax

260nm(MeOH)(lit.)

InChI

InChI=1S/C4H4N2O2/c7-4(8)3-1-2-5-6-3/h1-2H,(H,5,6)(H,7,8)

InChIKey

KOPFEFZSAMLEHK-UHFFFAOYSA-N

SMILES

N1C=CC(C(O)=O)=N1

CAS DataBase Reference

1621-91-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

38

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

29331990

5-Pyrazolecarboxylic acid Usage And Synthesis

Chemical Properties

White to light brown powder

Uses

1H-pyrazole-3-carboxylic Acid is a histone lysine demethylase KDM4C and proline racemase inhibitor.

Synthesis

The general procedure for the synthesis of pyrazole-3-carboxylic acid from 3-methylpyrazole was as follows: an aqueous solution of potassium permanganate (KMnO4, 40.9 g, 0.26 mol) was slowly added to a stirring solution of 3-methyl-1H-pyrazole (9.8 mL, 0.12 mol) dissolved in 0.5 L of water. The reaction mixture was heated to reflux and maintained for 5 hours. After completion of the reaction, the black suspension was cooled and filtered. The filtrate was concentrated to a smaller volume and acidified with 3 N hydrochloric acid (HCl). Subsequently, the precipitated white solid product was collected and washed with ethyl ether (Et2O) to give the final pyrazole-3-carboxylic acid in 100% yield.

References

[1] Journal of the American Chemical Society, 2000, vol. 122, # 44, p. 10810 - 10820
[2] Patent: WO2004/80999, 2004, A1. Location in patent: Page 43
[3] Russian Journal of Physical Chemistry, 1992, vol. 66, # 4, p. 463 - 465
[4] Zhurnal Fizicheskoi Khimii, 1992, vol. 66, # 4, p. 871 - 874
[5] Organic Mass Spectrometry, 1982, vol. 17, # 7, p. 299 - 303

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