3-Methyl-quinoxaline-2-carboxylic Acid Chemical Properties

Melting point:

168-170°C

Boiling point:

347.1±37.0 °C(Predicted)

Density 

1.355±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

DMF: 25 mg/mL; DMSO: 30 mg/mL; DMSO:PBS (pH 7.2) (1:10): 0.1 mg/mL; Ethanol: 25 mg/mL

form 

Solid

pka

2.37±0.30(Predicted)

color 

Brown to dark brown

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933998090

3-Methyl-quinoxaline-2-carboxylic Acid Usage And Synthesis

Description

3-Methylquinoxaline-2-carboxylic acid (MQCA) is a major metabolite of olaquindox, an antibiotic and swine growth regulator. It induces cell cycle arrest at the S phase and is toxic to Chang liver cells in a concentration- and time-dependent manner. MQCA has been used as a marker of olaquindox use in livestock applications.

Chemical Properties

Yellow Solid

Uses

A metabolite of Carbadox and Olaquindox

Uses

A Carbadox and Olaquindox metabolite.

Synthesis

Methyl 3-methylquinoxaline-2-carboxylate (0.20 g, 0.99 mmol) was used as a raw material and dissolved in a solvent mixture of methanol (8 mL) and 2N sodium hydroxide solution (2 mL). The reaction mixture was stirred at room temperature for 30 min and then concentrated to about 1/3 of the original volume by rotary evaporator.Subsequently, the pH was adjusted to acidic with 1N hydrochloric acid solution and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated by rotary evaporation to obtain a solid product, which was finally dried under high vacuum to give 3-methylquinoxaline-2-carboxylic acid (0.16 g, 87% yield).

References

[1] Patent: US2005/43292, 2005, A1. Location in patent: Page/Page column 12
[2] Patent: CN108440425, 2018, A. Location in patent: Paragraph 0084-0086

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