ChemicalBook Product Catalog Analytical Chemistry Standard Analytical Standards 3-Methyl-quinoxaline-2-carboxylic Acid

3-Methyl-quinoxaline-2-carboxylic Acid

Product Name3-Methyl-quinoxaline-2-carboxylic Acid
CAS74003-63-7
MFC10H8N2O2
MW188.18
EINECS
MOL File74003-63-7.mol

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
Major Application	forensics and toxicology pharmaceutical (small molecule)
InChI	1S/C10H8N2O2/c1-6-9(10(13)14)12-8-5-3-2-4-7(8)11-6/h2-5H,1H3,(H,13,14)
InChIKey	BJPNADFNSANIPF-UHFFFAOYSA-N
SMILES	Cc1nc2ccccc2nc1C(O)=O

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	22-36/37
Safety Statements	26
WGK Germany	3
HazardClass	IRRITANT
HS Code	2933998090
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 STOT SE 3

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 Carbadox and Olaquindox metabolite.

Uses

A metabolite of Carbadox and Olaquindox

Synthesis

2-Quinoxalinecarboxylic acid, 3-Methyl-, Methyl ester

61522-54-1

74003-63-7

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

Preparation Products And Raw materials

3-Methyl-quinoxaline-2-carboxylic Acid Supplier

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