ChemicalBook--->CAS DataBase List--->74003-63-7

74003-63-7

74003-63-7 Structure

74003-63-7 Structure
IdentificationBack Directory
[Name]

3-Methyl-quinoxaline-2-carboxylic Acid
[CAS]

74003-63-7
[Synonyms]

MQCA
RCG-210
RCG-210, MQCA
3-Methyl-2-quinoxalinecarboxylic Acid
[Molecular Formula]

C10H8N2O2
[MDL Number]

MFCD03840415
[MOL File]

74003-63-7.mol
[Molecular Weight]

188.19
Chemical PropertiesBack Directory
[Appearance]

Yellow Solid
[Melting point ]

168-170°C
[Boiling point ]

347.1±37.0 °C(Predicted)
[density ]

1.355±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[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 ]

neat
[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
Hazard InformationBack Directory
[Chemical Properties]

Yellow Solid
[Uses]

A Carbadox and Olaquindox metabolite.
[Uses]

A metabolite of Carbadox and Olaquindox
[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.
[Synthesis]

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

61522-54-1

3-Methyl-quinoxaline-2-carboxylic Acid

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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P301+P312-P305+P351+P338
[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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Methyl-quinoxaline-2-carboxylic Acid(74003-63-7)1HNMR
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