3-Methylquinoxaline-2-carboxylic acid

Base Information

• Chemical Name: 3-Methylquinoxaline-2-carboxylic acid
• CAS No.: 74003-63-7
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• Hs Code.: 2933990090
• European Community (EC) Number: 635-366-6
• DSSTox Substance ID: DTXSID10424475
• Nikkaji Number: J2.146.004D
• Wikidata: Q81977590
• Mol file: 74003-63-7.mol

Synonyms:3-methylquinoxaline-2-carboxylic acid;MQCA compound

Chemical Property of 3-Methylquinoxaline-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.08E-05mmHg at 25°C
• Melting Point: 168-170°C
• Refractive Index: 1.673
• Boiling Point: 347.1°C at 760 mmHg
• PKA: 2.37±0.30(Predicted)
• Flash Point: 163.7°C
• PSA: 63.08000
• Density: 1.355g/cm³
• LogP: 1.63640
• Storage Temp.: -20°C Freezer
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methylquinoxaline-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36/37
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2N=C1C(=O)O
• 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.
• Uses: A metabolite of Carbadox and Olaquindox A Carbadox and Olaquindox metabolite.

Technology Process of 3-Methylquinoxaline-2-carboxylic acid

There total 11 articles about 3-Methylquinoxaline-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl 3-methylquinoxaline-2-carboxylate (61522-54-1) → 3‐methylquinoxaline‐2‐carboxylic acid (74003-63-7)

Guidance literature:

2-Methylchinoxalin-3-carbonsaeuremethylester; With sodium hydroxide; water; In methanol; for 0.5h;

With hydrogenchloride; In methanol; water;

Reference yield: 66.0%

3-methylquinoxaline-2-carbaldehyde (25519-55-5) → 3‐methylquinoxaline‐2‐carboxylic acid (74003-63-7)

Guidance literature:

With potassium permanganate; sulfuric acid; In pyridine; water; for 24h;

DOI:10.1007/BF00808754

Reference yield:

benzofurazan oxide (480-96-6,68100-26-5) + N-(2-hydroxyethyl)-3-oxobutanamide (24309-97-5) → benzofurazan (273-09-6) + 2-methylquinoxaline 1,4-dioxide (6639-86-7) + 3‐methylquinoxaline‐2‐carboxylic acid (74003-63-7) + 2-methyl-3-quinoxaline 1-oxide (112158-56-2) + olaquindox (23696-28-8) + N,N'-dihydroxybenzimidazolinone (40156-73-8)

Guidance literature:

With calcium(II) nitrate; In methanol; at 30 ℃; for 8h; Product distribution; without Ca(NO₃)2, other acetoacetamides;

upstream raw materials:

2,3-dimethylquinoxaline

benzofurazan oxide

N-(2-hydroxyethyl)-3-oxobutanamide

3-methylquinoxaline-2-carbaldehyde

Refernces

• 1、 Li, Jian-Yong,Zhang, Ji-Yu,Zhou, Xu-Zheng,Li, Jin-Shan,Lu, Run-Hua. "Synthesis of the possible metabolites of quinocetone in animals". . p. 49 - 56. Retrieved 2008/02/12.
• 2、 Stumm, G.,Niclas, H.-J.. "An Improved and Efficient Synthesis of Quinoxalinecarboxamide 1,4-Dioxides from Benzofuroxan and Acetoacetamides in the Presence of Calcium Salts". . p. 736 - 744. Retrieved 2007/10/02.