2-Quinoxalinecarboxylic acid

Base Information

• Chemical Name: 2-Quinoxalinecarboxylic acid
• CAS No.: 879-65-2
• Molecular Formula: C9H6N2O2
• Molecular Weight: 174.159
• Hs Code.: 29339900
• European Community (EC) Number: 632-974-3
• NSC Number: 86873
• UNII: M5OE8SN42M
• DSSTox Substance ID: DTXSID80236688
• Nikkaji Number: J149.858D
• Wikidata: Q27283516
• ChEMBL ID: CHEMBL151797
• Mol file: 879-65-2.mol

Synonyms:2-QCA;quinoxaline-2-carboxylic acid

Chemical Property of 2-Quinoxalinecarboxylic acid

Chemical Property:

• Appearance/Colour: Yellowish-green crystalline powder
• Vapor Pressure: 1.17E-05mmHg at 25°C
• Melting Point: 208 °C (dec.)(lit.)
• Boiling Point: 355.1 °C at 760 mmHg
• PKA: 2.91±0.30(Predicted)
• Flash Point: 168.6 °C
• PSA: 63.08000
• Density: 1.421 g/cm³
• LogP: 1.32800
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-Quinoxalinecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)C(=O)O
• Uses: 2-Quinoxalinecarboxylic Acid is a residue of Carbadox (C175825) which is an antimicrobial drug.

Technology Process of 2-Quinoxalinecarboxylic acid

There total 19 articles about 2-Quinoxalinecarboxylic 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: 86.0%

2-methylquinoxaline (7251-61-8) → quinoxaline-2-carboxylic acid (879-65-2)

Guidance literature:

With Pseudomonas putida ATCC 33015; In benzyl alcohol; for 99h; Reagent/catalyst; Time;

DOI:10.1021/op025501e

Reference yield: 59.0%

(1S,2R,3S)-1-(quinoxalin-2-yl)butane-1,2,3,4-tetraol → quinoxaline-2-carboxylic acid (879-65-2)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In water; Heating;

DOI:10.1002/cmdc.202100431

Reference yield: 50.0%

(1R,2S,3R)-1-(quinoxalin-2-yl)butane-1,2,3,4-tetraol (4711-06-2,20188-63-0,20218-62-6,80840-09-1) → quinoxaline-2-carboxylic acid (879-65-2)

Guidance literature:

(1R,2S,3R)-1-(quinoxalin-2-yl)butane-1,2,3,4-tetraol; With sodium hydroxide; In water; at 40 ℃; for 0.75h;

With dihydrogen peroxide; In water; at 40 - 60 ℃; for 4.5h;

With hydrogenchloride; water;

DOI:10.3109/14756366.2010.543419

upstream raw materials:

Quinoxaline-2-carboxaldehyde

2-furan-2-yl-quinoxaline

2-<(E)-2-Phenylethenyl>chinoxalin

2-nitromethyl-quinoxaline

Downstream raw materials:

quinoxaline-2-carboxylic acid methyl ester

ethyl quinoxaline-2-carboxylate

quinoxaline-2-carboxylic acid chloride

2,3-diethynylquinoxaline

Refernces

• 1、 Fanta et al.. "-". . p. 4577. Retrieved 1958.
• 2、 Gupta, Deepali,Radhakrishnan, Mahesh,Thangaraj, Devadoss,Kurhe, Yeshwant. "Antidepressant and anti-anxiety like effects of 4i (N-(3-chloro-2- methylphenyl) quinoxalin-2-carboxamide), a novel 5-HT3 receptor antagonist in acute and chronic neurobehavioral rodent models". supporting information. p. 59 - 67. Retrieved 2014/05/20.