Sulfaquinoxaline

Base Information

• Chemical Name: Sulfaquinoxaline
• CAS No.: 59-40-5
• Deprecated CAS: 8027-68-7
• Molecular Formula: C14H12N4O2S
• Molecular Weight: 300.341
• Hs Code.: 29350090
• European Community (EC) Number: 200-423-2
• NSC Number: 41805
• UNII: WNW8115TM9
• DSSTox Substance ID: DTXSID8042424
• Nikkaji Number: J4.601I
• Wikipedia: Sulfaquinoxaline
• Wikidata: Q1019320
• NCI Thesaurus Code: C76979
• Metabolomics Workbench ID: 45907
• ChEMBL ID: CHEMBL1437847
• Mol file: 59-40-5.mol

Synonyms:Sulfabenzpyrazine;Sulfachinoxalin;Sulfaquinoxaline

Chemical Property of Sulfaquinoxaline

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 3.42E-12mmHg at 25°C
• Melting Point: 247-248 °C
• Refractive Index: 1.6440 (estimate)
• Boiling Point: 551.1 °C at 760 mmHg
• PKA: 5.65±0.10(Predicted)
• Flash Point: 287.1 °C
• PSA: 106.35000
• Density: 1.491 g/cm³
• LogP: 3.74780
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 300.06809681
• Heavy Atom Count: 21
• Complexity: 442

Purity/Quality:

99% ^*data from raw suppliers

Sulfaquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-42/43
• Safety Statements: 22-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)NS(=O)(=O)C3=CC=C(C=C3)N
• Description: Sulfaquinoxaline is a kind of veterinary medicine which can be used for the treatment of coccidiosis in cattle and sheep. It is usually used in combination with Amprolium and Vitamin K. It is a protective agent against upper respiratory infections of poultry and a prophylactic against coccidiosis. It takes effects via inhibiting vitamin K epoxidase (epoxide reductase, menadione epoxide reductase) and quinone reductase. Sulfaquinoxaline played an important part in the demotion of roast chicken from vaunted Sunday-dinner status to an un-respected position on the everyday menu of the Western world. Although it has long been eclipsed by other drugs in poultry management, it continues to be used in other host species.

Technology Process of Sulfaquinoxaline

There total 9 articles about Sulfaquinoxaline 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: 93.0%

sulfanilamide (63-74-1) + chloroacetic acid (79-11-8) + 1,2-diamino-benzene (95-54-5) → sulphaquinoxaline (59-40-5,8027-68-7)

Guidance literature:

chloroacetic acid; 1,2-diamino-benzene; With N'-methyl-N-heptylimidazolium hydroxide salt; at 100 ℃; for 2h;

sulfanilamide; With trichlorophosphate; at 100 ℃; for 3h; Concentration; Temperature;

Reference yield: 91.2%

N-[4-(quinoxalin-2-ylsulfamoyl)phenyl]acetamide (6632-67-3) → sulphaquinoxaline (59-40-5,8027-68-7)

Guidance literature:

With sodium hydroxide; In water; for 2h; Heating;

DOI:10.1016/j.bmc.2005.11.006

Reference yield:

quinoxalin-2-ylamine (5424-05-5) → sulphaquinoxaline (59-40-5,8027-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 31.6 percent / pyridine / 25 °C

2: 91.2 percent / NaOH / H₂O / 2 h / Heating

With pyridine; sodium hydroxide; In water;

DOI:10.1016/j.bmc.2005.11.006

upstream raw materials:

2-chloroquinoxaline

sulfanilamide

N-[4-(quinoxalin-2-ylsulfamoyl)phenyl]acetamide

quinoxalin-2-ylamine

Downstream raw materials:

N-(4-quinoxalin-2-ylsulfamoyl-phenyl)-succinamic acid

ethyl 2,3-dioxobutyrate-2-<(N¹-2-quinoxalyl)sulfonamidophenyl>hydrazone

Refernces

• 1、 Li, Jian,Chen, Jing,Gui, Chunshan,Zhang, Li,Qin, Yu,Xu, Qiang,Zhang, Jian,Liu, Hong,Shen, Xu,Jiang, Hualiang. "Discovering novel chemical inhibitors of human cyclophilin A: Virtual screening, synthesis, and bioassay". . p. 2209 - 2224. Retrieved 2007/10/03.