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59-40-5

59-40-5 Structure

59-40-5 Structure
IdentificationMore
[Name]

Sulfaquinoxaline
[CAS]

59-40-5
[Synonyms]

2-SULFANILAMIDOQUINOXALINE
4-AMINO-N-2-QUINOXALINYLBENZENESULFONAMIDE
4-(QUINOXALINE-2-YLAMINO)-BENZENESULFONIC ACID AMIDE
ANTI-K(R)
n1-(2-quinoxalinyl)sulfanilamide
N-(2-QUINOXALINYL)SULFANILAMIDE
N'-2-QUINOXALYL SULFANILAMINE
SULFABENZPYRAZINE
SULFACHINOXALIN
SULFACHINOXALINE
sulfa-q 20
SULFAQUINOXALIN
SULFAQUINOXALINE
2-p-aminobenzenesulfonamidoquinoxaline
2-p-aminobenzenesulphonamidoquinoxaline
4-amino-n-2-quinoxalinyl-benzenesulfonamid
anti-k
avicocid
compound3-120
italquina
[EINECS(EC#)]

213-526-2
[Molecular Formula]

C14H12N4O2S
[MDL Number]

MFCD00055406
[Molecular Weight]

300.34
[MOL File]

59-40-5.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

247-2480C
[Boiling point ]

551.1±60.0 °C(Predicted)
[density ]

1.3196 (rough estimate)
[refractive index ]

1.6440 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

neat
[pka]

5.65±0.10(Predicted)
[color ]

Pale Yellow to Yellow
[Usage]

Coccidiostat
[Merck ]

13,9025
[BRN ]

290026
[Major Application]

agriculture
environmental
[InChI]

InChI=1S/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)
[InChIKey]

NHZLNPMOSADWGC-UHFFFAOYSA-N
[SMILES]

C1(S(NC2C=NC3C(N=2)=CC=CC=3)(=O)=O)=CC=C(N)C=C1
[LogP]

1.680
[CAS DataBase Reference]

59-40-5(CAS DataBase Reference)
[EPA Substance Registry System]

59-40-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R42/43:May cause sensitization by inhalation and skin contact .
[Safety Statements ]

S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[WGK Germany ]

3
[RTECS ]

WP2100000
[TSCA ]

TSCA listed
[HS Code ]

29350090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Resp. Sens. 1
Skin Sens. 1
[Safety Profile]

Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and SOx.
[Hazardous Substances Data]

59-40-5(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->o-Phenylenediamine-->Benzenesulfonyl chloride-->Sulfanilamide-->Acetanilide-->Ferrous chloride-->2-Quinoxalinone-->2-Chloroquinoxaline-->2-Aminoquinoxaline
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N1-(2-Quinoxalinyl)sulfanilamide(59-40-5).msds
Questions And AnswerBack Directory
[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.
[Brand Name(s) in US]

Sulfa-Nox
[Reference]

Campbell, W. C. "History of the discovery of sulfaquinoxaline as a coccidiostat." Journal of Parasitology 94.4(2008):934-945.
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Uses]

antihistaminic
[Uses]

Coccidiostat
[Definition]

ChEBI: 4-amino-N-(2-quinoxalinyl)benzenesulfonamide is a sulfonamide and a member of benzenes.
[Production Methods]

Sulphaquinoxaline is synthesised through a multi-step chemical process that begins with the preparation of 2-chloroquinoxaline, which is reacted with sulfanilamide in the presence of a base such as potassium carbonate and an appropriate solvent like ethanol or dimethylformamide. This nucleophilic substitution reaction forms the sulphaquinoxaline molecule by linking the sulfonamide group to the quinoxaline ring. The reaction mixture is typically heated under reflux to ensure complete conversion, then cooled and filtered to isolate the crude product.
[Mechanism of action]

Bactericide action, kills vitamin K-producing bacteria in the rat intestine
[Pesticide Type]

Veterinary substance
Spectrum DetailBack Directory
[Spectrum Detail]

Sulfaquinoxaline(59-40-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

59-40-5(sigmaaldrich)
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