SULFACHLOROPYRIDAZINE Property

Melting point:

186-187℃

Boiling point:

559.7±60.0 °C(Predicted)

Density 

1.588

refractive index 

1.6300 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

0.5 M NaOH: soluble50mg/mL

pka

pKa 6.10 (Uncertain)

form 

powder

color 

off-white to light yellow

BRN 

261558

EPA Substance Registry System

Benzenesulfonamide, 4-amino-N-(6-chloro-3-pyridazinyl)- (80-32-0)

Safety

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2935909550

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

SULFACHLOROPYRIDAZINE Chemical Properties,Usage,Production

Description

It is a sulfonamide antibiotic that is usually used as antibacterial anti-inflammatory drug, which has been applied in the treatment of acute urinary tract infections in childhood. Specifically, due to its antibiotic activity, this chemical has been selected as an ingredient to prepare antibacterial composition.¹ Moreover, this substance can be introduced in the drinking water to fabricate aqueous liquid formulations for combating bacterial and protozoal in animals.² In addition, this compound can act as an eco-friendly inhibitor for corrosion of mild steel in H2SO4 solution.³ Besides, sulfachloropyridazine associated to tripelennamine hydrocholoride has been demonstrated to function as an anti-stress agent in poultry after vaccinations.⁴

Brand Name(s) in US

Vetisulid

Reference

1. Stolar, M. E., Synergistic antibacterial composition US Patent 4470978 1984.
2. Gerhard Lukas; Atasoy, K., Aqueous liquid formulations for control of bacterial and protozoal diseases US Patent 4423043 1983.
3. Omar A. Hazazi; Ahmed Fawzy; Awad, M. I., Sulfachloropyridazine as an Eco-Friendly Inhibitor for Corrosion of Mild Steel in H2SO4 Solution Chemical Science Review and Letters 2015, 4, 67-79.
4. M. Nakano; M.N. Narimatsu; Portugal, M. A. S. C., Use of sulfachloropyridazine associated to tripelennamine hydrochloride as anti-stress agent in poultry after vaccinations. Biologico 1977.

Originator

Sonilyn,Mallinckrodt Inc.,US,1962

Uses

Sulfachloropyridazine is an antibacterial compound.This compound is a contaminant of emerging concern (CECs).

Definition

ChEBI: A sulfonamide antimicrobial used for urinary tract infections and in veterinary medicine.

Manufacturing Process

1.9 parts of 3,6-dichloropyridazine, 3.4 parts of sulfanilamide, 2.7 parts of potassium carbonate and 1 part of sodium chloride were ground together. The solid mixture was heated with stirring and as the dichloropyridazine and sulfanilamide melted, the mixture became a slurry. When the bath temperature had reached 140°C a sudden evolution of carbon dioxide occurred which lasted about 5 minutes, after which the mixture set in fine granules. When no more carbon dioxide was evolved, heating was stopped and the reaction mixture was heated with sufficient water to dissolve it and the solution allowed to cool. Unreacted sulfanilamide was collected by filtration. Excess dichloropyridazine was removed from the filtrate by extraction with a water immiscible organic solvent such as ether.
The basic solution was chilled and poured into one-half volume of 1:3 acetic acid. Sufficient hydrochloric acid was added to bring the mixture to pH 4. The crude 3-sulfanilamido-6-chloropyridazine which precipitated was purified by solution in 6 parts of 1:100 ammonium hydroxide, charcoal treatment and precipitation by pouring of the filtrate into dilute acetic acid.

brand name

Nefrosul (3M Pharmaceuticals); Sonilyn,(Carter-Wallace); Vetisulid [Veterinary] (Fort Dodge Animal Health).

Therapeutic Function

Antibacterial