163137-44-8

Basic information

• Product Name: 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE
• Synonyms: 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE;2-amino-5-chloro-3-pyridinesulphonamide;2-Amino-5-chloro-pyridine-3-sulfonic acid amide;2-AMino-5-chloropyridine-3-sulfonaMide
• CAS NO: 163137-44-8
• Molecular Formula: C5H6ClN3O2S
• Molecular Weight: 207.64
• Mol File: 163137-44-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 446.9°C at 760 mmHg
• Flash Point: 224.1°C
• Appearance: /
• Density: 1.65g/cm³
• Vapor Pressure: 3.52E-08mmHg at 25°C
• Refractive Index: 1.641
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE(163137-44-8)
• EPA Substance Registry System: 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE(163137-44-8)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• HazardClass: IRRITANT
• Hazardous Substances Data: 163137-44-8(Hazardous Substances Data)

Usage

General Description

2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE is a chemical compound that belongs to the class of pyridinesulfonamides. It has the molecular formula C5H6ClN3O2S and a molecular weight of 221.64 g/mol. 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE is also known by the trade name "sulfamethazine" and is commonly used as an antimicrobial agent in veterinary medicine. It works by inhibiting the synthesis of folic acid in bacteria, leading to their death. 2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE is primarily used to treat and prevent bacterial infections in livestock, particularly in poultry and swine. It is generally administered orally or through injection, and has shown effectiveness against a variety of bacterial strains. However, it is important to use this compound with caution as it can also have adverse effects on non-target organisms and the environment.

InChI:InChI=1/C5H6ClN3O2S/c6-3-1-4(12(8,10)11)5(7)9-2-3/h1-2H,(H2,7,9)(H2,8,10,11)

Upstream product

• 163137-45-9 2-amino-5-chloropyridine-3-sulfonyl chloride 
• 1072-98-6 5-chloro-2-pyridylamine 

Downstream Products

• 1298029-77-2 [2-(4-bromo-2-fluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-78-3 [2-(3-nitrobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-79-4 [2-(4-(trifluoromethyl)benzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-80-7 [2-(2,4,5-trifluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-81-8 [2-(4-methoxybenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester 
• 1298029-92-1 [2-(4-bromo-2-fluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid 
• 1298029-93-2 [2-(3-nitrobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid 
• 1298029-94-3 [2-(4-(trifluoromethyl)benzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid 
• 1298029-95-4 [2-(2,4,5-trifluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid 
• 1298029-96-5 [2-(4-methoxybenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid 

Relevant articles and documents

3-alkylamino-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxides structurally related to diazoxide and pinacidil as potassium channel openers acting on vascular smooth muscle cells: Design, synthesis, and pharmacological evaluation

A series of 3-alkylamino-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxides structurally related to diazoxide and pinacidil were synthesized and tested as possible K(ATP) channel openers on isolated pancreatic endocrine tissue as well as on isolated vascular, intestinal, and uterine smooth muscle. In contrast to previously described 3-alkylamino-4H-pyrido[4,3-e]-1,2,4- thiadiazine 1,1-dioxides, most of the new compounds were found to be poorly active on B-cells but exhibited clear vasorelaxant properties. 3-(3,3- Dimethyl-2-butylamino)-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxide (4d) and 7-chloro-3-(3,3-dimethyl-2-butylamino)-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxide (5d), two compounds bearing the alkyl side chain of pinacidil, were found to be the most active representatives of their respective series on rat aorta rings. 3-Cycloalkylalkylamino- and 3-aralkylamino-7-chloro-4H- pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxides also expressed myorelaxant activity on electrically stimulated guinea pig ileum and on oxytocin-induced contractions of the rat uterus. Further biological investigations (86Rb efflux measurements, vasodilator potency on 30 and 80 mM KCl-induced contractions in the absence and presence of glibenclamide) revealed that compounds 4d and 5d, but not compound 5f, expressed the pharmacological profile of classical K(ATP) channel openers. In conclusion, by changing the position of the nitrogen atom in the pyridine ring, we now have obtained a family of drugs expressing an opposite tissue selectivity. Taken as a whole, the present findings also suggest that 3-alkylamino-4H-pyrido[2,3-e]-1,2,4- thiadiazine 1,1-dioxides such as 4c, 4d, 5c, and 5d may be considered as new examples of K(ATP) channel openers expressing a pharmacological profile similar to that of pinacidil and diazoxide.