73742-63-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Mercapto-3-pyridinesulfonamide is used as a building block for the synthesis of various pharmaceutical drugs due to its unique chemical structure and properties.
Used in Antibacterial and Antimicrobial Applications:
4-Mercapto-3-pyridinesulfonamide is used as an antibacterial and antimicrobial agent, leveraging its inherent properties to combat infections and microbial growth.
Used in Antioxidant and Antitumor Research:
4-Mercapto-3-pyridinesulfonamide is used as a subject of research for its potential antioxidant and antitumor properties, with the aim of developing new therapeutic agents for various diseases and conditions.

InChI:InChI=1/C5H6N2O2S2/c6-11(8,9)5-3-7-2-1-4(5)10/h1-3H,(H,7,10)(H2,6,8,9)

Upstream product

• 1078159-94-0 potassium 1,1-dioxopyrido[4,3-e]-1,4,2-dithiazine-3-thiolate 
• 1229666-32-3 2-(3-sulfamoyl-4-pyridyl)thiouronium chloride 

Downstream Products

• 353278-70-3 4-(benzylthio)pyridine-3-sulfonamide 

Relevant academic research and scientific papers

Carbonic anhydrase inhibitors: Synthesis and inhibition of the human cytosolic isozymes I and II and transmembrane isozymes IX, XII (cancer-associated) and XIV with 4-substituted 3-pyridinesulfonamides

A series of novel 4-substituted-3-pyridinesulfonamides (2-27 and 31-33) have been synthesized and investigated as inhibitors of five isoforms of zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1), that is, the cytosolic, ubiquitous isozymes CA I and II, and transmembrane isozymes CA IX, XII (cancer-associated) and XIV. Against the human isozymes hCA I, the new compounds showed inhibition constants in the range of 0.078-11.7 μM, against hCA II in the range of 9.9-140 nM, against hCA IX in the range of 4.6-313 nM, against hCA XII in the range of 3.4-21.6 nM, and against hCA XIV in the range of 50.9-160 nM, respectively. Compounds 4, 6, 7, 9, 11-14, 19, 20, 22-24, 26, 27, 31 and 32 showed excellent hCA IX inhibitory efficacy, with inhibition constants of 4.6-12.0 nM, being much more effective as compared to the clinically used sulfonamides AAZ, MZA, EZA, DCP and IND. 4-[N′-(6-Chloro-7-cyano-1,1-dioxo-1,4,2-benzodithiazin-3-yl)hydrazino]-3-pyridinesulfonamide (31) is the prominent of the compounds due to its remarkable inhibitory activity toward hCA I (KIs = 0.078 μM), hCA IX (KIs = 7.2 nM) and hCA XII (KIs = 3.4 nM).

Syntheses of potassium 1,1-dioxopyrido[4,3-e]-1,4,2-dithiazine-3-thiolate and its application to the synthesis of novel sulfonamides with potential biological activity

(Chemical Equation Presented) Potassium 1,1-dioxopyrido[4,3-e]-1,4,2- dithiazine-3-thiolate 2 has been synthesized and applied to the syntheses of 7H-1,1-dioxopyrido[4,3-e]-1,4,2-dithiazolium-3-thiolate 3 and 3-methylthiopyrido[4,3-e]-1,4,2-dithiazine 1,1-dioxide 4 which provided easy access to a variety of its 3-amino derivatives 5-10. Hydrazinolysis of 7, 8 and 10 afforded the corresponding 3-amino-2-(1,4-dihydro-4-thioxopyrid-3-ylsulfonyl) guanidines 11-13. Subsequent reaction of 12 with 4-chlorobenzaldehyde gave condensation product 14. 1,4-Dihydro-2-thioxopyridine-3-sulfonamide 15 was also prepared from the potassium salt 2 upon alkaline hydrolysis, whereas alkylation of 15 gave the appropriate S-substituted derivatives 16-19 or S,N-disubstituted compounds 20-21.