7047-12-3

Upstream product

• 7047-05-4 5-(4-chloro-phenyl)-[1,2,4]dithiazole-3-thione 
• 122-01-0 4-chloro-benzoyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 121454-09-9 chlorocarbonylsulfinyl chloride 
• 2521-24-6 4-chlorothiobenzamide 
• 619-56-7 4-chlorobenzamide 
• 7047-17-8 (4-chloro-benzoyl)-dithiocarbamic acid methyl ester 
• 5067-90-3 2-chlorobenzoyl isothiocyanate 
• 2757-23-5 chloro(chlorosulfanyl)methanone 

Downstream Products

• 3553-63-7 p-chlorothiobenzoyl isocyanate 
• 597-82-0 O,O,O-triphenyl phosphorothioate 
• 7783-06-4 hydrogen sulfide 
• 2521-24-6 4-chlorothiobenzamide 

Relevant academic research and scientific papers

Cyclic Sulfenyl Thiocarbamates Release Carbonyl Sulfide and Hydrogen Sulfide Independently in Thiol-Promoted Pathways

Hydrogen sulfide (H2S) is an important signaling molecule that provides protective activities in a variety of physiological and pathological processes. Among the different types of H2S donor compounds, thioamides have attracted attention due to prior conjugation to nonsteroidal anti-inflammatory drugs (NSAIDs) to access H2S-NSAID hybrids with significantly reduced toxicity, but the mechanism of H2S release from thioamides remains unclear. Herein, we reported the synthesis and evaluation of a class of thioamide-derived sulfenyl thiocarbamates (SulfenylTCMs) that function as a new class of H2S donors. These compounds are efficiently activated by cellular thiols to release carbonyl sulfide (COS), which is quickly converted to H2S by carbonic anhydrase (CA). In addition, through mechanistic investigations, we establish that COS-independent H2S release pathways are also operative. In contrast to the parent thioamide-based donors, the SulfenylTCMs exhibit excellent H2S releasing efficiencies of up to 90percent and operate through mechanistically well-defined pathways. In addition, we demonstrate that the sulfenyl thiocarbamate group is readily attached to common NSAIDs, such as naproxen, to generate YZ-597 as an efficient H2S-NSAID hybrid, which we demonstrate releases H2S in cellular environments. Taken together, this new class of H2S donor motifs provides an important platform for new donor development.

3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents

Small molecules with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guérin (BCG), among which HT1171 was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one molecules in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one compound 4n was found to be the most active with a lowest MIC90 value of 1 μg/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound 4n displayed a lower inhibitory ratio than HT1171 at the concentration of 100 μM, indicating its better safety profile.

Thioacyl Isocyanates, XII. Preparation and Comparison of Aliphatic, Aromatic, and Heteroaromatic Compounds

Many 1,2,4-dithiazol-3-ones (2), especially with aliphatic and heterocyclic substituents, and some thiazoline-4,5-diones (3) were synthesized from thioamides (1).Extrusion of sulfur or carbon monoxide, respectively, afforded the thioacyl isocyanates 5.Rea