Synthesis and Antibacterial Activity of Benzazolyl Azolyl Sulfamoyl Acetamides

Rajeswari, T.; Rekha, T. N.; Reddy, Guda Dinneswara; Padmaja, A.; Padmavathi, V.

doi:10.1002/jhet.3634

Cited by 6 publications

(2 citation statements)

References 37 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[ 18,21 ] In fact, we have achieved N ‐sulfonylation of heteroarylamines with ethyl chloroacetate in the presence of dispersed sodium in tetrahydrofuran (THF). [ 22 ] It was observed that the reaction proceeded effectively with dispersed Na. As such, we have carried out the reaction of 15 with methyl 2‐chloroacetate in the presence of dispersed sodium under ultrasonication at a frequency of 46 kHz wherein 2‐chloro‐ N ‐[4‐(4‐chlorofuran‐2‐yl)‐1 H ‐imidazol‐2‐yl]acetamide ( 17 ) was obtained in an excellent yield.…”

Section: Resultsmentioning

confidence: 99%

Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides

Rekha

et al. 2021

Archiv der Pharmazie

Self Cite

View full text Add to dashboard Cite

A library of bis(azolyl)sulfonamidoacetamides was prepared by the reaction of azolylsulfonylamines with azolylchloroacetamides in the presence of pyridine/4‐(dimethylamino)pyridine (DMAP) under ultrasonication. The reaction proceeded well with DMAP, resulting in a higher yield of the products. The antimicrobial activity of the compounds indicated that N‐{5‐[N‐(2‐{[4‐(4‐chloro‐1H‐pyrrol‐2‐yl)‐1H‐imidazol‐2‐yl)amino}‐2‐oxoethyl)sulfamoyl]‐4‐phenylthiazol‐2‐yl}benzamide (22a), N‐{5‐[N‐(2‐{[4‐(4‐chloro‐1H‐pyrrol‐2‐yl)‐1H‐imidazol‐2‐yl]amino}‐2‐oxoethyl)sulfamoyl]‐4‐(4‐chlorophenyl)thiazol‐2‐yl}benzamide (22c), and N‐{5‐[N‐(2‐{[4‐(4‐chloro‐1H‐pyrrol‐2‐yl)‐1H‐imidazol‐2‐yl]amino}‐2‐oxoethyl)sulfamoyl]‐4‐(4‐chloro‐phenyl)‐1H‐imidazol‐2‐yl}benzamide (24c) exhibited a low minimal inhibitory concentration (MIC) against Bacillus subtilis, equal to the standard drug, chloramphenicol. Compounds 22c and 24c also showed low MICs against Aspergillus niger, equal to the standard drug, ketoconazole. The molecular properties of the synthesized molecules were studied to identify druglikeness properties of the target compounds. On the basis of molecular properties prediction, 19a, 19b, 20b, 20c, 21a–c, 22b, 22c, and 23a–c can be treated as drug candidates.

show abstract

Section: Resultsmentioning

confidence: 99%

Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides

Rekha

et al. 2021

Archiv der Pharmazie

Self Cite

View full text Add to dashboard Cite

show abstract

“…These entities are incredibly valued in the discovery of new APIs but are often non-trivial to synthesise. As such, an optimised reaction sequence would be invaluable to both a medicinal hit-to-lead process and the scaled preparation, offering advantages over similar preparations [69,70]. In total, fourteen different benzothiazole-secondary amines (18a-n) have been generated from five different benzo-1,2,3-dithiazole 2-oxides (17a-e, Table 2); the yield varied widely, with some being as low as 8%, though there is no indication that the process was optimised.…”

Section: Formation Of Secondary 2-aminobenzothiazolesmentioning

confidence: 99%

Benzo[1,2,3]dithiazole Compounds: A History of Synthesis and Their Renewed Applicability in Materials and Synthetic Chemistry, Originating from the Herz Reaction

Nicholls

Baxendale

2021

Reactions

View full text Add to dashboard Cite

The benzo[1,2,3]dithiazole is a unique heteroaromatic functionality whose conjugated profile instils some fascinating electronic properties. This has been historically recognized in the design and manufacture of organic dyes early last century. Although, with the benefit of increased diagnostic techniques and improved understanding, these structures are attracting greater attention in additional research settings, including applications as organic radicals and semiconductors. In addition, the benzodithiazole functionality has been shown to be a valuable synthetic intermediate in the preparation of a variety of other privileged aromatic and heteroaromatic targets, many of which are important APIs. In this review, the authors aim to critically analyse the potential applicability of these compounds to the fields of not only small-scale laboratory synthetic and medicinal chemistry but also commercial-scale processes and increasingly materials chemistry.

show abstract

Novel thiazolidines of potential anti-proliferation properties against esophageal squamous cell carcinoma via ERK pathway

Aziz

Nguyen

Chang

et al. 2023

European Journal of Medicinal Chemistry

View full text Add to dashboard Cite

Synthesis and Antibacterial Activity of Benzazolyl Azolyl Sulfamoyl Acetamides

Cited by 6 publications

References 37 publications

Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides

Molecular properties prediction, synthesis, and antimicrobial activity of bis(azolyl)sulfonamidoacetamides

Benzo[1,2,3]dithiazole Compounds: A History of Synthesis and Their Renewed Applicability in Materials and Synthetic Chemistry, Originating from the Herz Reaction

Novel thiazolidines of potential anti-proliferation properties against esophageal squamous cell carcinoma via ERK pathway

Contact Info

Product

Resources

About