Facile synthesis, cytotoxic and antimicrobial activity studies of a new group of 6-aryl-3-[4-(methylsulfonyl)benzyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines.
The reaction of 4-(methylsulfonyl)phenylacetohydrazide (3) with carbon disulfide and potassium hydroxide followed by hydrazine hydrate gave 4-amino-5-[4-(methylsulfonyl)benzyl]-4H-[1,2,4]triazole-3-thione (4). The resulting triazole was subjected to cyclocondensation reaction with different phenacyl bromides to afford 6-substituted-3-[4-(methylsulfonyl)benzyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines (5a-i). All structures of the newly synthesized compounds were confirmed by IR, NMR, mass spectral studies and elemental analyses. The newly synthesized compounds were screened for their cytotoxic, antibacterial and antifungal activity. Some of the derivatives have exhibited promising biological activity.
Department of Chemistry, Mangalore University, Mangalagangothri 575199, Karnataka, India.
V
V
Sumangala
Boja
B
Poojary
N
N
Chidananda
T
T
Arulmoli
Shalini
S
Shenoy
D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D001419:Bacteria / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D019073:HT29 Cells; D006801:Humans; D051379:Mice; D008826:Microbial Sensitivity Tests; D013829:Thiadiazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity
D000890:Anti-Infective Agents; D013829:Thiadiazines