Synthesis of some new biologically active bis-(thiadiazolotriazines) and bis-(thiadiazolotriazinyl) alkanes

• Published in: Farmaco (Società chimica italiana : 1989) 2001-12, Vol.56 (12), p.899-903
• Main Authors: Shivarama Holla, B, Gonsalves, Richard, Sooryanarayana Rao, B, Shenoy, Shalini, Gopalakrishna, H.N
• Format: Article
• Language: English
• Subjects: Alkanes - chemical synthesis; Alkanes - chemistry; Alkanes - pharmacology; Anti-Infective Agents - chemical synthesis; Anti-Infective Agents - chemistry; Anti-Infective Agents - pharmacology; Antibacterial activity; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antifungal activity; Antifungal agents; Antifungal Agents - chemical synthesis; Antifungal Agents - chemistry; Antifungal Agents - pharmacology; Biological and medical sciences; Bis-(thiadiazolotriazinyl)alkanes; Dimerization; Medical sciences; Microbial Sensitivity Tests; Pharmacology. Drug treatments; Spectrum Analysis; Structure-Activity Relationship; Thiadiazoles - chemical synthesis; Thiadiazoles - chemistry; Thiadiazoles - pharmacology; Triazines - chemical synthesis; Triazines - chemistry; Triazines - pharmacology
• ISSN: 0014-827X; 1879-0569
• DOI: 10.1016/S0014-827X(01)01119-3

4-Amino-3-mercapto-1,2,4-triazin-5(4 H)-ones ( 1) were condensed with dicarboxylic acids 2 to yield bis-(4-oxo-4 H-1,3,4-thiadiazolo[2,3- c]-1,2,4-triazin-7-yl)alkanes ( 3b– d, f– h, j– l, n– p) and bis-thiadiazolotriazines ( 3a, e, i, m). All the newly synthesised compounds were characterised by analytical, IR, NMR and mass spectral studies. Some of the newly synthesised compounds were screened for their antibacterial and antifungal properties. Among the tested compounds, compound 7,7′-(1,4-butanediyl)- bis-(3- t-butyl-4-oxo-4 H-1,3,4-thia-diazolo[2,3- c]-1,2,4-triazine ( 3p) exhibited highest degree of antifungal activity.