To discover new 1,2,4-triazole derivatives which may possess significant biological activities, we synthesized a series of novel 6-aryl-3-(D-galactopentitol-1-yl)-7H-1,2,4-triazolo [3,4-b][1,3,4]thiadiazines and 4-(arylmethylidene)amino-5-(D-galactopentitol-1-yl)-3-mercapto-4H-1,2,4-triazoles from 4-amino-3-(D-galactopentitol-1-yl)-5-mercapto-1,2,4-triazole. All the title compounds were characterized by elemental analysis, IR, 1 H-and 13 C-NMR. Plant growth-regulating activity tests showed that these compounds have remarkable effects on the growth of radish and wheat.

A series of 6-aryl-3-(3-hydroxypropyl)-7H-1,2,4-triazolo [3,4-b][1,3,4]-thiadiazines were synthesized by the reaction of 4-amino-3-(3-hydroxypropyl)-5-mercapto-1,2,4-triazole (1) with substituted ω-haloacetophenones. Their structures were confirmed by elemental analysis, IR, 1 H-NMR, and 13 C-NMR. Tests of plant growth regulating effects showed that the title compounds display remarkable inhibitory activities on the growth of radish and wheat.

A series of novel 4-(arylmethylidene)amino-5-(2-ethoxyphenyl)-3-mercapto-4H-1,2,4-triazoles (2a-f) were easily synthesized in high yields by means of the reactions of 3-(2-ethoxyphenyl)-4-amino-5-mercapto-4H-1,2,4-triazole (1) with various aromatic aldehydes. The compound, 4-(4-methylbenzylidene)-amino-5-(2-ethoxyphenyl)-3-mercapto-4H-1,2,4-triazole was investigated with X-ray crystallography.

Key indicatorsSingle-crystal X-ray study T = 298 K Mean (C-C) = 0.004 Å R factor = 0.062 wR factor = 0.166 Data-to-parameter ratio = 12.8For details of how these key indicators were automatically derived from the article, see

Thiadiazine derivatives R 0660A Convenient Synthesis and Biological Activities of Novel 6-Aryl-3-(1,2,3,4-tetrahydroxybutan-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines. -Title compounds (V) bearing a tetrahydroxy-butan-1-yl side chain exhibit better solubility compared to similar derivatives prepared earlier. Nearly all derivatives possess plant growth-promoting properties. -(YE, X.-X.; ZHANG, J.; ZHANG, A.-J.; ZHANG*, L.-X.; J. Heterocycl. Chem. 45 (2008) 4, 987-991; Coll. Chem. Mater. Sci., Wenzhou Univ., Wenzhou 325027, Peop. Rep. China; Eng.) -M. Paetzel 46-176