Naproxen in heterocyclic chemistry: Novel syntheses of triazoles,triazolothiadiazines, triazolothiadiazoles,and triazolothiadiazepine bearing an asymmetric carbon atom and radiostability of the biologically active compounds

Several s‐triazoles 2, 7a, 10, 12 ; s‐triazolo[3,4‐b][1,3,4]thiadiazines ( 3–5 ); s‐triazolo[3,4‐b][1,3,4]thiadiazoles ( 6, 8, 11, 15 ); and s‐triazolo[3,4‐b][1,3,4]thiadiazepine ( 14 ) were synthesized starting from 2‐(6‐methoxy‐2‐naphthyl)propanoic acid ( 1 ) (Naproxen). The structures of the synthesized compounds were elucidated by elemental analyses and spectral data. Compounds 2, 5, 11, 12, 14 , and 15 exhibited a remarkable antifungal activity compared with the standard fungicide Mycostatine. Radiosterilization of the biologically active compounds 2, 5, 11 , and 14 in the dry state may prove to be applicable (retaining their structures unchanged up to 40 kGy). © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:199–206, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10019