Res. Chem. Intermed.
, Vol. 27, No. 6, pp. 605–614 (2001)
Organotin(IV) complexes of Schiff bases derived by
condensation of heterocyclic ketones and sulfa drugs
H. L. SINGH, M. K. GUPTA and A. K. VARSHNEY
Department of Chemistry, University of Rajasthan, Jaipur-302004, India
Received 20 April 2000; accepted 15 March 2001
Abstract—Reaction of bis(triorganotin)oxide with Schiff bases derived by condensation of hetero-
cyclic ketones, 2-acetylfuran and 2-acetylthiophene, with various sulfadrugs (sulfaguanidine, sul-
fathiazole, sul soxazole and sulfadiazine) leads to the formation of a new series of organotin(IV)
complexes. An attempt has been made to probe their structures on the basis of elemental analysis,
conductance measurements, molecular weight determination, UV, IR and NMR (
spectral studies. The results of antimicrobial effects of some representative complexes on different
species of pathogenic fungi and bacteria have also been recorded and discussed.
: Hetrocyclic ketones; sulpha drugs; tributyltin(IV) oxide; organotin(IV)complexes; micro-
bial activity; spectral studies.
Tin and its compounds have a number of applications in the pharmaceutical industry.
These include established uses in the elds of dentistry and veterinary medicine,
and recently there have been additional developments in radiopharmacology and
chemotherapy. Although not used at the present time, certain organotin complexes
have shown potential as antitumour drugs, which represents one of the most exciting
areas of research in modern medicine.
Many chemotherapeutically important sulfa drugs, like sulfadiazine, sulfathia-
zole, sulfamerazine, etc. possess SO
NH moiety as an important toxophoric func-
tion. The Schiff bases derived from sulfa drugs and aromatic aldehydes, ketones
and their complexes have been shown to have extensive application in such diverse
elds as medicine, pharmacology and analytical chemistry [1– 10] and 5-methyl-
2-sulphanilamide-1,3,4-oxadiazole has highly speci c in vitro activity aganist my-
cobacterium tuberculosis . This has led to considerable interest in their coor-
dination chemistry [12– 15]. In order to develop new antifungal and antibacterial
compounds to high potency, there are eight biologically important moieties that
were coupled and with the resulting molecules, metal chelates were synthesized.