Present work reports the synthesis of series of thia-oxadiazolophanes using Tandem method. Reaction of dihydrazide (oxalic acid dihydrazide, malonic acid dihydrazide, succinic acid dihydrazide, glutaric acid dihydrazide, pimelic acid dihydrazide, suberic acid dihydrazide, azelaic acid dihydrazide and sebacic acid dihydrazide) with KOH and CS2 in alcohol resulted in the formation of K-salt of bis-[5,5’-(mercapto)-1,3,4- oxadiazole-2,2’-yl]alkane with evolution of H2S gas. After complete removal of H2S gas, 1,2-dibromoethane was added and the mixture was further refluxed. Structures of newly synthesized compounds were established using FTIR, 1H NMR and elemental analysis. All the compounds are screened for their anti-inflammatory activities. IC50 values reveal that the newly synthesized compounds exhibit significant anti-inflammatory activities. Representative samples were studied for cytotoxicity. Results of cytotoxicity study reveal that the compounds exhibit poor cytotoxicity.