Synthesis and pharmacological properties of benzothiazole, 1,3-4-oxadiazole and 1,3,4-thiadiazole derivatives

Pharmazie. 1994 Dec;49(12):880-4.

Abstract

The reaction of the 2-amino-substituted 1,3,4-oxadiazoles 9, 10 and the benzothiazoles 11, 12 with ethyl cyanoacetate is described. The obtained cyanoacetamide derivatives 13-16 gave the benzylidene derivatives 18-21 by condensation with benzaldehyde. 2-Phenyl-5-amino-1,3,4-oxadiazolo[3,2-a]pyrimidin-7-one (17) was also obtained. Moreover, the preparation of 6,7,8,9-tetraydro-5H-1,3,4-thiadiazolo[2,3-b]quinazolin++ +-5-thio-derivatives 22-25 and N-(1,3,4-thiadiazol-2-yl-5-substituted)-3,4-5,6-tetrahydro-anthran ilic acids 26-29 is also described. All above compounds and compounds, related to them, 1-8 were tested for their analgesic and antiinflammatory activities and the pharmacological screening results are reported and discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / toxicity
  • Behavior, Animal / drug effects
  • Benzothiazoles
  • Carrageenan
  • Edema / chemically induced
  • Edema / prevention & control
  • Lethal Dose 50
  • Male
  • Mice
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / pharmacology
  • Oxadiazoles / toxicity
  • Pain Measurement / drug effects
  • Rats
  • Rats, Sprague-Dawley
  • Stomach Ulcer / chemically induced
  • Thiadiazoles / chemical synthesis*
  • Thiadiazoles / pharmacology
  • Thiadiazoles / toxicity
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology
  • Thiazoles / toxicity

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzothiazoles
  • Oxadiazoles
  • Thiadiazoles
  • Thiazoles
  • Carrageenan
  • benzothiazole