Synthesis and blood glucose lowering activity of some novel benzenesulfonylthiourea derivatives substituted with 4-aryl-1-oxophthalazin-2(1H)yl-ones

J Enzyme Inhib Med Chem. 2014 Jun;29(3):362-6. doi: 10.3109/14756366.2013.782300. Epub 2013 Apr 11.

Abstract

Some new benzenesulfonylthiourea derivatives substituted with phthalazones (2a-q) were synthesized by refluxing the appropriate 4-aryl-1-oxophthalazin-2(1H)yl benzenesulfonamides with isothiocyanate in dry acetone over anhydrous K₂CO₃. All the synthesized compounds were characterized on the basis of IR, (1)H NMR, MS data and elemental analysis. These synthesized compounds (2a-q) at the dose of 20 mg/kg were tested for antihyperglycemic activity in the glucose-fed hyperglycemic normal rat model and among these compounds 2f and 2m showed modest antihyperglycemic activity.

Keywords: Antihyperglycemic; diabetes; phthalazone; sulfonylthiourea.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzenesulfonates / chemical synthesis*
  • Benzenesulfonates / pharmacology
  • Blood Glucose / metabolism*
  • Drug Design
  • Female
  • Glucose / administration & dosage
  • Hyperglycemia / chemically induced
  • Hyperglycemia / drug therapy*
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / pharmacology
  • Isothiocyanates / chemistry
  • Male
  • Phthalazines / chemistry*
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship
  • Thiourea / analogs & derivatives
  • Thiourea / chemical synthesis*
  • Thiourea / pharmacology

Substances

  • Benzenesulfonates
  • Blood Glucose
  • Hypoglycemic Agents
  • Isothiocyanates
  • Phthalazines
  • isothiocyanic acid
  • Thiourea
  • Glucose