Synthesis and collateral dilator activity of nitroxyalkylamides having direct or latent sulfhydryl moieties

Bioorg Med Chem Lett. 2003 May 5;13(9):1527-30. doi: 10.1016/s0960-894x(03)00199-9.

Abstract

To develop an orally active, long-acting nitrate that does not induce tolerance, nitroxyalkyl compounds were prepared and their activities evaluated by the use of carotid collaterals in anesthetized dogs. A compound having a favorable pharmacological profile, that is, long-lasting collateral vasodilatation and little hypotension, and lack of nitrate tolerance, was chosen for further evaluation.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Area Under Curve
  • Carotid Arteries
  • Collateral Circulation / drug effects*
  • Cysteine / analogs & derivatives
  • Cysteine / chemical synthesis
  • Cysteine / pharmacology
  • Dogs
  • Drug Tolerance
  • Injections, Intravenous
  • Male
  • Nitrates / chemical synthesis*
  • Nitrates / pharmacology
  • Nitric Oxide Donors / chemical synthesis*
  • Nitric Oxide Donors / pharmacology
  • Nitroglycerin / pharmacology
  • Sulfhydryl Compounds / chemistry*
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology
  • Vasodilator Agents / adverse effects
  • Vasodilator Agents / chemical synthesis
  • Vasodilator Agents / pharmacology*

Substances

  • Nitrates
  • Nitric Oxide Donors
  • Sulfhydryl Compounds
  • Thiazoles
  • Vasodilator Agents
  • Nitroglycerin
  • Cysteine