(-)-(9S)-9-(3-Bromo-4-fluorophenyl)-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide (A-278637): a novel ATP-sensitive potassium channel opener efficacious in suppressing urinary bladder contractions. I. In vitro characterization

J Pharmacol Exp Ther. 2002 Oct;303(1):379-86. doi: 10.1124/jpet.102.034538.

Abstract

Alterations in the myogenic activity of the bladder smooth muscle are thought to serve as a basis for the involuntary detrusor contractions associated with the overactive bladder. Activation of ATP-sensitive K(+) (K(ATP)) channels has been recognized as a potentially viable mechanism to modulate membrane excitability in bladder smooth muscle. In this study, we describe the preclinical pharmacology of (-)-(9S)-9-(3-bromo-4-fluorophenyl)-2,3,5,6,7,9-hexahydrothieno[3,2-b]quinolin-8(4H)-one 1,1-dioxide (A-278637), a novel 1,4-dihydropyridine K(ATP) channel opener (KCO) that demonstrates enhanced bladder selectivity for the suppression of unstable bladder contractions in vivo relative to other reference KCOs. A-278637 activated K(ATP) channels in bladder smooth muscle cells in a glyburide (glibenclamide)-sensitive manner as assessed by fluorescence membrane potential assays using bis-(1,3-dibutylbarbituric acid)trimethine oxonol (EC(50) = 102 nM) and by whole cell patch clamp. Spontaneous (myogenic) phasic activity of pig bladder strips was suppressed (IC(50) = 23 nM) in a glyburide-sensitive manner by A-278637. A-278637 also inhibited carbachol- and electrical field-stimulated contractions of bladder strips, although the respective potencies were 8- and 13-fold lower compared with inhibition of spontaneous phasic activity. As shown in the accompanying article [Brune ME, Fey TA, Brioni JD, Sullivan JP, Williams M, Carroll WA, Coghlan MJ, and Gopalakrishnan M (2002) J Pharmacol Exp Ther 303:387-394], A-278637 suppressed myogenic contractions in vivo in a model of bladder instability with superior selectivity compared with other KCOs, WAY-133537 [(R)-4-[3,4-dioxo-2-(1,2,2-trimethyl-propylamino)cyclobut-1-enylamino]-3-ethyl-benzonitrile] and ZD6169 [(S)-N-(4-benzoylphenyl)3,3,3-trifluro-2hydroxy-2-methyl-priopionamide]. A-278637 did not interact with other ion channels, including L-type calcium channels or other neurotransmitter receptor systems. The pharmacological profile of A-278637 represents an attractive basis for further investigations of selective K(ATP) channel openers for the treatment of overactive bladder via myogenic etiology.

MeSH terms

  • ATP-Binding Cassette Transporters
  • Amides / pharmacology
  • Animals
  • Aorta, Thoracic / drug effects
  • Aorta, Thoracic / physiology*
  • Benzophenones / pharmacology
  • Cyclic S-Oxides / pharmacology*
  • Cyclobutanes / pharmacology
  • Guinea Pigs
  • Humans
  • In Vitro Techniques
  • Ion Channel Gating / drug effects
  • Ion Channel Gating / physiology*
  • KATP Channels
  • Kinetics
  • Male
  • Membrane Potentials / drug effects
  • Membrane Potentials / physiology
  • Muscle Contraction / drug effects*
  • Muscle Relaxation / drug effects
  • Muscle Relaxation / physiology
  • Muscle, Smooth / drug effects
  • Muscle, Smooth / physiology*
  • Muscle, Smooth, Vascular / drug effects*
  • Muscle, Smooth, Vascular / physiology
  • Nitriles / pharmacology
  • Patch-Clamp Techniques
  • Portal Vein / drug effects
  • Portal Vein / physiology
  • Potassium Channel Blockers
  • Potassium Channels / drug effects
  • Potassium Channels / physiology*
  • Potassium Channels, Inwardly Rectifying
  • Quinolones / pharmacology*
  • Rats
  • Rats, Sprague-Dawley
  • Urinary Bladder / drug effects
  • Urinary Bladder / physiology*

Substances

  • 9-(3-bromo-4-fluorophenyl)-2,3,5,6,7,9-hexahydrothieno(3,2-b)quinolin-8(4H)-one 1,1-dioxide
  • ATP-Binding Cassette Transporters
  • Amides
  • Benzophenones
  • Cyclic S-Oxides
  • Cyclobutanes
  • KATP Channels
  • Nitriles
  • Potassium Channel Blockers
  • Potassium Channels
  • Potassium Channels, Inwardly Rectifying
  • Quinolones
  • WAY 133537
  • Zeneca ZD 6169
  • uK-ATP-1 potassium channel