Way 120491

For research use only. Not for therapeutic Use.

  • CAT Number: I010072
  • CAS Number: 124916-54-7
  • Molecular Formula: C20H18F3NO4
  • Molecular Weight: 393.362
  • Purity: ≥95%
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Way 120491 activates ATP-sensitive potassium channels.


Catalog Number I010072
CAS Number 124916-54-7
Synonyms

Way-120,491; Way120491; Way-120491; Way 120491; Celikalim;2-(3-hydroxy-2,2-dimethyl-6-(trifluoromethoxy)chroman-4-yl)isoindolin-1-one

Molecular Formula C20H18F3NO4
Purity ≥95%
Solubility Soluble in DMSO, not in water
Storage 0 - 4 °C for short term, or -20 °C for long term
IUPAC Name 2-[(3S,4R)-3-hydroxy-2,2-dimethyl-6-(trifluoromethoxy)-3,4-dihydrochromen-4-yl]-3H-isoindol-1-one
InChI InChI=1S/C20H18F3NO4/c1-19(2)17(25)16(24-10-11-5-3-4-6-13(11)18(24)26)14-9-12(27-20(21,22)23)7-8-15(14)28-19/h3-9,16-17,25H,10H2,1-2H3/t16-,17+/m1/s1
InChIKey ZORATYFUTXFLJS-SJORKVTESA-N
SMILES CC1(C(C(C2=C(O1)C=CC(=C2)OC(F)(F)F)N3CC4=CC=CC=C4C3=O)O)C
Reference

1:Pulm Pharmacol. 1994 Apr;7(2):129-35. Celikalim (WAY-120491) increases K+ outward flux in dog and human airway smooth muscle.de Lorenzi FG, PMID: 8081073 </br><span>Abstract:</span> The ability of the potassium channel opener celikalim (WAY-120491) to increase potassium conductance in airway smooth muscle cells was investigated. The rate of 86Rb+ efflux was measured from dog trachealis muscle strips and human trachealis smooth muscle cells in culture. Whole-cell currents were recorded from dog trachealis smooth muscle cells freshly dissociated using the nystatin-perforated patch technique. Celikalim (1-10 microM) enhanced the rate of 86Rb+ efflux from dog airway smooth muscle in a concentration-dependent manner. At 1 microM, the rate of 86Rb+ efflux was enhanced by 25% in human airway smooth muscle cells. In current recordings, celikalim (1 microM) elicited a glyburide-sensitive outward current, increasing the steady-state current from 367 +/- 20 pA to 688 +/- 172 pA at +20 mV (n = 5). At -60 mV, a voltage closer to the resting potential, the holding current was increased by only +26 +/- 15 pA (n = 5). This smaller increase was sufficient to hyperpolarize the membrane by 8 mV. These results indicate that celikalim is a potent potassium channel opener in dog and human airway smooth muscles. The present data support the hypothesis that an increase in resting K+ conductance by potassium channel openers may account for their relaxing effect in airway smooth muscles.

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