Synthesis of 2,3,4a,11b-tetrahydro-oxazino[2,3-c]benzopyran-9-carbonitriles as ATP-sensitive potassium channel openers.
A series of optically active tetrahydro-oxazino[2,3-c]benzopyran derivatives have been synthesized and evaluated for potassium channel opening activity. (4aR,11bR)-1-Benzoyl- 5,5-dimethyl-2,3,4a,11b-tetrahydro-oxazino[2,3-c]benzopyran-9-carb onitrile ((-)-11e) was identified as a bladder-selective potassium channel opener (IC50, bladder = 8.15 microM, IC50, portal vein = 34.5 microM).
Cheng
C Y
CY
Institute of Pharmaceutical Sciences, College of Medicine, National Taiwan University, Taipei, Taiwan.
Chiu
H I
HI
Chang
M J
MJ
Lin
Y C
YC
Tsai
M C
MC
Yu
H C
HC
D000255:Adenosine Triphosphate / Q000378:metabolism*; D000818:Animals; D018360:Crystallography, X-Ray; D066298:In Vitro Techniques; D015640:Ion Channel Gating; D009126:Muscle Relaxation / Q000187:drug effects; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011169:Portal Vein / Q000187:drug effects / Q000502:physiology; D015221:Potassium Channels / Q000187:drug effects* / Q000502:physiology; D051381:Rats; D001743:Urinary Bladder / Q000187:drug effects / Q000502:physiology
D009570:Nitriles; D015221:Potassium Channels; D000255:Adenosine Triphosphate