Synthesis and antihypertensive activity of KC-399, a benzopyran K+ channel opener with long duration of action and less tachycardia

Structure-Activity Relationships of KATP Channel Openers

“…Highly active are thioamides such as KC-399 9 [19][20][21][22], exhibiting an N-β-cyanoethyl group within the thioamide function and a di-CH 2 F substitution in 2-position. KC-399 is about 100 times more potent than levcromakalim [20][21][22]. A similar pharmacological profile is described for KC-515 10 with a carboxamide in 4-position and a 6-C 2 F 5 substituent.…”

Second-Generation KATP Channel Openers

“…(5). One of the rare examples for air-ways selectivity in vitro is KC-128 7, out of a series of benzopyran-4-(N'-cyano)-carbox-amidines [48,49]. Relaxant activities were quantified in isolated rat aorta and isolated guinea-pig trachea.…”

Efficient access to novel 5-aryloyl-1H-pyrano[2,3-d:6,5-d']dipyrimidine-2,4,6,8(3H,5H,7H,9H)-tetraones and their sulfur analogs in water

“…6 Pyran derivatives are of considerable interest as they possess a wide range of biological properties such as spasmolytic, diuretic, antiallergic, anticoagulant, anticancer, and antianaphylactic activity, etc. [7][8][9] Polyfuctionalized pyran derivatives are common structural subunits in variety of important natural products. [8][9][10][11] In addition, they can be used as cognitive enhancers, for the treatment of neurodegenerative diseases.…”

“…[7][8][9] Polyfuctionalized pyran derivatives are common structural subunits in variety of important natural products. [8][9][10][11] In addition, they can be used as cognitive enhancers, for the treatment of neurodegenerative diseases. 12 A number of 2-amino-2H-pyrans are useful as photoactive substances also.…”