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  • Title: Novel thieno[2,3-b]- and [3,4-b]pyrans as potassium channel openers. Thiophene systems--XVII.
    Author: Press JB, McNally JJ, Sanfilippo PJ, Addo MF, Loughney D, Giardino E, Katz LB, Falotico R, Haertlein BJ.
    Journal: Bioorg Med Chem; 1993 Dec; 1(6):423-35. PubMed ID: 8087564.
    Abstract:
    The syntheses and antihypertensive activity of the thieno[3,4-b]pyran and thieno[2,3-b]pyran isosteres of the potassium channel opener (PCO) RWJ 26629 (+/- 2a) are reported. While the unsubstituted thiophene derivatives were active at 20 mg/kg, introduction of a strong electron withdrawing group in the 2-position of the thieno[3,2-b] series increased potency. Similar substitution on the thieno[3,4-b] series significantly lowered potency. Compounds 26 and 30 are approximately 5-fold more potent than the prototypic PCO cromakalim (+/- 1).
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