22072-19-1Relevant articles and documents
Conformational Analysis. 46. Conformational Equilibria in 3-Hydroxy-, 3-Methoxy-, and 3-Acetoxythianes, Their Sulfoxides and Sulfones, and Some Corresponding 3-Methyl Homologues
Brunet, Ernesto,Eliel, Ernest L.
, p. 677 - 686 (1986)
Conformational equilibria have been measured, by low-temperature carbon-13 and proton NMR spectroscopy, for 3-hydroxythiane, its two epimeric sulfoxides, and the corresponding sulfone and their methyl ethers and acetates, as well as the corresponding derivatives of 3-methyl-3-hydroxythiane and their acetates.Of particular note are large solvent and concentration effects on the conformational free energies, ΔG0ae, especially in cases where intramolecular and intermolecular hydrogen bonding are competitive.Thus, in 3-hydroxythiane, ΔG0 rises from -1.20 kcal/mol in 4 M CD2Cl2 to -0.22 kcal/mol in 0.0011 M CD2Cl2; for the corresponding cis sulfoxide the rise is from +1.3 kcal/mol in 0.0023 M CD2Cl2 and in the sulfone it is from -1.3 kcal/mol in 0.3 M CD3COCD3 to -0.9 kcal/mol in 0.3 M CD2Cl2 to -0.16 kcal/mol in 0.002 M CD2Cl2.
PHARMACEUTICALLY USEFUL SUBSTITUTED THIACYCLOALKENO [3,2-B]PYRIDINES, COMPOSITIONS AND METHOD OF USE
-
, (2008/06/13)
Novel substituted thiacycloalkeno [3,2-b]pyridines are described. These compounds are useful as calcium channel antagonists with cardiovascular, antiasthmatic and antibronchoconstrictor activity.