131609-15-9Relevant academic research and scientific papers
Stereospecificity of myofibrillar calcium sensitivity and PDE inhibition in cardiotonic thiadiazinones
Nadler,Delimoge,Lahouratate,Leger,Morvan,Zimmermann
, p. 805 - 812 (1996)
In pyridazinone or thiadiazinone cardiotonic agents with one chiral centre, the PDE inhibitory action resides mainly in one enantiomer and the myofibrillar calcium sensitization mainly in the other. This phenomenon is observed when the chiral centre is located on the pyridazinone or thiadiazinone heterocycle but cannot be extended to structures where the chiral centre is elsewhere on the molecule. For the first time a stereoselective synthesis of a 5-substituted 3,6-dihydro-6-methyl-2H-1,3,4-thiadiazine-2-one has been achieved and an absolute configuration is proposed.
Phosphodiesterase inhibitors.
-
, (2008/06/13)
A compound of formula (I), or a pharmaceutically acceptable salt thereof: in which, R1 is hydrogen, C1-6 alkyl or CH2OR6; R2 is hydrogen or C1-6 alkyl; R3 is hydrogen or C1-6 alkyl; each of W and Z, which are different, represents -CR4R5- or -(CRxRy)n-, in which, R4 is hydrogen, C1-3 alkyl, C1-3 alkylthio, C1-3 alkoxy or C1-6 alkyl phenyl; R5 is C1-3 alkyl, C1-3 alkylthio, C1-3 alkoxy, phenyl, substituted phenyl, C3-6 cycloalkyl, phenylthio, C1-6 alkyl phenyl, halo-substituted benzyl, or heteroaryl; or together R4 and R5 form a 3 to 6 membered carbocyclic ring, or a heterocyclic ring containing one or two ring oxygen, nitrogen or sulphur atoms, or R4 and R5 together form an oxo or methylene group; each of Rx and Ry is hydrogen or C1-3 alkyl; n is zero or 1; R6 is phenyl substituted aminocarbonyl, C1-6 alkoxy carbonyl-C1-6 alkyl, phenyl-C1-6 alkyl, phenyl, C3-6 cycloalkylcarbonyl, C3-6 cycloalkylcarbonyl-C1-6 alkyl, C3-6 cycloalkyl C1-6 alkyl; C1-6 alkylthiocarbonyl; halo-substituted C1-6 alkoxycarbonyl; C1-6 alkoxy C1-6 alkyleneoxycarbonyl; C1-6 alkylthio C1-6 alkyleneoxycarbonyl; C1-6 alkoxythiocarbonyl; C3-6 cycloalkyloxycarbonyl; cyano substituted C1-6 alkoxycarbonyl; di-C1-6 alkylphosphonate; C1-6 alkenyloxycarbonyl; or R6 is hydrogen when R5 is phenyl, C3-6 cycloalkyl, phenylthio, C1-6 alkylphenyl or halo-substituted benzyl; R6 is benzoyl or aminobenzoyl when R4 and R5 form a C3-6 cycloalkyl ring; R7 is hydrogen, C1-6 alkyl or halogen; X is oxygen or sulphur; and A is sulphur, oxygen or -NH-, is useful for the treatment of heart disease
