Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives and pharmaceutical compositions comprising same for the treatment of cardiovascular disorders
AssigneeSigma-Tau Industrie Farmaceutiche Riunite S.p.A.
InventorsPiero Melloni, Luigi Bernardi, Patrizia Ferrari, Mauro Gobbini, Marco Torri, Loredana Valentino
Life of this patent
Estimating the term…
Abstract
Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives, a process for their preparation and pharmaceutical compositions containing same for the treatment of cardiovascular disorders such as heart failure and hypertension are disclosed.
Claims9
Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives having formula (I):
- ##STR6## wherein:
- the symbol --- represents a single or a double bond;
- X is S or O;
- R is C2-C6 alkyl or C3-C6 alkenyl, unsubstituted or substituted independently by a quaternary ammonium group or one or more Hal, OR1, NR2R3, C(NH)NR4R5;
- wherein:
- R1 is H or C2-C4 alkyl unsubstituted or substituted by one or more OH or NR6R7;
- with the proviso that when X is oxygen and R1 is H, R instead of being C2-C6, is C3-C6 and at least another group chosen from NR2R3 or C(NH)NR4R5 is also present in the R group;
- R2, R3 are independently H, methyl or C2-C6 alkyl unsubstituted or substituted by NR6R7 or C3-C6 alkenyl, or R2 is hydrogen and R3 is C(NH)NH2;
- R4, R5 are independently H, C1-C4 alkyl or C3-C4 alkenyl;
- R6, R7 are independently H, C1-C4 alkyl, and the pharmaceutically acceptable salts thereof.
A pharmaceutical composition comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier and/or diluent.
An orally or parenterally administrable pharmaceutical composition for the treatment of cardiovascular disorders comprising an effective amount of a compound of formula (I) or an equivalent amount of a pharmaceutically acceptable salt thereof and an excipient and/or diluent therefor.
Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives having the formula (I):
- ##STR7## wherein:
- the symbol --- represents a single or a double bond;
- X is S;
- R is C2-C6 alkyl or C3-C6 alkenyl, unsubstituted or substituted independently by a quaternary ammonium group or one or more Hal, OR1, NR2R3, C(NH)NR4R5;
- wherein:
- R1 is H or C2-C4 alkyl unsubstituted or substituted by one or more OH or NR6R7;
- R2, R3 are independently H, methyl or C2-C6 alkyl unsubstituted or substituted by NR6R7 or C3-C6 alkenyl, or R2 is hydrogen and R3 is C(NH)NH2;
- R4, R5 are independently H, C1-C4 alkyl or C3-C4 alkenyl;
- R6, R7 are independently H, C1-C4 alkyl, and the pharmaceutically acceptable salts thereof.
Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives having the formula (I):
- ##STR8## wherein:
- the symbol --- represents a single or a double bond;
- X is S or O;
- R is C3-C6 alkenyl, unsubstituted or substituted independently by a quaternary ammonium group or one or more Hal, OR1, NR2R3, C(NH)NR4R5;
- wherein:
- R1 is H or C2-C4 alkyl unsubstituted or substituted by one or more OH or NR6R7;
- with the proviso that when X is oxygen and R1 is H, R instead of being C2-C6, is C3-C6 which is substituted with at least one group chosen from NR2R3 or C(NH)NR4R5;
- R2, R3 are independently H, methyl or C2-C6 alkyl unsubstituted or substituted by NR6R7 or C3-C6 alkenyl, or R2 is hydrogen and R3 is C(NH)NH2;
- R4, R5 are independently H, C1-C4 alkyl or C3-C4 alkenyl;
- R6, R7 are independently H, C1-C4 alkyl, and the pharmaceutically acceptable salts thereof.
Digitoxigenin and dihydrodigitoxigenin 3.beta.-derivatives having the formula (I):
- ##STR9## wherein:
- the symbol --- represents a single or a double bond;
- X is S or O;
- R is C2-C6 alkyl substituted independently by a quaternary ammonium group or one or more Hal, OR1, NR2R3, C(NH)NR4R5;
- wherein:
- R1 is H or C2-C4 alkyl unsubstituted or substituted by one or more OH or NR6R7;
- with the proviso that when X is oxygen and R1 is H, R instead of being C2-C6, is C3-C6 which is substituted with at least one group chosen from NR2R3 or C(NH)NR4R5;
- R2, R3 are independently H, methyl or C2-C6 alkyl unsubstituted or substituted by NR6R7 or C3-C6 alkenyl, or R2 is hydrogen and R3 is C(NH)NH2;
- R4, R5 are independently H, C1-C4 alkyl or C3-C4 alkenyl;
- R6, R7 are independently H, C1-C4 alkyl, and the pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.