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US 2003/0120074 A1Published application
Cardioprotective phosphonates and malonates
AssigneeMedicure International Inc.
InventorWasimul Haque
Life of this patent
Estimating the term…
Abstract
The present invention provides for pyridoxine phosphonate analogues such as, for example, ((2-methyl-3-hydroxy-4-hydroxymethyl-5-pyridyl)alkylphosphonates, and (2-methyl-3-hydroxy-4-hydroxymethyl-5-pyridyl)azaalkylphosphonates) and to pyridoxine malonate analogues, such as, for example, ((2-methyl-3-hydroxy-4-hydroxymethyl-5-pyridylmethyl)malonates), pharmaceutical compositions, and methods for treatment of cardiovascular and related diseases, and diabetes mellitus and related diseases.
Claims239
A compound of the formula I
- 45
- in which
- R1 is hydrogen or alkyl;
- R2 is —CHO, —CH2OH, —CH3, —CO2R6 in which R6 is hydrogen, alkyl, or aryl;
- or
- R2 is —CH2—O-alkyl- in which alkyl is covalently bonded to the oxygen at the 3-position instead of R1;
- R3 is hydrogen and R4 is hydroxy, halo, alkoxy, alkylcarbonyloxy, alkylamino or arylamino;
- or
- R3 and R4 are halo;
- and
- R5 is hydrogen, alkyl, aryl, aralkyl, or —CO2R7 in which R7 is hydrogen, alkyl, aryl, or aralkyl;
- or a pharmaceutically acceptable acid addition salt thereof.
9 more elements
A compound of the formula II
- 47
- in which
- R1 is hydrogen or alkyl;
- R2 is —CHO, —CH2OH, —CH3 or —CO2R5 in which R5 is hydrogen, alkyl, or aryl;
- or
- R2 is —CH2—O-alkyl- (in which alkyl is covalently bonded to the oxygen at the 3-position instead of R1);
- R3 is hydrogen, alkyl, aryl, or aralkyl;
- R4 is hydrogen, alkyl, aryl, aralkyl, or —CO2R6 in which R6 is hydrogen, alkyl, aryl, or aralkyl;
- and
- n is 1 to 6;
- or a pharmaceutically acceptable acid addition salt thereof.
8 more elements
A compound of the formula III
- 49
- in which
- R1 is hydrogen or alkyl;
- R2 is —CHO, —CH2OH, —CH3 or —CO2R8 in which R8 is hydrogen, alkyl, or aryl;
- or
- R2 is —CH2—O-alkyl- in which alkyl is covalently bonded to the oxygen at the 3-position instead of R1;
- R3 is hydrogen and R4 is hydroxy, halo, alkoxy or alkylcarbonyloxy;
- or
- R3 and R4 can be taken together to form ═O;
- R5 and R6 are hydrogen;
- or
- R5 and R6 are halo;
- and
- R7 is hydrogen, alkyl, aryl, aralkyl, or —CO2R8 in which R8 is hydrogen, alkyl, aryl, or aralkyl;
- or a pharmaceutically acceptable acid addition salt thereof.
12 more elements
A compound of the formula IV
- 51
- in which
- R1 is hydrogen or alkyl;
- R2 is —CHO, —CH2OH, —CH3 or —CO2R5 in which R5 is hydrogen, alkyl, or aryl;
- or
- R2 is —CH2—O-alkyl- in which alkyl is covalently bonded to the oxygen at the 3-position instead of R1;
- R3 and R3′ are independently hydrogen or halo;
- or
- R3 and R3′ taken together constitute a second covalent bond between the carbons to which they are substituent;
- and
- R4 is hydrogen or alkyl;
- or a pharmaceutically acceptable acid addition salt thereof.
9 more elements
Dependencies are inferred from the claim text.