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US 2022/0144795 A1Published application
Compound for modulating ddah and adma levels, as well as methods of using thereof to treat disease
AssigneeThe Trustees of Indiana University
InventorsJaipal SINGH, Kerry FOWLER
Life of this patent
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Abstract
Disclosed are compounds that can modulate DDAH and the amount of asymmetric dimethylarginine (ADMA) in a subject. Also provided are pharmaceutical compositions comprising these compounds, as well as methods of using these compositions to treat and/or prevent diseases associated with elevated or low levels of DDAH and ADMA.
Claims10
A compound defined by the general structure::
- Formula I
- or a pharmaceutically acceptable salt or prodrug thereof, wherein
- represents a single, double, or triple bond;
- X1 and X2, as valence permits, are independently absent or selected from C, CH, CH2, O, CO, S, SO2, and NR;
- wherein R′ is independently selected from hydrogen or C1-C6 alkyl;
- or X1 and X2 together with the bond to which they are attached form a 3 or 4 membered carbocyclic ring;
- R2 is, independently for each occurrence, selected from halogen, cyano, hydroxyl, amino, alkylamino, dialkylamino, alkyl, haloalkyl;
- alkylthio;
- haloalkylthio;
- alkoxy, haloalkoxy, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkylsulfonyl, haloalkylsulfonyl, alkylsulfonyl, haloalkylsulfonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxy carbonyl, haloalkoxy carbonyl, alkylaminocarbonyl, heteroalkylaminocarbonyl, dialkylaminocarbonyl, and heterodialkylaminocarbonyl;
- n is an integer from 0 to 4;
- Y is a structure selected from
- wherein
- Z1 and Z2 are independently S, C, N or O;
- and
- R3, R4, R5, R6, and R7 are independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, alkylamino, dialkylamino, alkyl, haloalkyl;
- alkylthio;
- haloalkylthio;
- alkoxy, haloalkoxy, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, alkylcarbonyl, haloalkylcarbonyl, alkoxycarbonyl, haloalkoxy carbonyl, with the proviso that when R5 is hydroxyl, at least one of R3, R4, R5, R6, and R7 is not H.
16 more elements
A compound defined by the formula:
- or a pharmaceutically acceptable salt, wherein
- R5, R9, R10, and R11, are independently selected from hydrogen and hydroxyl;
- R6 is selected from hydrogen, methyl and 2-(morpholin-4-yl)ethoxy;
- R5, is selected from hydrogen and 2-(morpholin-4-yl)ethoxy;
- and
- R4 is selected from hydrogen, halogen, hydroxy, methoxy, and 2-(morpholin-4-yl)ethoxy.
3 more elements
A compound selected from
Dependencies are inferred from the claim text.