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US 2023/0399307 A1Published application
Aldh-2 inhibitor compounds and methods of use
AssigneeAmygdala Neurosciences, Inc.
InventorBrent BLACKBURN
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Abstract
Disclosed herein are aldehyde dehydrogenase (ALDH-2) inhibitor compounds, such as a compounds of Formula (I) or Formula (II), pharmaceutical compositions comprising these inhibitor compounds, and uses of these compounds and compositions, such as in the methods for safely treating chemical dependency on a substance or condition of addiction, such as alcohol, nicotine, cocaine, opiates, amphetamines, and and compulsive eating disorder, and/or anxiety disorder, each individually or concurrent.
Claims18
A compound of structural Formula (I):
- wherein:
- X1 is N or CR3, X2 is N or CR4, X3 is N or CR6, with the proviso that no more than one of X1, X2, and X3 is N;
- R10 is H, optionally substituted C1-6 alkyl, —CH2OH, —CH2OP(O)(OR20)(OR21);
- R11 is H, halogen, optionally substituted C1-6 alkyl, or cycloalkyl;
- R7 is H, or optionally substituted C1-6 alkyl;
- each of R2, R3, R4, R5, R6, R8, and R9, is independently H, halogen, —CF3, —OH, —CH2OH, —CN, optionally substituted alkyl, optionally substituted alkylene, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted heteroaryl, optionally substituted heteroaralkyl, optionally substituted heterocyclyl, aminocarbonyl, acyl, acylamino, —O—(C1 to C6-alkyl)-O—(C1 to C6-alkyl), —CH2OP(O)(OR20)(OR21), —SO2NR24R25;
- or —NR24R25;
- each of R20 and R21 is independently Na+, Li+, K+, hydrogen, C1-6 alkyl;
- or R20 and R21 can be combined to represent a single divalent cation Zn2+, Ca2+, or Mg2+;
- and
- each of R24 and R25 is independently chosen from hydrogen or C1-6 alkyl or when combined together with the nitrogen to which they are attached form a heterocycle;
- or a pharmaceutically acceptable salt, ester, single stereoisomer, mixture of stereoisomers, or a tautomer thereof.
9 more elements
A compound of structural Formula (II):
- wherein,
- R1 is selected from
- each of R2, and R6, is independently H, Br, Cl, F, CH3, or CF3;
- and
- R10 is H, optionally substituted C1-6 alkyl, —CH2OH, —CH2OP(O)(OR20)(OR21);
- R11 is H, halogen, optionally substituted C1-6 alkyl, or cycloalkyl;
- R7 is H, or optionally substituted C1-6 alkyl;
- each of R3, R4, R5, R8, and R9, is independently H, Br, Cl, F, CH3, CF3, —OH, —CH2OH, —CN, optionally substituted alkyl, optionally substituted alkylene, optionally substituted alkynyl, optionally substituted alkoxy, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted heteroaryl, optionally substituted heteroaralkyl, optionally substituted heterocyclyl, aminocarbonyl, acyl, acylamino, —O—(C1 to C6-alkyl)-O—(C1 to C6-alkyl), —CH2OP(O)(OR20)(OR21), —SO2NR24R25;
- or —NR24R25;
- or a pharmaceutically acceptable salt, ester, single stereoisomer, mixture of stereoisomers, or a tautomer thereof.
7 more elements
Dependencies are inferred from the claim text.