Vesicular Monoamine Transporter-2 Ligands and Their Use in the Treatment of Psychostimulant Abuse
AssigneeUniversity of Kentucky Research Foundation
InventorsLinda DWOSKIN, Peter Anthony CROOKS, Guangrong ZHENG, Justin R. NICKELL, Zheng CAO, Na-Ra LEE
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Abstract
The present invention relates to methods of treatment of a disease or pathology of the central nervous system, an eating disorder, or substance use disorder, drug dependence/abuse and withdrawal therefrom comprising administering at least one N-phenylalkyl amphetamine derivative and pharmaceutical compositions comprising at least one N-phenylalkyl amphetamine derivative to an individual in need thereof.
Claims17
A method of treating a disease or pathology of the central nervous system or an eating disorder in an individual in need thereof, wherein the method comprises the step of administering to the individual a compound of formula (I):
- wherein
- m is an integer in the range from 1 to 3;
- n is zero or an integer from 1 to 5;
- R1 and R2 are each independently an aryl group,
- wherein R1 and R2 are each independently unsubstituted or substituted by one or more substituents selected from the group consisting of methyl;
- deuteromethyl (CD3);
- tritiomethyl (CT3);
- ethyl;
- propyl;
- isopropyl;
- C4-C7 straight chain or branched alkyl;
- C3-C6 cycloalkyl;
- C4-C7 alkenyl;
- benzyl;
- phenylethyl;
- amino;
- N-methylamino;
- N,N-dimethylamino;
- carboxylate;
- methylcarboxylate;
- ethylcarboxylate;
- propylcarboxylate;
- isopropylcarboxylate;
- carboxaldehyde;
- acetoxy;
- propionyloxy;
- isopropionyloxy;
- cyano;
- aminomethyl;
- N-methylaminomethyl;
- N,N-dimethylaminomethyl;
- carboxamide;
- N-methylcarboxamide;
- N,N-dimethylcarboxamide;
- acetyl;
- propionyl;
- formyl;
- benzoyl sulfate;
- phenyl;
- methylsulfate;
- hydroxyl;
- methoxy;
- ethoxy;
- propoxy;
- isopropoxy;
- thiol;
- methylthio;
- ethylthio;
- propiothiol;
- fluoro;
- chloro;
- bromo;
- iodo;
- trifluoromethyl;
- vinyl;
- allyl;
- propargyl;
- nitro;
- carbamoyl;
- ureido;
- azido;
- isocyanate;
- thioisocyanate;
- hydroxylamino;
- nitroso;
- a saturated or unsaturated hydrocarbon ring;
- a nitrogen-containing heterocyclic moiety;
- an oxygen-containing heterocyclic moiety;
- a sulfur-containing heterocyclic moiety;
- a selenium-containing heterocyclic moiety;
- a mixed heterocyclic moiety containing at least two atoms selected from the group consisting of nitrogen, oxygen and sulfur;
- and ortho, meta or para-substituted benzene;
- R3 is methyl, ethyl, propyl, isopropyl, hydroxymethyl, 2-hydroxyethyl, 1-hyhydroxyethyl, methoxymethyl, 2-methoxyethyl, 1-methoxyethyl, aminomethyl, 2-aminoethyl, 1-aminoethyl, N-methylaminomethyl, 2-N-methylaminoethyl, 1-N-methylaminoethyl, N,N-dimethylaminomethyl, 2-N,N-dimethylaminoethyl, or 1-N,N-dimethylaminoethyl group;
- and
- R4 is a hydrogen atom or a methyl, ethyl, propyl, or isopropyl group;
- or
- an enantiomer;
- racemate;
- or pharmaceutically acceptable salt thereof.
A method of treating a substance use disorder, drug dependence/abuse or withdrawal from drug dependence/abuse in an individual in need thereof, wherein the method comprises the step of administering to the individual a compound of formula (I):
- wherein
- m is an integer in the range from 1 to 3;
- n is zero or an integer from 1 to 5;
- R1 and R2 are each independently an aryl group,
- wherein R1 and R2 are each independently unsubstituted or substituted by one or more substituents selected from the group consisting of methyl;
- deuteromethyl (CD3);
- tritiomethyl (CT3);
- ethyl;
- propyl;
- isopropyl;
- C4-C7 straight chain or branched alkyl;
- C3-C6 cycloalkyl;
- C4-C7 alkenyl;
- benzyl;
- phenylethyl;
- amino;
- N-methylamino;
- N,N-dimethylamino;
- carboxylate;
- methylcarboxylate;
- ethylcarboxylate;
- propylcarboxylate;
- isopropylcarboxylate;
- carboxaldehyde;
- acetoxy;
- propionyloxy;
- isopropionyloxy;
- cyano;
- aminomethyl;
- N-methylaminomethyl;
- N,N-dimethylaminomethyl;
- carboxamide;
- N-methylcarboxamide;
- N,N-dimethylcarboxamide;
- acetyl;
- propionyl;
- formyl;
- benzoyl sulfate;
- phenyl;
- methylsulfate;
- hydroxyl;
- methoxy;
- ethoxy;
- propoxy;
- isopropoxy;
- thiol;
- methylthio;
- ethylthio;
- propiothiol;
- fluoro;
- chloro;
- bromo;
- iodo;
- trifluoromethyl;
- vinyl;
- allyl;
- propargyl;
- nitro;
- carbamoyl;
- ureido;
- azido;
- isocyanate;
- thioisocyanate;
- hydroxylamino;
- nitroso;
- a saturated or unsaturated hydrocarbon ring;
- a nitrogen-containing heterocyclic moiety;
- an oxygen-containing heterocyclic moiety;
- a sulfur-containing heterocyclic moiety;
- a selenium-containing heterocyclic moiety;
- a mixed heterocyclic moiety containing at least two atoms selected from the group consisting of nitrogen, oxygen and sulfur;
- and ortho, meta or para-substituted benzene;
- R3 is methyl, ethyl, propyl, isopropyl, hydroxymethyl, 2-hydroxyethyl, 1-hyhydroxyethyl, methoxymethyl, 2-methoxyethyl, 1-methoxyethyl, aminomethyl, 2-aminoethyl, 1-aminoethyl, N-methylaminomethyl, 2-N-methylaminoethyl, 1-N-methylaminoethyl, N,N-dimethylaminomethyl, 2-N,N-dimethylaminoethyl, or 1-N,N-dimethylaminoethyl group;
- and
- R4 is a hydrogen atom or a methyl, ethyl, propyl, or isopropyl group;
- or
- an enantiomer;
- racemate;
- or pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.