IP Library › Granted Patent US 10,406,123
Granted Patent B2
US 10,406,123 · App. 16/167,576 · Granted Sep 10, 2019

Binge behavior regulators

Inventor: Ezekiel Golan (Vancouver, CA)
A61K31/135A23L2/52A61K31/255A61K31/357A61K31/36A61K31/40A61P25/30A61P25/32C12C5/02C12G3/08C12G2200/21
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Quick Facts
Patent No.
US 10,406,123
App. No.
16/167,576
Granted
Sep 10, 2019
Kind
B2
Abstract

Methods and compositions utilizing 2-aminoindan derivatives collectively represented by Formula I as described and defined in the specification for regulating binge behavior, particularly binge drinking, are disclosed.

Claims (50)

1. A method of regulating consumption of an alcoholic beverage, the method comprising administering to a subject in need thereof a compound represented by Formula I, or a composition comprising same:

Wherein:

each of R 1 and R 2 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl, aryl, heteroaryl, heteroalicyclic, —O(C 1 -C 6 )alkyl, OH, —OS(═O) 2 CF 3 , —OS(═O) 2 —(C 1 -C 6 )alkyl, —S(═O)R 5 , —CO 2 R 5 , —CONR 5 R 6 , —COR 5 , —CF 3 , CN, —SR 5 , —SO 2 NR 5 R 6 , —SO 2 R 5 , —OCO—(C 1 -C 6 )alkyl, —NCO—(C 1 -C 6 )alkyl, —CH 2 O—(C 1 -C 6 )alkyl, —(C 1 -C 6 )alkyl-OH, and halogen, or, alternatively, R 1 and R 2 together with two or more of the phenyl carbon atoms form a X 1 —(CR 5 R 6 ) m —X 2 -ring, wherein each of X 1 and X 2 is independently selected from O, NH or S and m is 1, 2, 3, or 4;

each of R 3 and R 4 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 ) cycloalkyl, and —(CH 2 ) p -thienyl, wherein p is 1, 2, 3, or 4, wherein at least one of R 3 and R 4 is H; and

each of R 5 and R 6 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 3 -C 8 )cycloalkyl and aryl,

thereby regulating the consumption of an alcoholic beverage.

2. The method of claim 1 , wherein said consumption of an alcoholic beverage is associated with binge drinking.

3. The method of claim 1 , being for reducing an amount of alcohol consumption during a drinking session.

4. The method of claim 1 , wherein said compound or said composition is administered before, simultaneously with, or subsequent to consumption of an alcoholic beverage.

5. The method of claim 1 , wherein said compound is administered simultaneously with an alcoholic beverage.

6. The method of claim 5 , wherein said compound is incorporated in said alcoholic beverage.

7. The method according to claim 6 , wherein the amount of said compound is in the range selected from 0.15 mg/ml to 0.60 mg/ml, 0.15 mg/ml to 0.50 mg/ml, 0.15 to 0.40 mg/ml, 0.18 to 0.50 mg/ml, 0.18 to 0.40 mg/ml, 0.20 to 0.40 mg/ml, 0.20 to 0.30 mg/ml, 0.20 to 0.25 mg/ml, or 0.20 to 0.23 mg/ml.

8. The method of claim 1 , wherein at least one of R 3 and R 4 is H.

9. The method of claim 1 , wherein the compound of Formula I is selected from:

5-methoxy-2-aminoindan;

5,6-dimethoxy-2-aminoindan;

5-methoxy-2-(N-propylamino)indan;

5,6-dimethoxy-2-(N-propylamino)indan;

5-(trifluoromethylsulfonyloxy)-2-(N-propylamino)indan;

5,6-(di-trifluoromethylsulfonyloxy)-2-(N-propylamino)Indan; and

5,6-dimethoxy-2(pyrrolidino)indan.

10. The method of claim 1 , wherein said compound forms a part of a composition, which further comprises a pharmaceutically acceptable carrier.

11. The method of claim 10 , wherein said composition is in a form of a free-flowing powder, a tablet, a capsule, a lozenge, a liquid, a liquid concentrate or a syrup.

12. The method of claim 10 , wherein said composition is a unit dosage form composition.

13. The method of claim 12 , wherein an amount of said compound in said unit dosage form ranges from 30 mg to 130 mg.

14. The method of claim 13 , wherein said amount of said compound is 70 mg.

15. The method of claim 1 , wherein said compound or composition is administered to a subject orally.

16. A method of regulating binge behavior, the method comprising administrating to a subject in need thereof a compound represented by Formula I:

wherein:

each of R 1 and R 2 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl, aryl, heteroaryl, heteroalicyclic, —O(C 1 -C 6 )alkyl, OH, —OS(═O) 2 CF 3 , —OS(═O) 2 —(C 1 -C 6 )alkyl, —S(═O)R 5 , —CO 2 R 5 , —CONR 5 R 6 , —COR 5 , —CF 3 , CN, —SR 5 , —SO 2 NR 5 R 6 , —SO 2 R 5 , —OCO—(C 1 -C 6 )alkyl, —NCO—(C 1 -C 6 )alkyl, —CH 2 O—(C 1 -C 6 )alkyl, —(C 1 -C 6 )alkyl-OH, and halogen, or, alternatively, R 1 and R 2 together with two or more of the phenyl carbon atoms form a X 1 —(CR 5 R 6 ) m —X 2 — ring, wherein each of X 1 and X 2 is independently selected from O, NH or S and m is 1, 2, 3, or 4;

each of R 3 and R 4 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 ) cycloalkyl, and —(CH 2 ) p -thienyl, wherein p is 1, 2, 3, or 4, wherein at least one of R 3 and R 4 is H; and

each of R 5 and R 6 is independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, (C 3 -C 8 )cycloalkyl and aryl,

thereby regulating the binge behavior.

17. The method of claim 16 , wherein said binge behavior is associated with alcohol consumption, eating, tobacco consumption, shopping or sexual conduct.

18. The method of claim 17 , wherein said binge behavior is binge drinking.

19. The method of claim 16 , wherein said compound forms a part of a composition, which further comprises a pharmaceutically acceptable carrier.

20. The method of claim 19 , wherein said composition is in a form of a free-flowing powder, a tablet, a capsule, a lozenge, a liquid, a liquid concentrate or a syrup.

21. The method of claim 19 , wherein said composition is a unit dosage form composition.

22. The method of claim 21 , wherein an amount of said compound in said unit dosage form ranges from 30 mg to 130 mg.

23. The method of claim 22 , wherein said amount of said compound is 70 mg.

24. The method of claim 16 , wherein said compound or composition is administered to a subject orally.

25. The method of claim 16 , wherein at least one of R 3 and R 4 is H.

26. The method of claim 16 , wherein the compound of Formula I is selected from:

5-methoxy-2-aminoindan;

5,6-dimethoxy-2-aminoindan;

5-methoxy-2-(N-propylamino)indan;

5,6-dimethoxy-2-(N-propylamino)indan;

5-(trifluoromethylsulfonyloxy)-2-(N-propylamino)indan;

5,6-(di-trifluoromethylsulfonyloxy)-2-(N-propylamino)Indan; and

5,6-dimethoxy-2(pyrrolidino)indan.

Assignments (3)
CHANGE OF NAME Recorded Oct 20, 2025
From: CLEARMIND MEDICINE INC.
To: CLEARMIND LABS CORP.
Reel/Frame 072605/0741 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2022
From: EZEKIAL GOLAN; DIET ALCOHOL CORPORATION OF THE AMERICAS
To: CYNTAR VENTURES, INC.
Reel/Frame 058796/0583 →
CHANGE OF NAME Recorded Jan 27, 2022
From: CYNTAR VENTURES, INC.
To: CLEARMIND MEDICINE INC.
Reel/Frame 058797/0479 →
Continuity (4)
Continuation 15534137
Provisional Application 62089500 · Dec 9, 2014
Provisional Application 62089504 · Dec 9, 2014
Related Publication 20190054042A1 · Feb 21, 2019
Cited By (4)
US 12,350,242 US 12,357,590 US 12,454,515 US 12,577,222