IP Library Granted Patent US 11,707,447
Granted Patent B1
US 11,707,447 · App. 17/893,122 · Granted Jul 25, 2023

C4-carbonothioate-substituted tryptamine derivatives and methods of using

Inventors: Jillian M. Hagel (Calgary, CA); Kaveh Matinkhoo (Calgary, CA); Peter J. Facchini (Calgary, CA)
Assignee: Enveric Biosciences Canada Inc.
A61K31/4045A61P25/00C07D209/20C07D209/16
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Quick Facts
Patent No.
US 11,707,447
App. No.
17/893,122
Granted
Jul 25, 2023
Kind
B1
Abstract

Disclosed are novel C 4 -carbonothioate-substituted tryptamine derivative compounds and pharmaceutical and recreational drug formulations containing the same. The pharmaceutical formulations may be used to treat brain neurological disorders.

Claims (18)

1. A chemical compound having chemical formula (I):

wherein R 4 is a carbonothioate moiety or a derivative thereof;

wherein R 3a and R 3b are each independently a hydrogen atom, an alkyl group, or an aryl group; and

wherein the carbonothioate moiety or derivative thereof has the chemical formula (III):

wherein R 4b is an optionally substituted alkyl group.

2. A chemical compound according to claim 1 , wherein R 4b is a C 1 -C 6 alkyl substituted with an aryl group.

3. A chemical compound according to claim 1 , wherein R 4b is C 1 -C 3 alkyl substituted with an aryl group.

4. A chemical compound according to claim 1 , wherein R 4b is a methylene (—CH 2 —) substituted with an aryl group.

5. A chemical compound according to claim 3 , wherein the aryl group is a phenyl group.

6. A chemical compound according to claim 4 , wherein the aryl group is a phenyl group.

7. A chemical compound according to claim 1 , wherein R 3a and R 3b are independently a C 1 -C 6 alkyl group.

8. A chemical compound according to claim 1 , wherein R 3a and R 3b are independently a C 1 -C 3 alkyl group.

9. A chemical compound according to claim 1 , wherein R 3a and R 3b are a methyl group.

10. A chemical compound according to claim 1 , wherein one of R 3a and R 3b is a C 1 -C 6 alkyl group, and the other of R 3a and R 3b is a hydrogen atom.

11. A chemical compound according to claim 1 , wherein R 4 is a carbonothioate moiety or derivative thereof, and wherein the compound is E(VI):

12. A pharmaceutical drug formulation comprising an effective amount of a chemical according to claim 1 , together with a pharmaceutically acceptable excipient, diluent, or carrier.

13. A pharmaceutical formulation according to claim 12 , wherein the pharmaceutical formulation is a pro-drug pharmaceutical formulation, wherein the compound having formula (I) is in vivo hydrolyzed to form a compound having chemical formula (VI):

wherein R 3a and R 3b are each independently a hydrogen atom, an alkyl group, or an aryl group.

Assignments (15)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 13, 2024
From: HAGEL, JILLIAN M.; MATINKHOO, KAVEH; FACCHINI, PETER JAMES
To: ENVERIC BIOSCIENCES CANADA INC.
Reel/Frame 069582/0034 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: HAGEL, JILLIAN M.
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064966/0991 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: HAGEL, JILLIAN M.
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064967/0114 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: MATINKHOO, KAVEH
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064967/0437 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: MATINKHOO, KAVEH
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064967/0511 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: FACCHINI, PETER JAMES
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064967/0587 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: FACCHINI, PETER JAMES
To: MAGICMED INDUSTRIES INC.
Reel/Frame 064967/0636 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2023
From: MAGICMED INDUSTRIES INC.
To: ENVERIC BIOSCIENCES CANADA INC.
Reel/Frame 064967/0732 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: MATINKHOO, KAVEH
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0387 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: FACCHINI, PETER JAMES
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0391 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: HAGEL, JILLIAN M.
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0411 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: MATINKHOO, KAVEH
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0415 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: FACCHINI, PETER JAMES
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0425 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: HAGEL, JILLIAN M.
To: MAGICMED INDUSTRIES INC.
Reel/Frame 062039/0437 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2022
From: MAGICMED INDUSTRIES INC.
To: ENVERIC BIOSCIENCES CANADA INC.
Reel/Frame 062039/0370 →
Continuity (2)
Provisional Application 63347347 · Jun 1, 2022
Provisional Application 63321440 · Mar 18, 2022
Cited By (1)
US 12,559,458