IP Library Granted Patent US 9,290,463
Granted Patent B2
US 9,290,463 · App. 13/668,975 · Granted Mar 22, 2016

Radiolabeled compounds and uses thereof

Inventors: Joseph John Mann (Riverdale, NY); J. S. Dileep Kumar (Fort Lee, NJ)
Assignee: The Trustees of Columbia University in the City of New York
C07D253/075A61K51/0461C07B59/002C07D401/14C07D403/06
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Quick Facts
Patent No.
US 9,290,463
App. No.
13/668,975
Granted
Mar 22, 2016
Kind
B2
Abstract

The present invention relates to Radiolabeled Compounds labeled with fluorine, bromine, iodine, carbon, or tritium isotopes and methods of use thereof for treating or preventing a psychiatric disorder in a subject, for stabilizing the mood of a subject having a mood disorder, or as imaging agents for a serotonin receptor. Compositions comprising an imaging-effective amount of a Radiolabeled Compound are also disclosed.

Claims (27)

1. A compound having the formula:

or a pharmaceutically acceptable salt thereof,

wherein:

r and s are each independently an integer ranging from 0 to 3;

R 1 is —C 1 -C 6 alkyl,

R 2 is —H, and

R 3 is -aryl, -heteroaryl or -napththyl, each of which is substituted with 75 Br, 76 Br, 120 I, 123 I, 124 I, 125 I, 131 I, or —OC 3 HH 2 .

2. The compound of claim 1 , the compound having the formula

or pharmaceutically acceptable salts thereof, wherein Y is —CH— or —N— and R r is —OC 3 HH 2 , 75 Br, 76 Br, 120 I, 123 I, 124 I, 125 I or 131 I.

3. The compound of claim 1 , wherein R 1 is methyl.

4. The compound of claim 1 , having the formula:

or a pharmaceutically acceptable salt thereof, wherein Br is 75 Br or 76 Br and I is 120 I, 123 I, 124 I, 125 I or 131 I.

5. The compound of claim 4 , wherein the compound is

or a pharmaceutically acceptable salt thereof, wherein Br is 75 Br or 76 Br.

6. The compound of claim 4 , wherein the compound is

or a pharmaceutically acceptable salt thereof, wherein I is 120 I, 123 I, 124 I, 125 I or 131 I.

7. The compound of claim 4 , wherein the compound is

or a pharmaceutically acceptable salt thereof, wherein I is 120 I, 123 I, 124 I, 125 I or 131 I.

8. The compound of claim 4 , wherein the compound is

or a pharmaceutically acceptable salt thereof, wherein Br is 75 Br or 76 Br.

9. The compound of claim 4 , wherein the compound is

or a pharmaceutically acceptable salt thereof.

10. A compound having the formula:

or a pharmaceutically acceptable salt thereof.

11. A composition comprising a therapeutically effective amount of a compound of claim 1 or 10 , or a pharmaceutically acceptable salt thereof, and a physiologically acceptable carrier or vehicle.

12. A composition comprising an imaging-effective amount of a compound of claim 1 or 10 , or a pharmaceutically acceptable salt thereof, and a physiologically acceptable carrier or vehicle.

13. A composition comprising a physiologically acceptable salt and the compound of claim 1 or 10 , or a pharmaceutically acceptable salt thereof.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 27, 2016
From: COLUMBIA UNIV NEW YORK MORNINGSIDE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 039170/0784 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 25, 2013
From: MANN, JOSEPH JOHN; KUMAR, J.S. DILEEP
To: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
Reel/Frame 029695/0926 →
Continuity (3)
Continuation In Part PCTUS2011035385 · May 5, 2011
Provisional Application 61331670 · May 5, 2010
Related Publication 20130156699A1 · Jun 20, 2013