IP Library › Granted Patent US 11,071,794
Granted Patent B2
US 11,071,794 · App. 16/824,139 · Granted Jul 27, 2021

Deuterium substituted positron emission tomography (PET) imaging agents and their pharmacological application

Inventors: Zehui Wu (Philadelphia, PA); Zhihao Zha (Philadelphia, PA); Futao Liu (Philadelphia, PA); Karl Ploessl (Wilmington, DE); Seok Rye Choi (Aston, PA); Hank F. Kung (Springfield, PA)
Assignee: Five Eleven Pharma Inc.
A61K51/0455A61B6/037A61K51/04A61K51/0419A61K51/0431A61K51/0453C07B59/001C07B59/002C07B59/004C07C217/80C07C323/37C07D213/64C07D221/06C07D405/04C07D471/04C07B2200/05C07D277/66
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Quick Facts
Patent No.
US 11,071,794
App. No.
16/824,139
Granted
Jul 27, 2021
Kind
B2
Abstract

The present invention relates to deuterated compounds according to Formula I-A, Formula II-A, Formula II-D, and Formula III-A. These compounds can be used as PET imaging agents for evaluating Parkinson's Disease, Alzheimer Disease, and for determining specific serotonin reuptake inhibitor (SSRIi) activity for treatment of depression. The present invention also relates to pharmaceutical compositions comprising a pharmaceutical acceptable carrier and a compound of Formula I-A, Formulae II-A, Formula II-D, or Formula III-A, or a pharmaceutically acceptable salt thereof.

Claims (30)

1. A compound having Formula II-B:

or a pharmaceutically acceptable salt thereof, wherein:

R 2 is CD 3 ;

X is 18 F or F;

Y is —[O(CR a R b ) 2 ] m —, wherein R a and R b are each independently hydrogen or deuterium atoms;

m is 3; and

A 1 is N or CH.

2. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein Y is —[O(CR s R b ) 2 ] 3 —.

3. The compound of claim 1 , having Formula II-C:

or a pharmaceutically acceptable salt thereof, wherein:

A 1 is N or CH; and

X is 18 F or F.

4. The compound of claim 3 , or a pharmaceutically acceptable salt thereof,

wherein A 1 is N and X is 18 F.

5. The compound of claim 2 , or a pharmaceutically acceptable salt thereof,

wherein A 1 is N and X is 18 F.

6. A pharmaceutical composition comprising the compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

7. A method of in vivo imaging, comprising

administering an effective amount of the compound of claim 1 wherein X is 18 F, or a pharmaceutically acceptable salt thereof to a subject; and

scanning said subject to detect the pattern of positron emission tomography, whereby an image is generated from the pattern of positron emission.

8. A pharmaceutical composition comprising the compound of claim 4 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

9. A method of in vivo imaging, comprising

administering an effective amount of the compound of claim 4 or a pharmaceutically acceptable salt thereof to a subject; and

scanning said subject to detect the pattern of positron emission tomography, whereby an image is generated from the pattern of positron emission.

10. A pharmaceutical composition comprising the compound of claim 5 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

11. A method of in vivo imaging, comprising

administering an effective amount of the compound of claim 5 or a pharmaceutically acceptable salt thereof to a subject; and

scanning said subject to detect the pattern of positron emission tomography, whereby an image is generated from the pattern of positron emission.

12. The compound of claim 3 , or a pharmaceutically acceptable salt thereof, wherein A 1 is N and X is F.

13. The compound of claim 2 , or a pharmaceutically acceptable salt thereof, wherein A 1 is N and X is F.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2021
From: WU, ZEHIUI; ZHA, ZHIHAO; LIU, FUTAO; PLOESSL, KARL; CHOI, SEOK RYE; KUNG, HANK F.
To: FIVE ELEVEN PHARMA INC.
Reel/Frame 056069/0729 →
Continuity (3)
Division 15994474 · May 31, 2018
Provisional Application 62513217 · May 31, 2017
Related Publication 20200230263A1 · Jul 23, 2020
Cited By (1)
US 12,544,463