IP Library Granted Patent US 10,245,332
Granted Patent B2
US 10,245,332 · App. 15/153,502 · Granted Apr 2, 2019

Contrast agents for applications including perfusion imaging

Inventors: Simon P. Robinson (Stow, MA); David S. Casebier (Carlisle, MA); Ming Yu (Chelmsford, MA); Mikhail Kagan (North Chelmsford, MA); Joel Lazewatsky (Auburndale, MA)
Assignee: Lantheus Medical Imaging, Inc.
A61K51/0459
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Quick Facts
Patent No.
US 10,245,332
App. No.
15/153,502
Granted
Apr 2, 2019
Kind
B2
Abstract

The present invention is directed, in part, to compounds and methods for imaging the central nervous system or cancer, comprising administering to a subject a contrast agent which comprises a compound that binds MC-1, and an imaging moiety, and scanning the subject using diagnostic imaging.

Claims (36)

1. A method of imaging cancer in a subject, comprising:

administering to a subject with cancer a contrast agent which comprises an imaging moiety and a compound bound to the imaging moiety, scanning the patient using diagnostic imaging to produce an image of at least a portion of the cancer, wherein the contrast agent has a structure as in Formula (II),

wherein:

J is selected from N(R 27 ) S, O, C(═O), C(═O)O, NHCH 2 CH 2 O, a bond, or C(═O)N(R 27 );

K and L, when present, are independently selected from hydrogen, alkoxyalkyl, alkyloxy, aryl, alkyl, heteroaryl, and an imaging moiety, each of which is optionally substituted;

M is selected from hydrogen, alkoxyalkyl, alkyloxy, aryl, alkyl, heteroaryl, and an imaging moiety, each of which is optionally substituted, or

L and M, together with the atom to which they are attached, form a ring, optionally substituted;

Q is halo or haloalkyl;

n is 0, 1, 2, or 3;

R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , and R 27 are independently selected from hydrogen, alkyl,

optionally substituted, and an imaging moiety;

R 29 is alkyl, optionally substituted; and

Y is selected from a bond, carbon, and oxygen; provided that when Y is a bond, K and L are

absent and M is selected from aryl and heteroaryl, each of which is optionally substituted; and

provided that when Y is oxygen, K and L are absent and M is selected from hydrogen, alkoxyalkyl,

aryl, alkyl, and heteroaryl, each of which is optionally substituted,

wherein at least one imaging moiety is present in Formula (II) and is 18 F.

2. The method as in claim 1 , wherein the image is used in the diagnosis of a subject.

3. The method as in claim 2 , wherein the diagnosis is a diagnosis of a cancer.

4. The method as in claim 1 , wherein the image is used to determine the stage of a cancer.

5. The method as in claim 1 , further comprising selecting a treatment of a cancer in the subject based at least in part on the image of at least a portion of the cancer.

6. The method as in claim 1 , further comprising evaluating a treatment of a cancer in the subject based at least in part on the image of at least a portion of the cancer.

7. The method as in claim 1 , wherein the cancer is a primary tumor or neoplasia.

8. The method as in claim 1 , wherein the cancer is a metastatic growth.

9. The method as in claim 1 , wherein J is O and R 29 is C 1 -C 6 alkyl.

10. The method as in claim 1 , wherein R 29 is tert-butyl.

11. The method as in claim 1 , wherein M is alkoxyalkyl, optionally substituted with an imaging moiety.

12. The method as in claim 1 , wherein the contrast agent is selected from the following group:

13. The method as in claim 1 , wherein the contrast agent is:

14. The method as in claim 2 , wherein the contrast agent is:

15. The method as in claim 3 , wherein the contrast agent is:

16. The method as in claim 4 , wherein the contrast agent is:

17. The method as in claim 5 , wherein the contrast agent is:

18. The method as in claim 6 , wherein the contrast agent is:

19. The method as in claim 7 , wherein the contrast agent is:

20. The method as in claim 8 , wherein the contrast agent is:

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Dec 2, 2022
From: WELLS FARGO BANK, N.A.
To: LANTHEUS MEDICAL IMAGING, INC.
Reel/Frame 062047/0925 →
SECURITY INTEREST Recorded Dec 2, 2022
From: LANTHEUS MEDICAL IMAGING, INC.; MOLECULAR INSIGHT PHARMACEUTICALS, INC.; PSMA DEVELOPMENT COMPANY, LLC; PROGENICS PHARMACEUTICALS, INC.
To: CITIZENS BANK, N.A.
Reel/Frame 062047/0960 →
SECURITY AGREEMENT Recorded Jun 28, 2019
From: LANTHEUS MEDICAL IMAGING, INC.
To: WELLS FARGO BANK, N.A.
Reel/Frame 049628/0001 →
RELEASE OF SECURITY INTEREST Recorded Jun 27, 2019
From: JPMORGAN CHASE BANK, N.A.
To: LANTHEUS MEDICAL IMAGING, INC.
Reel/Frame 049623/0123 →
SECURITY AGREEMENT Recorded Mar 31, 2017
From: LANTHEUS MEDICAL IMAGING, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 042118/0986 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2016
From: ROBINSON, SIMON P.; CASEBIER, DAVID S.; YU, MING; KAGAN, MIKHAIL; LAZEWATSKY, JOEL
To: LANTHEUS MEDICAL IMAGING, INC.
Reel/Frame 040064/0092 →
Continuity (4)
Continuation 12919600
Provisional Application 61067593 · Feb 29, 2008
Related Publication 20160361448A1 · Dec 15, 2016
Related Publication 20180133347A9 · May 17, 2018