IP Library Granted Patent US 8,263,042
Granted Patent B2
US 8,263,042 · App. 12/339,694 · Granted Sep 11, 2012

Contrast agents for myocardial perfusion imaging

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Quick Facts
Patent No.
US 8,263,042
App. No.
12/339,694
Granted
Sep 11, 2012
Kind
B2
Abstract

The present disclosure is directed, in part, to compounds and methods for imaging myocardial perfusion, comprising administering to a patient a contrast agent which comprises a compound that binds MC-1, and an imaging moiety, and scanning the patient using diagnostic imaging.

Claims (33)

1. A contrast agent comprising an imaging moiety and an open-chain deguelin analog, wherein the open-chain deguelin analog is an analog of deguelin having the structure:

and at least one of rings C and D is not present or is replaced by a linker connecting the remaining rings.

2. A method of imaging myocardial perfusion, comprising:

administering to a patient a contrast agent which comprises an imaging moiety and an open-chain deguelin analog; and

scanning the patient using diagnostic imaging, wherein the open-chain deguelin analog is an analog of deguelin having the structure:

and at least one of rings C and D is not present or is replaced by a linker connecting the remaining rings.

3. The method of claim 2 wherein the imaging moiety is a radioisotope for use in nuclear medicine imaging, a paramagnetic species for use in MRI imaging, an echogenic entity for use in ultrasound imaging, a fluorescent entity for use in fluorescence imaging, or a light-active entity for use in optical imaging.

4. A contrast agent of formula (III):

J is S, C(R 37 ) 2 , or O;

------ is a single or double bond; and

R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42 are independently at each occurrence hydrogen, C 1 -C 6 alkyl optionally substituted with an imaging moiety, C 1 -C 6 alkoxy optionally substituted with an imaging moiety, or an imaging moiety; provided that when ------ is a double bond, R 31 and R 32 are absent; and

provided at least one imaging moiety is present in formula (III).

5. The contrast agent of claim 4 , wherein the imaging moiety is a radioisotope for use in nuclear medicine imaging, a paramagnetic species for use in MRI imaging, an echogenic entity for use in ultrasound imaging, a fluorescent entity for use in fluorescence imaging, or a light-active entity for use in optical imaging.

6. The contrast agent of claim 4 , wherein R 36 , R 37 , R 38 , or R 42 is an imaging moiety.

7. The contrast agent of claim 4 , wherein R 38 is an imaging moiety.

8. The contrast agent of claim 4 , wherein the contrast agent is:

9. The contrast agent of claim 4 , wherein the contrast agent is:

10. The contrast agent of claim 4 , wherein the contrast agent is:

11. The contrast agent of claim 4 , wherein the contrast agent is:

12. A method of imaging myocardial perfusion, comprising:

administering to a patient a contrast agent; and

scanning the patient using diagnostic imaging, wherein the contrast agent is of formula (III):

J is S, C(R 37 ) 2 , or O;

------ is a single or double bond; and

R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42 are independently at each occurrence hydrogen, C 1 -C 6 alkyl optionally substituted with an imaging moiety, C 1 -C 6 alkoxy optionally substituted with an imaging moiety, or an imaging moiety; provided that when ------ is a double bond, R 31 and R 32 are absent; and

provided at least one imaging moiety is present in formula (III).

13. The method of claim 12 , wherein the imaging moiety is a radioisotope for use in nuclear medicine imaging, a paramagnetic species for use in MRI imaging, an echogenic entity for use in ultrasound imaging, a fluorescent entity for use in fluorescence imaging, or a light-active entity for use in optical imaging.

14. The method of claim 12 , wherein R 36 , R 37 , R 38 , or R 42 is an imaging moiety.

15. The method of claim 12 , wherein R 38 is an imaging moiety.

16. The method of claim 12 , wherein the contrast agent is:

17. The method of claim 12 , wherein the contrast agent is:

18. The method of claim 12 , wherein the contrast agent is:

19. The method of claim 12 , wherein the contrast agent is:

Assignments (12)
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 →
RELEASE OF SECURITY INTEREST IN CERTAIN PATENTS Recorded Mar 30, 2017
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: LANTHEUS HOLDINGS, INC.; LANTHEUS MEDICAL IMAGING, INC.; LANTHEUS MI REAL ESTATE, LLC
Reel/Frame 042115/0715 →
NOTICE OF SUCCESSION OF AGENCY Recorded Mar 30, 2017
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: JPMORGAN CHASE BANK, N.A., AS SUCCESSOR AGENT
Reel/Frame 042115/0769 →
SECURITY AGREEMENT Recorded Jun 30, 2015
From: LANTHEUS MEDICAL IMAGING, INC.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 036013/0516 →
ASSIGNMENT OF SECURITY INTEREST IN PATENTS Recorded Jul 3, 2013
From: BMO HARRIS BANK N.A.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ASSIGNEE
Reel/Frame 030740/0335 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 15, 2013
From: RADEKE, HEIKE S.; CASEBIER, DAVID S.; AZURE, MICHAEL T.; DISCHINO, DOUGLAS D.
To: BRISTOL-MYERS SQUIBB PHARMA COMPANY
Reel/Frame 029629/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 15, 2013
From: BRISTOL-MYERS SQUIBB PHARMA COMPANY
To: ACP LANTERN ACQUISITION, INC.
Reel/Frame 029629/0642 →
MERGER Recorded Jan 15, 2013
From: ACP LANTERN ACQUISITION, INC.
To: BRISTOL-MYERS SQUIBB MEDICAL IMAGING, INC.
Reel/Frame 029629/0705 →
CHANGE OF NAME Recorded Jan 15, 2013
From: BRISTOL-MYERS SQUIBB MEDICAL IMAGING, INC.
To: LANTHEUS MEDICAL IMAGING, INC.
Reel/Frame 029630/0967 →