IP Library Granted Patent US 7,183,264
Granted Patent B2
US 7,183,264 · App. 10/652,378 · Granted Feb 27, 2007

N-pyrazole A2A receptor agonists

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Quick Facts
Patent No.
US 7,183,264
App. No.
10/652,378
Granted
Feb 27, 2007
Kind
B2
Abstract

2-adenosine N-pyrazole compounds having the following formula: and methods for using the compounds as A2A receptor agonists to stimulate mammalian coronary vasodilatation for therapeutic purposes and for purposes of imaging the heart are disclosed.

Claims (26)

1. A method for stimulating coronary vasodilatation in a mammal by administering to the mammal a therapeutically effective amount of a compound of Formula I

namely (1-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide.

2. The method of claim 1 wherein the mammal is a human.

3. A pharmaceutical composition comprising the compound of Formula I

namely (1-{9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide, and one or more pharmaceutical excipients.

4. The pharmaceutical composition of claim 3 wherein the pharmaceutical composition is in the form of a solution.

5. A method of producing coronary vasodilation without peripheral vasodilation comprising administering a compound of Formula I

namely (1-{9-[(2R,3R,4S ,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide, to a human.

6. The method of claim 5 wherein the compound of Formula I is administered by iv bolus.

7. The method of claim 6 wherein the compound of Formula I is administered in from about 10 to about 30 seconds.

8. A method of myocardial perfusion imaging of a human, comprising administering a radionuclide and a compound of Formula I.

namely (1-{9-[(2R,3R,4S ,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-aminopurin-2-yl}pyrazol-4-yl)-N-methylcarboxamide, to the human wherein the myocardium is examined for areas of insufficient blood flow following administration of the radionuclide and the compound of Formula I.

9. The pharmaceutical composition of claim 3 wherein the pharmaceutical composition is formulated for injection.

10. The method of claim 1 , wherein the amount of the compound of Formula I is sufficient to stress the heart and induce a coronary steal situation.

11. The method of claim 1 , wherein the amount of the compound of Formula I administered is sufficient for imaging heart or coronary activity in the mammal.

12. The method of claim 1 wherein the compound of Formula I is administered by iv bolus.

13. The method of claim 12 wherein the compound of Formula I is administered in from about 10 to about 30 seconds.

14. The method of claim 5 , wherein the amount of the compound of Formula I is sufficient to stress the heart and induce a coronary steal situation.

15. The method of claim 5 , wherein the amount of the compound of Formula I administered is sufficient for imaging heart or coronary activity in the mammal.

16. The method of claim 5 wherein the therapeutically effective amount ranges from about 0.01 to about 100 mg/kg weight of the mammal.

17. The method of claim 8 , wherein the amount of the compound of Formula I is sufficient to stress the heart and induce a coronary steal situation.

18. The method of claim 8 , wherein the amount of the compound of Formula I administered is sufficient for imaging heart or coronary activity in the mammal.

19. The method of claim 8 wherein the compound of Formula I is administered by iv bolus.

20. The method of claim 19 wherein the compound of Formula I is administered in from about 10 to about 30 seconds.

21. The method of claim 8 wherein the therapeutically effective amount ranges from about 0.01 to about 100 mg/kg weight of the mammal.

22. The method of claim 1 wherein the therapeutically effective amount ranges from about 0.01 to about 100 mg/kg weight of the mammal.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2011
From: GILEAD PALO ALTO, INC.
To: GILEAD SCIENCES, INC.
Reel/Frame 026424/0925 →
MERGER Recorded Jun 3, 2011
From: APEX MERGER SUB, INC.; CV THERAPEUTICS, INC.
To: GILEAD PALO ALTO, INC.
Reel/Frame 026385/0071 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2010
From: TPG-AXON ROYALTY TRUST
To: TPG-AXON LEX SUB-TRUST
Reel/Frame 023731/0916 →
MERGER Recorded Oct 6, 2009
From: GILEAD PALO ALTO, INC.
To: TPG-AXON ROYALTY TRUST
Reel/Frame 023330/0648 →
SECURITY AGREEMENT Recorded Apr 16, 2008
From: CV THERAPEUTICS, INC.
To: TPG-AXON ROYALTY TRUST
Reel/Frame 020808/0823 →