Method of using deuterated calcium channel blockers

• US 6,221,335 B1
• Filed: 11/03/1998
• Issued: 04/24/2001
• Est. Priority Date: 03/25/1994
• Status: Expired due to Fees

• Current Assignee: Isotechnika Inc. (Endo International PLC)
• Original Assignee: Isotechnika Inc. (Endo International PLC)
• Inventors: Foster, Robert T.
• Primary Examiner(s): Hartley, Michael G.
• Application Number:
  US09/184,990
• Time in Patent Office: 903 Days
• Field of Search: 424/1.81, 424/1.11, 514/356, 514/358, 514/277, 514/354, 514/355, 546/167, 546/256, 546/263, 546/321, 546/257, 546/258, 546/322, 546/319
• US Class Current: 424/1.81
• CPC Class Codes: C07B 59/002 Heterocyclic compounds

Abstract

Therapeutic methods and compositions using deuterated enriched 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester and other deuterated dihydropyridine compounds are described. The deuterated compounds exhibit enhanced efficacy in blocking calcium channels over non-deuterated dihydropyridines.

Claims

1. A method of blocking calcium channels with enhanced efficacy in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R is hydrogen or deuterium and one or more R is deuterium.

2. A method of blocking calcium channels with enhanced efficacy in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R and R¹ are hydrogen or deuterium and one or more R¹ is deuterium.

3. The method of claim 2 wherein more than one R¹ are deuterium.

4. A method of blocking calcium channels with enhanced duration of action in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R is hydrogen or deuterium and one or more R is deuterium.

5. A method of blocking calcium channels with enhanced duration of action in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R and R¹ are hydrogen or deuterium and one or more R¹ is deuterium.

6. The method of claim 5 wherein more than one R¹ are deuterium.

7. A method of blocking calcium channel with enhanced use dependence in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R is hydrogen or deuterium and one or more R is deuterium.

8. A method of blocking calcium channels with enhanced use dependence in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R and R¹ are hydrogen or deuterium and one or more R¹ is deuterium.

9. The method of claim 8 wherein more than one R¹ are deuterium.

10. A method of treating hypertension with enhanced efficacy in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R is hydrogen or deuterium and one or more R is deuterium.

11. A method of treating hypertension with enhanced efficacy in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R and R¹ are hydrogen or deuterium and one or more R¹ is deuterium.

12. The method of claim 11 wherein more than one R¹ are deuterium.

13. A method of treating hypertension with an extended duration of action in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R is hydrogen or deuterium and one or more R is deuterium.

14. A method of treating hypertension with an extended duration of action in an animal comprising:

administering to an animal in need thereof, an effective amount of an enriched calcium channel blocking compound of the following structure;

wherein R and R¹ are hydrogen or deuterium and one or more R¹ is deuterium.

15. The method of claim 14 wherein more than one R¹ are deuterium.