IP Library Granted Patent US 7,105,568
Granted Patent B2
US 7,105,568 · App. 11/101,995 · Granted Sep 12, 2006

Compounds for treatment of cardiac arrhythmia and methods of use

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Quick Facts
Patent No.
US 7,105,568
App. No.
11/101,995
Granted
Sep 12, 2006
Kind
B2
Abstract

The subject invention provides novel compounds for treatment of cardiac arrhythmia and methods of use.

Claims (35)

1. A substantially pure compound of structural formula II:

or a pharmaceutically acceptable salt thereof, wherein

R 1 is H or C 1 –C 10 alkyl;

R 2 is H or optionally substituted C 1 –C 10 alkyl, heteroalkyl, cycloalkyl, or heterocycloalkyl;

n=0 to 4;

p=0 or 1;

R 3 and R 4 are, independently, H or C 1 –C 4 alkyl.

2. The compound according to claim 1 wherein

R 1 is ethyl;

R 2 is (S)-2-butyl, (R)-2-butyl, (S)-3-methyl-2-butyl, or (R)-3-methyl-2-butyl;

n=0 or 1, most preferably n=1;

p=0; and, R 3 and R 4 are, independently, H or methyl.

3. The compound according to claim 2 wherein n is 1.

4. The compound according to claim 1 selected from:

5. The compound according to claim 1 selected from

a) (S)-{3-[4-(2-Ethylamino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid sec-butyl ester;

b) {3-[4-(2-Ethylamino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid;

c) (S)-{3-[4-(2-Amino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid sec-butyl ester;

d) {3-[4-(2-Amino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid;

e) (R)-{3-[4-(2-Ethylamino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid sec-butyl ester;

f) (R)-{3-[4-(2-Amino-ethoxy)-3,5-diiodo-benzoyl]benzofuran-2-yl}-acetic acid sec-butyl ester;

g) (S)-{3-[4-(2-Ethylamino-ethoxy)-3,5-diiodo-benzoyl]benzofuran-2-yl}-acetic acid 1,2-dimethyl-propyl ester;

h) (R)-{3-[4-(2-Ethylamino-ethoxy)-3,5-diiodo-benzoyl]-benzofuran-2-yl}-acetic acid 1,2-dimethyl-propyl ester;

i) (S)-{3-[4-(2-Amino-ethoxy)-3,5-diiodo-benzoyl]benzofuran-2-yl}-acetic acid 1,2-dimethyl-propyl ester; and

j) (R)-{3-[4-(2-Amino-ethoxy)-3,5-diiodobenzoyl]benzofuran-2-yl}-acetic acid 1,2-dimethyl-propyl ester.

6. A composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier, diluent, or excipient.

7. A composition comprising a compound according to claim 2 and a pharmaceutically acceptable carrier, diluent, or excipient.

8. A composition comprising a compound according to claim 3 and a pharmaceutically acceptable carrier, diluent, or excipient.

9. A composition comprising a compound according to claim 4 and a pharmaceutically acceptable carrier, diluent, or excipient.

10. A composition comprising a compound according to claim 5 and a pharmaceutically acceptable carrier, diluent, or excipient.

11. A method of treating cardiac arrhythmias comprising administering to a patient experiencing a cardiac arrhythmia an effective amount of a composition according to claim 6 .

12. A method of treating cardiac arrhythmias comprising administering to a patient experiencing a cardiac arrhythmia an effective amount of a composition according to claim 7 .

13. A method of treating cardiac arrhythmias comprising administering to a patient experiencing a cardiac arrhythmia an effective amount of a composition according to claim 8 .

14. A method of treating cardiac arrhythmias comprising administering to a patient experiencing a cardiac arrhythmia an effective amount of a composition according to claim 9 .

15. A method of treating cardiac arrhythmias comprising administering to a patient experiencing a cardiac arrhythmia an effective amount of a composition according to claim 10 .

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2020
From: ESPERO BIOPHARMA, INC.
To: HESP LLC
Reel/Frame 054150/0011 →
CHANGE OF NAME Recorded Jul 23, 2020
From: ARMETHEON, INC.
To: ESPERO BIOPHARMA, INC.
Reel/Frame 053293/0930 →
SECURITY INTEREST Recorded Apr 16, 2019
From: ESPERO BIOPHARMA, INC.
To: HORIZON TECHNOLOGY FINANCE CORPORATION
Reel/Frame 048918/0544 →
RELEASE OF SECURITY INTEREST Recorded Feb 6, 2013
From: AYER CAPITAL PARTNERS MASTER FUND, L.P.; MPM BIOVENTURES III, L.P.; MPM BIOVENTURES III-QP, L.P.; MPM BIOVENTURES III GMBH & CO. BETEILIGUNGS KG; MPM BIOVENTURES III PARALLEL FUND, L.P.; AYER CAPITAL PARTNERS KESTREL FUND, L.P.; MPM ASSET MANAGEMENT INVESTORS 2002 BVIII LLC
To: ARYX THERAPEUTICS, INC.
Reel/Frame 029767/0524 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2012
From: ARYX THERAPEUTICS, INC.
To: ARMETHEON, INC.
Reel/Frame 029169/0137 →
CHANGE OF NAME Recorded Oct 17, 2012
From: ARYX THERAPEUTICS
To: ARYX THERAPEUTICS, INC.
Reel/Frame 029148/0007 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF THE ASSIGNEE WHICH SHOULD BE ARYX THERAPEUTICS PREVIOUSLY RECORDED ON REEL 016571 FRAME 0719. ASSIGNOR(S) HEREBY CONFIRMS THE NAME OF THE ASSIGNEE SHOULD HAVE BEEN ARYX THERAPEUTICS WITHOUT THE INC. Recorded Oct 16, 2012
From: DRUZGALA, PASCAL
To: ARYX THERAPEUTICS
Reel/Frame 029136/0086 →