IP Library Granted Patent US 9,034,877
Granted Patent B2
US 9,034,877 · App. 13/264,505 · Granted May 19, 2015

Bifunctional/polyfunctional dopamine D2/D3 agonist as neuroprotective agents for treatment of neurodegenerative diseases

Inventor: Aloke K. Dutta (Troy, MI)
Assignee: Wayne State University
A61K31/50C07D209/08C07D215/26C07D215/38C07D215/46C07D215/54C07D231/56C07D277/82C07D307/85C07D333/70C07D417/12
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Quick Facts
Patent No.
US 9,034,877
App. No.
13/264,505
Granted
May 19, 2015
Kind
B2
Abstract

A precursor for the deposition of a thin film by atomic layer deposition is provided. The compound has the formula M x L y where M is a metal and L is an amidrazone-derived ligand or an amidate-derived ligand. A process of forming a thin film using the precursors is also provided.

Claims (25)

1. A compound having formula I for treating a neurodegenerative disease:

or a pharmaceutically acceptable salt thereof;

wherein:

R 1 is C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, or C 6-10 aryl;

 is

R 2 groups are C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl; C 6-10 aryl, —NR 3 q where R 3 individually are H, C 1-8 alkyl, C 2-8 alkenyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, C 6-10 aryl and q is 2;

o is 0, 1, 2, 3, or 4;

A is quinolinyl or an optionally substituted quinolinyl, the optionally substituted quinolinyl being substituted by a component selected from the group consisting of —OH, C 1-4 alkyl, C 2-4 alkenyl, C 5-7 cycloalkyl, C 5-7 cycloalkenyl, halo, C 1-4 aldehyde, and —NR 4 q where R 4 is H, C 1-8 alkyl, C 2-8 alkenyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, or C 6-10 aryl; and q is 2;

p is an integer from 1 to 6; and

Z m is absent, —CH 2 — or —CO—.

2. The compound of claim 1 having formula IIa or IIb:

wherein R 6 and R 7 are Cl, F, OH, H, C 1-8 alkyl, C 2-8 alkenyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, or C 6-10 aryl.

3. The compound of claim 1 having formula IIIa or formula IIIb:

wherein R 6 and R 7 are Cl, F, OH, H, C 1-8 alkyl, C 2-8 alkenyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, or C 6-10 aryl.

4. A compound selected from the group consisting of:

and pharmaceutically acceptable salt thereof, wherein R is hydrogen or C 1-4 alkyl.

5. The compound of claim 4 wherein R is hydrogen.

6. A compound selected from the group consisting:

and pharmaceutically acceptable salts thereof, wherein R is hydrogen or C 1-4 alkyl, and n is 0, 1, 2 or 3.

7. The compound of claim 6 wherein R is hydrogen.

8. The compound of claim 1 wherein A is substituted by a component selected from the group consisting of C 1-4 alkyl, C 2-4 alkenyl, C 5-7 cycloalkyl, C 5-7 cycloalkenyl, halo, C 1-4 aldehyde, and —NR 4 q where R 4 is H, C 1-8 alkyl, C 2-8 alkenyl, C 4-8 cycloalkyl, C 4-8 cycloalkenyl, or C 6-10 aryl; and q is 2.

9. The compound of claim 1 wherein A is substituted by a component selected from the group consisting of C 1-4 alkyl, C 2-4 alkenyl, C 5-7 cycloalkyl, C 5-7 cycloalkenyl, and halo.

10. The compound of claim 1 wherein:

11. The compound of claim 1 having a formula selected from the group consisting of:

wherein R is hydrogen or C 1-4 alkyl.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 26, 2013
From: WAYNE STATE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 030686/0843 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 3, 2012
From: DUTTA, ALOKE K.
To: WAYNE STATE UNIVERSITY
Reel/Frame 027467/0985 →
Continuity (2)
Provisional Application 61171267 · Apr 21, 2009
Related Publication 20120108815A1 · May 3, 2012