IP Library Granted Patent US 10,981,899
Granted Patent B2
US 10,981,899 · App. 16/097,087 · Granted Apr 20, 2021

Inhibitors of soluble adenylyl cyclase

Inventors: Jochen Buck (Old Greenwich, CT); Lonny Levin (New York, NY); Lavoisier Ramos-Espiritu (Forest Hills, NY); Clemens Steegborn (Bayreuth, DE); Ayumu Sato (Zushi, JP); Rei Okamoto (Yokohama, JP); Mayako Michino (New York, NY)
Assignees: Cornell University; Tri-Institutional Therapeutics Discovery Institute
C07D409/14C07D409/12
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Quick Facts
Patent No.
US 10,981,899
App. No.
16/097,087
Granted
Apr 20, 2021
Kind
B2
Abstract

Provided are 6-amino substituted 2,6-diamino-4-chloropyrimidine compounds which are specific inhibitors of soluble adenylyl cyclase. The compounds can be formulated with pharmaceutical carriers and used for reducing cyclic AMP levels. The compositions can be used for treatment of various conditions including ocular hypotony.

Claims (31)

1. A compound having the following structure:

wherein

X is a substituted or unsubstituted C 1 to C 3 aliphatic group and R 3 is selected from the group consisting of:

wherein n is 0 or 1, and

2. The compound of claim 1 , wherein X is an unsubstituted C 1 to C 3 alkanediyl group having the following structure:

and m is 2 or 3.

3. The compound of claim 1 , wherein X is an unsubstituted C 1 to C 3 aliphatic group having the following structure:

wherein * , individually at each occurrence, indicate R or S stereochemistry.

4. The compound of claim 1 , wherein the compound has one of the following structures:

5. A composition comprising a pharmaceutically acceptable carrier and one or more compounds having the following structure:

wherein

X is a substituted or unsubstituted C 1 to C 3 aliphatic group and R 3 is selected from the group consisting of:

wherein n is 0 or 1, and

or

wherein

R 1 is:

wherein r is 1, 2, 3, 4, or 5;

wherein s is 1, 2, 3, 4, or 5; or

wherein t is 1, 2, 3, 4, or 5, and

R 4 and R 5 are each independently a substituted or unsubstituted C 1 -C 5 alkyl group, and

R 2 is H or a substituted or unsubstituted phenyl group,

with the proviso the compound does not have the following structure:

6. The composition of claim 5 , wherein R 2 is a substituted phenyl group having the following structure:

7. The composition of claim 5 , wherein X is an unsubstituted C 1 to C 3 alkanediyl group having the following structure:

and m is 2 or 3.

8. The composition of claim 5 , wherein X is a C 1 to C 3 aliphatic group having the following structure:

wherein * , individually at each occurrence, indicate R or S stereochemistry.

9. The composition of claim 5 , wherein the one or more compounds is selected from the group consisting of:

and combinations thereof.

10. A method of treatment of ocular hypotony comprising administering to an individual in need of treatment a composition of claim 5 .

11. The method of claim 10 , wherein the individual has been surgically treated for glaucoma.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2021
From: STEEGBORN, CLEMENS
To: CORNELL UNIVERSITY
Reel/Frame 055406/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2021
From: SATO, AYUMU; OKAMOTO, REI; MICHINO, MAYAKO
To: TRI-INSTITUTIONAL THERAPEUTICS DISCOVERY INSTITUTE
Reel/Frame 055406/0309 →
RELEASE OF ASSIGNMENT Recorded Feb 4, 2021
From: UNIVERSITY OF BAYREUTH
To: STEEGBORN, CLEMENS
Reel/Frame 055304/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2018
From: BUCK, JOCHEN; LEVIN, LONNY; RAMOS-ESPIRITU, LAVOISIER
To: CORNELL UNIVERSITY
Reel/Frame 047390/0949 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2018
From: STEEGBORN, CLEMENS
To: UNIVERSITY OF BAYREUTH
Reel/Frame 047391/0026 →
Continuity (2)
Provisional Application 62328806 · Apr 28, 2016
Related Publication 20200157084A1 · May 21, 2020