IP Library Granted Patent US 10,047,058
Granted Patent B2
US 10,047,058 · App. 15/384,016 · Granted Aug 14, 2018

Compounds and methods for inhibiting vacuolar ATPase

Inventors: Chao Zhang (Monterey Park, CA); Ying-Chu Chen (Los Angeles, CA)
Assignee: University of Southern California
C07D239/94
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Quick Facts
Patent No.
US 10,047,058
App. No.
15/384,016
Granted
Aug 14, 2018
Kind
B2
Abstract

A compound of Formula II, is provided. R 1 , R 2 and R 3 are independently either hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino or hydroxyl. X is either F, Cl, Br, I or CN. Y is either N or CH. Compositions that include Formula II can be used to inhibit vacuolar H + ATPase.

Claims (23)

1. A compound of Formula II,

wherein R 1 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

R 2 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

R 3 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

X is selected from the group consisting of F, Br, I and CN,

and Y is N or CH.

2. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is F, and Y is N.

3. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is Br, and Y is N.

4. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is I, and Y is N.

5. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is CN, and Y is N.

6. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is F, and Y is CH.

7. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is Br, and Y is CH.

8. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is I, and Y is CH.

9. The compound of claim 1 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is CN, and Y is CH.

10. A method of inhibiting vacuolar H + ATPase comprising treating vacuolar H + ATPase with a composition comprising a compound of Formula II,

wherein R 1 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

R 2 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

R 3 is selected from the group consisting of hydrogen, alkyl, aryl, halogen, alkoxy, nitro, amino and hydroxyl,

X is selected from the group consisting of F, Cl, Br, I and CN,

and Y is N or CH.

11. A method of inhibiting vacuolar H + ATPase comprising treating vacuolar H + ATPase with a composition comprising the compound of claim 10 , wherein R 1 is hydrogen, R 2 is hydrogen, R 3 is hydrogen, X is Cl, and Y is N.

12. The method of claim 10 , wherein a catalytic subunit A of the vacuolar H + ATPase is targeted.

13. The method of claim 11 , wherein a catalytic subunit A of the vacuolar H + ATPase is targeted.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 6, 2025
From: UNIVERSITY OF SOUTHERN CALIFORNIA
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 071494/0610 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2017
From: ZHANG, CHAO; CHEN, YING-CHU
To: UNIVERSITY OF SOUTHERN CALIFORNIA
Reel/Frame 040907/0311 →
Continuity (2)
Provisional Application 62269739 · Dec 18, 2015
Related Publication 20170174638A1 · Jun 22, 2017
Cited By (1)
US 12,559,470