IP Library Granted Patent US 10,125,117
Granted Patent B2
US 10,125,117 · App. 14/800,194 · Granted Nov 13, 2018

Activation or reactivation of ache

Inventors: Milan Stojanovic (Fort Lee, NJ); Francine Katz (New York, NY); Donald W. Landry (New York, NY)
Assignee: The Trustees of Columbia University in the City of New York
C07D401/12C07D215/44C07D233/60
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Quick Facts
Patent No.
US 10,125,117
App. No.
14/800,194
Granted
Nov 13, 2018
Kind
B2
Abstract

Disclosed herein is an in vitro or in vivo method of activating or reversing inactivation of acetylcholinesterase (AChE) or butyrylcholinesterase (BuchE) using compounds of the present disclosure. Also disclosed is a method of treating a subject exposed to a nerve agent using such compounds. Also disclosed is a method of treating organophosphate poisoning in a subject using such compounds. Also disclosed is a method of modulating neuronal signaling and transmission in a subject using such compounds.

Claims (22)

1. A method of activating or reactivating an acetylcholinesterase (AChE) comprising:

contacting, in vitro or in vivo, non-activated or inactivated AChE and

a compound of Formula (II):

or a pharmaceutically acceptable salt, including all tautomers and stereoisomers, thereof wherein,

R 3 represents hydrogen;

R 4 represents hydrogen or chloro; and

R 5 represents hydrogen;

wherein the dashed line (- - - - - -) represents a bond to Formula (II).

2. The method of claim 1 , wherein the compound is

3. The method of claim 1 , wherein the compound further comprises a pharmaceutically acceptable carrier or excipient.

4. A method of activating or reactivating an acetylcholinesterase (AChE) comprising:

contacting, in vitro or in vivo, non-activated or inactivated AChE and

a compound of Formula (I):

or a pharmaceutically acceptable salt, including all tautomers and stereoisomers, thereof wherein,

R 1 represents hydrogen;

 and

R 2 =hydrogen; or

wherein the dashed line (- - - - - -) represents a bond to Formula (I) and the dashed and solid line (- - - - -) of Formula (I) represents a double bond if R 1 or R 2 is hydrogen and represents a single bond if R 1 and R 2 are not hydrogen.

5. The method of claim 1 , wherein the reactivating comprises reversing inactivation of an acetylcholinesterase.

6. The method of claim 4 , wherein the reactivating comprises reversing inactivation of an acetylcholinesterase.

7. The method of claim 4 , wherein the compound is

8. The method of claim 4 , wherein the compound further comprises a pharmaceutically acceptable carrier or excipient.

Assignments (3)
CONFIRMATORY LICENSE Recorded Aug 23, 2023
From: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
To: NATIONAL INSTITUTES OF HEALTH - DIRECTOR DEITR
Reel/Frame 064686/0237 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 25, 2018
From: STOJANOVIC, MILAN; KATZ, FRANCINE; LANDRY, DONALD W.
To: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
Reel/Frame 046962/0287 →
CONFIRMATORY LICENSE Recorded Aug 22, 2017
From: COLUMBIA UNIV NEW YORK MORNINGSIDE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 043620/0146 →
Continuity (5)
Continuation In Part PCTUS2014044116 · Jun 25, 2014
Continuation In Part PCTUS2014011720 · Jan 15, 2014
Provisional Application 61839280 · Jun 25, 2013
Provisional Application 61752940 · Jan 15, 2013
Related Publication 20160031854A1 · Feb 4, 2016