US 9,751,831 B2Granted

Blood brain barrier-penetrating oximes for cholistenerases reactivation

AssigneeHuman BioMolecular Research Institute

InventorsJohn R. Cashman, Jarosiaw Kalisiak

Life of this patent

Estimating the term…

Abstract

The invention describes pharmaceutical agents capable of crossing the blood brain barrier to protect against organophosphate pesticides and nerve agents or other electrophiles by reactivating inhibited cholinesterase (i.e., acetylcholinesterase and butyrylcholinesterase) and other proteins in the peripheral and central nervous system.

Claims6

Dependent claims

A compound of Formula V, VI or VII:

or a pharmaceutically acceptable salt thereof, wherein
R is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, alkylidenyl, alkenylidenyl, alkoxy, halo, haloalkyl, azidoalkyl, hydroxy, hydroxyalkyl, aryl, heteroaryl, heterocycle, cycloalkyl, alkoxycarbonyl, alkylimino, alkylamino, acylamino, trifluoromethylalkyl, trifluoromethoxyalkyl, carboxyalkyl, ketoalkyl, thioalkyl, alkylsulfinyl, alkylsulfonyl, amidinoalkyl, guanidynoalkyl, oximoalkyl, NRxRy and COORy wherein each Rx and Ry are independently hydrogen, alkyl, alkenyl, aryl, heteroaryl, heterocycle, cycloalkyl or hydroxy.

Dependencies are inferred from the claim text.

Facts

Application: 13/994,682Filed 16 Dec 2011 · us provisional application
Priority: 16 Dec 2010
Published: US 2014/0051712 A120 Feb 2014
Granted: 5 Sep 2017
Term ends: Not estimatedThe source records don’t support an estimate.

Classification10 codes

C07C 251/40
With the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms: to carbon atoms of an unsaturated carbon skeleton
C07C 257/12
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…
C07C 257/14
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…
C07C 257/18
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…

Family

Application61/459,612Us provisional application · filed 16 Dec 2010
US 2014/0051712 A1Pre-grant publication · published 20 Feb 2014
US 9,751,831 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

Facts

Application

13/994,682Filed 16 Dec 2011 · us provisional application

Priority

16 Dec 2010

Published

US 2014/0051712 A120 Feb 2014

Granted

5 Sep 2017

Term ends

Not estimatedThe source records don’t support an estimate.

Classification10 codes

C07C 251/40
With the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms: to carbon atoms of an unsaturated carbon skeleton
C07C 257/12
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…
C07C 257/14
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…
C07C 257/18
With replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines: having carbon atoms of amidino groups bound to…