IP Library Granted Patent US 12,662,454
Granted Patent B2
US 12,662,454 · App. 18/043,958 · Granted Jun 23, 2026

Hydroxy-pyridinaldoxime scaffolds

Inventors: Rachid Baati (Strasbourg Cedex, FR); Richard Brown (Hampshire, GB); José Dias (Brétigny sur Orge, FR); Alex Maryan-Instone (Southampton, GB); Florian Nachon (Bretigney sur Orge, FR); Jagadeesh Yerri (Strasbourg Cedex, FR); Camille Voros (Strasbourg, FR)
Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ETAT FRANçAIS, SERVICE DE SANTÉ DES ARMÉES REPRÉSÉNTÉ PAR LE DÉLÉGUÉ GÉNÉRAL DE L'ARMEMENT; UNIVERSITÉ DE STRASBOURG; UNIVERSITY OF SOUTHAMPTON
C07D213/65A61P25/28A61P35/00
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Quick Facts
Patent No.
US 12,662,454
App. No.
18/043,958
Filed
Mar 3, 2023
Granted
Jun 23, 2026
Kind
B2
Art Unit
1626
USPC
514/345
Abstract

The present invention relates to a compound of formula (I). It also relates to a pharmaceutical composition comprising at least one compound of formula (I) and at least one pharmaceutically acceptable support. Finally, it relates to the use of such a compound as a medicine, preferably in the treatment of a nervous and/or respiratory failure due to intoxication with at least one organophosphorous nerve agent; in the treatment of neurological diseases such as Alzheimer's disease; and/or in the treatment of cancer.

Claims (11)

1 . A compound, or a salt thereof, selected from the group consisting of: (Z)-6-(4-aminobutyl)-3-hydroxypicolinaldehyde oxime JY-69:

and

Tert-butyl(E)-4-(4-(5-hydroxy-6-((hydroxyimino)methyl)pyridin-2-yl)butyl)piperazine-1-carboxylate AMI 318:

2 . A pharmaceutical composition comprising at least one compound according to claim 1 , and at least one pharmaceutically acceptable excipient, disintegrant, binder, lubricant, flavorant, colorant, stabilizer, or thickener.

3 . A method for treating a subject in need thereof, comprising administering to said subject at least one compound according to claim 1 .

4 . A method for treating a nervous and/or respiratory failure due to intoxication with at least one organophosphorous nerve agent, by virtue of their reactivation potency of organophosphorous inhibited cholinesterases, in a subject in need thereof, comprising administering to said subject at least one compound according to claim 1 .

5 . A method for treating a neurological disease in a subject in need thereof, comprising administering to said subject at least one compound according to claim 1 .

6 . A method for treating cancer in a subject in need thereof, comprising administering to said subject at least one compound according to claim 1 .

7 . The compound, or salt thereof, of claim 1 wherein the compound is (Z)-6-(4-aminobutyl)-3-hydroxypicolinaldehyde oxime JY-69

8 . The compound, or salt thereof, of claim 1 wherein the compound is Tert-butyl(E)-4-(4-(5-hydroxy-6-((hydroxyimino)methyl)pyridin-2-yl)butyl)piperazine-1-carboxylate AMI 318

9 . The compound, or salt thereof, of claim 1 wherein the compound is formed as a hydrochloride salt.