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US 2013/0096085 A1Published application
Prochelators useful for inhibiting metal-associated toxicity
AssigneeDuke University
InventorsKatherine J. Franz, Marina G. D, Leed
Life of this patent
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Abstract
Prochelator compounds of Formula (I) or Formula (II) are described, along with methods of using the same and pharmaceutical formulations or compositions containing the same.
Claims16
A compound of Formula I or Formula II:
- wherein:
- Y is a covalent bond or —O—R7-R8—, where R7 is —CH2— or —CO2CH2— and R8 is phenylene, which phenylene is unsubstituted or substituted from 1 to 4 times with independently selected halo or alkyl;
- n and m are each an integer from 1 to 3;
- each R1 is independently selected from the group consisting of:
- H, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl, cycloalkylalkynyl, heterocyclo, heterocycloalkyl, heterocycloalkenyl, heterocycloalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, alkoxy, halo, mercapto, azido, cyano, formyl, carboxylic acid, hydroxyl, nitro, acyl, aryloxy, alkylthio, amino, alkylamino, arylalkylamino, disubstituted amino, acylamino, acyloxy, ester, amide, sulfoxyl, sulfonyl, sulfonate, sulfonic acid, sulfonamide, urea, alkoxylacylamino, and aminoacyloxy;
- R5 and R6 are independently selected H, alkyl, or haloalkyl, or together form an alkylene bridge, which alkylene bridge may be unsubstituted or substituted from 1 to 4 times with alkyl, halo, cycloalkyl, aryl, a fused cycloalkyl or a fused aryl ring;
- each X is independently selected from the group consisting of N, O, and CH;
- and
- dashed lines represent optional double bonds;
- or a pharmaceutically acceptable salt or prodrug thereof.
7 more elements
A method of making a boronic ester-masked 8-hydroxyquinoline comprising:
- reacting a quinoline 8-boronic acid with a diol
- to form said boronic ester-masked 8-hydroxyquinoline.
Dependencies are inferred from the claim text.