Substituted isoselenazolone anti-infective, anti-inflammatory, anti-cancer, cytoprotective, neuroprotective, and anti-oxidant agents
AssigneeThe University of Toledo
InventorsSteven Sucheck, Sandeep Thanna, Donald Ronning, Alexander Landgraf
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Abstract
Compounds, compositions, and methods for the treatment of infections, inflammation, cancers, tinnitus, Meniere's disease, hearing loss, or bipolar disorder, or for providing cytoprotection against Clostridium difficile toxins, are disclosed.
Claims31
A compound comprising Formula I:
- wherein:
- R is a substituted or unsubstituted C1-C8 alkyl, C3-C6 cycloalkyl, Ph, C1-C8 alkenyl, C3-C6 cycloalkyl, or heterocyclic group;
- each of R1, R2, R3, and R4 is independently H, F, Cl, N3, 1,2,3-triazole, C1-C8 alkyl, C1-C8 alkoxy, C1-C8 acyloxy, amino, C1-C8 alkylamino, C1-C8 dialkylamino, O—CH2-Ph, C1-C8 alkoxy Ph, Ph, vinyl, CN, CO2H, CO2R6, or CH2mR5, wherein m is 1 or 2;
- and
- X is either a lone pair of electrons or O;
- provided, however, that when each of R1, R2, R3, and R4 is H, and X is a lone pair of electrons, R is not Ph or
- and salts, stereoisomers, hydrates, solvates, racemates, prodrugs, and polymorphs thereof.
12-14. (canceled)
18-19. (canceled)
21-40. (canceled)
43-52. (canceled)
A method of treating, preventing, or ameliorating an infection, the method comprising administering an effective amount of a compound to a subject in need thereof and treating, preventing, or ameliorating an infection in the subject;
- wherein the compound comprises Formula I:
- wherein:
- R is a substituted or unsubstituted C1-C8 alkyl, C3-C6 cycloalkyl, Ph, C1-C8 alkenyl, C3-C6 cycloalkyl, or heterocyclic group;
- each of R1, R2, R3, and R4 is independently H, F, Cl, N3, 1,2,3-triazole, C1-C8 alkyl, C1-C8 alkoxy, C1-C8 acyloxy, amino, C1-C8 alkylamino, C1-C8 dialkylamino, O—CH2-Ph, C1-C8 alkoxy Ph, Ph, vinyl, CN, CO2H, CO2R6, or CH2mR5, wherein m is 1 or 2;
- and
- X is either a lone pair of electrons or O:
- provided, however, that when each of R1, R2, R3, and R4 is H, and X is a lone pair of electrons, R is not Ph:
- and salts, stereoisomers, hydrates, solvates, racemates, prodrugs, and polymorphs thereof.
55-56. (canceled)
59-62. (canceled)
A method of treating reperfusion injury, Meniere's disease, ototoxicity, neuropathy, stroke, tinnitus, hearing loss, or bipolar disorder, the method comprising administering an effective amount of a compound to a subject in need thereof and treating reperfusion injury, Meniere's disease, ototoxicity, neuropathy, stroke, tinnitus, hearing loss, or bipolar disorder;
- wherein the compound comprises Formula I:
- wherein:
- R is a substituted or unsubstituted C1-C8 alkyl, C3-C6 cycloalkyl, Ph, C1-C8 alkenyl, C3-C6 cycloalkyl, or heterocyclic group;
- each of R1, R2, R3, and R4 is independently H, F, Cl, N3, 1,2,3-triazole, C1-C8 alkyl, C1-C8 alkoxy, C1-C8 acyloxy, amino, C1-C8 alkylamino, C1-C8 dialkylamino, O—CH2-Ph, C1-C8 alkoxy Ph, Ph, vinyl, CN, CO2H, CO2R6, or CH2mR5, wherein m is 1 or 2;
- and
- X is either a lone pair of electrons or O;
- provided, however, that when each of R1, R2, R3, and R4 is H, and X is a lone pair of electrons, R is not Ph;
- and salts, stereoisomers, hydrates, solvates, racemates, prodrugs, and polymorphs thereof
64-71. (canceled)
Dependencies are inferred from the claim text.