Compositions, methods of use and preparation of 2,6-diisopropyl phenol and analogs for ischemic injury
AssigneeAbraxis BioScience, LLC
InventorsNeil P. Desai, Chunlin Tao, Cheng Zhi Yu, Vuong Trieu, Patrick Soon-Shiong
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Abstract
The present invention provides novel 2,6-diisopropyl phenol2,6-diisopropyl phenol analogs and sterile, stable pharmaceutical compositions of 2,6-diisopropyl phenol 2,6-diisopropyl phenol and analogs thereof useful as an antioxidant in the treatment of ischemic injury including stroke and other cerebral injury. 2,6-diisopropyl phenol or its analogs are administered in a dosage effective to produce blood levels and brain levels of the drug that can prevent free radical damage associated with ischemic injury.
Claims23
A method of treating or ischemic injury in a human, wherein the method comprises administering to the human an amount of a 2,6-diisopropyl phenol analog selected from the group consisting of:
- (4-fluorophenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-(trifluoromethyl)phenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-3,5diisopropylphenyl(4-nitrophenyl)methanone, (3-fluoro-4-(trifluoromethyl)phenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (3-(trifluoromethyl)phenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (3-fluoro-5-(trifluoromethyl) phenyl)-4-hydroxy-3,5-diisopropylphenyl)methanone, (4-hydroxy-3,5-diisopropylphenyl)naphthalene-2-yl)methanone, (3,5-bis(trifluoromethyl)phenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-tert-butylphenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-hydroxy-3,5-diisopropylphenyl)-(4-isobutylphenyl)methanone, (4-hydroxy-3,5-diisopropylphenyl)-(4-iodophenyl)methanone, (4-hydroxy-3,5-diisopropylphenyl)-(4-methoxyphenyl)methanone, (4-cyanophenyl)-4-hydroxy-3,5-diisopropylphenyl)methanone, (6-(trifluoromethyl)pyridin-3-yl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-bromophenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, (4-hydroxy-3,5-diisopropylphenyl)-(4-propylphenyl)methanone, (4-chlorophenyl)-(4-hydroxy-3,5-diisopropylphenyl)methanone, 4-((4-(trifluoromethyl)phenyl)-(methoxyimino)methyl)-2,6-diisopropylphenyl, 4-(4-(trifluoromethyl)benzyl)-2,6-diisopropylphenyl, 4-((4-(trifluoromethyl)phenyl)-(hydroxy)methyl)-2,6-diisopropylphenyl, 4-hydroxy-3,5-diisopropylphenyl)-(4-(methylsulfonyl)phenyl)methanone, and combinations thereof.
A method of treating or ischemic injury in a human with a pharmaceutical composition comprising:
- a) 0.5-5 wt % 2,6-diisopropyl phenol or an analog thereof, and
- b) 0.1-5 wt % oil,
- wherein, the composition is administered to a human in an amount effective to treat ischemia.
A method for treating ischemia in a human comprising administering to a human a low oil composition comprising 2,6-diisopropyl phenol or an analog thereof in an amount effective to treat ischemia.
Dependencies are inferred from the claim text.