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US 11,628,181 B2Granted
N4-hydroxycytidine and derivatives and anti-viral uses related thereto
AssigneeEmory University
InventorsGeorge R. Painter, David Guthrie, Gregory R. Bluemling, Michael G. Natchus
Life of this patent
Estimating the term…
Abstract
This disclosure relates to N4-hydroxycytidine derivatives, compositions, and methods related thereto. In certain embodiments, the disclosure relates to the treatment and prophylaxis of viral infections.
Claims25
A pharmaceutical composition comprising a pharmaceutically acceptable excipient and a compound having a structure according to Formula IA
- or a pharmaceutically acceptable salt thereof, wherein
- R7 is H,
- X is CH2 or CD2;
- Y is independently selected from the group consisting of H, F, and CH3;
- R1 is carboxy, formyl, or esteryl, wherein R1 is optionally substituted with one or more, the same or different, R20, or R1O— is selected from the group consisting of amide, lactam, peptide, carboxylic acid ester, and epoxide;
- R4 is hydroxy;
- R5 is hydrogen;
- R20 is deuterium, alkyl, alkenyl, alkynyl, halogen, cyano, hydroxy, amino, amido, formyl, carboxy, carbamoyl, alkoxy, alkylamino, (alkyl)2amino, (C3-C6)carbocyclyl, or aryl, wherein R20 is optionally substituted with one or more, the same or different, R21;
- and
- R21 is halogen, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methoxycarbonyl, ethoxycarbonyl, (C3-C6)carbocyclyl, or aryl;
- wherein the lipid comprises a C6-22 alkyl, alkoxy, polyethylene glycol, or aryl substituted with an alkyl group.
8 more elements
A method of treating a viral infection comprising administering to a patient in need thereof an effective amount of a compound having a structure according to Formula IA
- or a pharmaceutically acceptable salt thereof, wherein
- R4 is hydroxy;
- R5 is hydrogen;
- R7 is H,
- X is CH2 or CD2;
- Y is independently selected from the group consisting of H, F, and CH3;
- R1 is carboxy, formyl, or esteryl, wherein R1 is optionally substituted with one or more, the same or different, R20, or R1O— is selected from the group consisting of amide, lactam, peptide, carboxylic acid ester, and epoxide;
- R20 is deuterium, alkyl, alkenyl, alkynyl, halogen, cyano, hydroxy, amino, amido, formyl, carboxy, carbamoyl, alkoxy, alkylamino, (alkyl)2amino, (C3-C6)carbocyclyl, or aryl, wherein R20 is optionally substituted with one or more, the same or different, R21;
- and
- R21 is halogen, cyano, hydroxy, trifluoromethoxy, trifluoromethyl, amino, formyl, carboxy, carbamoyl, methyl, ethyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methoxycarbonyl, ethoxycarbonyl, (C3-C6)carbocyclyl, or aryl;
- wherein the lipid comprises a C6-22 alkyl, alkoxy, polyethylene glycol, or aryl substituted with an alkyl group.
8 more elements
Dependencies are inferred from the claim text.