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US 8,772,502 B2Granted
Alkylsulfinyl-substituted thiazolide compounds
AssigneeRomark Laboratories L.C.
InventorsJ. Edward Semple, Jean-Francois Rossignol
Life of this patent
Estimating the term…
Abstract
A new class of alkylsulfinyl thiazolides is described. These compounds show strong activity against hepatitis viruses.
Claims17
A compound of structural Formula (1):
- and pharmaceutically acceptable salts thereof,
- wherein R1 is selected from the group consisting of hydrogen and Q-C(═O)—, any of which may be optionally substituted;
- R2 to R5 are independently selected from the group consisting of hydrogen, D, hydroxy, F, Cl, Br, CN, NO2, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, (C1-C6)-alkoxy, carboxy, (C1-C6)-alkoxycarbonyl, amino, (C1-C6)-acylamino, amido, (C1-C6)-alkylamido, (C1-C6)-dialkylamido, (C1-C6)-alkylsulfonylamino, (C1-C6)-haloalkyl, (C1-C6)-perhaloalkyl, (C1 -C6)-perhaloalkoxy, (C1-C6)-alkyithio, (C1-C6)-alkylthioalkyl, (C1-C6)-alkylsulfonyl, (C3-C8)-cycloalkylsulfonyl, arylsulfonyl, arylalkylsulfonyl, heteroarylsulfonyl, heteroarylalkylsulfonyl, (C1-C6)-alkylsulfonamido, N,N′-(C1-C6)-dialkylsulfonamido, aryl, aryloxy, arylthio, arylalkylthio, heteroaryl, heteroaryloxy, heteroarylalkoxy, heteroarylthio, heteroarylalkylthio, heterocycloalkyl, heterocycloalkoxy, and Q-C(═O)— , any of which may be optionally substituted;
- or any two contiguous R1, R2 or R3 moieties may be combined together with the atoms to which they are attached and joined to form an optionally substituted 5-to 8-membered heterocycloalkyl ring;
- wherein when one of R6 or R7 is hydrogen, the other is independently selected from the group consisting of (C1-C6)-alkylsulfinyl, (C1-C6)alkylsulfinyalkyl, (C2-C6)-alkenylsulfinyl, (C2-C6)-alkynylsulfinyl, (C3-C8)-cycloalkylsulfinyl, (C5-C8)-cycloalkenylsulfinyl, arylsulfinyl, arylalkylsulfinyl, arylalkenylsulfinyl, heteroarylsulfinyl, heteroarylalkylsulfinyl, heteroarylalkenylsulfinyl, and heterocycloalkylsulfinyl, any of which may be optionally substituted;
- or the R6 and R7 moieties may be combined together with the atoms to which they are attached and joined to form an optionally substituted 5-to 8-membered ring that incorporates a sulfinyl (—S[O]—) moiety;
- and
- wherein Q is R8, OR8, NHR8, or NR8R9;
- R8 and R9 are independently selected from the group consisting of hydrogen, (C1-C12)-alkyl, (C2-C12)-alkenyl, (C2-C12)-alkynyl, (C3-C8)-cycloalkyl, aryl, arylalkyl, arylalkenyl, heterocycloalkyl, heteroaryl, heteroarylalkyl, and heteroarylalkenyl, any of which may be optionally substituted;
- or R8 and R9, together with the atoms to which they are attached, may be joined to form an optionally substituted 5-to 8-membered heterocycloalkyl ring;
- any of which may be optionally substituted.
8 more elements
A compound selected from the group consisting of:
A compound selected from the group consisting of:
Dependencies are inferred from the claim text.