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US 7,115,612 B2Granted
Arylsulfonamides as antiviral agents
AssigneeBayer Aktiengesellschaft
InventorsTobias Wunberg, Wolfgang Bender, Peter Eckenberg, Sabine Hallenberger, Kerstin Henninger, Jörg Keldenich, Armin Kern, Siegfried Raddatz, Jürgen Reefschläger, Gunter Schmidt, Holger Zimmermann, Franz Zumpe, Martin Radtke
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Abstract
The present invention relates to novel sulphonamides of the general formula (I) in which the substituents R1, R2, R3, R4 and A and X are as defined in claim 1 and other claims, and also to processes for their preparation and to their use as antiviral agents, in particular against cytomegaloviruses.
Claims20
A compound of the general formula (I)
- in which
- R2 and R3 are identical or different and represent hydrogen, hydroxyl, halogen, nitro, cyano, trifluoromethyl, trifluoromethoxy, (C1–C6)-alkyl, (C1–C6)-alkoxy or represent a group of the formula
- in which
- R5, R6 and R7 are identical or different and each represents hydrogen or (C1–C6)-alkyl which for its part may be substituted by one or two substituents selected from the group consisting of hydroxyl, halogen, cyano, trifluoromethyl and trifluoromethoxy,
- A represents five- or six-membered heteroaryl, which is attached to the adjacent phenyl ring via a C atom and has one to three heteroatoms selected from the group consisting of N, O and S,
- R1 represents (C6–C10)-aryl, 5- to 10-membered heteroaryl or 5- to 10-membered heterocyclyl having in each case one to three heteroatoms selected from the group consisting of N, O and S, where
- R1 may be substituted by up to three substituents selected from the group consisting of hydroxyl, amino, mono-(C1–C6)-alkylamino, di-(C1–C6)-alkylamino, halogen, nitro, cyano, oxo, (C1–C6)-alkyl which for its part may be substituted by amino or hydroxyl, (C1–C6)-alkoxy, phenyl, 5- or 6-membered heterocyclyl having up to two heteroatoms selected from the group consisting of N, O and S, 5- or 6-membered heteroaryl having one or more heteroatoms selected from the group consisting of N, O and S, —C(O)—O—R8, —C(O)—NR9R10, —NH—C(O)—R11, —NH—C(O)—C(O)—R12 and —NH—SO2—R13,
- where
- R8, R9 and R10 are identical or different and each represents hydrogen or (C1–C6)-alkyl, or
- R9 and R10 together with the nitrogen atom to which they are attached form a 5- or 6-membered heterocycle which may contain a further nitrogen or oxygen heteroatom and which may be mono- or disubstituted by identical or different substituents from the group consisting of (C1–C4)-alkyl which for its part is optionally substituted by hydroxyl or amino, amino, hydroxyl, (C1–C4)-alkoxy, oxo, carboxyl and (C1–C4)-alkoxycarbonyl,
- R11 and R12 are identical or different and each represents trifluoromethyl, (C1–C6)-alkoxy, or hydroxyl or represents (C1–C6)-alkyl which is optionally mono- or disubstituted by identical or different constituents from the group consisting of amino, (C1–C6)-alkoxycarbonylamino, mono-(C1–C6)-acylamino, hydroxyl, amidino, guanidino, (C1–C6)-alkoxycarbonyl, carboxyl and phenyl, and
- R13 represents (C1–C6)-alkyl or (C6–C10)-aryl which may in each case be substituted by halogen, amino, hydroxyl, (C1–C4)-alkoxy or (C1–C4)-alkyl,
- R4 represents (C1–C6)-alkyl which may be substituted up to three times by identical or different substituents from the group consisting of amino, hydroxyl, halogen, (C1–C6)-alkoxy, (C1–C5)-alkanoyloxy and phenyl, which for its part is optionally mono- or disubstituted by identical or different substituents from the group consisting of halogen, nitro, cyano, amino and hydroxyl,
- or represents (C3–C7)-cycloalkyl which may be substituted up to three times by identical or different substituents from the group consisting of amino, hydroxyl, halogen, (C1–C6)-alkoxy and (C1–C6)-alkyl, which for its part is optionally substituted up to three times by identical or different substituents from the group consisting of amino, hydroxyl, halogen and (C1–C6)-alkoxy,
- or represents (C6–C10)-aryl which is optionally mono- or disubstituted by identical or different substituents from the group consisting of halogen, nitro, cyano, amino and hydroxyl,
- and in which
- X represents oxygen or sulphur,
- and in which nitrogen-containing heterocycles may also be present as N-oxides,
- or a tautomer, steroisomer, mixture of steroisomer, or pharmacologically acceptable salt thereof.
16 more elements
Dependencies are inferred from the claim text.