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US 5,707,985 AGranted
Naphthyl-, quinolyl- and isoquinolyl- sulfonamide derivatives as cell adhesion modulators
AssigneeTanabe Seiyaku Co., Ltd.
InventorsThomas Charles McKenzie, Gilbert M. Rishton, Nancy K. Harn, Wolfgang Scholz, James Hu
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Abstract
There are disclosed novel substituted naphthyl-, quinolyl- and isoquinolyl- sulfonamide derivatives that are useful in a method of treating immuno-inflammatory diseases in a mammalian patient suffering therefrom. Pharmaceutical compositions containing the sulfonamide compounds are also provided.
Claims27
A sulfonamide Compound encompassed by the following Formula (I), ##STR6## wherein, W and Q are selected from a carbon and a nitrogen atom, provided that W and Q are not both simultaneously nitrogen atoms;
- X and Y may be the same or different and are selected from a hydrogen atom, a halogen atom, a methyl group, an acetyl group,--OR.sup.3, NH.sub.2, --NHR.sup.4 and --NR.sup.5 R.sup.6 ;
- (a) and (b) denote ring positions which may be substituted with the sulfonyl moiety (--SO.sub.2 --);
- dotted lines denote double bonds which are optional;
- R.sup.1 and R.sup.2 may be the same or different and are selected from a hydrogen atom, C.sub.1-8 alkyl, C.sub.2-8 alkenyl, C.sub.3-9 cycloalkyl, aminopropyl, phenyl, 1-adamantyl, 2-adamantyl, bornyl, 1-adamantanemethyl, 3-noradamantyl, 3-aminoquinuclidine, 3-adamantane carboxylic acid-1-yl, 2-oxaadamantane-1-yl, 1-azaadamantane-4-yl and 1-hydroxy-3-adamantyl, 1-hydroxy-2-azahomoadamantane-6-yl, or alternatively,
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a bridged polycyclic moiety selected from the group consisting of 3-azabicyclo-3.3.2!decane, 3-azabicyclo3.2.2!nonane, 3-azabicyclo-3.2.1!octane, 4-azahomoadamantane, 2-azaadamantane, 2-thia-5-azabicyclo2.2.1!heptane, 2-oxo-5-azabicyclo-2.2.1!heptane, 2,5-diazabicyclo2.2.1!heptane, 5-methylformyl-2,5-diazabicyclo2.2.1!heptane, 1-hydroxy-4-azahomoadamantane, 3-aminoquinuclidine and 3-thia-5-azabicyclo2.2.1!heptane-2,2 dioxide, or alternatively,
- R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a monocyclic moiety selected from the group consisting of 4-benzyloxy-2-pyrrolidine carboxylic acid and 4-benzyloxy-2-methyl-oxycarbonyl pyrrolidine;
- R.sup.3 to R.sup.6 may be the same or different and are selected from a hydrogen atom, C.sub.1-8 alkyl, C.sub.3-9 cycloalkyl, acetyl, fluroenylmethyloxycarbonyl, pyridylmethyl, carobymethyl, piperazinylpropyl, (tert-butoxycarbonyl piperzinyl)propyl and dimethylaminoethyl;
- or a
- pharmaceutically acceptable salt thereof;
- provided that 3-(2-naphthylsulfonyl)-3-azabicyclo3.2.2!nonane is excluded from formula (I).
7 more elements
Dependencies are inferred from the claim text.