Smithkline Beecham Corporation

Smithkline Beechum P.l.c.

Frank Peter Harrington

Mervyn Thompson

John David Harling

Nigel J Broom

Michael S Hadley

Robert William Ward

Nigel John Perryman Broom

Tetrahydronaphthyridinyl-carboxamides having anti-convulsant activity

6-(substituted methylene) penems and intermediates

Compounds of formula (I) and pharmaceutically acceptable salts and solvates: where R is hydrogen, C alkyl (optionally substituted by hydroxy or C alkoxy), phenyl-C alkyl-, C alkenyl, C alkynyl; R is hydrogen or, up to three substituents selected from halogen, NO , CN, N , CF O&mdash;, CF S&mdash;, CF SO &mdash;, CF CO&mdash;, C alkyl, C alkenyl, C alkynyl, C perfluoroalkyl, C cycloalkyl, C cycloalkyl-C alkyl-, C alkyl, C alkylCO&mdash;, C cycloalkylO&mdash;, C cycloalkylCO&mdash;, C cycloalkyl-C alkylO&mdash;, C cycloalkyl-C alkylCO&mdash;, phenyl, phenoxy, benzyloxy, benzoyl, phenyl-C alkyl-, C alkylS&mdash;, C alkylSO &mdash;, (C alkyl) NSO &mdash;, (C alkyl)NHSO &mdash;, (C alkyl) NCO&mdash;, (C alkyl)NHCO&mdash; or CONH ; or &mdash;NR R where R is hydrogen or C alkyl, and R is hydrogen, C alkyl, formyl, &mdash;CO C alkyl or &mdash;COC alkyl; or two R groups together form a carbocyclic ring that is saturated or unsaturated, optionally interrupted by O or NH; R groups and R groups are each independently hydrogen or C alkyl and/or the two R groups and/or the two R groups together form a C spiroalkyl group, provided that at least one R or R group is not hydrogen; and X is selected from hydrogen, halogen, cyano, alkyl and alkoxy, are useful in the treatment and prophylaxis of epilepsy, migraine, and other disorders.

Compounds of formula (I) and pharmaceutically acceptable salts thereof:

1,6-naphthyridine anti-convulsants

Compounds of formula (I) in which: R.sup.1 is hydrogen or an organic substituent group; R.sup.2 is a fused bicyclic heterocyclic ring system of general formula (a) wherein R.sup.4 and R.sup.5 are independently hydrogen or one or more substituents replacing hydrogen atoms in the ring system shown; m is 2 or 3; p is 0, 1 or 2; and R.sup.3 is hydrogen, a salt-forming cation or an ester-forming group; and the symbol .dbd./.dbd. indicates that the double bond may be in either the E or Z configuration

6-(substituted methylene)penems and intermediates

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Sawbridgeworth, United Kingdom

Frank Peter Harrington