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Tri-substituted phenyl or pyridine derivatives



Tri-substituted phenyl or pyridine derivatives



Official Gazette of the United States Patent & Trademark Office Patents 1247(2), June 12



Compounds of general formula (1) are described: ##STR1## wherein dbdW-- is (1) dbdC(Y)-- where Y is a halogen atom, or an alkyl or --XRa group where X is --O--, --S(O)m -- [where m is zero or an integer of value 1 or 2], or --N(Rb)-- [where Rb is a hydrogen atom or an optionally substituted alkyl group] and Ra is a hydrogen atom or an optionally substituted alkyl group or, (2) dbdN--; L is (1) a --C(R)dbdC(R1)(R2) or [--CH(R)]n CH(R1)(R2) group; is (2) a --(Xa)n Alk'Ar', or Alk'Xa Ar' group; or is (3) Xa R1 ; Z is a group (A), (B), (C) or (D): ##STR2## wherein Ar is a monocyclic or bicyclic aryl group optionally containing one or more heteroatoms selected from oxygen, sulphur or nitrogen atoms; Z1 is a group --NR12 C(O)-- [where R12 is a hydrogen atom or an optionally substituted alkyl or (Alk)t Ar group], --C(O)NR12 --, --NR12 C(S)--, --C(S)NR12 --, --CtplbondC--, --NR12 SO2 --, or --SO2 NR12 --; Alk is an optionally substituted straight or branched alkyl chain optionally interrupted by an atom or group X; t is zero or an integer of value 1, 2 or 3; R3 is a hydrogen or a fluorine atom or an optionally substituted straight or branched alkyl group or an OR11 group [where R11 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkoxyalkyl, alkanoyl, formyl, carboxamido or thiocarboxamido group]; R4 is a hydrogen atom or an optionally substituted alkyl, --CO2 R8, --CSNR9 R10, --CN, --CH2 CN, or --(CH2)t Ar group where t is zero or an integer of value 1, 2 or 3 and Ar is a monocyclic or bicyclic aryl group optionally containing one or more heteroatoms selected from oxygen, sulphur or nitrogen atoms; provided that when L is a group of type (2) or (3) above then Z is a group of type (A) or type (B) in which R4 is a --(CH2)t Ar group; R5 is a group --(CH2)t Ar; R6 is a hydrogen or a fluorine atom, or an optionally substituted alkyl or --CO2 R8, --CONR9 R10, --CSNR9 R10, --CN or --CH2 CN group; R7 is a hydrogen or a fluorine atom, an optionally substituted straight or branched alkyl group, or an ORc group where Rc is a hydrogen atom or an optionally substituted alkyl or alkenyl group, alkoxyalkyl, alkanoyl, formyl, carboxamido or thiocarboxamido group; and the salts, solvates, hydrates, prodrugs and N-oxides thereof. Compounds according to the invention are phosphodiesterase type IV inhibitors and are useful in the prophylaxis and treatment of disease such as asthma where unwanted inflammatory response or muscular spasm is present.

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Accession: 035985802

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