Patent GB-1414244-A (GB)
Title: Phenylguanidine derivatives their production and their medicinal use
IPC: C07C277/08
Filed: 1973-10-17
Abstract: 1414244 Phenyl guanidine derivatives BAYER AG 17 Oct 1973 [18 Oct 1972] 48386/73 Heading C2C Novel compounds of Formula I wherein X is an alkyl radical with 1 to 6 carbon atoms; R<SP>1</SP> is an alkyl radical with 1 to 4 carbon atoms; R<SP>2</SP> is a hydrogen atom or an alkyl radical with 1 to 18 carbon atoms (optionally carrying one or more substituents selected from halogen and nitrile radicals, alkoxy radicals with 1 to 4 carbon atoms, alkoxycarbonyl radicals with 2 to 5 carbon atoms, phenoxy, halophenoxy; alkylphenoxy and alkoxyphenoxy radicals), or a cycloalkyl radical wih 5 to 8 carbon atoms, or an aralkyl radical (optionally carrying one or more substituents selected from halogen atoms, alkyl radicals with 1 to 4 carbon atoms and alkoxy radicals with 1 to 4 carbon atoms), or an aryl radical (optionally carrying one or more substituents selected from halogen atoms, alkyl radicals with 1 to 4 carbon atoms and alkoxy radicals with 1 to 4 carbon atoms), or a 1-furyl radical, or a radical of the general formula -NR<SP>11</SP>R<SP>111</SP> [in which R<SP>11</SP> is a hydrogen atom or an alkyl radical with 1 to 4 carbon atoms, and R<SP>111</SP> is a hydrogen atom or an alkyl radical with 1 to 18 carbon atoms (optionally carrying one or more substituents selected from halogen atoms, nitrile radicals, alkoxy radical with up to 4 carbon atoms and alkoxycarbonyl radicals with up to 5 carbon atoms), or a cycloalkyl radical with 5 to 8 carbon atoms, or an aralkyl radical (optionally carrying in the aryl part one or more substituents selected from halogen atoms, alkyl radicals with up to 6 carbon atoms and alkoxy radicals with up to 6 carbon atoms), a phenyl radical (optionally carrying at least one substituent selected from halogen atoms, alkyl radicals having up to 6 carbon atoms, and alkoxy radicals having up to 6 carbon atoms), or an acyl radical with up to 18 carbon atoms (optionally carrying at least one substituent selected from halogen atoms and alkoxy radicals having up to 6 carbon atoms), or an aroyl radical (optionally carrying as a substituent at least one radical selected from halogen atoms, alkyl radicals with up to 6 carbon atoms and alkoxy radicals with up to 6 carbon atoms), or an alkyl-sulphonyl radical with up to 18 carbon atoms, or an arylsulphonyl radical (optionally carrying at least one substituent selected from halogen atoms, amino radicals, alkyl radicals having up to 6 carbon atoms and alkoxy radical having up to 6 carbon atoms) or a dialkylamino radical with up to 4 carbon atoms; or R<SP>11</SP> and R<SP>111</SP>, together with the nitrogen atom between them, represent a heterocyclic ring with 4 to 7 carbon atoms optionally also containing at least one oxygen or sulphur atom]; with the proviso that X, R<SP>1</SP> and R<SP>2</SP> cannot in the same compound all represent methyl radicals are prepared by reacting compounds of formulae wherein R is C 1-4  alkyl. Pharmaceutical compositions in conventional forms for oral, rectal, topical and parenteral administration and having anthelmintic activity comprise and above novel compound and a carrier or diluent other than a solvent of molecular weight of less than 200.