2-aryl-amino-1,3-diazacyclopentenes

摘要

Compounds of the formula: wherein R represents a hydrogen atom or a C1- 4 alkyl group, Ar represents a phenyl group which is at least di-substituted, the substituents being halogen atoms and/or C1- 4 alkyl groups, and Y represents an ethylene group either unsubstituted or substituted by a methyl group, or acid-addition salts thereof, may be incorporated in pre-shave soaps.ALSO:The invention comprises compounds of the formula wherein R1 and R2, which may be the same or different, each represents a halogen atom or a C1-2 alkyl group, and non-toxic, acid-addition salts thereof, and a process for preparing compounds of the formula wherein R represents a hydrogen atom or a C1-4 alkyl group, Ar represents a phenyl group which is at least disubstituted, the substituents being halogen atoms and/or C1-4 alkyl groups, and Y represents an ethylene group either unsubstituted or substituted by a methyl group, and acid-addition salts thereof, by heating at a temperature of 100 DEG C. to 200 DEG C. for 10 to 120 minutes in the absence of a solvent, an isothiouronium salt of the formula in which R1 represents a C1-4 alkyl and X represents a chlorine, bromine or iodine atom, with an alkylene diamine of the formula H2N-Y-NH2 When the compounds of Formula II are obtained in the form of their acid-addition salts, these salts may be converted into the free bases or other acid-addition salts in known manner. 2,6 - Diethylphenyl - S - ethyl isothiouronium bromide is prepared by reacting 2,6-diethylaniline with ammonium thiocyanate to form 2,6-diethylphenyl-thiourea and heating this compound with ethyl bromide. 2,6-Dichloro-S-methyl isothiouronium iodide is prepared by reacting 2,6-dichloroaniline with ammonium thiocyanate to form 2,6-dichlorophenyl-thiourea and treating this with methyl iodide.ALSO:Pharmaceutical and cosmetic compositions comprise a compound of the formula: wherein R represents a hydrogen atom or a C1-4 alkyl group, Ar represents a phenyl group which is at least disubstituted, the substituents being halogen atoms and / or C1-4 alkyl groups and Y represents an ethylene group either unsubstituted or substituted by a methyl group, or an acid addition salt thereof, in association with an inert carrier or excipient. The pharmaceutical compositions possess vasoconstrictive activity and may be adapted for topical administration, e.g. they may be in the form of nasal drops, sprays and ointments. They may contain one or more suspending agents and, in the case of compositions for administration into the nose, also a germicide, e.g. phenyl mercury borate. The cosmetic compositions possess pilo-erecting properties and may be presented as pre-shave preparations, for example as lotions or creams. They may include one or more perfumes, preservatives, wetting agents, dispersing agents, humectants, powder bases, colouring agents or oils.