1-Heteroarylsulphonyl-2-imino-imidazolidines
AssigneeCiba-Geigy Corporation
InventorsAtso Ilvespaa, Andre Gagneux, Ernst Schweizer, Jorg Frei
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Abstract
Compounds of the class of 1-heteroarylsulphonyl-2-imino-imidazolidines which are substituted in the 3-position by an aliphatic or cycloaliphatic hydrocarbon radical, especially a cycloalkyl radical, and their pharmaceutically acceptable acid addition salts have valuable pharmacological properties. In particular, they possess hypoglycaemic activity and can be used for the treatment of hyperglycaemia in mammals. A specific embodiment is 1-[5-(2-butyramido-ethyl)-2-thienylsulphonyl]-2-imino-5-cyclohexyl-imidazo lidine.
Claims5
An imidazolidine compound of the formula I ##EQU16## in which Het is a thienyl radical,
- R.sub.1 denotes an alkyl group with at most 12 carbon atoms, an alkenyl group with 3 to 5 carbon atoms, a cycloalkyl, lower alkyl-cycloalkyl, cycloalkenyl or lower alkyl-cycloalkenyl group, each of which of at most 7 carbon atoms, or 7 to 9 carbon atoms,
- R.sub.2 denotes hydrogen, or the methyl or ethyl group,
- X denotes hydrogen, halogen up to atomic number 35, an alkyl group which is or is not interrupted by 1 or by 2 non-adjacent oxygen or sulphur atoms and contains a total of at most 7 carbon atoms, or the hydroxyl group, the amino group or an alkanamido group with at most 4 carbon atoms, and
- Y has the meaning of X or denotes a radical of the partial formula Ia or Ib ##EQU17## in which m denotes 2 or 3,
- Z denotes oxygen,
- R.sub.3 denotes hydrogen or the methyl group,
- R.sub.4 denotes an alkyl or chloroalkyl group with at most 7 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, a cycloalkyl, lower alkyl-cycloalkyl, cycloalkenyl or lower-cycloalkenyl group, each of which with a total of at most 8 carbon atoms, a phenyl group, a phenylalkyl group of 7 to 10 carbon atoms or a phenylalkenyl group of 8 to 10 carbon atoms, whereby the phenyl group present as R.sub.4 or as a part of R.sub.4 is unsubstituted or substituted by one to three substituents selected from the group consisting of halogen up to atomic number 35, trifluoromethyl, alkyl with at most 4 carbon atoms, hydroxy, alkoxy with at most 2 carbon atoms and alkylthio with at most 2 carbon atoms,
- and the pharmaceutically acceptable addition salt of the compound of formula I with inorganic or organic acids.
Dependencies are inferred from the claim text.