Generated: May 28, 2017
|Title:||Phenylacetic acid benzylamides|
|Abstract:||The present application relates to the uses of phenylacetic acid benzylamides and new (S)(+)-2-ethoxy-4-[N-[1-2-piperidino-phenyl)-3-methyl-1-butyl]-aminocarbon ylmethyl]benzoic acid and the salts thereof, which have valuable pharmacological properties, namely an effect on the intermediate metabolism, but particularly the effect of lowering blood sugar.|
|Inventor(s):||Grell; Wolfgang (Biberach, DE), Hurnaus; Rudolf (Biberach, DE), Griss, deceased; Gerhart (late of Biberach, DE), Sauter; Robert (Laupheim, DE), Reiffen; Manfred (Biberach, DE), Ruprecht; Eckhard (Aulendorf-Tannhausen, DE)|
|Assignee:||Dr. Karl Thomae GmbH (Biberach an der Riss, DE)|
1. A method of lowering the level of glucose in the blood of a warm-blooded animal and humans in need thereof, which comprises orally or parenterally administering to said
animal and humans an effective hypoglycemic amount of a compound of formula ##STR30## wherein R.sub.1 represents an unbranched alkyleneimino group with 4 to 6 carbon atoms optionally mono- or di-(alkyl of 1 to 3 carbon atoms)-substituted;
R.sub.2 represents a hydrogen or halogen atom or a methyl or methoxy group;
R.sub.3 represents a hydrogen atom, an alkyl group with 1 to 7 carbon atoms, a phenyl group optionally substituted by a halogen atom or a methyl or methoxy group, an alkyl group with 1 or 2 carbon atoms substituted by a hydroxy, alkoxy, alkanoyloxy, tetrahydrofuranyl, tetrahydropyranyl, cycloalkyl or phenyl group, in which the alkoxy part can contain from 1 to 3 carbon atoms, the alkanoyloxy part can contain 2 or 3 carbon atoms and the cycloalkyl part can contain 3 to 7 carbon atoms, an alkenyl group with 3 to 6 carbon atoms, an alkynyl group with 3 to 5 carbon atoms, a carboxy group or an alkoxycarbonyl group with a total or 2 to 5 carbon atoms;
R.sub.4 represents a hydrogen atom, a methyl, ethyl or allyl group; and
W represents a methyl, hydroxymethyl, formyl, carboxyl, alkoxycarbonyl, cyanomethyl, 2-cyano-ethyl, 2-cyano-ethenyl, carboxymethyl, 2-carboxyethyl, 2-carboxyethenyl, alkoxycarbonylmethyl, 2-alkoxycarbonyl-ethyl or 2-alkoxycarbonyl-ethenyl group, in which each alkoxy part can contain from 1 to 4 carbon atoms and can be substituted by a phenyl group; and
when R.sub.3 is other then hydrogen and/or the radical R.sub.1 contains an optically active carbon atom, the enantiomers and the diastereomers thereof or their mixtures; when W is carboxyl, a non-toxic salt thereof formed with an inorganic or organic base; or a non-toxic acid addition salt thereof formed by an inorganic or organic acid with the amino function in the R.sub.1 -position.
2. A compound of formula ##STR31## wherein W' represents a carboxy group or an alkoxycarbonyl group having a total of 2 to 5 carbon atoms, wherein the alkyl moiety of the alkoxy group may be substituted by a phenyl group and the addition salts thereof.
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