Abstract: A new class of N'-(aminoacylaminophenyl) acetamidines: ##STR1## in which R.sup.1 and R.sup.2 are the same or different and represent hydrogen, alkyl, aryl or the substituted derivatives thereof or, together with the nitrogen atom to which they are attached, an heterocyclic ring; and R.sup.3 is hydrogen, alkyl, aryl, aralkyl, or a heterocyclic moiety including the substituted derivatives thereof. The products have utility as anthelmintics.The products are obtained by treating a suitable amino-acid or a carbonyl-activated amino-acid, with the appropriate N'-(4-aminophenyl)-N,N-dimethylacetamidine. In addition, the products are obtained by treating a suitable N'-(haloacylaminophenylacetamidine with an appropriate amine.
Type:
Grant
Filed:
September 13, 1974
Date of Patent:
December 20, 1977
Assignee:
Bayer Aktiengesellschaft
Inventors:
Hartmund Wollweber, Ekkehard Niemers, Hans Peter Schulz, Herbert Thomas, Peter Andrews
Abstract: Compounds of the following general formula are useful in the treatment of sickle cell anemia: ##STR1## WHEREIN EACH OF R and R.sub.1 is hydrogen, chlorine, fluorine, bromine, trifluoromethyl, hydroxy, a lower alkoxy group of from 1 to 4 carbon atoms or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R.sub.2 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R.sub.3 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms, or when R.sub.2 is hydrogen, R.sub.3 is .beta.,.beta.,.beta.-trichloroethoxycarbonyl, benzyloxycarbonyl, p-methoxybenzyloxycarbonyl, p-nitrobenzyloxycarbonyl or tert-butoxycarbonyl; or NR.sub.2 R.sub.3 taken together form a monocyclic heterocyclic group selected from the group consisting of pyrrolidino, piperidino, morpholino, and N-(lower)alkylpiperazino; Z is ##STR2## wherein R.sub.4 is hydrogen or lower alkyl of from 1 to 4 carbon atoms, and R.sub.
Abstract: Substituted 2-(carbamoyl)oxyimino-3-iminobutyramides and 2-(carbamoyl)oxyimino-3-iminobutyrates of the formula ##STR1## where Q is --OR.sub.4 or --NR.sub.5 R.sub.6, and A, R, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are as hereinafter defined are useful as aphicides. The compounds are made by reacting an amine with a substituted 2-hydroxyiminoacetoacetamide (or 2-hydroxyiminopropionylacetamide) or an alkyl 2-hydroxyiminoacetoacetate (or 2-hydroxyiminopropionylacetate), then carbamylating the resulting substituted 2-hydroxyimino-3-iminobutyramide (or 2-hydroxyimino-3-iminovaleramide) or 2-hydroxyimino-3-iminobutyrate (or 2-hydroxyimino)-3-iminovalerate).
Abstract: Bis(benzamido)-benzene derivatives having various pharmaceutical activities such as activity for preventing and treating peptic ulcer, peripheral vasodilating action, hypotensive activity and analgesic activity and represented by the formula ##STR1## wherein X, Y, Z, R.sub.1, R.sub.2 and R.sub.3 are as defined hereinafter and a process for preparing the same are disclosed.
Abstract: Indoaniline of the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, alkyl or alkoxy;R.sub.2 represents alkyl, hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl) and mesylaminoalkyl;R.sub.3 represents hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl), mesylaminoalkyl; or R.sub.2 and R.sub.3 together form with the nitrogen atom to which they are attached a heterocycle selected from piperidino or morpholino;R.sub.4, r.sub.5 and R.sub.6 each independently represents hydrogen, halogen, alkyl, alkoxy, acylamino, ureido or carbalkoxyamino, and R.sub.5 can also represent amino, alkylamino, hydroxyalkylamino or carbamylalkylamino. The alkyl and alkoxy groups above can contain from 1 to 6 carbon atoms and the acyl group can contain from 2 to 7 carbon atoms.
Abstract: N-carbamoyl ethyl oxanilates having the formula ##STR1## wherein X and Y are independently selected from the group consisting of chloro, bromo and trifluoromethyl; n is either zero or one; and R and R.sub.1 are independently selected from the group consisting of lower alkyl and lower alkoxy from C.sub.1 to C.sub.3 inclusive, or R and R.sub.1 taken together is selected from the group consisting of ##STR2## are prepared by a process comprising reacting a urea having the formula ##STR3## with ethyl oxalyl halide in a single step in an inert solvent.
Abstract: 2-Morpholinol derivatives characterized by having an aryloxymethyl radical attached to the 6 position and an alkyl or alkynyl radical attached to the nitrogen at the 4 position are disclosed. The derivatives may be optionally substituted at the 2 position with an alkyl or aryl group and the hydroxyl function at position 2 may be replaced with an alkoxy group. The 2-morpholinol derivatives of this invention are useful .beta.-adrenergic blocking and antifungal agents. Methods for the preparation and use of these derivatives are also described.