Amino acid derivatives, processes for the manufacture thereof and pharmaceutical compositions containing these compounds
AssigneeBoehringer Ingelheim GmbH
InventorsFranz Esser, Gerd Schnorrenberg, Horst Dollinger, Birgit Jung, Erich Burger
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Abstract
The invention relates to new amino acid derivatives of general formula I ##STR1## and the pharmaceutically acceptable salts thereof, wherein group B is --A.sup.2 --NR.sup.2 R.sup.3 or R.sup.5, wherein group R.sup.5 is ##STR2## and R.sup.1, A.sup.1, A.sup.2, R.sup.2, R.sup.3, R.sup.6, R.sup.7, R.sup.8, R.sup.9, X, Y, Z, t and u have the meanings described in the specification, as well as the preparation and use thereof. The novel compounds are valuable neurokinin (tachykinin) antagonists.
Claims6
A compound of formula I ##STR359## wherein R.sup.1 is ##STR360## A.sup.1 is D- or L-proline or D- or L-hydroxyproline B is R.sup.5 wherein
- R.sup.5 is an amine of formula II or formula III ##STR361## wherein R.sup.6 is aralkyl, diarylalkyl (in these groups aryl is phenyl or naphthyl and alkyl (C.sub.1-5)alkyl), heteroaryl-(C.sub.1-5)alkyl (wherein heteroaryl is 2-, 3- or 4-pyridyl or 2- or 3-thienyl), phenylamino-(C.sub.1-5)alkyl, naphthylamino-(C.sub.1-5)alkyl or N-phenylalkylpiperidinyl (wherein the phenyl groups listed are not substituted or contain 1, 2 or 3 substituents which are, independently of each other (C.sub.1-5)alkyl, (C.sub.1-5)alkoxy, dimethylamine, halogen, trifluoromethyl, --CN or OCF.sub.3);
- R.sup.7 is hydrogen or (C.sub.1-5)-alkyl;
- X is O
- Y and Z independently of each other are hydrogen, (C.sub.1-5)alkyl (C.sub.1-5)alkyloxy, benzyloxy (wherein the phenyl group is not substituted or contains 1, 2 or 3 substituents which are independently of each other (C.sub.1-5)alkyl, (C.sub.1-5)alkoxy, dimethylamine, halogen, trifluoromethyl, --CN or OCF.sub.3), OCF.sub.3, halogen, CF.sub.3, CN, CH.sub.2 NH.sub.2, CONH.sub.2, N--(C.sub.1-5 -alkyl).sub.2, NH--(C.sub.1-4)alkylcarbonyl, N--(C.sub.1-5)alkyl-N-(C.sub.1-4)alkylcarbonyl, NH.sub.2 or NH--(C.sub.1-5)alkyl, or R.sup.5 is an amine of formula IV ##STR362## wherein R.sup.6, R.sup.7, Y and Z have the above meanings
- R.sup.8 is hydrogen and R.sup.9 is hydroxy, (C.sub.1-5)alkoxy, phenyl-(C.sub.1-5)alkyloxy, naphthyl-(C.sub.1-5)alkyloxy or (C.sub.1-4)alkylcarbonyl, or wherein
- R.sup.8 and R.sup.9 are both oxygen or --OCH.sub.2 CH.sub.2 O--;
- and the chirality to C* may be R or S, and the pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.