Substituted 6- and 7-aminotetrahydroisoquinolinecarboxylic acids

A compound of the formula I ##STR34## or a stereoisomeric form of the compound of the formula I, or a physiologically tolerable salt of any of the foregoing, where

• R.sup.1 is 1. phenyl;
• 2. phenyl which is mono- or disubstituted by
• 2.1. (C.sub.1 -C.sub.6)-alkyl, which is linear, cyclic or branched,
• 2.2. --OH,
• 2.3. (C.sub.1 -C.sub.6)-alkyl-C(O)--O--,
• 2.4. (C.sub.1 -C.sub.6)-alkyl-O--,
• 2.5. (C.sub.1 -C.sub.6)-alkyl-O--(C.sub.1 -C.sub.4)-alkyl-O--,
• 2.6. halogen,
• 2.7. --CF.sub.3,
• 2.8. --CN,
• 2.9. --NO.sub.2,
• 2.10. HO--C(O)--,
• 2.11. (C.sub.1 -C.sub.6)-alkyl-O--C(O)--,
• 2.12. methylenedioxo,
• 2.13. R.sup.5 --(R.sup.6)N--C(O)--, in which R.sup.5 and R.sup.6 are identical or different and represent a hydrogen atom or (C.sub.1 -C.sub.6)-alkyl-,
• or
• 2.14. R.sup.5 --(R.sup.6)N--, in which R.sup.5 and R.sup.6 are identical or different and represent a hydrogen atom or (C.sub.1 -C.sub.6)-alkyl-;
• 3. a heteroaromatic from the following group 3.1. to 3.15., which is unsubstituted or substituted as described under 2.1 to 2.14,
• 3.1. pyrrole,
• 3.2. pyrazole,
• 3.3. imidazole,
• 3.4. triazole,
• 3.5. thiophene,
• 3.6. thiazole,
• 3.7. oxazole,
• 3.8. isoxazole,
• 3.9. pyridine,
• 3.10. pyrimidine,
• 3.11. indole,
• 3.12 benzothiophene,
• 3.13. benzimidazole,
• 3.14. benzoxazole, or
• 3.15. benzothiazole;
• 4. --OH and A is a covalent bond;
• 5. --O--R.sup.14 and A is a covalent bond, --CH.dbd.CH-- or --C.tbd.C--
• and in which R.sup.14 is
• 1) (C.sub.1 -C.sub.6)-alkyl,
• 2) (C.sub.3 -C.sub.6)-cycloalkyl,
• 3) benzyl, or
• 4) phenyl;
• 6. --COOH and A is a covalent bond, --CH.dbd.CH-- or --C.tbd.C--;
• 7. (C.sub.1 -C.sub.6)-alkyl;
• 8. (C.sub.3 -C.sub.6)-cycloalkyl-O--(C.sub.1 -C.sub.4)-alkyl;
• 9. halogen and A is a covalent bond, --CH.dbd.CH-- or --C.tbd.C--;
• 10. --CN and A is a covalent bond, --CH.dbd.CH-- or --C.tbd.C--;
• 11. --NO.sub.2 and A is a covalent bond, --CH.dbd.CH-- or --C.tbd.C--;
• or
• 12. --CF.sub.3 ;
• and
• R.sup.2 is 1. HO(H)N--;
• or
• 2. R.sup.7 --O--, in which R.sup.7 is
• 2.1 a hydrogen atom,
• 2.2 (C.sub.1 -C.sub.6)-alkyl,
• 2.3 allyl, or
• 2.4 benzyl;
• R.sup.3 and R.sup.4 are identical or different and are
• 1. hydrogen,
• 2. (C.sub.1 -C.sub.6)-alkyl,
• 3. phenyl-(CH.sub.2).sub.m, in which phenyl is unsubstituted or mono- or disubstituted as described under 2.1 to 2.14. and m is the integer zero, 1, 2, or 3,
• 4. R.sup.8 --(CO)--, in which R.sup.8 is
• 4.1 (C.sub.1 -C.sub.8)-alkyl,
• 4.2 phenyl-(CH.sub.2).sub.m --, in which phenyl is unsubstituted or mono- or disubstituted as described under 2.1. to 2.14. and m is the integer zero, 1, 2, or 3,
• 4.3 R.sup.7 --O--C(O)--(CH.sub.2).sub.n --, in which R.sup.7 is as defined above and n is the integer zero, 1, 2, 3, 4, 5, or 6,
• 4.4 R.sup.7 --N(H)--(R.sup.9)--C(H)--, in which R.sup.7 is as defined above and R.sup.9 is the characteristic radical of a proteinogenic .alpha.-amino acid and in which R.sup.9 is unsubstituted or mono- or disubstituted on an oxygen or sulfur atom by (C.sub.1 -C.sub.4)-alkyl, benzyl or allyl or is substituted by an N-protective group,
• 4.5 R.sup.7 --C(O)--N(H)--(R.sup.9)--C(H)--, in which R.sup.7 and R.sup.9 are as defined under 4.4, or
• 4. 6 R.sup.10 --O--C(O)--N(H)--(R.sup.9)--C(H)--, in which R.sup.9 is as defined under
• 4.4 and R.sup.10 is
• 4.6.1 (C.sub.1 -C.sub.6)-alkyl,
• 4.6.2 allyl,
• 4.6.3 benzyl, or
• 4.6.4 (9-fluorenyl)methyl;
• 5. R.sup.10 --O--C(O)--, in which R.sup.10 is as defined under 4.6.1 to 4.6.4;
• 6. R.sup.15 --SO.sub.2 --, in which R.sup.15 is
• 6.1 (C.sub.1 -C.sub.6)-alkyl,
• 6.2 allyl, or
• 6.3 phenyl-(CH.sub.2).sub.m --, in which phenyl is unsubstituted or mono- or disubstituted as described under 2.1 to 2.14 and m is the integer zero, 1, 2, or 3;
• or
• 7. H.sub.2 N--C(.dbd.NH)--;
• or
• R.sup.3 and R.sup.4 together with the nitrogen atom to which they are attached form a radical of the formula X.sub.a or X.sub.b, ##STR35## or R.sup.3 and R.sup.4 together with the nitrogen atom to which they are attached form a nitro radical,
• A is a) a covalent bond,
• b) --O--,
• c) --CH.dbd.CH--, or
• d) --C.tbd.C--;
• B is a) --(CH.sub.2).sub.m --, in which m has the abovementioned meaning,
• b) --O--(CH.sub.2).sub.q, in which q is the integer 1, 2, 3, 4, or 5, or
• c) --CH.dbd.CH--;
• and
• X is --CH.dbd.CH--, oxygen, or sulfur.