Basic derivatives of glutamic acid and aspartic acid as gastrin or cholecystokinin antagonists
AssigneeRotta Research Laboratorium S.p.A.
InventorsFrancesco Makovec, Lucio C. Rovati, Luigi A. Rovati
Life of this patent
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Abstract
Compounds of general formula (I), in which r is 1 or 2, R.sub.1 is selected independently from: unsubstituted, mono- or di-substituted phenyl groups, unsubstituted, mono- or di-substituted phenylamino groups, the 2(beta)-naphthyl group, and heterocyclic, monocyclic or dicyclic groups; R.sub.2 is selected independently from: heterocyclic spiro groups, aminoalkyladamantyl groups, alkylamino groups, C.sub.4 -C.sub.10 cycloalkylamino groups, and dicyclic amino groups (condensed); R.sub.3 is H, CH.sub.3 or C.sub.2 H.sub.5 ; A is a bond or a linear or branched alkylene group comprising from 1 to 4 carbon atoms; W is a tertiary amino group or a heterocyclic group.
Claims18
A compound represented by the general formula (I):
- ##STR23## wherein r is 1 or 2;
- R.sub.1 is independently selected from the group consisting of an unsubstituted phenyl group;
- a mono- or di-substituted phenyl group in which the substituent is independently selected from the group consisting of a halogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl group, a nitro group, a cyano group, a methoxy group and a trifluoromethyl group;
- an unsubstituted phenylamino group;
- a mono- or di-substituted phenylamino group in which the substituent is independently selected from the group consisting of a halogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl group, a nitro group, a cyano group, a methoxy group and a trifluoromethyl group;
- a 2(beta)naphthyl group;
- and a heterocyclic, monocyclic or bicyclic group selected from the group consisting of a furyl group (2- or 3-yl), an indolyl group (2- or 3-yl), an isoindolyl group (3-yl), a benzofuranyl group (2- or 3-yl), a quinolinyl group (2- or 3-yl), an isoquinolinyl group (3-yl), an unsubstituted pyridyl group and a mono- or di-substituted group in which the substituents are methyl or chloro;
- R.sub.2 is a heterocyclic spiro group represented by:
- ##STR24## wherein m and n independently represent a value of between 1 and 3, provided that the ring formed consists of at least 5 atoms;
- X and Y independently represent (CH--R.sub.4).sub.z, TCH.sub.2 or CH.sub.2 T;
- T is O or S;
- R.sub.4 independently represents a hydrogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl group, OCH.sub.3 or OH;
- and z has a value of from 0 to 3, provided that the ring formed consists of at least 3 atoms;
- R.sub.3 is H, CH.sub.3 or C.sub.2 H.sub.5 ;
- A is a bond or a linear or branched alkylene group comprising from 1 to 4 carbon atoms;
- W is
- a.sub.2) a tertiary amino group represented by:
- ##STR25## wherein R.sub.7 and R.sub.8 independently represent a hydrogen atom or a linear or branched alkyl group comprising from 1 to 5 carbon atoms, provided that R.sub.7 and R.sub.8 are not both hydrogen atoms;
- b.sub.2) a heterocyclic group represented by:
- ##STR26## wherein R.sub.3, m and n have the above defined meanings;
- Q is a bond, CH.sub.2, an oxygen atom, a sulphur atom, a nitrogen atom, or N--R.sub.9 ;
- R.sub.9 is a hydrogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl group, a phenyl group or a benzyl group, the aromatic groups of which may be unsubstituted or mono- or di-substituted as described above for the phenyl group in R.sub.1 ;
- c.sub.2) a heterocyclic group represented by:
- ##STR27## wherein m1 and m2 independently represent a value of between 0 and 3;
- and R.sub.3 and R.sub.9 have the above defined meanings;
- or
- d.sub.2) a heterocyclic group represented by:
- ##STR28## wherein m, m1, m2 and R.sub.3 have the above defined meanings;
- t is 1, except when Q is N--R.sub.9 in b.sub.2), then t is 0 or 1;
- and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.