Pyridopyrimidines

Details Pyridopyrimidines Pyridopyrimidines

1998-05-21

1999-07-20

Dentz, Bernard

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

544 587, 544117, 544279, 5142285, 5142342, A61K 31505, C07D48704

Patent

active

059256427

DESCRIPTION:

BRIEF SUMMARY
FIELD OF APPLICATION OF THE INVENTION

The invention relates to novel pyridopyrimidine derivatives which are used in the pharmaceutical industry for the production of medicaments.
1. Prior Art
The U.S. Pat. Application WO 94/14809 describes fused uracil derivatives which act as resistance modulators.
2. Description of the Invention
It has now been found that the pyridopyrimidines which are described below in greater detail and which differ from the published compounds, in particular by the substitution in the pyrimidine ring, have surprising and particularly advantageous properties.
The invention relates to compounds of the formula I (see attached formula sheet) in which 1-7C-alkylene substituted by --N(R7)R8, where Ar is phenyl substituted by R9, R10 and R11, trifluoromethyl, 1-4C-alkyl, 1-4C-alkoxy, completely or partly fluorine-substituted 1-4C-alkoxy, 1-4C-alkoxycarbonyl, 1-4C-alkylcarbonyl, amino or mono- or di-1-4C-alkylamino and 1-4C-alkoxy, and A2 is not greater than 19, substituents from the group consisting of hydroxyl, halogen, nitro, trifluoromethyl, 1-4C-alkyl and 1-4C-alkoxy and substituents from the group consisting of hydroxyl, halogen, 1-4C-alkyl and 1-4C-alkoxy, where bonded, are an unsubstituted or substituted heterocycle which is selected from the group consisting of pyrrolidine, piperidine, piperazine, morpholine, thiomorpholine, indoline, octahydro-1H-indole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, decahydroquinoline and decahydroisoquinoline, where different substituents selected from the group consisting of 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkyl, 1-4C-alkoxycarbonyl, 1-4C-alkylcarbonyloxy, hydroxy-1-4C-alkyl, hydroxyl and carboxyl, identical or different substituents selected from the group consisting of 1-4C-alkyl, gem-di-1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkoxy-1-4C-alkyl, 1-4C-alkoxycarbonyl, 1-4C-alkylcarbonyl, 1-4C-alkylcarbonyl-1-4C-alkyl, hydroxy-1-4C-alkyl, dihydroxy-1-4C-alkyl, di-1-4C-alkylamino, di-1-4C-alkylamino-1-4C-alkyl, pyrrolidino, piperidino, pyrrolidinyl-1-4C-alkyl, piperidinyl-1-4C-alkyl, carbamoyl, di-1-4C-alkylaminocarbonyl, piperidinocarbonyl, morpholinocarbonyl, phenyl, phenyl substituted by R9, R10 and R11, phenyl-1-4C-alkyl, benzoyl, benzoyl substituted by halogen, formyl, carboxyl, cyano, hydroxyl, halogen and sulfo, substituted by a 1-4C-alkyl radical and in the 4-position is substituted by a substituent selected from the group consisting of 1-4C-alkyl, 3-7C-cycloalkyl, 3-7C-cycloalkyl-1-4C-alkyl, 1-4C-alkoxycarbonyl, 1-4C-alkoxycarbonyl-1-4C-alkyl, hydroxy-1-4C-alkyl, di-1-4C-alkylamino-1-4C-alkyl, halo-1-4C-alkyl, carbamoyl, phenyl, phenyl substituted by R9, R10 and R11, phenyl-1-4C-alkyl, phenyl-1-4C-alkyl substituted in the phenyl radical by R9, R10 and R11, naphthyl, benzhydryl and benzhydryl substituted by halogen, a substituted morpholino radical is substituted by one or two identical or different 1-4C-alkyl radicals, substituted by a carboxyl group or by one or two identical or different 1-4C-alkyl radicals, and can be substituted in the benzo moiety by one or two identical or different substituents selected from the group consisting of 1-4C-alkyl, halogen and nitro, a substituted 1,2,3,4-tetrahydroquinoline radical is substituted by one or two identical or different substituents selected from the group consisting of 1-4C-alkyl, 1-4C-alkoxycarbonyl and halogen, the positions 1, 3 and/or 4 by one or two identical or different substituents selected from the group consisting of 1-4C-alkyl, carboxyl, phenyl, phenyl substituted by R9, R10 and R11, phenyl-1-4C-alkyl and phenyl-1-4C-alkyl substituted in the phenyl radical by R9, R10 and R11, and can be substituted in the benzo moiety by one or two substituents selected from the group consisting of hydroxyl, 1-4C-alkoxy and di-1-4C-alkylamino, and where halogen, 1-4C-alkylamino or nitro,
1-7C-Alkyl represents straight-chain or branched alkyl radicals having 1 to 7 carbon atoms. Examples which may be mentioned are the heptyl radical, hexyl radical, neopentyl radical, isopentyl ra

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