AR069813A1 - DERIVATIVES OF 2- AMINO-PYRIMIDINE, A PHARMACEUTICAL COMPOSITION, A METHOD OF PREPARATION OF THE COMPOUND AND USE OF IT TO PREPARE A MEDICINAL PRODUCT - Google Patents

Abstract

These compounds are useful as histamine H4 receptor antagonists, so they can be used in the treatment of allergic, immunological or inflammatory diseases. Claim 1: A compound characterized by the formula (1) wherein: R1 represents a group selected from (2) and (3); R2 and R3 form, together with the N atom to which they are attached, a saturated heterocyclic group that can be monocyclic of 4 to 7 atoms, bicyclic with bridge of 7 to 8 atoms or bicyclic fused of 8 to 12 atoms, where said group heterocyclic may contain a maximum of two N atoms and does not contain any other heteroatom, and may be optionally substituted by one or more substituents independently selected from C1-4alkyl and NRaRb, with the proviso that the heterocyclic group or contains 2 atoms of N and is not substituted by an NRaRb group, or contains a 1 N atom and is substituted by an NRaRb group; or R2 represents H or C1-4 alkyl, and R3 represents azetidinyl, pyrrolidinyl, piperidinyl or azepanyl, which may be optionally substituted by one or more C1-4 alkyl groups; Ra represents H or C1-4 alkyl; Rb represents H or C1-4 alkyl; or Ra and Rb form, together with the N atom to which they are attached, an azetidinyl, pyrrolidinyl, piperidinyl or azepanyl group, which may be optionally substituted by one or more C1-4 alkyl groups; R4 and R5 are independently selected from H and C1-4 alkyl, and additionally one of the groups R4 or R5 may represent aryl or C3-8 cycloalkyl-C0-6 alkyl, and additionally two groups R4 and R5 on the same C atom they can be joined together with said C atom, a C3-8 cycloalkyl group; R6 represents a group selected from C1-8 alkyl, C3-8 cycloalkyl-C0-6 alkyl and Ar1C0-4alkyl, where any alkyl group may be optionally substituted by one or more halogen groups and the C3-8 cycloalkyl group may be optionally substituted by one or more substituents independently selected from C1-4 alkyl, halogen and aryl; R7 represents a monocyclic saturated heterocyclic ring of 4 to 7 atoms that contains an O atom and does not contain any additional heteroatom, where said ring can be attached to the rest of the molecule through any available C atom, and where R7 can be optionally substituted by one or more groups independently selected from C1-4 alkyl and halogen; n represents 1, 2 or 3; p represents 0, 1 or 2; Ar1 represents phenyl optionally substituted by one or more groups independently selected from C1-4 alkyl, halogen, C1-4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, cyano, hydroxyC0-6 alkyl, R8CO2-C0-6 alkyl , R8SO2NHCO-C0-6 alkyl, (1H-tetrazol-5-yl) -C0-6 alkyl, -CONR8R8, -SO2NR8R8, -SO2R8 ', -NR8SO2R8', -NR8CONR8R8, -NR8COR8 and -NR8R8; R8 represents H, C1-6 alkyl, C3-8 cycloalkyl-C0-6 alkyl or arylC0-4alkyl; R8 'represents C1-6 alkyl, C3-8 cycloalkyl-C0-6 alkyl or arylC0-4alkyl; and additionally two R8 or an R8 and an R8 'can be joined together to form a C2-5- alkylene group; and aryl represents phenyl optionally substituted by one or more groups independently selected from C1-4 alkyl, halogen, C1-4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, cyano and amino; or a salt thereof.