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US 2006/0154969 A1Published application
Adenosine receptor selective modulators
AssigneeBayer Schering Pharma Aktiengesellschaft
InventorsUlrich Rosentreter, Thomas Kramer, Andrea Vaupel, Walter Hubsch, Nicole Diedrichs, Thomas Krahn, Klaus Dembowsky, Johannes-Peter Stasch
Life of this patent
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Abstract
The invention relates to the compounds of formula (I), to a method for producing the same and to the use thereof as medicaments.
Claims10
A compound of the formula (I)
- in which
- R1, R2 and R3 independently of one another represent (C1-C8)-alkyl which may be substituted up to three times, independently of one another, by hydroxyl, (C1-C4)-alkoxy, (C3-C7)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, halogen or (C6-C10)-aryloxy,
- (C6-C10)-aryl which may be substituted up to three times, independently of one another, by halogen, nitro, (C1-C4)-alkoxy, carboxyl, (C1-C4)-alkoxy-carbonyl or mono- or di-(C1-C4)-alkylamino,
- (C1-C8)-alkoxy which may be substituted by hydroxyl, (C1-C4)-alkoxy, (C3-C7)-cycloalkyl, (C2-C4)-alkenyl, (C6-C10)-aryl, 5- or 6-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and/or S, (C6-C10)-aryloxy, halogen, cyano, (C1-C4)-alkoxycarbonyl, amino or mono- or di-(C1-C4)-alkylamino,
- hydrogen, hydroxyl, halogen, nitro, cyano, or —NH—C(O)—R7,
- in which
- R7 represents (C1-C4)-alkyl which may be substituted by hydroxyl or (C1-C4)-alkoxy, (C3-C7)-cycloalkyl or (C6-C10)-aryl which may be substituted up to three times, independently of one another, by halogen, nitro, (C1-C4)-alkoxy, carboxyl, (C1-C4)-alkoxycarbonyl or mono- or di-(C1-C4)-alkylamino,
- or
- R1 and R2 are attached to adjacent phenyl ring atoms and, together with the two ring carbon atoms, form a 5- to 7-membered saturated or partially unsaturated heterocycle having one or two heteroatoms from the group consisting of N, O and/or S which may be substituted by (C1-C4)-alkyl or oxo,
- R4 represents (C1-C8)-alkyl which may be substituted by hydroxyl, —NH—CO—R8, (C1-C4)-alkoxy, (C3-C7)-cycloalkyl, (C6-C10)-aryl, 5- or 6-membered saturated or partially unsaturated heterocyclyl having up to three heteroatoms from the group consisting of N, O and/or S or 5- or 6-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and/or S, or (C3-C7)-cycloalkyl which may be substituted by hydroxyl or (C1-C8)-alkyl,
- in which
- R8 represents (C1-C8)-alkyl which may be substituted by hydroxyl or (C1-C4)-alkoxy, (C3-C7)-cycloalkyl or (C6-C10)-aryl which may be substituted up to three times, independently of one another, by halogen, nitro, (C1-C4)-alkoxy, carboxyl, (C1-C4)-alkoxycarbonyl or mono- or di-(C1-C4)-alkylamino,
- R5 represents hydrogen or (C1-C4)-alkyl which may be substituted by hydroxyl, (C1-C4)-alkoxy or (C3-C7)-cycloalkyl,
- or
- R4 and R5 together with the nitrogen atom to which they are attached form a 5- to 7-membered saturated or partially unsaturated heterocycle which may contain one or two further heteroatoms from the group consisting of N, O and/or S in the ring and which may be mono- to trisubstituted, independently of one another, by oxo, fluorine, chlorine, bromine, hydroxyl, (C1-C6)-alkyl or (C1-C6)-alkoxy,
- and
- R6 represents (C3-C7)-cycloalkyl or (C1-C8)-alkyl, where alkyl may be substituted up to three times, independently of one another, by (C3-C7)-cyclo-alkyl, hydroxyl, —CO—NH—R9, (C1-C4)-alkoxy, (C2-C4)-alkenyl, (C6-C10)-aryl or 5- to 10-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and/or S,
- where
- aryl and heteroaryl for their part may be substituted by halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, amino, mono- or di-(C1-C4)-alkylamino, nitro, cyano or hydroxyl,
- and
- R9 represents hydrogen, (C1-C8)-alkyl which may be substituted by hydroxyl or (C1-C4)-alkoxy, (C3-C7)-cycloalkyl or (C6-C10)-aryl which may be substituted up to three times, independently of one another, by halogen, nitro, (C1-C4)-alkoxy, carboxyl, (C1-C4)-alkoxycarbonyl or mono- or di-(C1-C4)-alkylamino,
- or a salt, a hydrate, a hydrate of a salt or a solvate thereof.
19 more elements
A compound of the formula (I)
- in which
- R1, R2 and R3 independently of one another represent hydrogen, hydroxyl, (C1-C4)-alkyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, (C1-C4)-alkoxy which may be substituted by hydroxyl, (C1-C4)-alkoxy, (C2-C4)-alkenyl or (C3-C6)-cycloalkyl, —NH—C(O)—CH3 or —NH—C(O)—C2H5,
- or
- R1 and R2 are attached to adjacent phenyl ring atoms and represent a group —O—CH2—O— or —CH2—CH2—O—,
- R4 represents (C1-C6)-alkyl which may be substituted by hydroxyl, (C1-C4)— alkoxy, (C3-C6)-cycloalkyl, —NH—C(O)—CH3, phenyl, furyl, pyridyl, imidazolyl, thienyl or hexahydropyranyl, or (C3-C6)-cycloalkyl,
- R5 represents hydrogen or (C1-C4)-alkyl which may be substituted by hydroxyl, (C1-C4)-alkoxy or (C3-C6)-cycloalkyl,
- or
- R4 and R5 together with the nitrogen atom to which they are attached form a 5- to 7-membered saturated or partially unsaturated heterocycle which may contain a further heteroatom from the group consisting of N;
- O or S in the ring and which may be mono- to trisubstituted, independently of one another, by hydroxyl, (C1-C4)-alkyl or (C1-C4)-alkoxy,
- and
- R6 represents (C3-C6)-cycloalkyl, (C1-C6)-alkyl which may be substituted up to two times, independently of one another, by (C3-C6)-cycloalkyl, —CO—NH—R9, hydroxyl, (C1-C4)-alkoxy, (C2-C4)-alkenyl, phenyl or 5- or 6-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and/or S,
- where
- phenyl and heteroaryl for their part may be substituted by halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, amino, mono- or di-(C1-C4)-alkylamino, nitro, cyano or hydroxyl,
- and
- R9 represents hydrogen or (C1-C4)-alkyl,
- or a salt, a hydrate, a hydrate of a salt or a solvate thereof.
13 more elements
A compound of the formula (I)
- in which
- R1 and R2 independently of one another represent hydrogen, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy or —NH—C(O)—CH3, where the alkoxy radicals for their part may be substituted by hydroxyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy or cyclopropyl,
- or
- R1 and R2 are attached to adjacent phenyl ring atoms and represent a group —O—CH2—O—,
- R3 represents hydrogen,
- R4 represents methyl, ethyl, n-propyl, isopropyl, where the alkyl radicals for their part may be substituted by hydroxyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, cyclopropyl, —NH—C(O)—CH3, furyl, pyridyl, imidazolyl or hexahydropyranyl, or cyclopropyl,
- R5 represents hydrogen or methyl,
- or
- R4 and R5 together with the nitrogen atom to which they are attached represent pyrrolidinyl, morpholinyl, piperidinyl or 4-hydroxypiperidinyl
- and
- R6 represents methyl, ethyl or n-propyl, where the alkyl radicals for their part may be substituted up to two times, independently of one another, by hydroxyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, imidazolyl, nitrofuranyl, pyridyl, phenyl which for its part may in turn be substituted by cyano, nitro, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy or amino, —C(O)—NH2 or —C(O)—NH—CH3,
- or a salt, a hydrate, a hydrate of a salt or a solvate thereof.
9 more elements
Dependencies are inferred from the claim text.