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US 6,617,325 B1Granted
Biphenyl derivatives, production thereof and uses as medicines
AssigneeBoehringer Ingelheim Pharma GmbH & Co. KG
InventorsThorsten Lehmann-Lintz, Armin Heckel, Leo Thomas, Michael Mark
Life of this patent
Estimating the term…
Abstract
The present invention relates to biphenyl derivatives of general formula wherein Ra to Rg and n are defined as in claim 1, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyceride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.
Claims8
A biphenyl compound of the following formula (I):
- wherein
- n denotes the number 1, 2, 3, 4 or 5,
- Ra and Rb, which may be identical or different, each denote a hydrogen, fluorine, chlorine or bromine atom, a C1-3-alkyl group wherein the hydrogen atoms may be wholly or partially replaced by fluorine atoms, a hydroxy, C1-3-alkoxy, amino, C1-3-alkylamino or di-(C1-3-alkyl)-amino group,
- Rc denotes a hydrogen atom,
- a C1-10-alkyl, C3-7-cycloalkyl or C3-7-cycloalkyl-C1-3-alkyl group, wherein in each case the hydrogen atoms may be wholly or partially replaced by fluorine atoms,
- a phenyl, naphthyl or monocyclic 5 or 6-membered heteroaryl group optionally substituted by a fluorine, chlorine or bromine atom, by a C1-3-alkyl group wherein the hydrogen atoms may be wholly or partially replaced by fluorine atoms, by a hydroxy, C1-3-alkoxy, carboxy, C1-3-alkoxycarbonyl, aminocarbonyl, C1-3-alkylaminocarbonyl or N,N-di-(C1-3-alkyl)-aminocarbonyl group, by a 3- to 7-membered cycloalkyleneimino group, wherein the methylene group in the 4 position in a 6- or 7-membered cycloalkyleneimino group may additionally be replaced by an oxygen or sulphur atom, by a sulphinyl, sulphonyl, imino or N-(C1-3-alkyl)-imino group, by a nitro, amino, C1-3-alkylamino, di-(C1-3-alkyl)-amino, C1-3-alkylcarbonylamino, N-(C1-3-alkyl)-C1-3-alkylcarbonylamino, C1-3-alkylsulphonylamino or N-(C1-3-alkyl)-C1-3-alkylsulphonylamino group, wherein the 6-membered heteroaryl group contains one, two or three nitrogen atoms and the 5-membered heteroaryl group contains an imino group optionally substituted by a C1-3-alkyl group, an oxygen or sulphur atom, or an imino group optionally substituted by a C1-3-alkyl group and an oxygen or sulphur atom or one or two nitrogen atoms, and optionally a phenyl ring may be fused to the abovementioned monocyclic heterocyclic groups via two adjacent carbon atoms,
- Rd denotes a phenyl, naphthyl or monocyclic 5 or 6-membered heteroaryl group optionally substituted by a fluorine, chlorine or bromine atom, by a C1-3-alkyl group wherein the hydrogen atoms may be wholly or partially replaced by fluorine atoms, by a hydroxy, C1-3-alkoxy, carboxy, C1-3-alkoxycarbonyl, aminocarbonyl, C1-3-alkylaminocarbonyl or N,N-di-(C1-3-alkyl)-aminocarbonyl group, by a 3- to 7-membered cycloalkyleneimino group, wherein the methylene group may additionally be replaced in the 4 position in a 6- or 7-membered cycloalkyleneimino group by an oxygen or sulphur atom, by a sulphinyl, sulphonyl, imino or N-(C1-3-alkyl)-imino group, by a nitro, amino, C1-3-alkylamino, di-(C1-3-alkyl)-amino, C1-3-alkylcarbonylamino, N-(C1-3-alkyl)-C1-3-alkylcarbonylamino, C1-3-alkylsulphonylamino or N-(C1-3-alkyl)-C1-3-alkylsulphonylamino group, wherein the 6-membered heteroaryl group contains one, two or three nitrogen atoms and the 5-membered heteroaryl group contains an imino group optionally substituted by a C1-3-alkyl group, an oxygen or sulphur atom, or an imino group optionally substituted by a C1-3-alkyl group and an oxygen or sulphur atom or one or two nitrogen atoms, and optionally a phenyl ring may be fused to the abovementioned monocyclic heterocyclic groups via two adjacent carbon atoms,
- Re denotes a carboxy group, a C1-6-alkoxycarbonyl or C3-7-cycloalkoxycarbonyl group wherein the alkyl or cycloalkyl moiety may be substituted in each case from the 2 position, relative to the oxygen atom, by a C1-3-alkoxy, amino, C1-3-alkylamino or di-(C1-3-alkyl)-amino group, a phenyl-C1-3-alkoxycarbonyl or heteroaryl-C1-3-alkoxycarbonyl group, and the heteroaryl moiety is a monocyclic 5 or 6-membered heteroaryl group optionally substituted by a fluorine, chlorine or bromine atom, by a C1-3-alkyl group wherein the hydrogen atoms may be wholly or partially replaced by fluorine atoms, by a hydroxy, C1-3-alkoxy, carboxy, C1-3-alkoxycarbonyl, aminocarbonyl, C1-3-alkylaminocarbonyl or N,N-di-(C1-3-alkyl)-aminocarbonyl group, by a 3- to 7-membered cycloalkyleneimino group, wherein the methylene group may additionally be replaced in the 4 position in a 6- or 7-membered cycloalkyleneimino group by an oxygen or sulphur atom, by a sulphinyl, sulphonyl, imino or N-(C1-3-alkyl)-imino group, by a nitro, amino, C1-3-alkylamino, di-(C1-3-alkyl)-amino, C1-3-alkylcarbonylamino, N-(C1-3-alkyl)-C1-3-alkyl-carbonylamino, C1-3-alkylsulphonylamino or N-(C1-3-alkyl)-C1-3-alkylsulphonylamino group, wherein the 6-membered heteroaryl group contains one, two or three nitrogen atoms and the 5-membered heteroaryl group contains an imino group optionally substituted by a C1-3-alkyl group, an oxygen or sulphur atom, or an imino group optionally substituted by a C1-3-alkyl group and an oxygen or sulphur atom or one or two nitrogen atoms, and optionally a phenyl ring may be fused to the abovementioned monocyclic heterocyclic groups via two adjacent carbon atoms,
- Rf denotes a hydrogen atom, a C1-3-alkyl or phenyl-C1-3-alkyl group and
- Rg denotes a hydrogen atom or a C1-3-alkyl group,
- or an isomer or salt thereof.
8 more elements
Dependencies are inferred from the claim text.