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US 2013/0172348 A1Published application
Novel and selective ccr2 antagonists
AssigneeBoehringer Ingelheim International GmbH
InventorsHeiner EBEL, Sara FRATTINI, Riccardo GIOVANNINI, Stefan SCHEUERER
Life of this patent
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Abstract
The present invention relates to novel and selective antagonists for CCR2 (CC chemokine receptor 2) and their use for providing medicaments for treating conditions and diseases, especially pulmonary diseases like asthma and COPD as well as pain.
Claims18
A compound according to formula (I),
- wherein R3 is —C5-C6-heterocyclyl, wherein this —C5-C6-heterocyclyl denotes a 5 or 6 membered, saturated or unsaturated heterocyclic ring in that the 5 or 6 atoms of the ring system could be carbon atom or heteroatom, and wherein one, or two of the 5 or 6 atoms are heteroatoms, selected from among oxygen, and nitrogen, optionally being substituted by one or more groups selected from among —OH, —NH2, —C1-C6-alkyl, —O—C1-C6-alkyl, —CN, —CF3, —OCF3, halogen, —C(O)—CH3, and ═O;
- or wherein R3 denotes a group selected from among —CH2F, —CHF2, and —CF3;
- wherein A is a group selected from among
- wherein R7 is selected from among —H, —C1-C4-alkyl, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3, and wherein R8 is selected from among —H, —C1-C4-alkyl, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3,
- wherein Q is selected from among CH2 and O, and wherein R9 is selected from among —H, —C1-C4-alkyl, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3,
- and wherein R10 is selected from among —H, —C1-C4-alkyl, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3,
- wherein R11 is selected from among —H, —C1-C4-alkyl, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3, and wherein R12 is a ring selected from among —C3-C8-cycloalkyl, —C3-C8-heterocyclyl, —C5-C10-aryl, and —C5-C10-heteroaryl,
- wherein the ring R12 is optionally substituted with one or more groups selected from among —CF3, —O—CF3, —CN, —C1-C6-alkyl, —S—C1-C3-alkyl, and -halogen;
- R6 is a group of the structure -L1-R13,
- wherein L1 is selected from among —NH—, and —N(C1-C4-alkyl)-,
- and wherein R13 is selected from among —C5-C6-heterocyclyl comprising 1 or 2 hetero atoms selected from among N, and O,
- and wherein R13 is optionally substituted by one or more groups selected from among among —CF3, —OCF3, —CN, —OH, —O—C1-C4-alkyl, —C1-C6-alkyl, and -halogen;
- or R6 is a group of the structure —N(R1,R1′),
- wherein R1 and R1′, together form a —C2-C6-alkylene group such that a ring is formed, wherein one carbon atom may be replaced by a group selected from among NH, and O,
- and wherein such ring is optionally substituted with one or more groups selected from among —OH, —OCH3, —CF3, —OCF3, —CN, -halogen, —C1-C4-alkyl, ═O, and —N(C0-C3-alkyl)-SO2—C1-C3-alkyl;
- R2 is selected from among —H, -halogen, —CN, —O—C1-C4-alkyl, —C1-C4-alkyl, —CH═CH2, —C≡CH, -cyclopropyl, —CF3, —OCF3, —OCF2H, and —OCFH2;
- R4 is selected from among —H, —C1-C4-alkyl, —OH, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3;
- R5 is selected from among —H, —C1-C4-alkyl, —OH, —O—C1-C4-alkyl, -halogen, —CN, —CF3, and —OCF3;
- G and E are independently selected from among C—H or N;
- and
- n is 1, 2 or 3;
- or an acid addition salt with a pharmacologically acceptable acid.
19 more elements
Dependencies are inferred from the claim text.