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US 2007/0191340 A1Published application
Compounds Which Modulate The CB2 Receptor
AssigneeBoehringer Ingelheim International GmbH
InventorsRenee Zindell, Doris Riether, David Thomson, Eugene Hickey, Innocent Mushi, Monika Ermann
Life of this patent
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Abstract
Compounds are provided which bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, the compounds having the general formula wherein, R1, R2, A, Y, X, Ar1 and Ar2 have the meanings given in the specification, and the preparation and use thereof. The compounds are valuable CB2 receptor modulators.
Claims13
A compound of a formula:
- or the pharmaceutically acceptable salts thereof wherein,
- R1 is hydrogen, C1-C6 alkyl optionally substituted with aryl or heteroaryl, C3-C10 cycloalkyl, optionally substituted aryl, optionally substituted heteroaryl;
- or,
- R1 is C1-C3 alkyl substituted with Z-R6, wherein Z is O, S, SO2, NH, NMe or CH2 and R6 is optionally substituted aryl or heteroaryl, provided that Y is O or NR3 and n is 2 or 3;
- R2 is hydrogen or C1-C6 alkyl;
- A is a group of the formula —(CH2)n— wherein n is 1, 2 or 3, which is optionally substituted with one or two C1-C6 alkyl groups;
- Y is a methylene group, provided that n is 1, 2 or 3, wherein said methylene group is optionally substituted with a halogen atom or with a C1-C6 alkyl group optionally substituted with one to three halogen atoms;
- or,
- Y is selected from the group consisting of O and NR3, provided that n is 2 or 3, wherein,
- R3 is hydrogen, C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C6 cycloalkyl, phenyl, benzyl, pyridyl, C(O)R4, SO2R4, C(O)NHR4, or C(O)NMeR4, wherein,
- R4 is hydrogen, C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C6 cycloalkyl, phenyl, benzyl or pyridyl;
- or,
- Y is selected from the group consisting of S, SO and SO2, provided that n is 2;
- X is a methylene group optionally mono- or disubstituted with methyl;
- or a carbonyl group;
- Ar1 is a divalent moiety which is either phenylene or a six-membered heteroarylene, which divalent moiety is optionally mono- or disubstituted with moieties selected from the group consisting of C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C10 cycloalkyl and halogen;
- and,
- Ar2 is an aryl or heteroaryl moiety which is optionally substituted with C1-C6 alkyl optionally substituted with 1 to 3 halogen atoms, C1-C6 alkoxy optionally substituted with 1 to 3 halogen atoms, C1-C6 alkylthio, C1-C6 alkoxycarbonyl, C1-C6 alkylaminocarbonyl, C1-C6 dialkylaminocarbonyl, hydroxyl, halogen, cyano or nitro.
15 more elements
A compound of a formula:
- wherein,
- R1 is hydrogen, C1-C6 alkyl, C3-C10 cycloalkyl, phenyl, benzyl or pyridyl;
- R2 is hydrogen or C1-C6 alkyl;
- A is a group of the formula —(CH2)n—, wherein n is 1, 2 or 3, which is optionally substituted with one or two C1-C6 alkyl groups;
- Y is a methylene group, provided that n is 1 or 2, wherein said methylene group is optionally substituted with a halogen atom or with a C1-C6 alkyl group optionally substituted with one to three halogen atoms;
- or,
- Y is selected from the group consisting of O, S, SO, SO2 and NR3, provided that n is 2 or 3, wherein,
- R3 is hydrogen, C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C6 cycloalkyl, phenyl, benzyl, pyridyl, C(O)R4, SO2R4, C(O)NHR4 or C(O)NMeR4, wherein,
- R4 is hydrogen, C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C6 cycloalkyl, phenyl, benzyl or pyridyl;
- X is a methylene group optionally mono- or disubstituted with methyl or a carbonyl group;
- Ar1 is a divalent moiety which is either phenylene or a six-membered heteroarylene, which divalent moiety is optionally mono- or disubstituted with moieties selected from the group consisting of C1-C6 alkyl optionally substituted by one to 3 halogen atoms, C3-C10 cycloalkyl and halogen;
- and,
- Hal is a halogen atom affixed to Ar1.
10 more elements
Dependencies are inferred from the claim text.