NZ564254A - Substituted oxadiazole derivatives as positive allosteric modulators of metabotropic glutamate receptors - Google Patents

Info

Publication number

NZ564254A

NZ564254A NZ564254A NZ56425406A NZ564254A NZ 564254 A NZ564254 A NZ 564254A NZ 564254 A NZ564254 A NZ 564254A NZ 56425406 A NZ56425406 A NZ 56425406A NZ 564254 A NZ564254 A NZ 564254A

Authority

NZ

New Zealand

Prior art keywords

phenyl

oxadiazol

piperidin

fluoro

methanone

Prior art date

2005-05-18

Links

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• 230000003281 allosteric effect Effects 0.000 title abstract description 22
• 102000016193 Metabotropic glutamate receptors Human genes 0.000 title description 12
• 108010010914 Metabotropic glutamate receptors Proteins 0.000 title description 12
• 150000004866 oxadiazoles Chemical class 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 216
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• 125000000217 alkyl group Chemical group 0.000 claims description 104
• 125000003118 aryl group Chemical group 0.000 claims description 51
• 125000001072 heteroaryl group Chemical group 0.000 claims description 41
• -1 methanone {3- [5 -(2,4-Difluoro-phenyl)- [ 1,2,4]oxadiazol-3 -yl] -piperidin-1 -yl} -(4-fluoro-phenyl)-methanone Chemical compound 0.000 claims description 36
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 28
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• 238000002360 preparation method Methods 0.000 claims description 23
• 229910052736 halogen Inorganic materials 0.000 claims description 21
• 150000002367 halogens Chemical class 0.000 claims description 21
• 125000001424 substituent group Chemical group 0.000 claims description 21
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 17
• 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 17
• 229910052739 hydrogen Inorganic materials 0.000 claims description 16
• 239000001257 hydrogen Substances 0.000 claims description 16
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• 229940025084 amphetamine Drugs 0.000 claims description 14
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 13
• 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 11
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• UEPXMGFBCJMXCK-ZDUSSCGKSA-N [(3s)-3-[5-(4-fluorophenyl)-1,2,4-oxadiazol-3-yl]piperidin-1-yl]-(3-fluoropyridin-4-yl)methanone Chemical compound C1=CC(F)=CC=C1C1=NC([C@@H]2CN(CCC2)C(=O)C=2C(=CN=CC=2)F)=NO1 UEPXMGFBCJMXCK-ZDUSSCGKSA-N 0.000 claims description 3
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• XQXYXEFVLBRRLK-UHFFFAOYSA-N (2,4-difluorophenyl)-[3-[5-(4-fluorophenyl)-1,2,4-oxadiazol-3-yl]piperidin-1-yl]methanone Chemical compound C1=CC(F)=CC=C1C1=NC(C2CN(CCC2)C(=O)C=2C(=CC(F)=CC=2)F)=NO1 XQXYXEFVLBRRLK-UHFFFAOYSA-N 0.000 claims description 2
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