JP2012523440A5 - - Google Patents
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- Publication number
- JP2012523440A5 JP2012523440A5 JP2012505103A JP2012505103A JP2012523440A5 JP 2012523440 A5 JP2012523440 A5 JP 2012523440A5 JP 2012505103 A JP2012505103 A JP 2012505103A JP 2012505103 A JP2012505103 A JP 2012505103A JP 2012523440 A5 JP2012523440 A5 JP 2012523440A5
- Authority
- JP
- Japan
- Prior art keywords
- indol
- bromo
- chloro
- hydroxypropyl
- cycloheptylacetamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- -1 piperidino, morpholino, pyrrolidino, 5H-tetrazolyl propyl Chemical group 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 10
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 208000019022 Mood disease Diseases 0.000 claims 2
- 150000001602 bicycloalkyls Chemical group 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 230000003412 degenerative effect Effects 0.000 claims 2
- 208000037765 diseases and disorders Diseases 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 230000004054 inflammatory process Effects 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 208000017194 Affective disease Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910017711 NHRa Inorganic materials 0.000 claims 1
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 206010064930 age-related macular degeneration Diseases 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000006622 cycloheptylmethyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 208000002780 macular degeneration Diseases 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- SFQWCPUWXNABQE-UHFFFAOYSA-N n-(4-bromo-1-methylindol-3-yl)-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(C)C=C1NC(=O)CC1CCCCCC1 SFQWCPUWXNABQE-UHFFFAOYSA-N 0.000 claims 1
- DLTVKHKUMNDDAH-UHFFFAOYSA-N n-(4-bromo-1-methylindol-3-yl)-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(C)C=C1NC(=O)CC1CCCCC1 DLTVKHKUMNDDAH-UHFFFAOYSA-N 0.000 claims 1
- MYGYHZJROGQMBC-UHFFFAOYSA-N n-(4-bromo-1-methylindol-3-yl)-3-cycloheptylpropanamide Chemical compound C12=C(Br)C=CC=C2N(C)C=C1NC(=O)CCC1CCCCCC1 MYGYHZJROGQMBC-UHFFFAOYSA-N 0.000 claims 1
- CMEKOLJCXWMDIX-UHFFFAOYSA-N n-(4-bromo-1-methylindol-3-yl)-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CC=C2N(C)C=C1NC(=O)CCC1CCCCC1 CMEKOLJCXWMDIX-UHFFFAOYSA-N 0.000 claims 1
- ISSAMEPSMOIHJK-UHFFFAOYSA-N n-(4-chloro-1-methylindol-3-yl)-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CC=C2N(C)C=C1NC(=O)CC1CCCCCC1 ISSAMEPSMOIHJK-UHFFFAOYSA-N 0.000 claims 1
- OGWPQDTZTLCWMN-UHFFFAOYSA-N n-(4-chloro-1-methylindol-3-yl)-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(C)C=C1NC(=O)CC1CCCCC1 OGWPQDTZTLCWMN-UHFFFAOYSA-N 0.000 claims 1
- CRTHKMLUELCZJE-UHFFFAOYSA-N n-(4-chloro-1-methylindol-3-yl)-3-cycloheptylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(C)C=C1NC(=O)CCC1CCCCCC1 CRTHKMLUELCZJE-UHFFFAOYSA-N 0.000 claims 1
- OABNVPUYZRLOCL-UHFFFAOYSA-N n-(4-chloro-1-methylindol-3-yl)-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(C)C=C1NC(=O)CCC1CCCCC1 OABNVPUYZRLOCL-UHFFFAOYSA-N 0.000 claims 1
- HEMQGUMFWNJOPJ-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-bromoindol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CN)C=C1NC(=O)CC1CCCCCC1 HEMQGUMFWNJOPJ-UHFFFAOYSA-N 0.000 claims 1
- YEKWPKSJTPUULO-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-bromoindol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CN)C=C1NC(=O)CC1CCCCC1 YEKWPKSJTPUULO-UHFFFAOYSA-N 0.000 claims 1
- PDEOYPPQJJUNGU-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-bromoindol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CN)C=C1NC(=O)CCC1CCCCCC1 PDEOYPPQJJUNGU-UHFFFAOYSA-N 0.000 claims 1
- MOTOJNXOWKVYCB-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-bromoindol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CN)C=C1NC(=O)CCC1CCCCC1 MOTOJNXOWKVYCB-UHFFFAOYSA-N 0.000 claims 1
- ZRSPQUBTFYDJPH-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-chloroindol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CN)C=C1NC(=O)CC1CCCCC1 ZRSPQUBTFYDJPH-UHFFFAOYSA-N 0.000 claims 1
- RLSLAFGZBRDMCQ-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-chloroindol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CN)C=C1NC(=O)CCC1CCCCCC1 RLSLAFGZBRDMCQ-UHFFFAOYSA-N 0.000 claims 1
- VKUZEUVMCUPMPK-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-chloroindol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CN)C=C1NC(=O)CCC1CCCCC1 VKUZEUVMCUPMPK-UHFFFAOYSA-N 0.000 claims 1
- CHOANFGJVZEOFH-UHFFFAOYSA-N n-[4-bromo-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(C(CO)CO)C=C1NC(=O)CC1CCCCCC1 CHOANFGJVZEOFH-UHFFFAOYSA-N 0.000 claims 1
- OPNGEBMRRPPJHP-UHFFFAOYSA-N n-[4-bromo-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(C(CO)CO)C=C1NC(=O)CC1CCCCC1 OPNGEBMRRPPJHP-UHFFFAOYSA-N 0.000 claims 1
- MBXYMPOSQUTDKU-UHFFFAOYSA-N n-[4-bromo-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Br)C=CC=C2N(C(CO)CO)C=C1NC(=O)CCC1CCCCCC1 MBXYMPOSQUTDKU-UHFFFAOYSA-N 0.000 claims 1
- LZLCSZIYRMQUMS-UHFFFAOYSA-N n-[4-bromo-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CC=C2N(C(CO)CO)C=C1NC(=O)CCC1CCCCC1 LZLCSZIYRMQUMS-UHFFFAOYSA-N 0.000 claims 1
- SVVOELFVCLNEGG-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxyethyl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(CCO)C=C1NC(=O)CC1CCCCCC1 SVVOELFVCLNEGG-UHFFFAOYSA-N 0.000 claims 1
- YROYXIDRTRDMTE-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxyethyl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(CCO)C=C1NC(=O)CC1CCCCC1 YROYXIDRTRDMTE-UHFFFAOYSA-N 0.000 claims 1
- YAQUKGTUOXFJJQ-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CN=C2N(CCO)C=C1NC(=O)CC1CCCCCC1 YAQUKGTUOXFJJQ-UHFFFAOYSA-N 0.000 claims 1
- KNOJYDFTQTURPA-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CN=C2N(CCO)C=C1NC(=O)CC1CCCCC1 KNOJYDFTQTURPA-UHFFFAOYSA-N 0.000 claims 1
- WDSFRYRDDZNRFI-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CN=C2N(CCO)C=C1NC(=O)CCC1CCCCC1 WDSFRYRDDZNRFI-UHFFFAOYSA-N 0.000 claims 1
- OFAVBMQFOMTSNS-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxypropyl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)C)C=C1NC(=O)CC1CCCCCC1 OFAVBMQFOMTSNS-UHFFFAOYSA-N 0.000 claims 1
- IUYJIHUNZJXWLV-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxypropyl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)C)C=C1NC(=O)CC1CCCCC1 IUYJIHUNZJXWLV-UHFFFAOYSA-N 0.000 claims 1
- DGMCKLKRZYXGKX-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxypropyl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)C)C=C1NC(=O)CCC1CCCCCC1 DGMCKLKRZYXGKX-UHFFFAOYSA-N 0.000 claims 1
- YXCLCFKUJGINNC-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxypropyl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)C)C=C1NC(=O)CCC1CCCCC1 YXCLCFKUJGINNC-UHFFFAOYSA-N 0.000 claims 1
- YHSFNEREALZUKL-UHFFFAOYSA-N n-[4-bromo-1-(2-hydroxypropyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CN=C2N(CC(O)C)C=C1NC(=O)CC1CCCCCC1 YHSFNEREALZUKL-UHFFFAOYSA-N 0.000 claims 1
- AADNCGJNLRDGMG-UHFFFAOYSA-N n-[4-bromo-1-(hydroxymethyl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CO)C=C1NC(=O)CCC1CCCCCC1 AADNCGJNLRDGMG-UHFFFAOYSA-N 0.000 claims 1
- JNGLUTOXXKAMJN-UHFFFAOYSA-N n-[4-bromo-1-(hydroxymethyl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Br)C=CC=C2N(CO)C=C1NC(=O)CCC1CCCCC1 JNGLUTOXXKAMJN-UHFFFAOYSA-N 0.000 claims 1
- RURAJWCFGSAIHX-UHFFFAOYSA-N n-[4-bromo-1-[2-hydroxy-3-(methylamino)propyl]indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CNC)C=C1NC(=O)CC1CCCCCC1 RURAJWCFGSAIHX-UHFFFAOYSA-N 0.000 claims 1
- JXIOLPVODQMGNN-UHFFFAOYSA-N n-[4-bromo-1-[2-hydroxy-3-(methylamino)propyl]indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Br)C=CC=C2N(CC(O)CNC)C=C1NC(=O)CC1CCCCC1 JXIOLPVODQMGNN-UHFFFAOYSA-N 0.000 claims 1
- IMPXQWGQCWTHPG-UHFFFAOYSA-N n-[4-chloro-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CC=C2N(C(CO)CO)C=C1NC(=O)CC1CCCCCC1 IMPXQWGQCWTHPG-UHFFFAOYSA-N 0.000 claims 1
- HIIVSNPXBZCNEN-UHFFFAOYSA-N n-[4-chloro-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(C(CO)CO)C=C1NC(=O)CC1CCCCC1 HIIVSNPXBZCNEN-UHFFFAOYSA-N 0.000 claims 1
- DVTXIRRZDXMDPE-UHFFFAOYSA-N n-[4-chloro-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(C(CO)CO)C=C1NC(=O)CCC1CCCCCC1 DVTXIRRZDXMDPE-UHFFFAOYSA-N 0.000 claims 1
- CVXARHQUPAZUEY-UHFFFAOYSA-N n-[4-chloro-1-(1,3-dihydroxypropan-2-yl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(C(CO)CO)C=C1NC(=O)CCC1CCCCC1 CVXARHQUPAZUEY-UHFFFAOYSA-N 0.000 claims 1
- NDWPJXLFSZNCQI-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxyethyl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CCO)C=C1NC(=O)CC1CCCCCC1 NDWPJXLFSZNCQI-UHFFFAOYSA-N 0.000 claims 1
- KZCSGGNZYJERJX-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxyethyl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CCO)C=C1NC(=O)CC1CCCCC1 KZCSGGNZYJERJX-UHFFFAOYSA-N 0.000 claims 1
- RYSUBWBWGLTRPX-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CN=C2N(CCO)C=C1NC(=O)CC1CCCCCC1 RYSUBWBWGLTRPX-UHFFFAOYSA-N 0.000 claims 1
- MMERRSUZVKPFDU-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CN=C2N(CCO)C=C1NC(=O)CC1CCCCC1 MMERRSUZVKPFDU-UHFFFAOYSA-N 0.000 claims 1
- WDGOQXSORIOXEP-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxyethyl)pyrrolo[2,3-b]pyridin-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CN=C2N(CCO)C=C1NC(=O)CCC1CCCCC1 WDGOQXSORIOXEP-UHFFFAOYSA-N 0.000 claims 1
- ZSZGKSFMXPUDOB-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxypropyl)indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)C)C=C1NC(=O)CC1CCCCCC1 ZSZGKSFMXPUDOB-UHFFFAOYSA-N 0.000 claims 1
- OSSYXOZWCDPUDL-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxypropyl)indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)C)C=C1NC(=O)CC1CCCCC1 OSSYXOZWCDPUDL-UHFFFAOYSA-N 0.000 claims 1
- SFONSAAWBCIDER-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxypropyl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)C)C=C1NC(=O)CCC1CCCCCC1 SFONSAAWBCIDER-UHFFFAOYSA-N 0.000 claims 1
- RSXJYBYZMWKNAB-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxypropyl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)C)C=C1NC(=O)CCC1CCCCC1 RSXJYBYZMWKNAB-UHFFFAOYSA-N 0.000 claims 1
- NYDOQLJTXSWCJK-UHFFFAOYSA-N n-[4-chloro-1-(2-hydroxypropyl)pyrrolo[2,3-b]pyridin-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CN=C2N(CC(O)C)C=C1NC(=O)CC1CCCCCC1 NYDOQLJTXSWCJK-UHFFFAOYSA-N 0.000 claims 1
- XMTIJJMTSVLVBM-UHFFFAOYSA-N n-[4-chloro-1-(hydroxymethyl)indol-3-yl]-3-cycloheptylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CO)C=C1NC(=O)CCC1CCCCCC1 XMTIJJMTSVLVBM-UHFFFAOYSA-N 0.000 claims 1
- CPACRRVJKRXGDW-UHFFFAOYSA-N n-[4-chloro-1-(hydroxymethyl)indol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CO)C=C1NC(=O)CCC1CCCCC1 CPACRRVJKRXGDW-UHFFFAOYSA-N 0.000 claims 1
- YUPOWXNTYRBUEA-UHFFFAOYSA-N n-[4-chloro-1-[2-hydroxy-3-(methylamino)propyl]indol-3-yl]-2-cycloheptylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CNC)C=C1NC(=O)CC1CCCCCC1 YUPOWXNTYRBUEA-UHFFFAOYSA-N 0.000 claims 1
- IJLCBKMUNKBIDV-UHFFFAOYSA-N n-[4-chloro-1-[2-hydroxy-3-(methylamino)propyl]indol-3-yl]-2-cyclohexylacetamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CNC)C=C1NC(=O)CC1CCCCC1 IJLCBKMUNKBIDV-UHFFFAOYSA-N 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 230000003959 neuroinflammation Effects 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 230000036407 pain Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09005324 | 2009-04-14 | ||
| EP09005324.0 | 2009-04-14 | ||
| PCT/EP2010/053097 WO2010118921A1 (en) | 2009-04-14 | 2010-03-11 | Novel p2x7r antagonists and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012523440A JP2012523440A (ja) | 2012-10-04 |
| JP2012523440A5 true JP2012523440A5 (https=) | 2013-04-25 |
Family
ID=42167925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012505103A Pending JP2012523440A (ja) | 2009-04-14 | 2010-03-11 | 新規ｐ２ｘ７ｒ拮抗薬およびその使用 |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US7919503B2 (https=) |
| EP (1) | EP2243772B1 (https=) |
| JP (1) | JP2012523440A (https=) |
| KR (1) | KR20120006547A (https=) |
| CN (1) | CN102395562A (https=) |
| AT (1) | ATE541832T1 (https=) |
| AU (1) | AU2010237302A1 (https=) |
| BR (1) | BRPI1014902A2 (https=) |
| CA (1) | CA2758474A1 (https=) |
| CY (1) | CY1112758T1 (https=) |
| DK (1) | DK2243772T3 (https=) |
| EA (1) | EA201101479A1 (https=) |
| ES (1) | ES2380908T3 (https=) |
| HR (1) | HRP20120271T1 (https=) |
| IL (1) | IL215444A0 (https=) |
| MX (1) | MX2011010810A (https=) |
| PL (1) | PL2243772T3 (https=) |
| PT (1) | PT2243772E (https=) |
| SG (1) | SG175232A1 (https=) |
| SI (1) | SI2243772T1 (https=) |
| SM (1) | SMT201200017B (https=) |
| WO (1) | WO2010118921A1 (https=) |
| ZA (1) | ZA201108305B (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8815892B2 (en) | 2008-03-25 | 2014-08-26 | Affectis Pharmaceuticals Ag | P2X7R antagonists and their use |
| BRPI0910034B1 (pt) | 2008-03-25 | 2022-02-08 | Affectis Pharmaceuticals Ag | Antagonistas do p2x7r e composições farmacêuticas que os compreendem |
| SG185400A1 (en) * | 2010-05-14 | 2012-12-28 | Affectis Pharmaceuticals Ag | Novel methods for the preparation of p2x7r antagonists |
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-
2010
- 2010-03-11 AU AU2010237302A patent/AU2010237302A1/en not_active Abandoned
- 2010-03-11 PL PL10156190T patent/PL2243772T3/pl unknown
- 2010-03-11 CA CA2758474A patent/CA2758474A1/en not_active Abandoned
- 2010-03-11 WO PCT/EP2010/053097 patent/WO2010118921A1/en not_active Ceased
- 2010-03-11 BR BRPI1014902A patent/BRPI1014902A2/pt not_active IP Right Cessation
- 2010-03-11 PT PT10156190T patent/PT2243772E/pt unknown
- 2010-03-11 SI SI201030020T patent/SI2243772T1/sl unknown
- 2010-03-11 MX MX2011010810A patent/MX2011010810A/es active IP Right Grant
- 2010-03-11 SG SG2011075140A patent/SG175232A1/en unknown
- 2010-03-11 ES ES10156190T patent/ES2380908T3/es active Active
- 2010-03-11 AT AT10156190T patent/ATE541832T1/de active
- 2010-03-11 EP EP10156190A patent/EP2243772B1/en not_active Not-in-force
- 2010-03-11 JP JP2012505103A patent/JP2012523440A/ja active Pending
- 2010-03-11 DK DK10156190.0T patent/DK2243772T3/da active
- 2010-03-11 KR KR1020117026988A patent/KR20120006547A/ko not_active Withdrawn
- 2010-03-11 CN CN2010800166929A patent/CN102395562A/zh active Pending
- 2010-03-11 EA EA201101479A patent/EA201101479A1/ru unknown
- 2010-04-12 US US12/758,557 patent/US7919503B2/en not_active Expired - Fee Related
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- 2011-02-25 US US13/035,614 patent/US8268861B2/en not_active Expired - Fee Related
- 2011-09-27 IL IL215444A patent/IL215444A0/en unknown
- 2011-11-11 ZA ZA2011/08305A patent/ZA201108305B/en unknown
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- 2012-03-27 HR HR20120271T patent/HRP20120271T1/hr unknown
- 2012-04-04 CY CY20121100340T patent/CY1112758T1/el unknown
- 2012-04-25 SM SM201200017T patent/SMT201200017B/it unknown
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