MX2013001789A - Derivados de aminoindano, composiciones farmaceuticas que los contienen, y su uso en terapia. - Google Patents
Derivados de aminoindano, composiciones farmaceuticas que los contienen, y su uso en terapia.Info
- Publication number
- MX2013001789A MX2013001789A MX2013001789A MX2013001789A MX2013001789A MX 2013001789 A MX2013001789 A MX 2013001789A MX 2013001789 A MX2013001789 A MX 2013001789A MX 2013001789 A MX2013001789 A MX 2013001789A MX 2013001789 A MX2013001789 A MX 2013001789A
- Authority
- MX
- Mexico
- Prior art keywords
- carbon atoms
- methyl
- dihydro
- inden
- azetidin
- Prior art date
Links
- XJEVHMGJSYVQBQ-UHFFFAOYSA-N 2,3-dihydro-1h-inden-1-amine Chemical class C1=CC=C2C(N)CCC2=C1 XJEVHMGJSYVQBQ-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 16
- 238000002560 therapeutic procedure Methods 0.000 title claims description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 18
- 102100023145 Sodium- and chloride-dependent glycine transporter 1 Human genes 0.000 claims abstract 3
- 101710083171 Sodium- and chloride-dependent glycine transporter 1 Proteins 0.000 claims abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 849
- -1 2 - ((3-benzyl-2- (methylamino) -2,3-dihydro-1 H -inden-5-yl) oxy) ethyl Chemical group 0.000 claims description 816
- 150000001875 compounds Chemical class 0.000 claims description 212
- 125000000217 alkyl group Chemical group 0.000 claims description 178
- 229910052799 carbon Inorganic materials 0.000 claims description 167
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 155
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 143
- 229910052739 hydrogen Inorganic materials 0.000 claims description 137
- 239000001257 hydrogen Substances 0.000 claims description 137
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims description 95
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 92
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 88
- 125000002947 alkylene group Chemical group 0.000 claims description 83
- 125000000623 heterocyclic group Chemical group 0.000 claims description 81
- 238000011282 treatment Methods 0.000 claims description 80
- 208000002193 Pain Diseases 0.000 claims description 67
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 57
- 239000003814 drug Substances 0.000 claims description 53
- 125000003118 aryl group Chemical group 0.000 claims description 52
- 125000003545 alkoxy group Chemical group 0.000 claims description 50
- 125000004429 atom Chemical group 0.000 claims description 50
- 229940124530 sulfonamide Drugs 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 43
- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims description 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 38
- HYMXQESPSIAYCN-UHFFFAOYSA-N cyclobutanesulfonamide Chemical compound NS(=O)(=O)C1CCC1 HYMXQESPSIAYCN-UHFFFAOYSA-N 0.000 claims description 38
- 108010063380 Glycine Plasma Membrane Transport Proteins Proteins 0.000 claims description 37
- 102000010726 Glycine Plasma Membrane Transport Proteins Human genes 0.000 claims description 37
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 36
- 125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims description 35
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 150000002367 halogens Chemical class 0.000 claims description 34
- 125000003282 alkyl amino group Chemical group 0.000 claims description 32
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 32
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 30
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 26
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
- 208000028017 Psychotic disease Diseases 0.000 claims description 25
- 238000004519 manufacturing process Methods 0.000 claims description 25
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 150000003456 sulfonamides Chemical class 0.000 claims description 22
- 150000001721 carbon Chemical class 0.000 claims description 20
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 18
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 17
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
- 208000035475 disorder Diseases 0.000 claims description 16
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 14
- 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 claims description 14
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 14
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 125000004450 alkenylene group Chemical group 0.000 claims description 12
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 12
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 12
- 125000004419 alkynylene group Chemical group 0.000 claims description 12
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 12
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims description 12
- 208000020016 psychiatric disease Diseases 0.000 claims description 12
- 201000000980 schizophrenia Diseases 0.000 claims description 12
- 208000012902 Nervous system disease Diseases 0.000 claims description 11
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 11
- 125000006239 protecting group Chemical group 0.000 claims description 11
- 208000019901 Anxiety disease Diseases 0.000 claims description 10
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 10
- 208000010877 cognitive disease Diseases 0.000 claims description 10
- 230000000926 neurological effect Effects 0.000 claims description 10
- 206010012289 Dementia Diseases 0.000 claims description 9
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 9
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 9
- 125000003107 substituted aryl group Chemical group 0.000 claims description 9
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 8
- 125000004658 aryl carbonyl amino group Chemical group 0.000 claims description 8
- 125000004657 aryl sulfonyl amino group Chemical group 0.000 claims description 8
- 125000000732 arylene group Chemical group 0.000 claims description 8
- 125000005549 heteroarylene group Chemical group 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 7
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 7
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 7
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 7
- 241000124008 Mammalia Species 0.000 claims description 6
- 125000004949 alkyl amino carbonyl amino group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 6
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims description 6
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims description 5
- 208000020925 Bipolar disease Diseases 0.000 claims description 5
- 208000019022 Mood disease Diseases 0.000 claims description 5
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 125000006413 ring segment Chemical group 0.000 claims description 5
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 4
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 4
- 125000005100 aryl amino carbonyl group Chemical group 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 4
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 4
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 3
- 125000002431 aminoalkoxy group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 230000004064 dysfunction Effects 0.000 claims description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 2
- DJVDUWXJMWPBGM-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound ClC1=CC=CC(CC2C3=CC(=CC=C3CC2N2CCC2)C2CN(C2)S(=O)(=O)CC2CC2)=C1 DJVDUWXJMWPBGM-UHFFFAOYSA-N 0.000 claims description 2
- OMQCBIGXJAFNSU-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound ClC1=CC=CC(CC2C3=CC(=CC=C3CC2N2CCC2)C2CN(C2)S(=O)(=O)C2CCC2)=C1 OMQCBIGXJAFNSU-UHFFFAOYSA-N 0.000 claims description 2
- VSGAPWIHSSXRIM-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)CC3CC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC(Cl)=C1 VSGAPWIHSSXRIM-UHFFFAOYSA-N 0.000 claims description 2
- LDQVLEPMPQEMAY-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound FC1=CC=CC(CC2C3=CC(=CC=C3CC2N2CCC2)C2CN(C2)S(=O)(=O)C2CCC2)=C1 LDQVLEPMPQEMAY-UHFFFAOYSA-N 0.000 claims description 2
- ADYIUFRQVJNBDE-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound C1C(C=2C=C3C(CC=4C=CC=CC=4)C(CC3=CC=2)N2CCC2)CN1S(=O)(=O)CC1CC1 ADYIUFRQVJNBDE-UHFFFAOYSA-N 0.000 claims description 2
- FKGDRTCZXOXTPH-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)CC3CC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC(C(F)(F)F)=C1 FKGDRTCZXOXTPH-UHFFFAOYSA-N 0.000 claims description 2
- OUSVOKHHQADVBW-UHFFFAOYSA-N 4-[3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]azetidin-1-yl]sulfonyl-1-methylimidazole Chemical compound CN1C=NC(S(=O)(=O)N2CC(C2)C=2C=C3C(CC=4C=C(Cl)C=CC=4)C(CC3=CC=2)N2CCC2)=C1 OUSVOKHHQADVBW-UHFFFAOYSA-N 0.000 claims description 2
- BGHCBABZRTXRHI-UHFFFAOYSA-N 4-[3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]azetidin-1-yl]sulfonyl-1-methylpyrazole Chemical compound C1=NN(C)C=C1S(=O)(=O)N1CC(C=2C(=CC=3CC(C(CC=4C=C(Cl)C=CC=4)C=3C=2)N2CCC2)F)C1 BGHCBABZRTXRHI-UHFFFAOYSA-N 0.000 claims description 2
- CMYRWPCROOTRCL-UHFFFAOYSA-N 4-[3-[2-(azetidin-1-yl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]azetidin-1-yl]sulfonyl-1-methylpyrazole Chemical compound C1=NN(C)C=C1S(=O)(=O)N1CC(C=2C(=CC=3CC(C(CC=4C=C(F)C=CC=4)C=3C=2)N2CCC2)F)C1 CMYRWPCROOTRCL-UHFFFAOYSA-N 0.000 claims description 2
- XAXXTYXMWOFKLW-UHFFFAOYSA-N [C-]1=CC=[NH+]1 Chemical compound [C-]1=CC=[NH+]1 XAXXTYXMWOFKLW-UHFFFAOYSA-N 0.000 claims description 2
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 2
- 230000024587 synaptic transmission, glutamatergic Effects 0.000 claims description 2
- 230000027682 synaptic transmission, glycinergic Effects 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical class O* 0.000 claims 4
- 241000670727 Amida Species 0.000 claims 2
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims 2
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- QBJSSOBNVYDCDQ-UHFFFAOYSA-N 1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(N)(=O)=O)=C1 QBJSSOBNVYDCDQ-UHFFFAOYSA-N 0.000 claims 1
- SSKNVFBNMYLIHB-UHFFFAOYSA-N 1h-pyrrole-3-sulfonamide Chemical compound NS(=O)(=O)C=1C=CNC=1 SSKNVFBNMYLIHB-UHFFFAOYSA-N 0.000 claims 1
- XINIVAUEFYXUEF-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)C3CCC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC(Cl)=C1 XINIVAUEFYXUEF-UHFFFAOYSA-N 0.000 claims 1
- PLFFGEKUKRKUSP-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)CC3CC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC=C1 PLFFGEKUKRKUSP-UHFFFAOYSA-N 0.000 claims 1
- CSESFPDVNUVKBD-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)C3CCC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC=C1 CSESFPDVNUVKBD-UHFFFAOYSA-N 0.000 claims 1
- CMGDONCUDBJFJG-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]-1-(cyclopropylmethylsulfonyl)azetidine Chemical compound FC1=CC=CC(CC2C3=CC(=C(F)C=C3CC2N2CCC2)C2CN(C2)S(=O)(=O)CC2CC2)=C1 CMGDONCUDBJFJG-UHFFFAOYSA-N 0.000 claims 1
- PXEJIHIACOWOHB-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound FC1=CC=CC(CC2C3=CC(=C(F)C=C3CC2N2CCC2)C2CN(C2)S(=O)(=O)C2CCC2)=C1 PXEJIHIACOWOHB-UHFFFAOYSA-N 0.000 claims 1
- AACWJSRYRUJLLJ-UHFFFAOYSA-N 3-[2-(azetidin-1-yl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]-1-cyclobutylsulfonylazetidine Chemical compound C1=2C=C(C3CN(C3)S(=O)(=O)C3CCC3)C(F)=CC=2CC(N2CCC2)C1CC1=CC=CC(C(F)(F)F)=C1 AACWJSRYRUJLLJ-UHFFFAOYSA-N 0.000 claims 1
- HEPCKMNLFZYLRH-UHFFFAOYSA-N 4-[3-[2-(azetidin-1-yl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]azetidin-1-yl]sulfonyl-1-methylpyrazole Chemical compound C1=NN(C)C=C1S(=O)(=O)N1CC(C=2C=C3C(CC=4C=C(Cl)C=CC=4)C(CC3=CC=2)N2CCC2)C1 HEPCKMNLFZYLRH-UHFFFAOYSA-N 0.000 claims 1
- VNGICMAWLJEXID-UHFFFAOYSA-N 4-[3-[2-(azetidin-1-yl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]azetidin-1-yl]sulfonyl-1-methylimidazole Chemical compound CN1C=NC(S(=O)(=O)N2CC(C2)C=2C=C3C(CC=4C=CC=CC=4)C(CC3=CC=2)N2CCC2)=C1 VNGICMAWLJEXID-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 claims 1
- 101100456896 Drosophila melanogaster metl gene Proteins 0.000 claims 1
- 241001139947 Mida Species 0.000 claims 1
- UQFQONCQIQEYPJ-UHFFFAOYSA-N N-methylpyrazole Chemical compound CN1C=CC=N1 UQFQONCQIQEYPJ-UHFFFAOYSA-N 0.000 claims 1
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 230000001149 cognitive effect Effects 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- PZVFQOBASICMME-UHFFFAOYSA-N n-ethylmethanesulfonamide Chemical compound CCNS(C)(=O)=O PZVFQOBASICMME-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 abstract description 67
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 174
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- 150000003254 radicals Chemical class 0.000 description 55
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 42
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Classifications
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- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/14—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of rings other than six-membered aromatic rings
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
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- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/10—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of a saturated carbon skeleton containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/84—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Organic Chemistry (AREA)
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- Health & Medical Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
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| US37359010P | 2010-08-13 | 2010-08-13 | |
| PCT/EP2011/063973 WO2012020131A2 (en) | 2010-08-13 | 2011-08-12 | Aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
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| AR075442A1 (es) | 2009-02-16 | 2011-03-30 | Abbott Gmbh & Co Kg | Derivados de aminotetralina, composiciones farmaceuticas que las contienen y sus usos en terapia |
| US9045459B2 (en) | 2010-08-13 | 2015-06-02 | AbbVie Deutschland GmbH & Co. KG | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9051280B2 (en) | 2010-08-13 | 2015-06-09 | AbbVie Deutschland GmbH & Co. KG | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8846743B2 (en) | 2010-08-13 | 2014-09-30 | Abbott Laboratories | Aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8883839B2 (en) | 2010-08-13 | 2014-11-11 | Abbott Laboratories | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8877794B2 (en) | 2010-08-13 | 2014-11-04 | Abbott Laboratories | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9309200B2 (en) | 2011-05-12 | 2016-04-12 | AbbVie Deutschland GmbH & Co. KG | Benzazepine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| CN103889968A (zh) | 2011-08-05 | 2014-06-25 | 艾伯维德国有限责任两合公司 | 氨基苯并二氢吡喃、氨基苯并二氢噻喃及氨基-1,2,3,4-四氢喹啉衍生物,包含这些化合物的药用组合物,及其在治疗中的用途 |
| MX2014006004A (es) | 2011-11-18 | 2015-04-16 | Abbvie Deutschland | Derivados de aminobenzociclohepteno, aminotetralina, aminoindano y fenalcilamina n-sustituidas, composiciones farmaceuticas que los contienen, y su uso en terapia. |
| US9365512B2 (en) | 2012-02-13 | 2016-06-14 | AbbVie Deutschland GmbH & Co. KG | Isoindoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9227901B2 (en) | 2012-07-05 | 2016-01-05 | Abbvie Inc. | Process for preparing bicyclic amine derivatives |
| US9656955B2 (en) | 2013-03-15 | 2017-05-23 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9650334B2 (en) | 2013-03-15 | 2017-05-16 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| CN104418775B (zh) * | 2013-09-05 | 2017-01-18 | 中国科学院大连化学物理研究所 | 一种钯催化氨基醇的不对称氢解合成手性胺的方法 |
| JP2016537323A (ja) | 2013-10-17 | 2016-12-01 | アッヴィ・ドイチュラント・ゲー・エム・ベー・ハー・ウント・コー・カー・ゲー | アミノクロマン誘導体、アミノチオクロマン誘導体およびアミノ−1,2,3,4−テトラヒドロキノリン誘導体、これらを含有する医薬組成物、および治療におけるこれらの使用 |
| AU2014336154A1 (en) | 2013-10-17 | 2016-04-28 | AbbVie Deutschland GmbH & Co. KG | Aminotetraline and aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9550754B2 (en) * | 2014-09-11 | 2017-01-24 | AbbVie Deutschland GmbH & Co. KG | 4,5-dihydropyrazole derivatives, pharmaceutical compositions containing them, and their use in therapy |
| EP3319968A1 (en) | 2015-07-06 | 2018-05-16 | Rodin Therapeutics, Inc. | Heterobicyclic n-aminophenyl-amides as inhibitors of histone deacetylase |
| RS62639B1 (sr) | 2015-07-06 | 2021-12-31 | Alkermes Inc | Hetero-halo inhibitori histonskih deacetilaza |
| JP6756925B2 (ja) | 2017-01-11 | 2020-09-16 | ロダン・セラピューティクス,インコーポレーテッド | ヒストンデアセチラーゼの二環式阻害剤 |
| ES2914355T3 (es) | 2017-08-07 | 2022-06-09 | Alkermes Inc | Inhibidores bicíclicos de la histona desacetilasa |
| CN114276243A (zh) * | 2021-12-13 | 2022-04-05 | 浙江九洲药业股份有限公司 | 一种洛索洛芬及其类似物的合成方法 |
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-
2011
- 2011-08-10 US US13/207,030 patent/US8846743B2/en active Active
- 2011-08-11 TW TW100128729A patent/TW201211030A/zh unknown
- 2011-08-12 MX MX2013001789A patent/MX2013001789A/es not_active Application Discontinuation
- 2011-08-12 EP EP11757790.8A patent/EP2603481B1/en not_active Not-in-force
- 2011-08-12 ES ES11757790.8T patent/ES2526074T3/es active Active
- 2011-08-12 WO PCT/EP2011/063973 patent/WO2012020131A2/en not_active Ceased
- 2011-08-12 CN CN2011800397167A patent/CN103189337A/zh active Pending
- 2011-08-12 CA CA2806644A patent/CA2806644A1/en not_active Abandoned
- 2011-08-12 JP JP2013523639A patent/JP2013538801A/ja active Pending
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2014
- 2014-06-27 US US14/317,104 patent/US9227930B2/en not_active Expired - Fee Related
Also Published As
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|---|---|
| WO2012020131A2 (en) | 2012-02-16 |
| US20120040948A1 (en) | 2012-02-16 |
| JP2013538801A (ja) | 2013-10-17 |
| CA2806644A1 (en) | 2012-02-16 |
| EP2603481B1 (en) | 2014-09-17 |
| TW201211030A (en) | 2012-03-16 |
| US8846743B2 (en) | 2014-09-30 |
| CN103189337A (zh) | 2013-07-03 |
| US9227930B2 (en) | 2016-01-05 |
| ES2526074T3 (es) | 2015-01-05 |
| EP2603481A2 (en) | 2013-06-19 |
| WO2012020131A3 (en) | 2012-04-05 |
| US20140309206A1 (en) | 2014-10-16 |
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