NO327522B1 - Tetrahydrokinolinanaloger, anvendelser derav samt sammensetning omfattende forbindelsen - Google Patents
Tetrahydrokinolinanaloger, anvendelser derav samt sammensetning omfattende forbindelsen Download PDFInfo
- Publication number
- NO327522B1 NO327522B1 NO20043013A NO20043013A NO327522B1 NO 327522 B1 NO327522 B1 NO 327522B1 NO 20043013 A NO20043013 A NO 20043013A NO 20043013 A NO20043013 A NO 20043013A NO 327522 B1 NO327522 B1 NO 327522B1
- Authority
- NO
- Norway
- Prior art keywords
- benzo
- oxazin
- propyl
- mmol
- butylpiperidin
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 426
- 239000000203 mixture Substances 0.000 title claims abstract description 99
- 125000000147 tetrahydroquinolinyl group Chemical class N1(CCCC2=CC=CC=C12)* 0.000 title abstract 2
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 claims abstract description 35
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 claims abstract description 35
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 29
- 201000010099 disease Diseases 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims description 72
- XEKAWZARUWARND-UHFFFAOYSA-N 6h-oxazin-3-one Chemical compound O=C1NOCC=C1 XEKAWZARUWARND-UHFFFAOYSA-N 0.000 claims description 63
- 108010009685 Cholinergic Receptors Proteins 0.000 claims description 38
- 108020003175 receptors Proteins 0.000 claims description 37
- 102000005962 receptors Human genes 0.000 claims description 36
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 35
- -1 (R)-4-[2-methyl-3-(4-propoxypiperidin-2-yl)propyl]-4H-benzo[1,4 ]thiazin-3-one Chemical compound 0.000 claims description 23
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 18
- 208000035475 disorder Diseases 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 208000028698 Cognitive impairment Diseases 0.000 claims description 11
- 208000010877 cognitive disease Diseases 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052740 iodine Inorganic materials 0.000 claims description 10
- 201000000980 schizophrenia Diseases 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 239000003446 ligand Substances 0.000 claims description 9
- 208000028017 Psychotic disease Diseases 0.000 claims description 8
- 230000004410 intraocular pressure Effects 0.000 claims description 8
- 239000000472 muscarinic agonist Substances 0.000 claims description 8
- 230000003551 muscarinic effect Effects 0.000 claims description 8
- 206010027175 memory impairment Diseases 0.000 claims description 7
- 208000024827 Alzheimer disease Diseases 0.000 claims description 6
- 208000010412 Glaucoma Diseases 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 206010012289 Dementia Diseases 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- TXOFHBFKLCFMAQ-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-3,4-dihydro-2h-quinoline Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=CC=C2CCC1 TXOFHBFKLCFMAQ-UHFFFAOYSA-N 0.000 claims description 4
- MWLZHULTNCYKQM-UHFFFAOYSA-N 4-[3-(4-butylpiperidin-1-yl)propyl]-6-methyl-1,4-benzoxazin-3-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(C)=CC=C2OCC1=O MWLZHULTNCYKQM-UHFFFAOYSA-N 0.000 claims description 4
- 206010003591 Ataxia Diseases 0.000 claims description 4
- 201000010374 Down Syndrome Diseases 0.000 claims description 4
- 201000011240 Frontotemporal dementia Diseases 0.000 claims description 4
- 208000023105 Huntington disease Diseases 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 208000002193 Pain Diseases 0.000 claims description 4
- 208000018737 Parkinson disease Diseases 0.000 claims description 4
- 208000000609 Pick Disease of the Brain Diseases 0.000 claims description 4
- 208000034972 Sudden Infant Death Diseases 0.000 claims description 4
- 206010042440 Sudden infant death syndrome Diseases 0.000 claims description 4
- 208000000323 Tourette Syndrome Diseases 0.000 claims description 4
- 206010044688 Trisomy 21 Diseases 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 208000019116 sleep disease Diseases 0.000 claims description 4
- 230000016776 visual perception Effects 0.000 claims description 4
- YNCUMUVPVKIJLP-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6,7-difluoro-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(F)=C(F)C=C2CCC1=O YNCUMUVPVKIJLP-UHFFFAOYSA-N 0.000 claims description 3
- MEOXVFZDJTUJMH-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-8-methyl-3,4-dihydro-2h-quinoline Chemical compound C1CC(CCCC)CCN1CCCN1C2=C(C)C=CC=C2CCC1 MEOXVFZDJTUJMH-UHFFFAOYSA-N 0.000 claims description 3
- HGXZABSHMMUYFI-UHFFFAOYSA-N 4-[3-(4-butylpiperidin-1-yl)propyl]-6-methyl-2,3-dihydro-1,4-benzoxazine Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(C)=CC=C2OCC1 HGXZABSHMMUYFI-UHFFFAOYSA-N 0.000 claims description 3
- WYLPCQJNYSSZAZ-UHFFFAOYSA-N 6-acetyl-4-[3-(4-butylpiperidin-1-yl)propyl]-1,4-benzoxazin-3-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(C(C)=O)=CC=C2OCC1=O WYLPCQJNYSSZAZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 208000022925 sleep disturbance Diseases 0.000 claims description 3
- FXQRTOMQCLGBMI-VUNUGTOJSA-N 1-[(2r)-2-methyl-3-(3-pentyl-8-azabicyclo[3.2.1]octan-8-yl)propyl]-3,4-dihydroquinolin-2-one Chemical compound O=C1CCC2=CC=CC=C2N1C[C@H](C)CN1C2CCC1CC(CCCCC)C2 FXQRTOMQCLGBMI-VUNUGTOJSA-N 0.000 claims description 2
- NZKYALUWOONMIL-QGZVFWFLSA-N 1-[(2r)-2-methyl-3-(4-propoxypiperidin-1-yl)propyl]quinolin-2-one Chemical compound C1CC(OCCC)CCN1C[C@@H](C)CN1C(=O)C=CC2=CC=CC=C21 NZKYALUWOONMIL-QGZVFWFLSA-N 0.000 claims description 2
- FXQRTOMQCLGBMI-RHWCECPXSA-N 1-[(2r)-2-methyl-3-[(5s)-3-pentyl-8-azabicyclo[3.2.1]octan-8-yl]propyl]-3,4-dihydroquinolin-2-one Chemical compound O=C1CCC2=CC=CC=C2N1C[C@H](C)CN1C2CC[C@@]1([H])CC(CCCCC)C2 FXQRTOMQCLGBMI-RHWCECPXSA-N 0.000 claims description 2
- HSLYCGUTBLBYTN-GOSISDBHSA-N 1-[(2r)-3-(4-butylidenepiperidin-1-yl)-2-methylpropyl]-3,4-dihydroquinolin-2-one Chemical compound C1CC(=CCCC)CCN1C[C@@H](C)CN1C2=CC=CC=C2CCC1=O HSLYCGUTBLBYTN-GOSISDBHSA-N 0.000 claims description 2
- IHLHPDRDNZXLAE-GOSISDBHSA-N 1-[(2r)-3-(4-butylpiperidin-1-yl)-2-methylpropyl]-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1C[C@@H](C)CN1C2=CC=CC=C2CCC1=O IHLHPDRDNZXLAE-GOSISDBHSA-N 0.000 claims description 2
- SRKALIZPNPUZEJ-GOSISDBHSA-N 1-[(2r)-3-(4-butylpiperidin-1-yl)-2-methylpropyl]quinolin-2-one Chemical compound C1CC(CCCC)CCN1C[C@@H](C)CN1C(=O)C=CC2=CC=CC=C21 SRKALIZPNPUZEJ-GOSISDBHSA-N 0.000 claims description 2
- SGFQQSNKTBRUJC-KCUKBOBISA-N 1-[(2r)-3-[(5s)-3-butyl-8-azabicyclo[3.2.1]octan-8-yl]-2-methylpropyl]-3,4-dihydroquinolin-2-one Chemical compound O=C1CCC2=CC=CC=C2N1C[C@H](C)CN1C2CC[C@@]1([H])CC(CCCC)C2 SGFQQSNKTBRUJC-KCUKBOBISA-N 0.000 claims description 2
- YOTILWOHUIXLJA-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-5-methyl-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=CC(C)=C2CCC1=O YOTILWOHUIXLJA-UHFFFAOYSA-N 0.000 claims description 2
- MQFBIAVAEYCENS-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-5-methylquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=C(C)C=CC=C21 MQFBIAVAEYCENS-UHFFFAOYSA-N 0.000 claims description 2
- QUMKVHHSGVRIAI-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-chloro-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=C(Cl)C=C2CCC1=O QUMKVHHSGVRIAI-UHFFFAOYSA-N 0.000 claims description 2
- ZUNUJRXKIMEFOR-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-chloroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC(Cl)=CC=C21 ZUNUJRXKIMEFOR-UHFFFAOYSA-N 0.000 claims description 2
- YHMFTXQANNXSGR-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-fluoro-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=C(F)C=C2CCC1=O YHMFTXQANNXSGR-UHFFFAOYSA-N 0.000 claims description 2
- SCXLXWKKBFERQU-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-fluoroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC(F)=CC=C21 SCXLXWKKBFERQU-UHFFFAOYSA-N 0.000 claims description 2
- TXYQIYLASATZKE-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-methoxy-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=C(OC)C=C2CCC1=O TXYQIYLASATZKE-UHFFFAOYSA-N 0.000 claims description 2
- GLLHSSWRIZFAGK-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-methoxyquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC(OC)=CC=C21 GLLHSSWRIZFAGK-UHFFFAOYSA-N 0.000 claims description 2
- VDYIOTYBOLHCNC-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-methyl-3,4-dihydro-2h-quinoline Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC=C(C)C=C2CCC1 VDYIOTYBOLHCNC-UHFFFAOYSA-N 0.000 claims description 2
- GFUWVKQYSBLEAN-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-6-methylquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC(C)=CC=C21 GFUWVKQYSBLEAN-UHFFFAOYSA-N 0.000 claims description 2
- WVBYGXUIAPERIY-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-7-(trifluoromethyl)-3,4-dihydro-2h-quinoline Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(C(F)(F)F)=CC=C2CCC1 WVBYGXUIAPERIY-UHFFFAOYSA-N 0.000 claims description 2
- PJIFKJDCZGBHBO-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-7-fluoroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC=C(F)C=C21 PJIFKJDCZGBHBO-UHFFFAOYSA-N 0.000 claims description 2
- VYTXPOOGEGYQRB-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-7-methyl-3,4-dihydroquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C2=CC(C)=CC=C2CCC1=O VYTXPOOGEGYQRB-UHFFFAOYSA-N 0.000 claims description 2
- VKYZQEOQJGJZPD-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]-7-methylquinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC=C(C)C=C21 VKYZQEOQJGJZPD-UHFFFAOYSA-N 0.000 claims description 2
- KARBNIZJWDKJOB-UHFFFAOYSA-N 1-[3-(4-butylpiperidin-1-yl)propyl]quinolin-2-one Chemical compound C1CC(CCCC)CCN1CCCN1C(=O)C=CC2=CC=CC=C21 KARBNIZJWDKJOB-UHFFFAOYSA-N 0.000 claims description 2
- FSCRFGXDIRFQDC-UHFFFAOYSA-N 1-[3-(4-propoxypiperidin-1-yl)propyl]-3,4-dihydroquinolin-2-one Chemical compound C1CC(OCCC)CCN1CCCN1C2=CC=CC=C2CCC1=O FSCRFGXDIRFQDC-UHFFFAOYSA-N 0.000 claims description 2
- ZMKJMFRUYMOVGG-UHFFFAOYSA-N 1-[3-(4-propoxypiperidin-1-yl)propyl]quinolin-2-one Chemical compound C1CC(OCCC)CCN1CCCN1C(=O)C=CC2=CC=CC=C21 ZMKJMFRUYMOVGG-UHFFFAOYSA-N 0.000 claims description 2
- ROZHCBMQKZYZMM-FTTSTGDASA-N 4-[(2r)-2-hydroxy-3-[(5s)-3-pentyl-8-bicyclo[3.2.1]octanyl]propyl]-1,4-benzoxazin-3-one Chemical compound O=C1COC2=CC=CC=C2N1C[C@H](O)CC1C2CC[C@@]1([H])CC(CCCCC)C2 ROZHCBMQKZYZMM-FTTSTGDASA-N 0.000 claims description 2
- FGBIFXLAXVQGAA-YXOXRFPUSA-N 4-[(2r)-2-methyl-3-(3-pentyl-8-azabicyclo[3.2.1]octan-8-yl)propyl]-1,4-benzothiazin-3-one Chemical compound O=C1CSC2=CC=CC=C2N1C[C@H](C)CN1C2CCC1CC(CCCCC)C2 FGBIFXLAXVQGAA-YXOXRFPUSA-N 0.000 claims description 2
- PFTCOZDBHUZQQU-YXOXRFPUSA-N 4-[(2r)-2-methyl-3-(3-pentyl-8-azabicyclo[3.2.1]octan-8-yl)propyl]-1,4-benzoxazin-3-one Chemical compound O=C1COC2=CC=CC=C2N1C[C@H](C)CN1C2CCC1CC(CCCCC)C2 PFTCOZDBHUZQQU-YXOXRFPUSA-N 0.000 claims description 2
- IOMURWOGEVETLA-MRXNPFEDSA-N 4-[(2r)-2-methyl-3-(4-propoxypiperidin-1-yl)propyl]-1,4-benzoxazin-3-one Chemical compound C1CC(OCCC)CCN1C[C@@H](C)CN1C2=CC=CC=C2OCC1=O IOMURWOGEVETLA-MRXNPFEDSA-N 0.000 claims description 2
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- YXSQVNRXUABSEX-NEYBNPPJSA-N 4-[(2r)-3-(3-butyl-8-azabicyclo[3.2.1]octan-8-yl)-2-methylpropyl]-1,4-benzoxazin-3-one Chemical compound O=C1COC2=CC=CC=C2N1C[C@H](C)CN1C2CCC1CC(CCCC)C2 YXSQVNRXUABSEX-NEYBNPPJSA-N 0.000 claims description 2
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Classifications
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- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
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- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
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- General Health & Medical Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Hospice & Palliative Care (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US34472201P | 2001-12-28 | 2001-12-28 | |
PCT/US2002/041617 WO2003057672A2 (en) | 2001-12-28 | 2002-12-23 | Tetrahydroquinoline analogues as muscarinic agonists |
Publications (2)
Publication Number | Publication Date |
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NO20043013L NO20043013L (no) | 2004-07-28 |
NO327522B1 true NO327522B1 (no) | 2009-08-03 |
Family
ID=23351729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20043013A NO327522B1 (no) | 2001-12-28 | 2004-07-15 | Tetrahydrokinolinanaloger, anvendelser derav samt sammensetning omfattende forbindelsen |
Country Status (20)
Country | Link |
---|---|
US (3) | US7307075B2 (de) |
EP (1) | EP1461318B9 (de) |
JP (1) | JP4509565B2 (de) |
KR (1) | KR100972614B1 (de) |
CN (1) | CN100402032C (de) |
AT (1) | ATE304533T1 (de) |
AU (1) | AU2002359875B2 (de) |
BR (1) | BR0215430A (de) |
CA (1) | CA2470578C (de) |
DE (1) | DE60206198T2 (de) |
DK (1) | DK1461318T3 (de) |
ES (1) | ES2251624T3 (de) |
HK (1) | HK1074573A1 (de) |
IL (2) | IL162616A0 (de) |
MX (1) | MXPA04006281A (de) |
NO (1) | NO327522B1 (de) |
NZ (1) | NZ533566A (de) |
RU (1) | RU2292346C2 (de) |
WO (1) | WO2003057672A2 (de) |
ZA (1) | ZA200405024B (de) |
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KR20050112116A (ko) * | 2003-03-28 | 2005-11-29 | 아카디아 파마슈티칼스 인코포레이티드 | 통증 관리를 위한 무스카린성 m1 리셉터 작용제 |
JP5398984B2 (ja) * | 2005-06-24 | 2014-01-29 | 富山化学工業株式会社 | 新規な含窒素複素環化合物およびその塩 |
EP2258359A3 (de) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenese durch Modulation des Muscarinrezeptors mit Sabcomelin |
JP2009506069A (ja) * | 2005-08-26 | 2009-02-12 | ブレインセルス,インコーポレイティド | ムスカリン性受容体調節による神経発生 |
CA2625153A1 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
US20070112017A1 (en) | 2005-10-31 | 2007-05-17 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
GB0607949D0 (en) * | 2006-04-21 | 2006-05-31 | Minster Res The Ltd | Mono and combination therapy |
GB0607952D0 (en) * | 2006-04-21 | 2006-05-31 | Minster Res Ltd | Novel treatment |
EP2377531A2 (de) | 2006-05-09 | 2011-10-19 | Braincells, Inc. | Neurogenese mittels Angiotensin-Modulation |
US7678808B2 (en) | 2006-05-09 | 2010-03-16 | Braincells, Inc. | 5 HT receptor mediated neurogenesis |
KR20090040352A (ko) * | 2006-07-31 | 2009-04-23 | 얀센 파마슈티카 엔.브이. | 유로텐신 ⅱ 수용체 길항제 |
WO2008030651A1 (en) | 2006-09-08 | 2008-03-13 | Braincells, Inc. | Combinations containing a 4-acylaminopyridine derivative |
US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
WO2010017105A1 (en) | 2008-08-02 | 2010-02-11 | Janssen Pharmaceutica N.V. | Urotensin ii receptor antagonists |
US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
PL2780015T3 (pl) | 2011-11-18 | 2017-06-30 | Heptares Therapeutics Limited | Agonisty receptora muskarynowego M1 |
GB201617454D0 (en) | 2016-10-14 | 2016-11-30 | Heptares Therapeutics Limited | Pharmaceutical compounds |
GB201810239D0 (en) | 2018-06-22 | 2018-08-08 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
GB201819961D0 (en) | 2018-12-07 | 2019-01-23 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
GB201819960D0 (en) | 2018-12-07 | 2019-01-23 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
GB202020191D0 (en) | 2020-12-18 | 2021-02-03 | Heptares Therapeutics Ltd | Pharmaceutical compounds |
WO2023114224A1 (en) | 2021-12-13 | 2023-06-22 | Sage Therapeutics, Inc. | Combination of muscarinic receptor positive modulators and nmda positive allosteric modulators |
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KR20050112116A (ko) * | 2003-03-28 | 2005-11-29 | 아카디아 파마슈티칼스 인코포레이티드 | 통증 관리를 위한 무스카린성 m1 리셉터 작용제 |
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