UA73540C2 - Diarylcarboxamides - Google Patents
Diarylcarboxamides Download PDFInfo
- Publication number
- UA73540C2 UA73540C2 UA2002075475A UA2002075475A UA73540C2 UA 73540 C2 UA73540 C2 UA 73540C2 UA 2002075475 A UA2002075475 A UA 2002075475A UA 2002075475 A UA2002075475 A UA 2002075475A UA 73540 C2 UA73540 C2 UA 73540C2
- Authority
- UA
- Ukraine
- Prior art keywords
- azadicyclo
- carboxamide
- 2oct
- oct
- thiophene
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims abstract description 341
- 238000000034 method Methods 0.000 claims abstract description 96
- 150000003839 salts Chemical class 0.000 claims abstract description 54
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 52
- 125000003118 aryl group Chemical group 0.000 claims abstract description 45
- 125000001424 substituent group Chemical group 0.000 claims abstract description 45
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 43
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 42
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 34
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 28
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 28
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 22
- 239000001301 oxygen Substances 0.000 claims abstract description 22
- 238000011282 treatment Methods 0.000 claims abstract description 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 14
- 239000011593 sulfur Substances 0.000 claims abstract description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000003226 pyrazolyl group Chemical group 0.000 claims abstract description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 238000002560 therapeutic procedure Methods 0.000 claims abstract description 3
- 208000028017 Psychotic disease Diseases 0.000 claims abstract 3
- 230000006735 deficit Effects 0.000 claims abstract 3
- 238000006243 chemical reaction Methods 0.000 claims description 105
- -1 с Е - a simple bond Substances 0.000 claims description 76
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 63
- 239000002904 solvent Substances 0.000 claims description 63
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 62
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical compound NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 claims description 47
- 125000005843 halogen group Chemical group 0.000 claims description 41
- TVFIYRKPCACCNL-UHFFFAOYSA-N furan-2-carboxamide Chemical compound NC(=O)C1=CC=CO1 TVFIYRKPCACCNL-UHFFFAOYSA-N 0.000 claims description 37
- 239000003054 catalyst Substances 0.000 claims description 32
- MTEMDMUNZYLWSQ-UHFFFAOYSA-N 5-bromothiophene-2-carboxamide Chemical compound NC(=O)C1=CC=C(Br)S1 MTEMDMUNZYLWSQ-UHFFFAOYSA-N 0.000 claims description 27
- 125000002524 organometallic group Chemical group 0.000 claims description 24
- VFDAOWISEQYGIF-UHFFFAOYSA-N 5-bromofuran-2-carboxamide Chemical compound NC(=O)C1=CC=C(Br)O1 VFDAOWISEQYGIF-UHFFFAOYSA-N 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 18
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 18
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
- ODJFDWIECLJWSR-UHFFFAOYSA-N 3-bromobenzamide Chemical compound NC(=O)C1=CC=CC(Br)=C1 ODJFDWIECLJWSR-UHFFFAOYSA-N 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- RNEUTTPQDZEDSM-UHFFFAOYSA-N 5-pyridin-4-ylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=NC=C1 RNEUTTPQDZEDSM-UHFFFAOYSA-N 0.000 claims description 15
- BPSZHKPVINNIBN-UHFFFAOYSA-N 5-pyridin-2-ylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC=N1 BPSZHKPVINNIBN-UHFFFAOYSA-N 0.000 claims description 14
- 230000002265 prevention Effects 0.000 claims description 13
- OYSOOLCZEMWVQN-UHFFFAOYSA-N 5-phenylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC=C1 OYSOOLCZEMWVQN-UHFFFAOYSA-N 0.000 claims description 12
- VRFAIAYLYPXSPL-UHFFFAOYSA-N 5-pyridin-3-ylthiophene-2-carboxamide Chemical compound NC(=O)C1=CC=C(S1)C1=CC=CN=C1 VRFAIAYLYPXSPL-UHFFFAOYSA-N 0.000 claims description 12
- WPIFYCRDSOUHLT-UHFFFAOYSA-N 4-bromothiophene-2-carboxamide Chemical compound NC(=O)C1=CC(Br)=CS1 WPIFYCRDSOUHLT-UHFFFAOYSA-N 0.000 claims description 10
- CUZHIOCSRQUJIM-UHFFFAOYSA-N 5-(3-aminophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC(N)=C1 CUZHIOCSRQUJIM-UHFFFAOYSA-N 0.000 claims description 10
- XQIJQYLQZPHQDF-UHFFFAOYSA-N 5-(3-aminophenyl)thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(N)=C1 XQIJQYLQZPHQDF-UHFFFAOYSA-N 0.000 claims description 10
- 208000035475 disorder Diseases 0.000 claims description 10
- XGFFLSZDZDPBAB-UHFFFAOYSA-N 4-phenylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC(C=2C=CC=CC=2)=C1 XGFFLSZDZDPBAB-UHFFFAOYSA-N 0.000 claims description 9
- HVUMTDUVKSHFTQ-UHFFFAOYSA-N 5-(3-fluorophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC(F)=C1 HVUMTDUVKSHFTQ-UHFFFAOYSA-N 0.000 claims description 9
- LQSYOLVFFWKQRW-UHFFFAOYSA-N 5-(3-hydroxyphenyl)thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(O)=C1 LQSYOLVFFWKQRW-UHFFFAOYSA-N 0.000 claims description 9
- SSKSCYLZSWSPFB-UHFFFAOYSA-N 5-phenoxythiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1OC1=CC=CC=C1 SSKSCYLZSWSPFB-UHFFFAOYSA-N 0.000 claims description 9
- ZGFUHODXXVNYPE-UHFFFAOYSA-N 5-pyridin-4-ylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=NC=C1 ZGFUHODXXVNYPE-UHFFFAOYSA-N 0.000 claims description 9
- AQEWVBMTXAOMMP-UHFFFAOYSA-N 5-(3-chlorophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC(Cl)=C1 AQEWVBMTXAOMMP-UHFFFAOYSA-N 0.000 claims description 8
- ZTOXUTFUEKVQNM-UHFFFAOYSA-N 5-(3-cyanophenyl)thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(C#N)=C1 ZTOXUTFUEKVQNM-UHFFFAOYSA-N 0.000 claims description 8
- GFHNPIHLDMSUBY-UHFFFAOYSA-N 5-(3-methoxyphenyl)furan-2-carboxamide Chemical compound COC1=CC=CC(C=2OC(=CC=2)C(N)=O)=C1 GFHNPIHLDMSUBY-UHFFFAOYSA-N 0.000 claims description 8
- VAUBKXFQQWAVRK-UHFFFAOYSA-N 5-(3-methoxyphenyl)thiophene-2-carboxamide Chemical compound COC1=CC=CC(C=2SC(=CC=2)C(N)=O)=C1 VAUBKXFQQWAVRK-UHFFFAOYSA-N 0.000 claims description 8
- FPASADMLLORPAS-UHFFFAOYSA-N 5-(3-nitrophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC([N+]([O-])=O)=C1 FPASADMLLORPAS-UHFFFAOYSA-N 0.000 claims description 8
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 8
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 claims description 8
- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 claims description 8
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- IYZIARNSXPGYSC-UHFFFAOYSA-N 3-phenylbenzamide Chemical compound NC(=O)C1=CC=CC(C=2C=CC=CC=2)=C1 IYZIARNSXPGYSC-UHFFFAOYSA-N 0.000 claims description 7
- JSGZVMJYZDEIMK-UHFFFAOYSA-N 3-thiophen-2-ylbenzamide Chemical compound NC(=O)C1=CC=CC(C=2SC=CC=2)=C1 JSGZVMJYZDEIMK-UHFFFAOYSA-N 0.000 claims description 7
- IKYXIRYASVGYQY-UHFFFAOYSA-N 3-thiophen-3-ylbenzamide Chemical compound NC(=O)C1=CC=CC(C2=CSC=C2)=C1 IKYXIRYASVGYQY-UHFFFAOYSA-N 0.000 claims description 7
- WPUVZBOKXQAGDD-UHFFFAOYSA-N 4-pyridin-2-ylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC(C=2N=CC=CC=2)=C1 WPUVZBOKXQAGDD-UHFFFAOYSA-N 0.000 claims description 7
- XPWHBVLUZBCMJY-UHFFFAOYSA-N 5-(3-fluorophenyl)thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(F)=C1 XPWHBVLUZBCMJY-UHFFFAOYSA-N 0.000 claims description 7
- RQJWFHRUPTYLOV-UHFFFAOYSA-N 5-(3-methylphenyl)furan-2-carboxamide Chemical compound CC1=CC=CC(C=2OC(=CC=2)C(N)=O)=C1 RQJWFHRUPTYLOV-UHFFFAOYSA-N 0.000 claims description 7
- XTPWJBLYVBMEQX-UHFFFAOYSA-N 5-(4-chlorophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=C(Cl)C=C1 XTPWJBLYVBMEQX-UHFFFAOYSA-N 0.000 claims description 7
- ISXKVVQBTQEGSI-UHFFFAOYSA-N 5-bromothiophene-3-carboxamide Chemical compound NC(=O)C1=CSC(Br)=C1 ISXKVVQBTQEGSI-UHFFFAOYSA-N 0.000 claims description 7
- ZNMIEYHOIRLLES-UHFFFAOYSA-N 5-phenylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC=C1 ZNMIEYHOIRLLES-UHFFFAOYSA-N 0.000 claims description 7
- UBPRKNMUSICIJU-UHFFFAOYSA-N 5-phenylthiophene-3-carboxamide Chemical compound NC(=O)C1=CSC(C=2C=CC=CC=2)=C1 UBPRKNMUSICIJU-UHFFFAOYSA-N 0.000 claims description 7
- ATGPTPLKBWEAHY-UHFFFAOYSA-N 5-pyridin-2-ylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CC=N1 ATGPTPLKBWEAHY-UHFFFAOYSA-N 0.000 claims description 7
- NKFWFTVSUZXGPR-UHFFFAOYSA-N 5-quinolin-8-ylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC2=CC=CN=C12 NKFWFTVSUZXGPR-UHFFFAOYSA-N 0.000 claims description 7
- ATWKRIBDUUNNBP-UHFFFAOYSA-N 5-thiophen-2-ylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=CS1 ATWKRIBDUUNNBP-UHFFFAOYSA-N 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 7
- 125000002541 furyl group Chemical group 0.000 claims description 7
- 229910052740 iodine Inorganic materials 0.000 claims description 7
- BZFMDQZSQUUFQS-UHFFFAOYSA-N 5-(3-formylphenyl)thiophene-2-carboxamide Chemical compound C(=O)C=1C=C(C=CC1)C1=CC=C(S1)C(=O)N BZFMDQZSQUUFQS-UHFFFAOYSA-N 0.000 claims description 6
- OAOATAYWBZYYQT-UHFFFAOYSA-N 5-(3-morpholin-4-ylphenyl)thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(N2CCOCC2)=C1 OAOATAYWBZYYQT-UHFFFAOYSA-N 0.000 claims description 6
- VZXAJUCWNRKHTL-UHFFFAOYSA-N 5-(4-fluorophenyl)furan-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=C(F)C=C1 VZXAJUCWNRKHTL-UHFFFAOYSA-N 0.000 claims description 6
- WSGWUJLNZBHRGP-UHFFFAOYSA-N 5-(furan-3-yl)furan-2-carboxamide Chemical compound NC(=O)C1=CC=C(O1)C1=COC=C1 WSGWUJLNZBHRGP-UHFFFAOYSA-N 0.000 claims description 6
- URUCYJBBOOKHKF-UHFFFAOYSA-N 5-naphthalen-2-ylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CC=C(C=CC=C2)C2=C1 URUCYJBBOOKHKF-UHFFFAOYSA-N 0.000 claims description 6
- NPNGQMHTVOFXLB-UHFFFAOYSA-N 5-pyridin-3-ylthiophene-3-carboxamide Chemical compound NC(=O)C1=CSC(C=2C=NC=CC=2)=C1 NPNGQMHTVOFXLB-UHFFFAOYSA-N 0.000 claims description 6
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 6
- 150000003857 carboxamides Chemical class 0.000 claims description 6
- 238000004651 near-field scanning optical microscopy Methods 0.000 claims description 6
- 229960002715 nicotine Drugs 0.000 claims description 6
- VRECCXHVXUPDQT-UHFFFAOYSA-N 3-(2-methoxyphenyl)benzamide Chemical compound COC1=CC=CC=C1C1=CC=CC(C(N)=O)=C1 VRECCXHVXUPDQT-UHFFFAOYSA-N 0.000 claims description 5
- WPAVZFKFZGIJKZ-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)benzamide Chemical compound NC(=O)C1=CC=CC(C=2C=C(Cl)C=C(Cl)C=2)=C1 WPAVZFKFZGIJKZ-UHFFFAOYSA-N 0.000 claims description 5
- SNALSZMAYDWAJA-UHFFFAOYSA-N 3-(3-fluorophenyl)benzamide Chemical compound NC(=O)C1=CC=CC(C=2C=C(F)C=CC=2)=C1 SNALSZMAYDWAJA-UHFFFAOYSA-N 0.000 claims description 5
- XOHZBPMRSYEDHU-UHFFFAOYSA-N 3-(3-methoxyphenyl)benzamide Chemical compound COC1=CC=CC(C=2C=C(C=CC=2)C(N)=O)=C1 XOHZBPMRSYEDHU-UHFFFAOYSA-N 0.000 claims description 5
- HEMYUAPEXJWFCP-UHFFFAOYSA-N 3-iodobenzamide Chemical compound NC(=O)C1=CC=CC(I)=C1 HEMYUAPEXJWFCP-UHFFFAOYSA-N 0.000 claims description 5
- ZRWNRAJCPNLYAK-UHFFFAOYSA-N 4-bromobenzamide Chemical compound NC(=O)C1=CC=C(Br)C=C1 ZRWNRAJCPNLYAK-UHFFFAOYSA-N 0.000 claims description 5
- XRNBLQCAFWFFPM-UHFFFAOYSA-N 4-iodobenzamide Chemical compound NC(=O)C1=CC=C(I)C=C1 XRNBLQCAFWFFPM-UHFFFAOYSA-N 0.000 claims description 5
- AUKQSEGRTKMGAY-UHFFFAOYSA-N 4-pyridin-4-ylthiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC(C=2C=CN=CC=2)=C1 AUKQSEGRTKMGAY-UHFFFAOYSA-N 0.000 claims description 5
- WPCSAIACUYFJIQ-UHFFFAOYSA-N 5-(2-methoxyphenyl)furan-2-carboxamide Chemical compound COC1=CC=CC=C1C1=CC=C(C(N)=O)O1 WPCSAIACUYFJIQ-UHFFFAOYSA-N 0.000 claims description 5
- HXAZDQRPOGHRHW-UHFFFAOYSA-N 5-(3,5-dimethyl-1,2-oxazol-4-yl)thiophene-2-carboxamide Chemical compound CC1=NOC(C)=C1C1=CC=C(C(N)=O)S1 HXAZDQRPOGHRHW-UHFFFAOYSA-N 0.000 claims description 5
- WUWQWRVEZNAWQX-UHFFFAOYSA-N 5-thiophen-3-ylfuran-2-carboxamide Chemical compound O1C(C(=O)N)=CC=C1C1=CSC=C1 WUWQWRVEZNAWQX-UHFFFAOYSA-N 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- CYEBJEDOHLIWNP-UHFFFAOYSA-N methanethioamide Chemical group NC=S CYEBJEDOHLIWNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000002902 organometallic compounds Chemical class 0.000 claims description 5
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- JOJCFDCFBVAXRD-UHFFFAOYSA-N 3-(3-methylphenyl)benzamide Chemical compound CC1=CC=CC(C=2C=C(C=CC=2)C(N)=O)=C1 JOJCFDCFBVAXRD-UHFFFAOYSA-N 0.000 claims description 4
- JUVULXADAWDDQO-UHFFFAOYSA-N 3-(4-fluorophenyl)benzamide Chemical compound NC(=O)C1=CC=CC(C=2C=CC(F)=CC=2)=C1 JUVULXADAWDDQO-UHFFFAOYSA-N 0.000 claims description 4
- FXJJAMKDEDZECI-UHFFFAOYSA-N 3-naphthalen-2-ylbenzamide Chemical compound NC(=O)C1=CC=CC(C=2C=C3C=CC=CC3=CC=2)=C1 FXJJAMKDEDZECI-UHFFFAOYSA-N 0.000 claims description 4
- AMQRIQIWSSZOAL-UHFFFAOYSA-N 3-pyridin-3-ylbenzamide Chemical compound NC(=O)C1=CC=CC(C=2C=NC=CC=2)=C1 AMQRIQIWSSZOAL-UHFFFAOYSA-N 0.000 claims description 4
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- UZHYAVSDVJYYHA-UHFFFAOYSA-N 5-[3-(hydroxymethyl)phenyl]thiophene-2-carboxamide Chemical compound S1C(C(=O)N)=CC=C1C1=CC=CC(CO)=C1 UZHYAVSDVJYYHA-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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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
- C07D417/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0000540A SE0000540D0 (sv) | 2000-02-18 | 2000-02-18 | New compounds |
| PCT/SE2001/000329 WO2001060821A1 (en) | 2000-02-18 | 2001-02-15 | Novel biarylcarboxamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA73540C2 true UA73540C2 (en) | 2005-08-15 |
Family
ID=20278508
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2002075475A UA73540C2 (en) | 2000-02-18 | 2001-02-15 | Diarylcarboxamides |
Country Status (34)
| Country | Link |
|---|---|
| US (3) | US7001914B2 (et) |
| EP (1) | EP1259508B1 (et) |
| JP (1) | JP4084570B2 (et) |
| KR (1) | KR100769394B1 (et) |
| CN (1) | CN100345847C (et) |
| AR (1) | AR029798A1 (et) |
| AT (1) | ATE252099T1 (et) |
| AU (1) | AU782693B2 (et) |
| BG (1) | BG106977A (et) |
| BR (1) | BR0108456A (et) |
| CA (1) | CA2397233A1 (et) |
| CO (1) | CO5280046A1 (et) |
| CZ (1) | CZ20022787A3 (et) |
| DE (1) | DE60100996T2 (et) |
| DK (1) | DK1259508T3 (et) |
| EE (1) | EE05149B1 (et) |
| ES (1) | ES2208556T3 (et) |
| HK (1) | HK1050007A1 (et) |
| HU (1) | HUP0301069A3 (et) |
| IL (1) | IL150544A0 (et) |
| IS (1) | IS6492A (et) |
| MX (1) | MXPA02007543A (et) |
| MY (1) | MY123580A (et) |
| NO (1) | NO20023917L (et) |
| NZ (1) | NZ520094A (et) |
| PL (1) | PL202044B1 (et) |
| PT (1) | PT1259508E (et) |
| RU (1) | RU2263114C2 (et) |
| SE (1) | SE0000540D0 (et) |
| SK (1) | SK11792002A3 (et) |
| TR (1) | TR200400072T4 (et) |
| UA (1) | UA73540C2 (et) |
| WO (1) | WO2001060821A1 (et) |
| ZA (1) | ZA200205479B (et) |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
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| SE0000540D0 (sv) * | 2000-02-18 | 2000-02-18 | Astrazeneca Ab | New compounds |
| US6492385B2 (en) | 2000-08-18 | 2002-12-10 | Pharmacia & Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease |
| AU2001282873A1 (en) * | 2000-08-18 | 2002-03-04 | Pharmacia And Upjohn Company | Quinuclidine-substituted aryl compounds for treatment of disease |
| AU2001284645A1 (en) * | 2000-08-18 | 2002-03-04 | Pharmacia And Upjohn Company | Quinuclidine-substituted aryl compounds for treatment of disease |
| EP1381603A2 (en) * | 2000-08-18 | 2004-01-21 | PHARMACIA & UPJOHN COMPANY | Quinuclidine-substituedaryl moieties for treatment of disease ( nicotinic acetylcholine receptor ligands ) |
| WO2002017358A2 (en) * | 2000-08-21 | 2002-02-28 | Pharmacia & Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic acetylcholine receptor antagonists) |
| WO2002015662A2 (en) * | 2000-08-21 | 2002-02-28 | Pharmacia & Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic acetylcholine receptor antagonists |
| AU2001282910A1 (en) * | 2000-08-21 | 2002-03-04 | Pharmacia And Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic) acetylcholine receptor ligands |
| PE20021019A1 (es) | 2001-04-19 | 2002-11-13 | Upjohn Co | Grupos azabiciclicos sustituidos |
| AR036041A1 (es) | 2001-06-12 | 2004-08-04 | Upjohn Co | Compuestos aromaticos heterociclicos sustituidos con quinuclidina y composiciones farmaceuticas que los contienen |
| AR036040A1 (es) | 2001-06-12 | 2004-08-04 | Upjohn Co | Compuestos de heteroarilo multiciclicos sustituidos con quinuclidinas y composiciones farmaceuticas que los contienen |
| CA2458375A1 (en) | 2001-08-24 | 2003-03-06 | Pharmacia & Upjohn Company | Substituted-heteroaryl-7-aza¬2.2.1|bicycloheptanes for the treatment of disease |
| CA2460075A1 (en) * | 2001-09-12 | 2003-03-20 | Donn Gregory Wishka | Substituted 7-aza[2.2.1] bicycloheptanes for the treatment of diseases |
| CA2462453C (en) | 2001-10-02 | 2009-07-28 | Pharmacia & Upjohn Company | Azabicyclic-substituted fused-heteroaryl compounds for the treatment of disease |
| AU2002339810A1 (en) * | 2001-10-16 | 2003-04-28 | Astrazeneca Ab | Azabicyclic compounds for the treatment of fibromyalgia syndrome |
| US6849620B2 (en) | 2001-10-26 | 2005-02-01 | Pfizer Inc | N-(azabicyclo moieties)-substituted hetero-bicyclic aromatic compounds for the treatment of disease |
| CA2464194A1 (en) * | 2001-10-26 | 2003-05-08 | Pharmacia & Upjohn Company | N-azabicyclo-substituted hetero-bicyclic carboxamides as nachr agonists |
| EP1442041A1 (en) * | 2001-11-08 | 2004-08-04 | PHARMACIA & UPJOHN COMPANY | Azabicyclic-substituted-heteroaryl compounds for the treatment of disease |
| BR0214016A (pt) | 2001-11-09 | 2004-10-13 | Upjohn Co | Compostos azabicìclico-fenil-fundido heterocìclicos e seu uso como ligandos alfa 7 nachr |
| DE10156719A1 (de) | 2001-11-19 | 2003-05-28 | Bayer Ag | Heteroarylcarbonsäureamide |
| DE10162375A1 (de) * | 2001-12-19 | 2003-07-10 | Bayer Ag | Bicyclische N-Aryl-amide |
| DE10164139A1 (de) | 2001-12-27 | 2003-07-10 | Bayer Ag | 2-Heteroarylcarbonsäureamide |
| WO2003070728A2 (en) * | 2002-02-15 | 2003-08-28 | Pharmacia & Upjohn Company | Azabicyclo-substituted benzoylamides and thioamides for treatment of cns-related disorders |
| JP2005523288A (ja) * | 2002-02-19 | 2005-08-04 | ファルマシア・アンド・アップジョン・カンパニー・エルエルシー | 疾病治療用の縮合した二環式−ｎ−架橋−複素環式芳香族カルボキサミド |
| CA2476624A1 (en) * | 2002-02-19 | 2003-08-28 | Pharmacia & Upjohn Company | Azabicyclic compounds for the treatment of disease |
| DE10211415A1 (de) * | 2002-03-15 | 2003-09-25 | Bayer Ag | Bicyclische N-Biarylamide |
| DE10211416A1 (de) | 2002-03-15 | 2003-09-25 | Bayer Ag | Essig- und Propionsäureamide |
| DE50305587D1 (en) * | 2002-06-10 | 2006-12-14 | Bayer Healthcare Ag | 2-heteroarylcarbonsäureamide |
| AU2003253686A1 (en) | 2002-08-01 | 2004-02-23 | Pharmacia & Upjohn Company Llc | 1h-pyrazole and 1h-pyrrole-azabicyclic compounds with alfa-7 nachr activity |
| GB0220581D0 (en) | 2002-09-04 | 2002-10-09 | Novartis Ag | Organic Compound |
| BR0317110A (pt) * | 2002-12-11 | 2005-10-25 | Pharmacia & Upjohn Co Llc | Tratamento de doenças com combinações de agonistas do receptor nicotìnico da acetilcolina alfa 7 e outros compostos |
| WO2004064836A2 (en) * | 2003-01-22 | 2004-08-05 | Pharmacia & Upjohn Company Llc | Treatment of diseases with alpha-7 nach receptor full agonists |
| GB0310867D0 (en) * | 2003-05-12 | 2003-06-18 | Novartis Ag | Organic compounds |
| US20050129610A1 (en) * | 2003-06-24 | 2005-06-16 | Johns Hopkins University | Imaging agents and methods of imaging alpha7-nicotinic cholinergic receptor |
| DE10334724A1 (de) * | 2003-07-30 | 2005-02-24 | Bayer Healthcare Ag | N-Biarylamide |
| US20070191422A1 (en) * | 2003-12-22 | 2007-08-16 | Astrazeneca Ab | Nicotinic acetylcholine receptor ligands |
| KR20060125812A (ko) * | 2003-12-22 | 2006-12-06 | 아스트라제네카 아베 | 니코틴성 아세틸콜린 수용체 리간드 |
| PE20060437A1 (es) | 2004-06-18 | 2006-06-08 | Novartis Ag | COMPUESTOS AZA-BICICLONONANOS COMO LIGANDOS COLINERGICOS DE nAChR |
| GB0415746D0 (en) | 2004-07-14 | 2004-08-18 | Novartis Ag | Organic compounds |
| GB0424564D0 (en) | 2004-11-05 | 2004-12-08 | Novartis Ag | Organic compounds |
| WO2007001225A1 (en) * | 2005-06-29 | 2007-01-04 | Astrazeneca | Thiophene-2-carboxamide derivatives as alpha 7 nicotinic receptor modulators. |
| GB0521508D0 (en) | 2005-10-21 | 2005-11-30 | Novartis Ag | Organic compounds |
| GB0525672D0 (en) | 2005-12-16 | 2006-01-25 | Novartis Ag | Organic compounds |
| GB0525673D0 (en) | 2005-12-16 | 2006-01-25 | Novartis Ag | Organic compounds |
| CN103450077B (zh) | 2007-06-08 | 2016-07-06 | 满康德股份有限公司 | IRE-1α抑制剂 |
| TW200911808A (en) * | 2007-07-23 | 2009-03-16 | Astrazeneca Ab | Novel compounds |
| SA08290475B1 (ar) | 2007-08-02 | 2013-06-22 | Targacept Inc | (2s، 3r)-n-(2-((3-بيردينيل)ميثيل)-1-آزا بيسيكلو[2، 2، 2]أوكت-3-يل)بنزو فيوران-2-كربوكساميد، وصور أملاحه الجديدة وطرق استخدامه |
| TW201031664A (en) | 2009-01-26 | 2010-09-01 | Targacept Inc | Preparation and therapeutic applications of (2S,3R)-N-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]oct-3-yl)-3,5-difluorobenzamide |
| AU2010305825A1 (en) | 2009-10-13 | 2012-04-19 | Merck Sharp & Dohme B.V. | Condensed azine - derivatives for the treatment of diseases related to the acetylcholine receptor |
| RU2577334C2 (ru) | 2010-05-17 | 2016-03-20 | Энвиво Фармасьютикалз, Инк. | КРИСТАЛЛИЧЕСКАЯ ФОРМА МОНОГИДРАТА ГИДРОХЛОРИДА (R)-7-ХЛОР-N-(ХИНУКЛИДИН-3-ИЛ)БЕНЗО[b]ТИОФЕН-2-КАРБОКСАМИДА |
| KR101928505B1 (ko) | 2011-01-28 | 2018-12-12 | 에스케이바이오팜 주식회사 | 피리돈 유도체 및 이를 포함하는 약학적 조성물 |
| KR101925971B1 (ko) * | 2011-01-28 | 2018-12-06 | 에스케이바이오팜 주식회사 | 피리돈 유도체 및 이를 포함하는 약학적 조성물 |
| GB201111704D0 (en) | 2011-07-07 | 2011-08-24 | Takeda Pharmaceutical | Novel compounds |
| GB201111705D0 (en) | 2011-07-07 | 2011-08-24 | Takeda Pharmaceutical | Compounds and their use |
| TWI589576B (zh) | 2011-07-15 | 2017-07-01 | 諾華公司 | 氮雜－雙環二芳基醚之鹽類及製造彼等或其前驅物之方法 |
| JO3115B1 (ar) | 2011-08-22 | 2017-09-20 | Takeda Pharmaceuticals Co | مركبات بيريدازينون واستخدامها كمثبطات daao |
| AU2013259871A1 (en) | 2012-05-08 | 2014-11-20 | Forum Pharmaceuticals Inc. | Methods of maintaining, treating or improving cognitive function |
| GB201209587D0 (en) | 2012-05-30 | 2012-07-11 | Takeda Pharmaceutical | Therapeutic compounds |
| EP2953940B1 (en) | 2013-02-07 | 2018-08-22 | Heptares Therapeutics Limited | Piperidin-1-yl and azepin-1-yl carboxylates as muscarinic m4 receptor agonists |
| EP3010900B1 (en) | 2013-06-21 | 2018-01-03 | Takeda Pharmaceutical Company Limited | 1-sulfonyl piperidine derivatives as modulators of prokineticin receptors |
| GB201314286D0 (en) | 2013-08-08 | 2013-09-25 | Takeda Pharmaceutical | Therapeutic Compounds |
| GB201318222D0 (en) | 2013-10-15 | 2013-11-27 | Takeda Pharmaceutical | Novel compounds |
| GB201320905D0 (en) | 2013-11-27 | 2014-01-08 | Takeda Pharmaceutical | Therapeutic compounds |
| FI20145054L (fi) * | 2014-01-21 | 2015-07-22 | Tellabs Oy | Tiedonsiirtoverkon verkkoelementti |
| TW201613864A (en) | 2014-02-20 | 2016-04-16 | Takeda Pharmaceutical | Novel compounds |
| KR101623138B1 (ko) | 2014-10-28 | 2016-05-20 | 한국원자력연구원 | 베타 아밀로이드 플라크 검출 및 알츠하이머 질환 진단 또는 치료용 조성물 |
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