JP2005504120A5 - - Google Patents
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- Publication number
- JP2005504120A5 JP2005504120A5 JP2003532440A JP2003532440A JP2005504120A5 JP 2005504120 A5 JP2005504120 A5 JP 2005504120A5 JP 2003532440 A JP2003532440 A JP 2003532440A JP 2003532440 A JP2003532440 A JP 2003532440A JP 2005504120 A5 JP2005504120 A5 JP 2005504120A5
- Authority
- JP
- Japan
- Prior art keywords
- benzonitrile
- phenoxy
- chloro
- methylaminomethyl
- formula
- 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
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 11
- 125000003545 alkoxy group Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- -1 [2-methoxy-3- (5-methyl-2-nitrophenoxy) benzyl] methylamine Chemical compound 0.000 claims 2
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- MTROOCWXDNNTLA-UHFFFAOYSA-N 2-[2-methoxy-3-(methylaminomethyl)phenoxy]-4-(trifluoromethyl)benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(C=2)C(F)(F)F)C#N)=C1OC MTROOCWXDNNTLA-UHFFFAOYSA-N 0.000 claims 1
- REUYXENIPROLPB-UHFFFAOYSA-N 2-[2-methoxy-3-(methylaminomethyl)phenoxy]-6-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(N=2)C(F)(F)F)C#N)=C1OC REUYXENIPROLPB-UHFFFAOYSA-N 0.000 claims 1
- OUAYJZWHAONSJV-UHFFFAOYSA-N 2-[2-methoxy-3-(methylaminomethyl)phenoxy]-6-methylpyridine-3-carbonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(C)N=2)C#N)=C1OC OUAYJZWHAONSJV-UHFFFAOYSA-N 0.000 claims 1
- MXPOMMFUMQYDFU-UHFFFAOYSA-N 2-[3-(aminomethyl)-2-ethylphenoxy]-4-chlorobenzonitrile Chemical compound CCC1=C(CN)C=CC=C1OC1=CC(Cl)=CC=C1C#N MXPOMMFUMQYDFU-UHFFFAOYSA-N 0.000 claims 1
- NJFMMWJMZLCKRV-UHFFFAOYSA-N 2-[3-(aminomethyl)-2-ethylsulfanylphenoxy]-4-chlorobenzonitrile Chemical compound CCSC1=C(CN)C=CC=C1OC1=CC(Cl)=CC=C1C#N NJFMMWJMZLCKRV-UHFFFAOYSA-N 0.000 claims 1
- YHUOCXTVQLWTFY-UHFFFAOYSA-N 2-[3-(aminomethyl)-2-methylsulfanylphenoxy]-4-chlorobenzonitrile Chemical compound CSC1=C(CN)C=CC=C1OC1=CC(Cl)=CC=C1C#N YHUOCXTVQLWTFY-UHFFFAOYSA-N 0.000 claims 1
- DICMZASQPOFJSB-UHFFFAOYSA-N 2-[3-(aminomethyl)-2-propylphenoxy]-4-chlorobenzonitrile Chemical compound CCCC1=C(CN)C=CC=C1OC1=CC(Cl)=CC=C1C#N DICMZASQPOFJSB-UHFFFAOYSA-N 0.000 claims 1
- OFMJHTOBSHQBLC-UHFFFAOYSA-N 2-[3-(aminomethyl)phenoxy]-4-chlorobenzonitrile Chemical compound NCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 OFMJHTOBSHQBLC-UHFFFAOYSA-N 0.000 claims 1
- QFDCWXKPHFWANB-UHFFFAOYSA-N 2-[3-(methylaminomethyl)-4-phenylphenoxy]-4-(trifluoromethyl)benzonitrile Chemical compound C=1C=C(C=2C=CC=CC=2)C(CNC)=CC=1OC1=CC(C(F)(F)F)=CC=C1C#N QFDCWXKPHFWANB-UHFFFAOYSA-N 0.000 claims 1
- ONVQAQZCYYHCGI-UHFFFAOYSA-N 2-[4-(methylaminomethyl)-3-phenylphenoxy]-4-(trifluoromethyl)benzonitrile Chemical compound C1=C(C=2C=CC=CC=2)C(CNC)=CC=C1OC1=CC(C(F)(F)F)=CC=C1C#N ONVQAQZCYYHCGI-UHFFFAOYSA-N 0.000 claims 1
- ZIBPTPRWBBFXAQ-UHFFFAOYSA-N 2-[4-bromo-3-(methylaminomethyl)phenoxy]-4-(trifluoromethyl)benzonitrile Chemical compound C1=C(Br)C(CNC)=CC(OC=2C(=CC=C(C=2)C(F)(F)F)C#N)=C1 ZIBPTPRWBBFXAQ-UHFFFAOYSA-N 0.000 claims 1
- TWRYTDBQLLEZJZ-UHFFFAOYSA-N 3-[3-(aminomethyl)phenoxy]-n-methyl-4-nitroaniline Chemical compound CNC1=CC=C([N+]([O-])=O)C(OC=2C=C(CN)C=CC=2)=C1 TWRYTDBQLLEZJZ-UHFFFAOYSA-N 0.000 claims 1
- LVZDYMBITAXXGP-UHFFFAOYSA-N 3-fluoro-2-[2-methoxy-3-(methylaminomethyl)phenoxy]-4-methylbenzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(C)C=2F)C#N)=C1OC LVZDYMBITAXXGP-UHFFFAOYSA-N 0.000 claims 1
- ZBVDVTCHEYXMKB-UHFFFAOYSA-N 4-bromo-2-[2-methoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Br)C=2)C#N)=C1OC ZBVDVTCHEYXMKB-UHFFFAOYSA-N 0.000 claims 1
- AIGSJAWHLXXXOU-UHFFFAOYSA-N 4-chloro-2-[2-(2-fluoroethoxy)-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1OCCF AIGSJAWHLXXXOU-UHFFFAOYSA-N 0.000 claims 1
- WUEXCPKXDNHFFP-UHFFFAOYSA-N 4-chloro-2-[2-(2-hydroxyethoxy)-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1OCCO WUEXCPKXDNHFFP-UHFFFAOYSA-N 0.000 claims 1
- CQPQILXCZVQVGQ-UHFFFAOYSA-N 4-chloro-2-[2-ethoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CCOC1=C(CNC)C=CC=C1OC1=CC(Cl)=CC=C1C#N CQPQILXCZVQVGQ-UHFFFAOYSA-N 0.000 claims 1
- UNZZVEFWPFGIOP-UHFFFAOYSA-N 4-chloro-2-[2-ethoxy-4-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CCOC1=CC(CNC)=CC=C1OC1=CC(Cl)=CC=C1C#N UNZZVEFWPFGIOP-UHFFFAOYSA-N 0.000 claims 1
- NMKOVIVDBCMBRM-UHFFFAOYSA-N 4-chloro-2-[2-ethyl-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CCC1=C(CNC)C=CC=C1OC1=CC(Cl)=CC=C1C#N NMKOVIVDBCMBRM-UHFFFAOYSA-N 0.000 claims 1
- CUQFOACQEGOZKT-UHFFFAOYSA-N 4-chloro-2-[2-ethylsulfanyl-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CCSC1=C(CNC)C=CC=C1OC1=CC(Cl)=CC=C1C#N CUQFOACQEGOZKT-UHFFFAOYSA-N 0.000 claims 1
- QNRGSHREYDARKN-UHFFFAOYSA-N 4-chloro-2-[2-hydroxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1O QNRGSHREYDARKN-UHFFFAOYSA-N 0.000 claims 1
- NALRDGJPJMOQHT-UHFFFAOYSA-N 4-chloro-2-[2-methoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1OC NALRDGJPJMOQHT-UHFFFAOYSA-N 0.000 claims 1
- OITXEMVVMHRYML-UHFFFAOYSA-N 4-chloro-2-[2-methoxy-4-(methylaminomethyl)phenoxy]benzonitrile Chemical compound COC1=CC(CNC)=CC=C1OC1=CC(Cl)=CC=C1C#N OITXEMVVMHRYML-UHFFFAOYSA-N 0.000 claims 1
- RNXUWTOEXCIWOY-UHFFFAOYSA-N 4-chloro-2-[3-(methylaminomethyl)-2-(2,2,2-trifluoroethoxy)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1OCC(F)(F)F RNXUWTOEXCIWOY-UHFFFAOYSA-N 0.000 claims 1
- WHRXUUZIXUEFOA-UHFFFAOYSA-N 4-chloro-2-[3-(methylaminomethyl)-2-methylsulfanylphenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1SC WHRXUUZIXUEFOA-UHFFFAOYSA-N 0.000 claims 1
- NPXPMIKNHHWSEM-UHFFFAOYSA-N 4-chloro-2-[3-(methylaminomethyl)-2-propoxyphenoxy]benzonitrile Chemical compound CCCOC1=C(CNC)C=CC=C1OC1=CC(Cl)=CC=C1C#N NPXPMIKNHHWSEM-UHFFFAOYSA-N 0.000 claims 1
- UXLZTEDWYGQYDW-UHFFFAOYSA-N 4-chloro-2-[3-(methylaminomethyl)-2-propylphenoxy]benzonitrile Chemical compound CCCC1=C(CNC)C=CC=C1OC1=CC(Cl)=CC=C1C#N UXLZTEDWYGQYDW-UHFFFAOYSA-N 0.000 claims 1
- PWQVPDQRVMKOMX-UHFFFAOYSA-N 4-chloro-2-[3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 PWQVPDQRVMKOMX-UHFFFAOYSA-N 0.000 claims 1
- UPWSSYKLFNIPFA-UHFFFAOYSA-N 4-chloro-2-[3-(propylaminomethyl)phenoxy]benzonitrile Chemical compound CCCNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 UPWSSYKLFNIPFA-UHFFFAOYSA-N 0.000 claims 1
- ZMBUZBVWDSLQSW-UHFFFAOYSA-N 4-chloro-2-[3-(pyrrolidin-1-ylmethyl)phenoxy]benzonitrile Chemical compound ClC1=CC=C(C#N)C(OC=2C=C(CN3CCCC3)C=CC=2)=C1 ZMBUZBVWDSLQSW-UHFFFAOYSA-N 0.000 claims 1
- MPPLOAVJFUJHBV-UHFFFAOYSA-N 4-chloro-2-[3-[(2-methoxyethylamino)methyl]phenoxy]benzonitrile Chemical compound COCCNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 MPPLOAVJFUJHBV-UHFFFAOYSA-N 0.000 claims 1
- ABOUSTARNFHCMZ-UHFFFAOYSA-N 4-chloro-2-[3-[(3-hydroxypropylamino)methyl]phenoxy]benzonitrile Chemical compound OCCCNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 ABOUSTARNFHCMZ-UHFFFAOYSA-N 0.000 claims 1
- ZILFAHDRVZPEEE-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]-2-ethylphenoxy]benzonitrile Chemical compound CCC1=C(CN(C)C)C=CC=C1OC1=CC(Cl)=CC=C1C#N ZILFAHDRVZPEEE-UHFFFAOYSA-N 0.000 claims 1
- SRSLGWQXJPTULO-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]-2-ethylsulfanylphenoxy]benzonitrile Chemical compound CCSC1=C(CN(C)C)C=CC=C1OC1=CC(Cl)=CC=C1C#N SRSLGWQXJPTULO-UHFFFAOYSA-N 0.000 claims 1
- CFJUJNWKXLXPNQ-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]-2-methylsulfanylphenoxy]benzonitrile Chemical compound CSC1=C(CN(C)C)C=CC=C1OC1=CC(Cl)=CC=C1C#N CFJUJNWKXLXPNQ-UHFFFAOYSA-N 0.000 claims 1
- CWFDFILBFBJLTA-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]-2-propylphenoxy]benzonitrile Chemical compound CCCC1=C(CN(C)C)C=CC=C1OC1=CC(Cl)=CC=C1C#N CWFDFILBFBJLTA-UHFFFAOYSA-N 0.000 claims 1
- CIIRUVUPBSZAAJ-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]-4-fluorophenoxy]benzonitrile Chemical compound C1=C(F)C(CN(C)C)=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 CIIRUVUPBSZAAJ-UHFFFAOYSA-N 0.000 claims 1
- GQZGACPGGNYGAX-UHFFFAOYSA-N 4-chloro-2-[3-[(dimethylamino)methyl]phenoxy]benzonitrile Chemical compound CN(C)CC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 GQZGACPGGNYGAX-UHFFFAOYSA-N 0.000 claims 1
- BTBZKFAJGIIPKQ-UHFFFAOYSA-N 4-chloro-2-[3-[[2-(dimethylamino)ethylamino]methyl]phenoxy]benzonitrile Chemical compound CN(C)CCNCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 BTBZKFAJGIIPKQ-UHFFFAOYSA-N 0.000 claims 1
- PJHUTZQNRFUQNA-UHFFFAOYSA-N 4-chloro-2-[3-hydroxy-5-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC(O)=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 PJHUTZQNRFUQNA-UHFFFAOYSA-N 0.000 claims 1
- DUWKDMXYMMMFRN-UHFFFAOYSA-N 4-chloro-2-[3-methoxy-4-(methylaminomethyl)phenoxy]benzonitrile Chemical compound C1=C(OC)C(CNC)=CC=C1OC1=CC(Cl)=CC=C1C#N DUWKDMXYMMMFRN-UHFFFAOYSA-N 0.000 claims 1
- RBARWUPGFBXQNC-UHFFFAOYSA-N 4-chloro-2-[3-methoxy-5-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC(OC)=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 RBARWUPGFBXQNC-UHFFFAOYSA-N 0.000 claims 1
- FFDIYKZGKCUKOI-UHFFFAOYSA-N 4-chloro-2-[4-(methylaminomethyl)naphthalen-1-yl]oxybenzonitrile Chemical compound C12=CC=CC=C2C(CNC)=CC=C1OC1=CC(Cl)=CC=C1C#N FFDIYKZGKCUKOI-UHFFFAOYSA-N 0.000 claims 1
- AYHZEOMMVITVJY-UHFFFAOYSA-N 4-chloro-2-[4-methoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound C1=C(OC)C(CNC)=CC(OC=2C(=CC=C(Cl)C=2)C#N)=C1 AYHZEOMMVITVJY-UHFFFAOYSA-N 0.000 claims 1
- XBWFTNJJCHLOSE-UHFFFAOYSA-N 4-chloro-2-[[1-(methylamino)-2,3-dihydro-1h-inden-4-yl]oxy]benzonitrile Chemical compound CNC1CCC2=C1C=CC=C2OC1=CC(Cl)=CC=C1C#N XBWFTNJJCHLOSE-UHFFFAOYSA-N 0.000 claims 1
- HCAQDJCLTOWYCI-UHFFFAOYSA-N 4-chloro-2-[[5-(methylamino)-5,6,7,8-tetrahydronaphthalen-1-yl]oxy]benzonitrile Chemical compound C1=CC=C2C(NC)CCCC2=C1OC1=CC(Cl)=CC=C1C#N HCAQDJCLTOWYCI-UHFFFAOYSA-N 0.000 claims 1
- WUIFPYXHWKPZKG-UHFFFAOYSA-N 4-chloro-5-fluoro-2-[2-methoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC(F)=C(Cl)C=2)C#N)=C1OC WUIFPYXHWKPZKG-UHFFFAOYSA-N 0.000 claims 1
- CEUQSDBQNBWEEG-UHFFFAOYSA-N 4-methoxy-2-[2-methoxy-3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(OC)C=2)C#N)=C1OC CEUQSDBQNBWEEG-UHFFFAOYSA-N 0.000 claims 1
- XRTSTCDLAMIACS-UHFFFAOYSA-N 4-methyl-2-[3-(methylaminomethyl)phenoxy]benzonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(C)C=2)C#N)=C1 XRTSTCDLAMIACS-UHFFFAOYSA-N 0.000 claims 1
- CTAKYLWSOIXNPN-UHFFFAOYSA-N 6-ethyl-2-[2-methoxy-3-(methylaminomethyl)phenoxy]pyridine-3-carbonitrile Chemical compound CCC1=CC=C(C#N)C(OC=2C(=C(CNC)C=CC=2)OC)=N1 CTAKYLWSOIXNPN-UHFFFAOYSA-N 0.000 claims 1
- ZBQGXKASHIFWIV-UHFFFAOYSA-N 6-methyl-2-[3-(methylaminomethyl)phenoxy]pyridine-3-carbonitrile Chemical compound CNCC1=CC=CC(OC=2C(=CC=C(C)N=2)C#N)=C1 ZBQGXKASHIFWIV-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 102000008299 Nitric Oxide Synthase Human genes 0.000 claims 1
- 108010021487 Nitric Oxide Synthase Proteins 0.000 claims 1
- KXSVIUQKPYUOGG-UHFFFAOYSA-N [3-(5-chloro-2-nitrophenoxy)phenyl]methanamine Chemical compound NCC1=CC=CC(OC=2C(=CC=C(Cl)C=2)[N+]([O-])=O)=C1 KXSVIUQKPYUOGG-UHFFFAOYSA-N 0.000 claims 1
- XPDZIHOVUCQSSR-UHFFFAOYSA-N [3-(5-fluoro-2-nitrophenoxy)phenyl]methanamine Chemical compound NCC1=CC=CC(OC=2C(=CC=C(F)C=2)[N+]([O-])=O)=C1 XPDZIHOVUCQSSR-UHFFFAOYSA-N 0.000 claims 1
- CSHMOEMMQGLRCV-UHFFFAOYSA-N [3-(5-methoxy-2-nitrophenoxy)phenyl]methanamine Chemical compound COC1=CC=C([N+]([O-])=O)C(OC=2C=C(CN)C=CC=2)=C1 CSHMOEMMQGLRCV-UHFFFAOYSA-N 0.000 claims 1
- SSKADNBBIMXCBJ-UHFFFAOYSA-N [3-(5-methyl-2-nitrophenoxy)phenyl]methanamine Chemical compound CC1=CC=C([N+]([O-])=O)C(OC=2C=C(CN)C=CC=2)=C1 SSKADNBBIMXCBJ-UHFFFAOYSA-N 0.000 claims 1
- DPYBZQWAHQVKPH-UHFFFAOYSA-N [3-(5-methyl-2-nitrophenyl)sulfanylphenyl]methanamine Chemical compound CC1=CC=C([N+]([O-])=O)C(SC=2C=C(CN)C=CC=2)=C1 DPYBZQWAHQVKPH-UHFFFAOYSA-N 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 208000015114 central nervous system disease Diseases 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE0103325A SE0103325D0 (sv) | 2001-10-04 | 2001-10-04 | Novel compounds |
| PCT/SE2002/001803 WO2003029185A1 (en) | 2001-10-04 | 2002-10-02 | Novel compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005504120A JP2005504120A (ja) | 2005-02-10 |
| JP2005504120A5 true JP2005504120A5 (enExample) | 2006-01-05 |
Family
ID=20285562
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003532440A Pending JP2005504120A (ja) | 2001-10-04 | 2002-10-02 | 新規な化合物 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US7119122B2 (enExample) |
| EP (1) | EP1434756A1 (enExample) |
| JP (1) | JP2005504120A (enExample) |
| SE (1) | SE0103325D0 (enExample) |
| WO (1) | WO2003029185A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050227974A9 (en) * | 2002-08-01 | 2005-10-13 | Euro-Celtique S.A. | Aminoalkyl-substituted aryl compounds and their use as sodium channel blockers |
| US20090186854A1 (en) * | 2006-03-23 | 2009-07-23 | Meditor Pharmaceuticals Ltd. | S-alkylisothiouronium derivatives for the treatment of inflammatory diseases |
| WO2012090177A2 (en) * | 2010-12-30 | 2012-07-05 | Lupin Limited | Cannabinoid receptor modulators |
| IN2014MN00226A (enExample) * | 2011-07-05 | 2015-09-25 | Lupin Ltd | |
| GB201512635D0 (en) | 2015-07-17 | 2015-08-26 | Ucl Business Plc | Uses of therapeutic compounds |
| WO2025212569A1 (en) | 2024-04-05 | 2025-10-09 | Park City Bio, LLC | Selective serotonin receptor modultors and methods of making and using the same |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE363818B (enExample) * | 1968-08-15 | 1974-02-04 | Lilly Co Eli | |
| FI874121A7 (fi) * | 1986-09-24 | 1988-03-25 | Sumitomo Chemical Co | Heterocykliska foereningar, och deras framstaellning och anvaendning. |
| GB9215921D0 (en) | 1992-07-27 | 1992-09-09 | Wellcome Found | Anti-inflammatory compounds |
| CZ293595A3 (cs) | 1995-11-09 | 1999-12-15 | Farmak A. S. | Deriváty N,N-dimethyl-2-(arylthio)benzylaminu, jejich soli, způsoby jejich přípravy a jejich použití v léčivých přípravcích |
| CA2348159A1 (en) * | 1998-10-20 | 2000-04-27 | Satoru Oi | Aromatic amine derivatives, their production and use |
| JP2003514815A (ja) | 1999-11-15 | 2003-04-22 | イーライ・リリー・アンド・カンパニー | 家畜生産を改良するためのアリ−ルオキシプロパノロールアミン |
| EP1303509B1 (en) | 2000-07-13 | 2012-11-28 | Eli Lilly And Company | Beta3 adrenergic agonists |
-
2001
- 2001-10-04 SE SE0103325A patent/SE0103325D0/xx unknown
-
2002
- 2002-10-02 JP JP2003532440A patent/JP2005504120A/ja active Pending
- 2002-10-02 EP EP02775639A patent/EP1434756A1/en not_active Withdrawn
- 2002-10-02 US US10/491,264 patent/US7119122B2/en not_active Expired - Fee Related
- 2002-10-02 WO PCT/SE2002/001803 patent/WO2003029185A1/en not_active Ceased
-
2006
- 2006-05-25 US US11/440,994 patent/US7276528B2/en not_active Expired - Fee Related
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