JP2007501790A5 - - Google Patents
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- Publication number
- JP2007501790A5 JP2007501790A5 JP2006522671A JP2006522671A JP2007501790A5 JP 2007501790 A5 JP2007501790 A5 JP 2007501790A5 JP 2006522671 A JP2006522671 A JP 2006522671A JP 2006522671 A JP2006522671 A JP 2006522671A JP 2007501790 A5 JP2007501790 A5 JP 2007501790A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- halogen
- optionally substituted
- biphenyl
- ethyl
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims 23
- 229910052736 halogen Inorganic materials 0.000 claims 23
- 150000002367 halogens Chemical group 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 12
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 9
- -1 5-oxotetrahydrofuranyl Chemical group 0.000 claims 7
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 5
- 150000002431 hydrogen Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 208000002193 Pain Diseases 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims 2
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- DNFDLCOGMHPTKM-HNCPQSOCSA-N [1-[[(1r)-1-[2-fluoro-4-[3-fluoro-2-(trifluoromethylsulfonyloxy)phenyl]phenyl]ethyl]carbamoyl]cyclopropyl]azanium;2,2,2-trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F.N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1([NH3+])CC1 DNFDLCOGMHPTKM-HNCPQSOCSA-N 0.000 claims 1
- JCYZORFIJWTGMU-SNVBAGLBSA-N [2-chloro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] trifluoromethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(Cl)C=CC=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 JCYZORFIJWTGMU-SNVBAGLBSA-N 0.000 claims 1
- USGFRYIMZKUUHQ-SNVBAGLBSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-(trifluoromethylsulfonylamino)cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] trifluoromethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1(NS(=O)(=O)C(F)(F)F)CC1 USGFRYIMZKUUHQ-SNVBAGLBSA-N 0.000 claims 1
- GDDWDWCGBNBCKY-LLVKDONJSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] 2,2,2-trifluoroethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)CC(F)(F)F)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 GDDWDWCGBNBCKY-LLVKDONJSA-N 0.000 claims 1
- PBEJPRBCRNGDFE-OAHLLOKOSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] benzenesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)C=1C=CC=CC=1)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 PBEJPRBCRNGDFE-OAHLLOKOSA-N 0.000 claims 1
- QNDIBIDWFXCNJT-GFCCVEGCSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] ethanesulfonate Chemical compound CCS(=O)(=O)OC1=C(F)C=CC=C1C(C=C1F)=CC=C1[C@@H](C)NC(=O)C1(NC(=O)C(F)(F)F)CC1 QNDIBIDWFXCNJT-GFCCVEGCSA-N 0.000 claims 1
- IJSUQZRERNQTST-LLVKDONJSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] methanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(C)(=O)=O)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 IJSUQZRERNQTST-LLVKDONJSA-N 0.000 claims 1
- OTVNUXHWKGBEFK-GFCCVEGCSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] n,n-dimethylsulfamate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)N(C)C)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 OTVNUXHWKGBEFK-GFCCVEGCSA-N 0.000 claims 1
- XJXDLKBWYNIGME-MRXNPFEDSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] phenylmethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)CC=1C=CC=CC=1)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 XJXDLKBWYNIGME-MRXNPFEDSA-N 0.000 claims 1
- VUSYGUXXVWCTTI-CYBMUJFWSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] propane-1-sulfonate Chemical compound CCCS(=O)(=O)OC1=C(F)C=CC=C1C(C=C1F)=CC=C1[C@@H](C)NC(=O)C1(NC(=O)C(F)(F)F)CC1 VUSYGUXXVWCTTI-CYBMUJFWSA-N 0.000 claims 1
- QVYFGDIGAMBAQN-CYBMUJFWSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] propane-2-sulfonate Chemical compound CC(C)S(=O)(=O)OC1=C(F)C=CC=C1C(C=C1F)=CC=C1[C@@H](C)NC(=O)C1(NC(=O)C(F)(F)F)CC1 QVYFGDIGAMBAQN-CYBMUJFWSA-N 0.000 claims 1
- YWJGZEVOZXEXTP-SNVBAGLBSA-N [2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] trifluoromethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 YWJGZEVOZXEXTP-SNVBAGLBSA-N 0.000 claims 1
- WTDZDCMMSMAVDI-UHFFFAOYSA-N [2-fluoro-6-[3-fluoro-4-[[[1-(pyrimidine-5-carbonylamino)cyclopropanecarbonyl]amino]methyl]phenyl]phenyl] trifluoromethanesulfonate Chemical compound FC1=CC(C=2C(=C(F)C=CC=2)OS(=O)(=O)C(F)(F)F)=CC=C1CNC(=O)C1(NC(=O)C=2C=NC=NC=2)CC1 WTDZDCMMSMAVDI-UHFFFAOYSA-N 0.000 claims 1
- DLCKDZYEIABXIU-SNVBAGLBSA-N [3-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]-2-(trifluoromethylsulfonyloxy)phenyl] trifluoromethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(OS(=O)(=O)C(F)(F)F)C=CC=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 DLCKDZYEIABXIU-SNVBAGLBSA-N 0.000 claims 1
- BFNGOXMATFPFQS-SECBINFHSA-N [4-chloro-2-fluoro-6-[3-fluoro-4-[(1r)-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]phenyl] trifluoromethanesulfonate Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=C(Cl)C=1)OS(=O)(=O)C(F)(F)F)F)C(=O)C1(NC(=O)C(F)(F)F)CC1 BFNGOXMATFPFQS-SECBINFHSA-N 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 229910052801 chlorine Chemical group 0.000 claims 1
- 239000000460 chlorine Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- RJDMQBXRPMLOGK-OAHLLOKOSA-N n-[1-[[(1r)-1-[2-fluoro-4-[3-fluoro-2-[methyl(methylsulfonyl)amino]phenyl]phenyl]ethyl]carbamoyl]cyclopropyl]pyrimidine-5-carboxamide Chemical compound N([C@H](C)C=1C(=CC(=CC=1)C=1C(=C(F)C=CC=1)N(C)S(C)(=O)=O)F)C(=O)C1(NC(=O)C=2C=NC=NC=2)CC1 RJDMQBXRPMLOGK-OAHLLOKOSA-N 0.000 claims 1
- CXZHPGWQHAXIJJ-UHFFFAOYSA-N n-[1-[[2-fluoro-4-[3-fluoro-2-(methanesulfonamido)phenyl]phenyl]methylcarbamoyl]cyclopropyl]pyrimidine-5-carboxamide Chemical compound CS(=O)(=O)NC1=C(F)C=CC=C1C(C=C1F)=CC=C1CNC(=O)C1(NC(=O)C=2C=NC=NC=2)CC1 CXZHPGWQHAXIJJ-UHFFFAOYSA-N 0.000 claims 1
- 201000001119 neuropathy Diseases 0.000 claims 1
- 230000007823 neuropathy Effects 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- QDXGKRWDQCEABB-UHFFFAOYSA-N pyrimidine-5-carboxamide Chemical compound NC(=O)C1=CN=CN=C1 QDXGKRWDQCEABB-UHFFFAOYSA-N 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 208000004371 toothache Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49314603P | 2003-08-07 | 2003-08-07 | |
| US49325703P | 2003-08-07 | 2003-08-07 | |
| PCT/US2004/025037 WO2005016886A1 (en) | 2003-08-07 | 2004-08-03 | Sulfonyl substituted n-(biarylmethyl) aminocyclopropanecarboxamides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007501790A JP2007501790A (ja) | 2007-02-01 |
| JP2007501790A5 true JP2007501790A5 (enExample) | 2007-06-21 |
Family
ID=34197969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006522671A Withdrawn JP2007501790A (ja) | 2003-08-07 | 2004-08-03 | スルホニル置換ｎ−（ビアリールメチル）アミノシクロプロパンカルボキサミド |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7332499B2 (enExample) |
| EP (1) | EP1654232A4 (enExample) |
| JP (1) | JP2007501790A (enExample) |
| AU (1) | AU2004265300A1 (enExample) |
| CA (1) | CA2534188A1 (enExample) |
| WO (1) | WO2005016886A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2557858A1 (en) * | 2004-03-02 | 2005-09-15 | Merck & Co., Inc. | Amino cyclopropane carboxamide derivatives as bradykinin antagonists |
| WO2008153967A1 (en) * | 2007-06-08 | 2008-12-18 | Contec Therapeutics, Inc. | Bk1 antagonist conjugates |
| CL2008002545A1 (es) | 2007-08-29 | 2009-10-23 | Boehringer Ingelheim Int | Compuestos derivados de fenoxi-bencil-carbamoilo; composicion farmaceutica; procedimiento para preparar la composicion farmaceutica; y su uso en el tratamiento del dolor. |
| CA2722704A1 (en) * | 2008-04-28 | 2009-11-05 | Zalicus Pharmaceuticals Ltd. | Cyclylamine derivatives as calcium channel blockers |
| SG157299A1 (en) | 2008-05-09 | 2009-12-29 | Agency Science Tech & Res | Diagnosis and treatment of kawasaki disease |
| US7719876B2 (en) | 2008-07-31 | 2010-05-18 | Unity Semiconductor Corporation | Preservation circuit and methods to maintain values representing data in one or more layers of memory |
| CA2752190A1 (en) | 2009-02-13 | 2010-08-19 | Jerini Ag | Small molecule bradykinin b1 receptor antagonists |
| PT2401256E (pt) * | 2009-02-26 | 2013-05-13 | Boehringer Ingelheim Int | Compostos como antagonistas da bradicinina b1 |
| MA34008B1 (fr) * | 2010-02-23 | 2013-02-01 | Boehringer Ingelheim Int | Composes en tant qu'antagonistes de la bradykinine b1 |
| US8937073B2 (en) * | 2010-08-20 | 2015-01-20 | Boehringer Ingelheim International Gmbh | Disubstituted tetrahydrofuranyl compounds and their use as B1-receptor antagonists |
| HUP1000598A2 (en) * | 2010-11-05 | 2012-09-28 | Richter Gedeon Nyrt | Indole derivatives |
| US8592426B2 (en) * | 2011-01-24 | 2013-11-26 | Hoffmann—La Roche Inc. | Aryl-benzocycloalkyl amide derivatives |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL99372A0 (en) | 1990-09-10 | 1992-08-18 | Ciba Geigy Ag | Azacyclic compounds |
| US5182288A (en) | 1991-11-13 | 1993-01-26 | Ortho Pharmaceutical Corporation | Substituted n-biphenylyl lactams |
| FR2822827B1 (fr) * | 2001-03-28 | 2003-05-16 | Sanofi Synthelabo | Nouveaux derives de n-(arylsulfonyl) beta-aminoacides comportant un groupe aminomethyle substitue, leur procede de preparation et les compositions pharmaceutiques en contenant |
| TWI259079B (en) * | 2002-02-08 | 2006-08-01 | Merck & Co Inc | N-biphenyl(substituted methyl)aminocycloalkanecarboxamide derivatives |
| DE60303441T2 (de) * | 2002-02-08 | 2006-09-21 | Merck & Co., Inc. | N-biphenylmethylaminocycloalkancarboxamid-derivative |
| IL166426A0 (en) * | 2002-08-29 | 2006-01-15 | Merck & Co Inc | N-biarylmethyl aminocycloalkanecarboxamide derivatives |
-
2004
- 2004-08-03 US US10/565,040 patent/US7332499B2/en not_active Expired - Fee Related
- 2004-08-03 EP EP04779955A patent/EP1654232A4/en not_active Withdrawn
- 2004-08-03 AU AU2004265300A patent/AU2004265300A1/en not_active Abandoned
- 2004-08-03 CA CA002534188A patent/CA2534188A1/en not_active Abandoned
- 2004-08-03 WO PCT/US2004/025037 patent/WO2005016886A1/en not_active Ceased
- 2004-08-03 JP JP2006522671A patent/JP2007501790A/ja not_active Withdrawn