JP2007506706A5 - - Google Patents
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- Publication number
- JP2007506706A5 JP2007506706A5 JP2006527406A JP2006527406A JP2007506706A5 JP 2007506706 A5 JP2007506706 A5 JP 2007506706A5 JP 2006527406 A JP2006527406 A JP 2006527406A JP 2006527406 A JP2006527406 A JP 2006527406A JP 2007506706 A5 JP2007506706 A5 JP 2007506706A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- formula
- alkyl
- residue
- isobutylphenyl
- 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.)
- Granted
Links
- 150000001409 amidines Chemical class 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000000623 heterocyclic group Chemical group 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- -1 4-Isobutylphenyl Chemical group 0.000 claims 4
- 229910003827 NRaRb Inorganic materials 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- SMEPCZFNZRVMCC-UHFFFAOYSA-N 2-[4-(2-methylpropyl)phenyl]propanimidamide;hydrochloride Chemical compound Cl.CC(C)CC1=CC=C(C(C)C(N)=N)C=C1 SMEPCZFNZRVMCC-UHFFFAOYSA-N 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 2
- 239000005977 Ethylene Substances 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 2
- 102000004890 Interleukin-8 Human genes 0.000 claims 2
- 108090001007 Interleukin-8 Proteins 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 2
- 230000035605 chemotaxis Effects 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- DFWRZHZPJJAJMX-UHFFFAOYSA-N propanimidamide;hydrochloride Chemical compound Cl.CCC(N)=N DFWRZHZPJJAJMX-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims 1
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- OBZVSHPDHFATAI-UHFFFAOYSA-N 2-(3-benzoylphenyl)-n'-[3-(dimethylamino)propyl]propanimidamide;hydrochloride Chemical compound Cl.CN(C)CCCNC(=N)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 OBZVSHPDHFATAI-UHFFFAOYSA-N 0.000 claims 1
- OAFSQIAHSDCZJL-UHFFFAOYSA-N 2-(3-benzoylphenyl)propanimidamide;hydrochloride Chemical compound Cl.NC(=N)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 OAFSQIAHSDCZJL-UHFFFAOYSA-N 0.000 claims 1
- JOJNBBJEYLUPRP-UHFFFAOYSA-N 3-[1-[4-(2-methylpropyl)phenyl]ethyl]-5,6-dihydro-2h-1,2,4-oxadiazine Chemical compound C1=CC(CC(C)C)=CC=C1C(C)C1=NCCON1 JOJNBBJEYLUPRP-UHFFFAOYSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 206010034277 Pemphigoid Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- OLAPNTTXGFTMDR-UHFFFAOYSA-N [4-(1-amino-1-iminopropan-2-yl)phenyl] trifluoromethanesulfonate;hydrochloride Chemical compound Cl.NC(=N)C(C)C1=CC=C(OS(=O)(=O)C(F)(F)F)C=C1 OLAPNTTXGFTMDR-UHFFFAOYSA-N 0.000 claims 1
- OOUKPZVXHQDVRY-UHFFFAOYSA-N acetic acid;2-[4-(2-methylpropyl)phenyl]propanimidamide Chemical compound CC(O)=O.CC(C)CC1=CC=C(C(C)C(N)=N)C=C1 OOUKPZVXHQDVRY-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 208000000594 bullous pemphigoid Diseases 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 230000004761 fibrosis Effects 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- KLOFSQZUEBHJTE-UHFFFAOYSA-N n'-[3-(dimethylamino)propyl]-2-[4-(2-methylpropyl)phenyl]propanimidamide Chemical compound CC(C)CC1=CC=C(C(C)C(=N)NCCCN(C)C)C=C1 KLOFSQZUEBHJTE-UHFFFAOYSA-N 0.000 claims 1
- FHQNFURCVCJTNY-UHFFFAOYSA-N n'-benzyl-2-[4-(2-methylpropyl)phenyl]propanimidamide Chemical compound C1=CC(CC(C)C)=CC=C1C(C)C(=N)NCC1=CC=CC=C1 FHQNFURCVCJTNY-UHFFFAOYSA-N 0.000 claims 1
- OCNCZEBLPBAHSG-UHFFFAOYSA-N n'-methyl-2-[4-(2-methylpropyl)phenyl]propanimidamide;hydrochloride Chemical compound Cl.CNC(=N)C(C)C1=CC=C(CC(C)C)C=C1 OCNCZEBLPBAHSG-UHFFFAOYSA-N 0.000 claims 1
- 201000008383 nephritis Diseases 0.000 claims 1
- 150000002825 nitriles Chemical class 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
- 230000002265 prevention Effects 0.000 claims 1
- UQNCOOZDFCLMGG-UHFFFAOYSA-N propanimidamide;dihydrochloride Chemical compound Cl.Cl.CCC(N)=N UQNCOOZDFCLMGG-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 230000010410 reperfusion Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 229930192474 thiophene Natural products 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03103557.9 | 2003-09-25 | ||
| EP03103557 | 2003-09-25 | ||
| PCT/EP2004/052201 WO2005028425A2 (en) | 2003-09-25 | 2004-09-16 | Amidines and derivatives thereof and pharmaceutical compositions containing them |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007506706A JP2007506706A (ja) | 2007-03-22 |
| JP2007506706A5 true JP2007506706A5 (enExample) | 2007-11-15 |
| JP4795242B2 JP4795242B2 (ja) | 2011-10-19 |
Family
ID=34354582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006527406A Expired - Fee Related JP4795242B2 (ja) | 2003-09-25 | 2004-09-16 | アミジン及びその誘導体並びにそれを含有する医薬組成物 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7674806B2 (enExample) |
| EP (1) | EP1663960B1 (enExample) |
| JP (1) | JP4795242B2 (enExample) |
| CN (1) | CN1882530A (enExample) |
| AT (1) | ATE521589T1 (enExample) |
| AU (1) | AU2004274183B8 (enExample) |
| CA (1) | CA2539842C (enExample) |
| ES (1) | ES2371467T3 (enExample) |
| NO (1) | NO336732B1 (enExample) |
| PT (1) | PT1663960E (enExample) |
| RU (1) | RU2375346C2 (enExample) |
| WO (1) | WO2005028425A2 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1934077B (zh) * | 2004-03-23 | 2010-09-29 | 冬姆佩制药股份公司 | 2-苯基丙酸衍生物及含有它们的药物组合物 |
| US7592362B2 (en) * | 2006-01-19 | 2009-09-22 | Pfizer Limited | Substituted imidazoles |
| EP2316820A1 (en) * | 2009-10-28 | 2011-05-04 | Dompe S.p.A. | 2-aryl-propionamide derivatives useful as bradykinin receptor antagonists and pharmaceutical compositions containing them |
| EP3156400B1 (en) | 2016-05-27 | 2019-05-15 | Valoralia I Más D, SL | Dihydrooxadiazine compounds for treating infections and cancer |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2919274A (en) * | 1957-09-17 | 1959-12-29 | Sahyun Melville | Amidines |
| FR2241300A1 (en) * | 1973-08-20 | 1975-03-21 | Wander Ag Dr A | Antidepressant N-carbamoyl-phenyl-acet- or propion-amidines - active by oral, rectal or parenteral administration |
| GB9514518D0 (en) * | 1995-07-15 | 1995-09-13 | Sod Conseils Rech Applic | Guanidine salt inhibitors of NO synthase and cyclooxygenase |
| IT1317826B1 (it) | 2000-02-11 | 2003-07-15 | Dompe Spa | Ammidi, utili nell'inibizione della chemiotassi dei neutrofiliindotta da il-8. |
| JP2001302643A (ja) * | 2000-04-21 | 2001-10-31 | Suntory Ltd | 環状アミジン化合物 |
| FR2810979B1 (fr) * | 2000-06-29 | 2002-08-23 | Adir | Nouveaux derives de diphenyluree, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
-
2004
- 2004-09-16 AT AT04787150T patent/ATE521589T1/de active
- 2004-09-16 ES ES04787150T patent/ES2371467T3/es not_active Expired - Lifetime
- 2004-09-16 PT PT04787150T patent/PT1663960E/pt unknown
- 2004-09-16 WO PCT/EP2004/052201 patent/WO2005028425A2/en not_active Ceased
- 2004-09-16 CN CNA2004800334914A patent/CN1882530A/zh active Pending
- 2004-09-16 RU RU2006113947/04A patent/RU2375346C2/ru not_active IP Right Cessation
- 2004-09-16 US US10/568,760 patent/US7674806B2/en not_active Expired - Fee Related
- 2004-09-16 AU AU2004274183A patent/AU2004274183B8/en not_active Ceased
- 2004-09-16 JP JP2006527406A patent/JP4795242B2/ja not_active Expired - Fee Related
- 2004-09-16 CA CA2539842A patent/CA2539842C/en not_active Expired - Fee Related
- 2004-09-16 EP EP04787150A patent/EP1663960B1/en not_active Expired - Lifetime
-
2006
- 2006-04-19 NO NO20061721A patent/NO336732B1/no not_active IP Right Cessation
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