JP2002512235A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2002512235A5 JP2002512235A5 JP2000544653A JP2000544653A JP2002512235A5 JP 2002512235 A5 JP2002512235 A5 JP 2002512235A5 JP 2000544653 A JP2000544653 A JP 2000544653A JP 2000544653 A JP2000544653 A JP 2000544653A JP 2002512235 A5 JP2002512235 A5 JP 2002512235A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- hydrogen
- group
- benzyl
- 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
- 229910052739 hydrogen Inorganic materials 0.000 description 38
- 239000001257 hydrogen Substances 0.000 description 38
- 150000002431 hydrogen Chemical class 0.000 description 31
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 22
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 20
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 20
- 229910052794 bromium Inorganic materials 0.000 description 20
- 229910052801 chlorine Inorganic materials 0.000 description 20
- 239000000460 chlorine Substances 0.000 description 20
- -1 —NR 6 R 7 Chemical class 0.000 description 20
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 15
- 229910052760 oxygen Inorganic materials 0.000 description 15
- 239000001301 oxygen Substances 0.000 description 15
- 229910052731 fluorine Inorganic materials 0.000 description 14
- 239000011737 fluorine Substances 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 12
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 229920006395 saturated elastomer Polymers 0.000 description 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002367 halogens Chemical group 0.000 description 6
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 5
- 125000005865 C2-C10alkynyl group Chemical group 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 125000001153 fluoro group Chemical group F* 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 4
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 4
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 4
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 4
- BBVIDBNAYOIXOE-UHFFFAOYSA-N 1,2,4-oxadiazole Chemical compound C=1N=CON=1 BBVIDBNAYOIXOE-UHFFFAOYSA-N 0.000 description 3
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 150000001204 N-oxides Chemical class 0.000 description 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 3
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 3
- 239000008194 pharmaceutical composition Substances 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 description 2
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 description 2
- FKASFBLJDCHBNZ-UHFFFAOYSA-N 1,3,4-oxadiazole Chemical compound C1=NN=CO1 FKASFBLJDCHBNZ-UHFFFAOYSA-N 0.000 description 2
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 2
- JKNSMBZZZFGYCB-UHFFFAOYSA-N 4,5-dihydrooxadiazole Chemical compound C1CN=NO1 JKNSMBZZZFGYCB-UHFFFAOYSA-N 0.000 description 2
- 201000006474 Brain Ischemia Diseases 0.000 description 2
- 206010008120 Cerebral ischaemia Diseases 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 206010008118 cerebral infarction Diseases 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000004770 neurodegeneration Effects 0.000 description 2
- 208000015122 neurodegenerative disease Diseases 0.000 description 2
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 2
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 2
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 2
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- UUZJJNBYJDFQHL-UHFFFAOYSA-N 1,2,3-triazolidine Chemical compound C1CNNN1 UUZJJNBYJDFQHL-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 1
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 description 1
- RUZYCVHCXXITIV-UHFFFAOYSA-N CC(NC1=O)=CN1c1ccccc1 Chemical compound CC(NC1=O)=CN1c1ccccc1 RUZYCVHCXXITIV-UHFFFAOYSA-N 0.000 description 1
- WJKGCGGZCBMUGY-UHFFFAOYSA-N CC(OC1=O)=CN1c1ccccc1 Chemical compound CC(OC1=O)=CN1c1ccccc1 WJKGCGGZCBMUGY-UHFFFAOYSA-N 0.000 description 1
- ZOOHSVUIPYTRCD-UHFFFAOYSA-N CC(OC1=O)=NN1c1ccccc1 Chemical compound CC(OC1=O)=NN1c1ccccc1 ZOOHSVUIPYTRCD-UHFFFAOYSA-N 0.000 description 1
- USRAXILKBZQDTP-UHFFFAOYSA-N CN(C=C(c1ccccc1)N1)C1=O Chemical compound CN(C=C(c1ccccc1)N1)C1=O USRAXILKBZQDTP-UHFFFAOYSA-N 0.000 description 1
- YOWZZKVQOWRRKP-UHFFFAOYSA-N CN(C=C(c1ccccc1)O1)C1=O Chemical compound CN(C=C(c1ccccc1)O1)C1=O YOWZZKVQOWRRKP-UHFFFAOYSA-N 0.000 description 1
- JBDTUVFVJKCGHG-UHFFFAOYSA-N CN1N=C(c2ccccc2)OC1=O Chemical compound CN1N=C(c2ccccc2)OC1=O JBDTUVFVJKCGHG-UHFFFAOYSA-N 0.000 description 1
- WNJZGUZYODIDKC-UHFFFAOYSA-N C[n]1nc(-c2ccccc2)nc1 Chemical compound C[n]1nc(-c2ccccc2)nc1 WNJZGUZYODIDKC-UHFFFAOYSA-N 0.000 description 1
- SUXRVGIMORCQOR-UHFFFAOYSA-N Cc(nc1)n[n]1-c1ccccc1 Chemical compound Cc(nc1)n[n]1-c1ccccc1 SUXRVGIMORCQOR-UHFFFAOYSA-N 0.000 description 1
- KIDJISUVJMVGAN-UHFFFAOYSA-N Cc1c[o]c(-c2ccccc2)n1 Chemical compound Cc1c[o]c(-c2ccccc2)n1 KIDJISUVJMVGAN-UHFFFAOYSA-N 0.000 description 1
- MULZWPFQTUDZPD-UHFFFAOYSA-N Cc1cnc(-c2ccccc2)[o]1 Chemical compound Cc1cnc(-c2ccccc2)[o]1 MULZWPFQTUDZPD-UHFFFAOYSA-N 0.000 description 1
- FGTSBVMVXJRFBS-UHFFFAOYSA-N Cc1nc(-c2ccccc2)c[o]1 Chemical compound Cc1nc(-c2ccccc2)c[o]1 FGTSBVMVXJRFBS-UHFFFAOYSA-N 0.000 description 1
- PXBSHTWLLVDXIH-UHFFFAOYSA-N Cc1ncc(-c2ccccc2)[o]1 Chemical compound Cc1ncc(-c2ccccc2)[o]1 PXBSHTWLLVDXIH-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19816880A DE19816880A1 (de) | 1998-04-17 | 1998-04-17 | Neue Diphenyl-substituierte 5-Ring-Heterocyclen, Verfahren zu ihrer Herstellung sowie deren Verwendung als Arzneimittel |
| IT98MI000818A IT1300055B1 (it) | 1998-04-17 | 1998-04-17 | Eterocicli con anello a 5 termini difenil-sostituiti loro procedimento di preparazione e loro impiego come farmici |
| IT98A000818 | 1998-04-17 | ||
| IT19816880.2 | 1998-04-17 | ||
| PCT/EP1999/002496 WO1999054314A1 (de) | 1998-04-17 | 1999-04-14 | Neue diphenyl-substituierte 5-ring-heterocyclen, verfahren zu ihrer herstellung sowie deren verwendung als arzneimittel |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002512235A JP2002512235A (ja) | 2002-04-23 |
| JP2002512235A5 true JP2002512235A5 (enExample) | 2006-06-08 |
| JP4589531B2 JP4589531B2 (ja) | 2010-12-01 |
Family
ID=26045525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000544653A Expired - Fee Related JP4589531B2 (ja) | 1998-04-17 | 1999-04-14 | 新規ジフェニル置換５員環複素環化合物、それらの製造方法及び薬物としてのそれらの使用 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6255327B1 (enExample) |
| EP (1) | EP1071670B1 (enExample) |
| JP (1) | JP4589531B2 (enExample) |
| AT (1) | ATE270665T1 (enExample) |
| CA (1) | CA2322195C (enExample) |
| DE (2) | DE19816880A1 (enExample) |
| ES (1) | ES2224652T3 (enExample) |
| IT (1) | IT1300055B1 (enExample) |
| MX (1) | MXPA00009474A (enExample) |
| WO (1) | WO1999054314A1 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1070708B1 (en) * | 1999-07-21 | 2004-01-14 | F. Hoffmann-La Roche Ag | Triazole derivatives |
| US6579880B2 (en) * | 2000-06-06 | 2003-06-17 | Ortho-Mcneil Pharmaceutical, Inc. | Isoxazoles and oxadiazoles as anti-inflammatory inhibitors of IL-8 |
| US6610723B2 (en) * | 2001-01-29 | 2003-08-26 | Hoffmann-La Roche Inc. | Imidazole derivatives |
| US8829198B2 (en) * | 2007-10-31 | 2014-09-09 | Proteotech Inc | Compounds, compositions and methods for the treatment of beta-amyloid diseases and synucleinopathies |
| GB0303503D0 (en) * | 2003-02-14 | 2003-03-19 | Novartis Ag | Organic compounds |
| AU2004289694B2 (en) * | 2003-11-10 | 2010-05-13 | Merck Sharp & Dohme Corp. | Substituted triazoles as sodium channel blockers |
| JP2007527917A (ja) * | 2004-03-08 | 2007-10-04 | ワイス | イオンチャンネルモジュレーター |
| DOP2005000123A (es) * | 2004-07-02 | 2011-07-15 | Merck Sharp & Dohme | Inhibidores de cetp |
| EP1815206B1 (en) | 2004-10-13 | 2016-04-06 | PTC Therapeutics, Inc. | Compounds for nonsense suppression, and methods for their use |
| WO2008131148A1 (en) * | 2007-04-19 | 2008-10-30 | The Trustees Of The University Of Pennsylvania | Diphenyl-heteroaryl derivatives and their use for binding and imaging amyloid plaques |
| WO2009111611A2 (en) | 2008-03-05 | 2009-09-11 | Proteotech Inc. | Compounds, compositions and methods for the treatment of islet amyloid polypeptide (iapp) accumulation in diabetes |
| CN102060798A (zh) * | 2011-01-04 | 2011-05-18 | 复旦大学 | 2-(1-氢-4-四唑)-4′- 甲基联苯及其衍生物的合成方法 |
| US8865754B2 (en) | 2011-03-03 | 2014-10-21 | Proteotech Inc. | Compounds for the treatment of neurodegenerative diseases |
| WO2016024587A1 (ja) * | 2014-08-13 | 2016-02-18 | 日本曹達株式会社 | ジアリールイミダゾール化合物および有害生物防除剤 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR5305E (fr) * | 1905-06-17 | 1906-02-22 | Edouard Pellorce | Appareil électrique pour l'allumage des moteurs à explosion |
| DE1545806A1 (de) * | 1951-01-28 | 1969-11-27 | Hoechst Ag | Verfahren zur Herstellung von heterocyclischen Verbindungen |
| FR1356901A (fr) * | 1958-03-13 | 1964-04-03 | Nouveaux aminoétheroxydes, aminothioéthers et aminoesters dérivés du pyrrole, etleur procédé de préparation | |
| FR2152345A1 (en) * | 1971-09-06 | 1973-04-27 | Roussel Uclaf | Alpha-(2-thiazolyl)oxyalkanoic acids and derivatives - - with analgesic,antiinflammatory and antipyretic activity |
| FR2244462A1 (en) * | 1973-09-25 | 1975-04-18 | Delalande Sa | Antihypertensive, 5-hydroxy methyl 1,2,4-triazoles - prepd. from aniline and a hydroxy methyl 1,3,4-oxadiazole |
| SU753084A1 (ru) * | 1979-03-23 | 1983-01-23 | Ростовский Ордена Трудового Красного Знамени Государственный Университет | Способ получени 1-[2-алкил(аралкил)аминоарил -4-арилимидазолов общей формулы |
| US4370336A (en) * | 1979-06-11 | 1983-01-25 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives as antifertility agents |
| US4379155A (en) * | 1979-06-11 | 1983-04-05 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives |
| US4826868A (en) * | 1986-05-29 | 1989-05-02 | Ortho Pharmaceutical Corporation | 1,5-Diaryl-3-substituted pyrazoles pharmaceutical compositions and use |
| JP2928307B2 (ja) * | 1989-02-03 | 1999-08-03 | エーザイ株式会社 | ピロリジン誘導体 |
| CA2074933C (en) * | 1990-11-30 | 2002-12-03 | Masatoshi Chihiro | Thiazole derivatives as active superoxide radical inhibitors |
| FR2678938B1 (fr) * | 1991-07-10 | 1993-10-08 | Rhone Poulenc Rorer Sa | Derives de pyrrolidine, leur preparation et les medicaments les contenant. |
| IL104311A (en) * | 1992-02-05 | 1997-07-13 | Fujisawa Pharmaceutical Co | Pyrazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing the same |
| US5411977A (en) * | 1993-03-31 | 1995-05-02 | The Dupont Merck Pharmaceutical Company | Substituted 2,5-diaryl-4-isothiazolin-3-ones as antiinflammatory and antithrombotic agents |
| DE19528189A1 (de) * | 1995-08-01 | 1997-02-06 | Basf Ag | Benzolderivate mit einem heterocyclischen Rest |
| ATE240728T1 (de) * | 1996-10-07 | 2003-06-15 | Lilly Co Eli | Neue verbindungen nutlich als neuroschützende mittel |
| DE19643037A1 (de) | 1996-10-18 | 1998-04-23 | Boehringer Ingelheim Kg | Neue Oxadiazole, Verfahren zu ihrer Herstellung sowie deren Verwendung als Arzneimittel |
| WO1998027108A2 (en) * | 1996-12-16 | 1998-06-25 | Fujisawa Pharmaceutical Co., Ltd. | New amide compounds and their use as nitric oxide synthase inhibitors |
-
1998
- 1998-04-17 DE DE19816880A patent/DE19816880A1/de not_active Withdrawn
- 1998-04-17 IT IT98MI000818A patent/IT1300055B1/it active IP Right Grant
-
1999
- 1999-04-13 US US09/290,931 patent/US6255327B1/en not_active Expired - Lifetime
- 1999-04-14 MX MXPA00009474A patent/MXPA00009474A/es active IP Right Grant
- 1999-04-14 WO PCT/EP1999/002496 patent/WO1999054314A1/de not_active Ceased
- 1999-04-14 JP JP2000544653A patent/JP4589531B2/ja not_active Expired - Fee Related
- 1999-04-14 DE DE59909917T patent/DE59909917D1/de not_active Expired - Lifetime
- 1999-04-14 AT AT99920661T patent/ATE270665T1/de active
- 1999-04-14 CA CA002322195A patent/CA2322195C/en not_active Expired - Fee Related
- 1999-04-14 EP EP99920661A patent/EP1071670B1/de not_active Expired - Lifetime
- 1999-04-14 ES ES99920661T patent/ES2224652T3/es not_active Expired - Lifetime
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2381228C2 (ru) | Бициклические гетероциклы и их применение в качестве ингибиторов вич интегразы | |
| JP2002512236A5 (enExample) | ||
| JP2008501018A5 (enExample) | ||
| JP2007529534A5 (enExample) | ||
| RU2006125761A (ru) | Новые производные оксазолидинона | |
| WO2006098918B1 (en) | Substituted gamma lactams as therapeutic agents | |
| JP2011512331A5 (enExample) | ||
| JP2009527501A5 (enExample) | ||
| CA2565813A1 (en) | Substituted methyl aryl or heteroaryl amide compounds | |
| ES2552684T3 (es) | Nuevos compuestos de imidazolidina como moduladores del receptor de andrógenos | |
| ES2689526T3 (es) | Moduladores de P2X7 | |
| JP2007505933A5 (enExample) | ||
| JP2006528621A5 (enExample) | ||
| JP2003523988A5 (enExample) | ||
| JP2000086657A5 (enExample) | ||
| RU93058253A (ru) | Соединения-антибиотики, способы их получения, промежуточные соединения, фармкомпозиция, способ лечения | |
| JP2001526218A5 (enExample) | ||
| JP2013532652A5 (enExample) | ||
| JPWO2007129745A1 (ja) | ヘテロアリールアミド低級カルボン酸誘導体 | |
| RU98100866A (ru) | Ароматические соединения и содержащие их фармацевтические композиции | |
| JP2022519239A5 (enExample) | ||
| RU2001107139A (ru) | Мускариновые агонисты и антагонисты | |
| JP2024538730A5 (enExample) | ||
| ES2586145T3 (es) | Derivados de 5-(bifenil-4-il)-3-fenil-1,2,4-oxadiazolilo como ligandos en los receptores de esfingosina 1-fosfato (S1P) | |
| JP2004525183A5 (enExample) |