JP2004518726A5 - - Google Patents
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- Publication number
- JP2004518726A5 JP2004518726A5 JP2002564511A JP2002564511A JP2004518726A5 JP 2004518726 A5 JP2004518726 A5 JP 2004518726A5 JP 2002564511 A JP2002564511 A JP 2002564511A JP 2002564511 A JP2002564511 A JP 2002564511A JP 2004518726 A5 JP2004518726 A5 JP 2004518726A5
- Authority
- JP
- Japan
- Prior art keywords
- benzo
- trioxo
- ylmethyl
- methyl
- thiadiazine
- 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.)
- Abandoned
Links
- -1 pyridin-4-ylmethyl Chemical group 0.000 claims 68
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- 239000005711 Benzoic acid Substances 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 4
- 239000004305 biphenyl Substances 0.000 claims 4
- 235000010290 biphenyl Nutrition 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- IDPURXSQCKYKIJ-UHFFFAOYSA-N 1-(4-methoxyphenyl)methanamine Chemical compound COC1=CC=C(CN)C=C1 IDPURXSQCKYKIJ-UHFFFAOYSA-N 0.000 claims 3
- HFFOEZMCRCHXFB-UHFFFAOYSA-N 2-benzyl-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxylic acid Chemical compound O=S1(=O)C2=CC(C(O)=O)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 HFFOEZMCRCHXFB-UHFFFAOYSA-N 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- MVOIDJGBNQHLEL-UHFFFAOYSA-N 2-benzyl-N-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC=CC=2)S2(=O)=O)C2=C1 MVOIDJGBNQHLEL-UHFFFAOYSA-N 0.000 claims 2
- DDKGNTZMSSWMOH-UHFFFAOYSA-N 2-benzyl-n-[(3-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound COC1=CC=CC(CNC(=O)C=2C=C3S(=O)(=O)N(CC=4C=CC=CC=4)C(=O)N(C)C3=CC=2)=C1 DDKGNTZMSSWMOH-UHFFFAOYSA-N 0.000 claims 2
- BKIVBSPSTHHNTI-UHFFFAOYSA-N C1=CC(S(=O)(=O)NC)=CC=C1CN1S(=O)(=O)C2=CC(C(=O)NCC=3C=CC(OC)=CC=3)=CC=C2N(C)C1=O Chemical compound C1=CC(S(=O)(=O)NC)=CC=C1CN1S(=O)(=O)C2=CC(C(=O)NCC=3C=CC(OC)=CC=3)=CC=C2N(C)C1=O BKIVBSPSTHHNTI-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 239000005973 Carvone Substances 0.000 claims 2
- 102100027995 Collagenase 3 Human genes 0.000 claims 2
- 108050005238 Collagenase 3 Proteins 0.000 claims 2
- 102000004190 Enzymes Human genes 0.000 claims 2
- 108090000790 Enzymes Proteins 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- QWFRIMMPHYDGBD-UHFFFAOYSA-N n-benzyl-4-methyl-2-[(4-methylsulfonylphenyl)methyl]-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=C(S(C)(=O)=O)C=C1 QWFRIMMPHYDGBD-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 2
- FSUOAMRHLSUANL-UHFFFAOYSA-N tert-butyl 4-[[7-(benzylcarbamoyl)-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzoate Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=C(C(=O)OC(C)(C)C)C=C1 FSUOAMRHLSUANL-UHFFFAOYSA-N 0.000 claims 2
- GRRIMVWABNHKBX-UHFFFAOYSA-N (3-methoxyphenyl)methanamine Chemical compound COC1=CC=CC(CN)=C1 GRRIMVWABNHKBX-UHFFFAOYSA-N 0.000 claims 1
- WZMNUGKJRDYNGO-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-n-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(N)=CC=2)S2(=O)=O)C2=C1 WZMNUGKJRDYNGO-UHFFFAOYSA-N 0.000 claims 1
- ULSPUXOZEHBOFQ-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-N-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C#N)S2(=O)=O)C2=C1 ULSPUXOZEHBOFQ-UHFFFAOYSA-N 0.000 claims 1
- JLSXCZVJXDOMJO-UHFFFAOYSA-N 2-[4-[[7-[(4-methoxyphenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]phenyl]acetic acid Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(CC(O)=O)=CC=2)S2(=O)=O)C2=C1 JLSXCZVJXDOMJO-UHFFFAOYSA-N 0.000 claims 1
- VKZMHTAOGZYTPN-UHFFFAOYSA-N 2-[[4-[[7-[(4-methoxyphenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzoyl]amino]-3-methylbutanoic acid Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(=O)NC(C(C)C)C(O)=O)S2(=O)=O)C2=C1 VKZMHTAOGZYTPN-UHFFFAOYSA-N 0.000 claims 1
- KZMCTEXOXBHFKO-UHFFFAOYSA-N 2-benzyl-N-[(2-methoxypyridin-4-yl)methyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound C1=NC(OC)=CC(CNC(=O)C=2C=C3S(=O)(=O)N(CC=4C=CC=CC=4)C(=O)N(C)C3=CC=2)=C1 KZMCTEXOXBHFKO-UHFFFAOYSA-N 0.000 claims 1
- PQRVGRQVNOIPOW-UHFFFAOYSA-N 2-benzyl-N-[(4-fluorophenyl)methyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC(F)=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 PQRVGRQVNOIPOW-UHFFFAOYSA-N 0.000 claims 1
- MQZUPFIZRPUPEB-UHFFFAOYSA-N 2-benzyl-n-[[4-[2-(tert-butylsulfamoyl)ethyl]phenyl]methyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC(CCS(=O)(=O)NC(C)(C)C)=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 MQZUPFIZRPUPEB-UHFFFAOYSA-N 0.000 claims 1
- FGKOGDBNWDQXPH-UHFFFAOYSA-N 4-[[7-[(3-methoxyphenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzoic acid Chemical compound COC1=CC=CC(CNC(=O)C=2C=C3S(=O)(=O)N(CC=4C=CC(=CC=4)C(O)=O)C(=O)N(C)C3=CC=2)=C1 FGKOGDBNWDQXPH-UHFFFAOYSA-N 0.000 claims 1
- BPXURTQRNAEHJA-UHFFFAOYSA-N 4-[[7-[(4-fluorophenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazin-2-yl]methyl]benzoic acid Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC(F)=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=C(C(O)=O)C=C1 BPXURTQRNAEHJA-UHFFFAOYSA-N 0.000 claims 1
- ZKDKZVIVBGMQLH-UHFFFAOYSA-N 4-[[7-[(4-methoxyphenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzoic acid Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(O)=O)S2(=O)=O)C2=C1 ZKDKZVIVBGMQLH-UHFFFAOYSA-N 0.000 claims 1
- ZYMYUJQQKRKUEV-UHFFFAOYSA-N C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=C3C=CC=CC3=CC=2)S2(=O)=O)C2=C1 Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=C3C=CC=CC3=CC=2)S2(=O)=O)C2=C1 ZYMYUJQQKRKUEV-UHFFFAOYSA-N 0.000 claims 1
- CYPADTCNYBYDOW-UHFFFAOYSA-N C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(N)=O)S2(=O)=O)C2=C1 Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(N)=O)S2(=O)=O)C2=C1 CYPADTCNYBYDOW-UHFFFAOYSA-N 0.000 claims 1
- SKVSNLASBUVVQE-UHFFFAOYSA-N C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)S(=O)(=O)N2CCOCC2)S2(=O)=O)C2=C1 Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)S(=O)(=O)N2CCOCC2)S2(=O)=O)C2=C1 SKVSNLASBUVVQE-UHFFFAOYSA-N 0.000 claims 1
- BLQPTMAEAGUBHI-UHFFFAOYSA-N CN1C2=C(C=C(C=C2)C(=O)NCC3=CC=C(C=C3)OC)S(=O)(=O)N(C1=O)CC4=CN=NO4 Chemical compound CN1C2=C(C=C(C=C2)C(=O)NCC3=CC=C(C=C3)OC)S(=O)(=O)N(C1=O)CC4=CN=NO4 BLQPTMAEAGUBHI-UHFFFAOYSA-N 0.000 claims 1
- UYKZWRNDVPKXAP-UHFFFAOYSA-N COC1=CC=C(CNC(=O)C2=CC3=C(N(C(N(S3(=O)=O)CCCCCC#N)=O)C)C=C2)C=C1 Chemical compound COC1=CC=C(CNC(=O)C2=CC3=C(N(C(N(S3(=O)=O)CCCCCC#N)=O)C)C=C2)C=C1 UYKZWRNDVPKXAP-UHFFFAOYSA-N 0.000 claims 1
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- FQGNPTLEWZKORY-UHFFFAOYSA-N N-(2,1,3-benzothiadiazol-5-ylmethyl)-2-benzyl-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound O=S1(=O)C2=CC(C(=O)NCC3=CC4=NSN=C4C=C3)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 FQGNPTLEWZKORY-UHFFFAOYSA-N 0.000 claims 1
- KKLIHULDLTVBBE-UHFFFAOYSA-N N-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-2-(1-phenylethyl)-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound COC1=CC=C(CNC(=O)C2=CC3=C(C=C2)N(C)C(=O)N(C(C)C2=CC=CC=C2)S3(=O)=O)C=C1 KKLIHULDLTVBBE-UHFFFAOYSA-N 0.000 claims 1
- CQFKCXOGSUEOPH-UHFFFAOYSA-N N-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-2-[[4-(piperidine-1-carbonyl)phenyl]methyl]-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(=O)N2CCCCC2)S2(=O)=O)C2=C1 CQFKCXOGSUEOPH-UHFFFAOYSA-N 0.000 claims 1
- YHARJTWBNSCQSF-UHFFFAOYSA-N N-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-2-pent-2-ynyl-1lambda6,2,4-benzothiadiazine-7-carboxamide Chemical compound CCC#CCN1C(=O)N(C)C2=C(C=C(C=C2)C(=O)NCC2=CC=C(OC)C=C2)S1(=O)=O YHARJTWBNSCQSF-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- FJMHEXIZSUWPRC-UHFFFAOYSA-N benzyl 2-benzyl-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxylate Chemical compound O=S1(=O)C2=CC(C(=O)OCC=3C=CC=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 FJMHEXIZSUWPRC-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000005394 methallyl group Chemical group 0.000 claims 1
- LUKQNVONMAWTPU-UHFFFAOYSA-N methyl 4-[[7-[(4-fluorophenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1lambda6,2,4-benzothiadiazin-2-yl]methyl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1CN1S(=O)(=O)C2=CC(C(=O)NCC=3C=CC(F)=CC=3)=CC=C2N(C)C1=O LUKQNVONMAWTPU-UHFFFAOYSA-N 0.000 claims 1
- QHZDHVOPACDKKU-UHFFFAOYSA-N n,2-dibenzyl-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound O=S1(=O)C2=CC(C(=O)NCC=3C=CC=CC=3)=CC=C2N(C)C(=O)N1CC1=CC=CC=C1 QHZDHVOPACDKKU-UHFFFAOYSA-N 0.000 claims 1
- UOQDSWFJWJDQHW-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-2h-1,2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N=CNS2)C2=C1 UOQDSWFJWJDQHW-UHFFFAOYSA-N 0.000 claims 1
- WMWRSTGEWPFAJA-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-4-methyl-1,1,3-trioxo-2-[[4-(2h-tetrazol-5-yl)phenyl]methyl]-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C2=NNN=N2)S2(=O)=O)C2=C1 WMWRSTGEWPFAJA-UHFFFAOYSA-N 0.000 claims 1
- INQFEVWRGOYPHE-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-4-methyl-2-(3-methylbut-2-enyl)-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=C(C)C)S2(=O)=O)C2=C1 INQFEVWRGOYPHE-UHFFFAOYSA-N 0.000 claims 1
- WDAYTKNRLFKESC-UHFFFAOYSA-N n-[(4-methoxyphenyl)methyl]-4-methyl-2-[(4-nitrophenyl)methyl]-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazine-7-carboxamide Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)[N+]([O-])=O)S2(=O)=O)C2=C1 WDAYTKNRLFKESC-UHFFFAOYSA-N 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- TXQWFIVRZNOPCK-UHFFFAOYSA-N pyridin-4-ylmethanamine Chemical compound NCC1=CC=NC=C1 TXQWFIVRZNOPCK-UHFFFAOYSA-N 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- IPDBNPDTSNKARK-UHFFFAOYSA-N tert-butyl 4-[[7-[(4-methoxyphenyl)methylcarbamoyl]-4-methyl-1,1,3-trioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzoate Chemical compound C1=CC(OC)=CC=C1CNC(=O)C1=CC=C(N(C)C(=O)N(CC=2C=CC(=CC=2)C(=O)OC(C)(C)C)S2(=O)=O)C2=C1 IPDBNPDTSNKARK-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26878201P | 2001-02-14 | 2001-02-14 | |
| PCT/IB2002/000083 WO2002064578A1 (en) | 2001-02-14 | 2002-01-11 | Benzo thiadiazine matrix metalloproteinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004518726A JP2004518726A (ja) | 2004-06-24 |
| JP2004518726A5 true JP2004518726A5 (enExample) | 2005-07-28 |
Family
ID=23024450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002564511A Abandoned JP2004518726A (ja) | 2001-02-14 | 2002-01-11 | ベンゾチアジアジンマトリックスメタロプロテイナーゼ阻害剤 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6656932B2 (enExample) |
| EP (1) | EP1368327B1 (enExample) |
| JP (1) | JP2004518726A (enExample) |
| AT (1) | ATE280164T1 (enExample) |
| BR (1) | BR0207865A (enExample) |
| CA (1) | CA2433075A1 (enExample) |
| DE (1) | DE60201665T2 (enExample) |
| DO (1) | DOP2002000336A (enExample) |
| ES (1) | ES2231708T3 (enExample) |
| GT (1) | GT200200016A (enExample) |
| HN (1) | HN2002000227A (enExample) |
| MX (1) | MXPA03005870A (enExample) |
| PA (1) | PA8538501A1 (enExample) |
| PE (1) | PE20020953A1 (enExample) |
| TN (1) | TNSN02013A1 (enExample) |
| UY (1) | UY27155A1 (enExample) |
| WO (1) | WO2002064578A1 (enExample) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PA8539301A1 (es) * | 2001-02-14 | 2002-09-30 | Warner Lambert Co | Inhibidores de la metaloproteinasa de la matriz |
| US6924276B2 (en) | 2001-09-10 | 2005-08-02 | Warner-Lambert Company | Diacid-substituted heteroaryl derivatives as matrix metalloproteinase inhibitors |
| US6962922B2 (en) | 2001-10-12 | 2005-11-08 | Warner-Lambert Company Llc | Alkynylated quinazoline compounds |
| JP4164028B2 (ja) | 2001-10-12 | 2008-10-08 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | アルキンマトリックスメタロプロテイナーゼ阻害剤 |
| US6894057B2 (en) | 2002-03-08 | 2005-05-17 | Warner-Lambert Company | Oxo-azabicyclic compounds |
| US6747147B2 (en) | 2002-03-08 | 2004-06-08 | Warner-Lambert Company | Oxo-azabicyclic compounds |
| US20040006077A1 (en) * | 2002-06-25 | 2004-01-08 | Bernard Gaudilliere | Thiazine and oxazine derivatives as MMP-13 inhibitors |
| EP1531904A1 (en) * | 2002-07-17 | 2005-05-25 | Warner-Lambert Company LLC | Combination of an allosteric inhibitor of matrix metalloproteinase-13 with a selective inhibitor of cyclooxygenase-2 that is not celecoxib or valdecoxib |
| AU2003247024A1 (en) * | 2002-07-17 | 2004-02-02 | Warner-Lambert Company Llc | Combination of an allosteric inhibitor of matrix metalloproteinase-13 with celecoxib or valdecoxib |
| MXPA05000754A (es) * | 2002-07-17 | 2005-04-19 | Warner Lambert Co | Combinacion de un inhibidor carboxilico alosterico de la metaloproteinasa de matriz-13 con celecoxib o valdecoxib. |
| JP2006502114A (ja) * | 2002-07-17 | 2006-01-19 | ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー | マトリクスメタロプロテイナーゼ−１３のアロステリックアルキン阻害薬とセレコキシブまたはバルデコキシブとの組合せ |
| MXPA05001603A (es) | 2002-08-13 | 2005-04-25 | Warner Lambert Co | Derivados monociclicos como inhibidores de metaloproteinasa de matriz. |
| CA2497658A1 (en) * | 2002-08-13 | 2004-02-19 | Warner-Lambert Company Llc | Chromone derivatives as matrix metalloproteinase inhibitors |
| EP1539163A1 (en) * | 2002-08-13 | 2005-06-15 | Warner-Lambert Company LLC | 4-hydroxyquinoline derivatives as matrix metalloproteinase inhibitors |
| AU2003250466A1 (en) | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | 3-isoquinolinone derivatives as matrix metalloproteinase inhiitors |
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| ES2950418T3 (es) | 2012-03-19 | 2023-10-09 | Alkermes Pharma Ireland Ltd | Composiciones farmacéuticas que comprenden alcohol bencílico |
| CA2885196C (en) | 2012-09-19 | 2021-06-22 | Alkermes Pharma Ireland Limited | Pharmaceutical compositions having improved storage stability |
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-
2002
- 2002-01-11 AT AT02740094T patent/ATE280164T1/de not_active IP Right Cessation
- 2002-01-11 WO PCT/IB2002/000083 patent/WO2002064578A1/en not_active Ceased
- 2002-01-11 CA CA002433075A patent/CA2433075A1/en not_active Abandoned
- 2002-01-11 EP EP02740094A patent/EP1368327B1/en not_active Expired - Lifetime
- 2002-01-11 JP JP2002564511A patent/JP2004518726A/ja not_active Abandoned
- 2002-01-11 DE DE60201665T patent/DE60201665T2/de not_active Expired - Fee Related
- 2002-01-11 ES ES02740094T patent/ES2231708T3/es not_active Expired - Lifetime
- 2002-01-11 MX MXPA03005870A patent/MXPA03005870A/es unknown
- 2002-01-11 BR BR0207865-1A patent/BR0207865A/pt not_active IP Right Cessation
- 2002-02-01 DO DO2002000336A patent/DOP2002000336A/es unknown
- 2002-02-05 PA PA20028538501A patent/PA8538501A1/es unknown
- 2002-02-07 GT GT200200016A patent/GT200200016A/es unknown
- 2002-02-08 UY UY27155A patent/UY27155A1/es not_active Application Discontinuation
- 2002-02-11 HN HN2002000227A patent/HN2002000227A/es unknown
- 2002-02-12 PE PE2002000109A patent/PE20020953A1/es not_active Application Discontinuation
- 2002-02-13 TN TNTNSN02013A patent/TNSN02013A1/fr unknown
- 2002-02-13 US US10/074,646 patent/US6656932B2/en not_active Expired - Fee Related
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