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 (https=) | 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 (https=) |
| EP (1) | EP1368327B1 (https=) |
| JP (1) | JP2004518726A (https=) |
| AT (1) | ATE280164T1 (https=) |
| BR (1) | BR0207865A (https=) |
| CA (1) | CA2433075A1 (https=) |
| DE (1) | DE60201665T2 (https=) |
| DO (1) | DOP2002000336A (https=) |
| ES (1) | ES2231708T3 (https=) |
| GT (1) | GT200200016A (https=) |
| HN (1) | HN2002000227A (https=) |
| MX (1) | MXPA03005870A (https=) |
| PA (1) | PA8538501A1 (https=) |
| PE (1) | PE20020953A1 (https=) |
| TN (1) | TNSN02013A1 (https=) |
| UY (1) | UY27155A1 (https=) |
| WO (1) | WO2002064578A1 (https=) |
Families Citing this family (51)
| 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 |
| EP1434585A1 (en) | 2001-10-12 | 2004-07-07 | Warner-Lambert Company LLC | Alkyne matrix metalloproteinase inhibitors |
| 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 |
| BR0312943A (pt) * | 2002-07-17 | 2005-07-12 | Warner Lambert Co | Combinação de um inibidor alostérico de matriz metaloproteinase-13 com um inibidor seletivo de ciclooxigenase-2 que não é celecoxib ou valdecoxib |
| WO2004006913A1 (en) * | 2002-07-17 | 2004-01-22 | Warner-Lambert Company Llc | Combination of an allosteric inhibitor of matrix metalloproteinase-13 with celecoxib or valdecoxib |
| AU2003281169A1 (en) * | 2002-07-17 | 2004-02-02 | Warner-Lambert Company Llc | Combination of an allosteric carboxylic inhibitor of matrix metalloproteinase-13 with celecoxib or valdecoxib |
| BR0312708A (pt) * | 2002-07-17 | 2005-04-26 | Warner Lambert Co | Combinação de um inibidor alcina alostérico de metaloproteinase-13 de matriz com celecoxib ou valdecoxib |
| WO2004014869A2 (en) * | 2002-08-13 | 2004-02-19 | Warner-Lambert Company Llc | 5,6-fused 3,4-dihydropyrimidine-2-one derivatives as matrix metalloproteinase inhibitors |
| PA8578101A1 (es) * | 2002-08-13 | 2004-05-07 | Warner Lambert Co | Derivados de heterobiarilo como inhibidores de metaloproteinasa de la matriz |
| AU2003249477A1 (en) * | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | Heterobicylcic metalloproteinase inhibitors |
| AU2003249539A1 (en) * | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | Cyclic compounds containing zinc binding groups as matrix metalloproteinase inhibitors |
| MXPA05001603A (es) | 2002-08-13 | 2005-04-25 | Warner Lambert Co | Derivados monociclicos como inhibidores de metaloproteinasa de matriz. |
| AU2003253186A1 (en) | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | Fused tetrahydropyridine derivatives as matrix metalloproteinase inhibitors |
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| US6242443B1 (en) * | 1996-06-21 | 2001-06-05 | Novo Nordisk Ais | 1,2,4-benzothiadiazine derivatives, their preparation and use |
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2002
- 2002-01-11 MX MXPA03005870A patent/MXPA03005870A/es unknown
- 2002-01-11 DE DE60201665T patent/DE60201665T2/de not_active Expired - Fee Related
- 2002-01-11 BR BR0207865-1A patent/BR0207865A/pt not_active IP Right Cessation
- 2002-01-11 EP EP02740094A patent/EP1368327B1/en not_active Expired - Lifetime
- 2002-01-11 ES ES02740094T patent/ES2231708T3/es not_active Expired - Lifetime
- 2002-01-11 WO PCT/IB2002/000083 patent/WO2002064578A1/en not_active Ceased
- 2002-01-11 JP JP2002564511A patent/JP2004518726A/ja not_active Abandoned
- 2002-01-11 AT AT02740094T patent/ATE280164T1/de not_active IP Right Cessation
- 2002-01-11 CA CA002433075A patent/CA2433075A1/en not_active Abandoned
- 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 US US10/074,646 patent/US6656932B2/en not_active Expired - Fee Related
- 2002-02-13 TN TNTNSN02013A patent/TNSN02013A1/fr unknown
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