JP2004526765A5 - - Google Patents
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- JP2004526765A5 JP2004526765A5 JP2002581411A JP2002581411A JP2004526765A5 JP 2004526765 A5 JP2004526765 A5 JP 2004526765A5 JP 2002581411 A JP2002581411 A JP 2002581411A JP 2002581411 A JP2002581411 A JP 2002581411A JP 2004526765 A5 JP2004526765 A5 JP 2004526765A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- group
- arylamino
- aryl
- alkylcarbonyl
- 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.)
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- -1 nitro, carboxyl Chemical group 0.000 claims 75
- 125000000217 alkyl group Chemical group 0.000 claims 32
- 125000000623 heterocyclic group Chemical group 0.000 claims 28
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 24
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 20
- 150000004678 hydrides Chemical class 0.000 claims 20
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 20
- 125000003545 alkoxy group Chemical group 0.000 claims 19
- 150000003839 salts Chemical class 0.000 claims 19
- 125000003118 aryl group Chemical group 0.000 claims 17
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 17
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 16
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 16
- 125000003282 alkyl amino group Chemical group 0.000 claims 16
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 16
- 125000004414 alkyl thio group Chemical group 0.000 claims 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims 16
- 125000001188 haloalkyl group Chemical group 0.000 claims 16
- 125000005843 halogen group Chemical group 0.000 claims 16
- 239000000203 mixture Substances 0.000 claims 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 16
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 13
- 229910019142 PO4 Inorganic materials 0.000 claims 12
- 125000003342 alkenyl group Chemical group 0.000 claims 12
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 12
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 12
- 125000004689 alkyl amino carbonyl alkyl group Chemical group 0.000 claims 12
- 125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims 12
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 12
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims 12
- 125000000304 alkynyl group Chemical group 0.000 claims 12
- 125000004103 aminoalkyl group Chemical group 0.000 claims 12
- 125000005097 aminocarbonylalkyl group Chemical group 0.000 claims 12
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 12
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims 12
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 12
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 12
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 12
- 125000005280 halo alkyl sulfonyloxy group Chemical group 0.000 claims 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 12
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 12
- 125000004043 oxo group Chemical group O=* 0.000 claims 12
- 235000021317 phosphate Nutrition 0.000 claims 12
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims 11
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims 11
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 11
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 11
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 11
- 125000005110 aryl thio group Chemical group 0.000 claims 11
- 125000005164 aryl thioalkyl group Chemical group 0.000 claims 11
- 125000004104 aryloxy group Chemical group 0.000 claims 11
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 8
- 239000010452 phosphate Substances 0.000 claims 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 125000005041 acyloxyalkyl group Chemical group 0.000 claims 4
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 4
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 150000002016 disaccharides Chemical class 0.000 claims 4
- 125000001153 fluoro group Chemical group F* 0.000 claims 4
- 150000004676 glycans Chemical class 0.000 claims 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims 4
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims 4
- 150000002772 monosaccharides Chemical class 0.000 claims 4
- VOHWHIJGUFVMCO-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)-4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(=O)(=O)N(CCO)CCO)C=C1 VOHWHIJGUFVMCO-UHFFFAOYSA-N 0.000 claims 4
- NCYZWCLZAPERAN-UHFFFAOYSA-N n-(2-hydroxyethyl)-4-[5-(4-methylphenyl)-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(=O)(=O)NCCO)C=C1 NCYZWCLZAPERAN-UHFFFAOYSA-N 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 4
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 4
- 229920001282 polysaccharide Polymers 0.000 claims 4
- 239000005017 polysaccharide Substances 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 108010037462 Cyclooxygenase 2 Proteins 0.000 claims 3
- 206010061218 Inflammation Diseases 0.000 claims 3
- 208000002193 Pain Diseases 0.000 claims 3
- 102100038280 Prostaglandin G/H synthase 2 Human genes 0.000 claims 3
- 125000001769 aryl amino group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 230000004054 inflammatory process Effects 0.000 claims 3
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 3
- 230000001404 mediated effect Effects 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- OYJGEOAXBALSMM-UHFFFAOYSA-N 2,3-dihydro-1,3-thiazole Chemical compound C1NC=CS1 OYJGEOAXBALSMM-UHFFFAOYSA-N 0.000 claims 2
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 239000004305 biphenyl Substances 0.000 claims 2
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 claims 2
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims 2
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims 2
- 125000004852 dihydrofuranyl group Chemical group O1C(CC=C1)* 0.000 claims 2
- 125000005043 dihydropyranyl group Chemical group O1C(CCC=C1)* 0.000 claims 2
- 125000005057 dihydrothienyl group Chemical group S1C(CC=C1)* 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims 2
- 125000001984 thiazolidinyl group Chemical group 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 229930195727 α-lactose Natural products 0.000 claims 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 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
- 201000011510 cancer Diseases 0.000 claims 1
- 229940111134 coxibs Drugs 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 claims 1
- 125000005956 isoquinolyl group Chemical group 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
- YRAUNLSKYHHJIH-UHFFFAOYSA-N n-ethyl-n-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonylpropanamide Chemical compound C1=CC(S(=O)(=O)N(C(=O)CC)CC)=CC=C1C1=C(C)ON=C1C1=CC=CC=C1 YRAUNLSKYHHJIH-UHFFFAOYSA-N 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002071 phenylalkoxy group Chemical group 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 159000000001 potassium salts Chemical class 0.000 claims 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000001422 pyrrolinyl group Chemical group 0.000 claims 1
- 125000005493 quinolyl group Chemical group 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 208000004371 toothache Diseases 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28458901P | 2001-04-17 | 2001-04-17 | |
| US35795902P | 2002-02-19 | 2002-02-19 | |
| PCT/US2002/012013 WO2002083655A1 (en) | 2001-04-17 | 2002-04-17 | Prodrugs of cox-2 inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004526765A JP2004526765A (ja) | 2004-09-02 |
| JP2004526765A5 true JP2004526765A5 (enExample) | 2005-12-22 |
Family
ID=26962690
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003504963A Withdrawn JP2004529986A (ja) | 2001-04-17 | 2002-04-12 | アミノスルホニル基を有する活性化合物（ｃｏｘ−２阻害剤）、ポリエチレングリコールおよびフリーラジカル捕捉酸化防止剤を含む経口的に送達可能な医薬組成物 |
| JP2002581411A Withdrawn JP2004526765A (ja) | 2001-04-17 | 2002-04-17 | Ｃｏｘ−２阻害薬のプロドラッグ |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003504963A Withdrawn JP2004529986A (ja) | 2001-04-17 | 2002-04-12 | アミノスルホニル基を有する活性化合物（ｃｏｘ−２阻害剤）、ポリエチレングリコールおよびフリーラジカル捕捉酸化防止剤を含む経口的に送達可能な医薬組成物 |
Country Status (21)
| Country | Link |
|---|---|
| US (5) | US20030105144A1 (enExample) |
| EP (2) | EP1494666A1 (enExample) |
| JP (2) | JP2004529986A (enExample) |
| KR (1) | KR20040012761A (enExample) |
| CN (1) | CN1292746C (enExample) |
| AR (1) | AR033466A1 (enExample) |
| AT (1) | ATE370938T1 (enExample) |
| AU (1) | AU2002254609B2 (enExample) |
| BR (1) | BR0208947A (enExample) |
| CA (2) | CA2444356A1 (enExample) |
| CZ (1) | CZ20032793A3 (enExample) |
| DE (1) | DE60221977T2 (enExample) |
| EA (1) | EA006677B1 (enExample) |
| ES (1) | ES2289139T3 (enExample) |
| IL (1) | IL158200A0 (enExample) |
| MX (1) | MXPA03009410A (enExample) |
| NO (1) | NO20034627L (enExample) |
| NZ (1) | NZ528716A (enExample) |
| PE (1) | PE20021108A1 (enExample) |
| PL (1) | PL367180A1 (enExample) |
| WO (2) | WO2002102376A1 (enExample) |
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| BR9708574A (pt) * | 1996-04-12 | 1999-08-03 | Searle & Co | Derivados benzeno sulfonamida substituídos como pródrogas de inibidores cox-2 |
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| US6849613B2 (en) | 2001-08-29 | 2005-02-01 | Kedar N. Prasad | Multiple antioxidant micronutrients |
| US20100311701A1 (en) * | 2002-02-15 | 2010-12-09 | Transform Pharmaceuticals, Inc | Pharmaceutical Co-Crystal Compositions |
| US7927613B2 (en) * | 2002-02-15 | 2011-04-19 | University Of South Florida | Pharmaceutical co-crystal compositions |
| US7790905B2 (en) | 2002-02-15 | 2010-09-07 | Mcneil-Ppc, Inc. | Pharmaceutical propylene glycol solvate compositions |
| EP1494998A2 (en) | 2002-03-01 | 2005-01-12 | University Of South Florida | Multiple-component solid phases containing at least one active pharmaceutical ingredient |
| MXPA05000232A (es) * | 2002-06-21 | 2005-06-17 | Transform Pharmaceuticals Inc | Composiciones farmaceuticas con disolucion mejorada. |
| US20040127537A1 (en) * | 2002-06-26 | 2004-07-01 | Gokarn Yatin R. | Stable liquid parenteral parecoxib formulation |
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| BR112013019026A2 (pt) * | 2011-02-01 | 2016-10-04 | Astrazeneca Uk Ltd | formulações farmacêuticas incluindo um composto amina |
| JP5973204B2 (ja) * | 2011-03-30 | 2016-08-23 | 興和株式会社 | カフェイン含有液状組成物及び該組成物を充填したカプセル剤 |
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