JP2014510132A5 - - Google Patents
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- Publication number
- JP2014510132A5 JP2014510132A5 JP2014503238A JP2014503238A JP2014510132A5 JP 2014510132 A5 JP2014510132 A5 JP 2014510132A5 JP 2014503238 A JP2014503238 A JP 2014503238A JP 2014503238 A JP2014503238 A JP 2014503238A JP 2014510132 A5 JP2014510132 A5 JP 2014510132A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- hydroxy
- methylsulfonyl
- butanamide
- isoxazol
- 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.)
- Pending
Links
- -1 methylenedioxy, phenyl Chemical group 0.000 claims 23
- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 16
- 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 13
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 11
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 claims 4
- 125000004104 aryloxy group Chemical group 0.000 claims 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims 2
- KLIDCXVFHGNTTM-UHFFFAOYSA-N 2,6-dimethoxyphenol Chemical group COC1=CC=CC(OC)=C1O KLIDCXVFHGNTTM-UHFFFAOYSA-N 0.000 claims 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 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 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 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 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- NXOTUZBMBWOEIM-MRXNPFEDSA-N (2r)-4-[3-(2-fluoro-3-methoxyphenyl)-1,2-oxazol-5-yl]-n-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound COC1=CC=CC(C2=NOC(CC[C@](C)(C(=O)NO)S(C)(=O)=O)=C2)=C1F NXOTUZBMBWOEIM-MRXNPFEDSA-N 0.000 claims 1
- 125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 1
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000005110 aryl thio group Chemical group 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000005366 cycloalkylthio group Chemical group 0.000 claims 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 1
- 125000005368 heteroarylthio group Chemical group 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- RBBXLEHJWRFFEE-UHFFFAOYSA-N n-[[3-[4-(hydroxyamino)-3-methyl-3-methylsulfonyl-4-oxobutyl]-1,2-oxazol-5-yl]methyl]-4-methoxybenzamide Chemical compound C1=CC(OC)=CC=C1C(=O)NCC1=CC(CCC(C)(C(=O)NO)S(C)(=O)=O)=NO1 RBBXLEHJWRFFEE-UHFFFAOYSA-N 0.000 claims 1
- HXIRTSKHPFRRKO-UHFFFAOYSA-N o-methyl carbamothioate Chemical compound COC(N)=S HXIRTSKHPFRRKO-UHFFFAOYSA-N 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161473540P | 2011-04-08 | 2011-04-08 | |
| US61/473,540 | 2011-04-08 | ||
| PCT/IB2012/051406 WO2012137094A1 (en) | 2011-04-08 | 2012-03-23 | Isoxazole derivatives useful as antibacterial agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014510132A JP2014510132A (ja) | 2014-04-24 |
| JP2014510132A5 true JP2014510132A5 (enExample) | 2015-05-07 |
Family
ID=45999906
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014503238A Pending JP2014510132A (ja) | 2011-04-08 | 2012-03-23 | 抗菌剤として有用なイソオキサゾール誘導体 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US8748466B2 (enExample) |
| EP (1) | EP2694488B1 (enExample) |
| JP (1) | JP2014510132A (enExample) |
| KR (1) | KR20130140868A (enExample) |
| CN (1) | CN103717582B (enExample) |
| AU (1) | AU2012238374B2 (enExample) |
| CA (1) | CA2830920C (enExample) |
| DK (1) | DK2694488T3 (enExample) |
| ES (1) | ES2526687T3 (enExample) |
| IL (2) | IL228799A (enExample) |
| MX (1) | MX2013011526A (enExample) |
| SG (1) | SG193367A1 (enExample) |
| WO (1) | WO2012137094A1 (enExample) |
| ZA (1) | ZA201306736B (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722686B2 (en) | 2008-09-19 | 2014-05-13 | Pfizer Inc. | Hydroxamic acid derivatives useful as antibacterial agents |
| PL2512474T3 (pl) | 2009-12-16 | 2015-03-31 | Pfizer | N-przyłączone pochodne kwasu hydroksamowego użyteczne jako środki przeciwbakteryjne |
| GEP20156370B (en) | 2011-03-07 | 2015-09-25 | Pfizer | Fluoro-pyridinone derivatives useful as antibacterial agents |
| EP2694488B1 (en) | 2011-04-08 | 2014-11-12 | Pfizer Inc | Isoxazole derivatives useful as antibacterial agents |
| EP2694481B1 (en) * | 2011-04-08 | 2015-12-30 | Pfizer Inc | Imidazole, pyrazole, and triazole derivatives useful as antibacterial agents |
| AR097617A1 (es) | 2013-09-13 | 2016-04-06 | Actelion Pharmaceuticals Ltd | Derivados antibacterianos del 2h-indazol |
| US9937156B2 (en) * | 2013-10-16 | 2018-04-10 | The Board Of Regents Of The University Of Texas System | Modulation of MRTF-A activity in pathologic fibrosis and wound healing |
| JP6407288B2 (ja) | 2013-12-19 | 2018-10-17 | イドーシア ファーマシューティカルズ リミテッドＩｄｏｒｓｉａ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ Ｌｔｄ | 抗菌性１ｈ−インダゾール及び１ｈ−インドール誘導体 |
| AR099612A1 (es) | 2014-03-04 | 2016-08-03 | Actelion Pharmaceuticals Ltd | Derivados antibacterianos de 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona |
| EP3134401B1 (en) | 2014-04-22 | 2018-06-13 | Novartis AG | Isoxazoline hydroxamic acid derivatives as lpxc inhibitors |
| EP3143007B1 (en) | 2014-05-16 | 2018-07-11 | Idorsia Pharmaceuticals Ltd | Antibacterial quinazoline-4(3h)-one derivatives |
| WO2016079688A1 (en) | 2014-11-19 | 2016-05-26 | Actelion Pharmaceuticals Ltd | Antibacterial benzothiazole derivatives |
| CU24443B1 (es) * | 2014-12-16 | 2019-10-04 | Novartis Ag | COMPUESTOS DE ISOXAZOL DE ÁCIDO HIDROXÁMICO COMO INHIBIDORES DE LpxC |
| AR105646A1 (es) | 2015-08-11 | 2017-10-25 | Actelion Pharmaceuticals Ltd | Agentes antibacterianos de 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona sustituida |
| AR105848A1 (es) * | 2015-08-31 | 2017-11-15 | Actelion Pharmaceuticals Ltd | Derivados heterocíclicos antibacterianos |
| AR105889A1 (es) | 2015-09-03 | 2017-11-22 | Actelion Pharmaceuticals Ltd | Compuestos antibacterianos 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona sustituidos |
| US10590498B2 (en) * | 2016-05-17 | 2020-03-17 | Lawrence Livermore National Security, Llc | Compounds for reactivation of acetylcholinesterase and related compositions methods and systems |
| HRP20201524T1 (hr) | 2016-06-14 | 2021-03-05 | Novartis Ag | Kristalni oblik (r)-4-(5-(ciklopropiletinil) izoksazol-3 -il)-n-hidroksi-2-metil-2-(metilsufonil) butanamid kao antibakterijsko sredstvo |
| DE102016113269A1 (de) | 2016-07-19 | 2018-01-25 | Osram Opto Semiconductors Gmbh | Leuchtvorrichtung für ein mobiles endgerät |
| TWI604678B (zh) * | 2016-09-07 | 2017-11-01 | 國立暨南國際大學 | Radio transmission system |
| WO2018062924A1 (en) * | 2016-09-28 | 2018-04-05 | Dong-A St Co., Ltd. | Tetrahydropyridine derivatives and their use as antibacterial agents |
| US11186548B2 (en) | 2017-11-23 | 2021-11-30 | Lawrence Livermore National Security, Llc | Compounds for central reactivation of organophosphorus-based compound-inhibited acetylcholinesterase and/or inactivation of organophosphorus-based acetylcholinesterase inhibitors and related compositions methods and systems for making and using them |
| TW202039478A (zh) * | 2018-11-21 | 2020-11-01 | 日商大正製藥股份有限公司 | 新穎咪唑衍生物 |
| CN111944719B (zh) * | 2020-08-14 | 2022-04-29 | 暨南大学 | 一株二恶烷降解菌is20及其制备方法和应用 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4769461A (en) | 1986-09-16 | 1988-09-06 | American Home Products Corporation | Quinolinyl benzene hydroxamic acids as anti-inflammatory/antiallergic agents |
| US5110831A (en) | 1990-11-30 | 1992-05-05 | Du Pont Merck Pharmaceutical Company | Vinylogous hydroxamic acids and derivatives thereof as 5-lipoxygenase inhibitors |
| CN1298299A (zh) | 1998-02-07 | 2001-06-06 | 英国生物技术药物有限公司 | 抗菌剂 |
| GB9925470D0 (en) | 1999-10-27 | 1999-12-29 | Smithkline Beecham Plc | Novel compounds |
| JPWO2002074298A1 (ja) | 2001-03-21 | 2004-07-08 | 小野薬品工業株式会社 | Ｉｌ−６産生阻害剤 |
| ES2180456B1 (es) * | 2001-07-20 | 2004-05-01 | Laboratorios S.A.L.V.A.T., S.A. | Isoxazoles sustituidos y su utilizacion como antibioticos. |
| SG159388A1 (en) | 2003-01-08 | 2010-03-30 | Chiron Corp | Antibacterial agents |
| GB0302431D0 (en) | 2003-01-30 | 2003-03-05 | Glaxo Group Ltd | Novel compounds |
| WO2006063281A2 (en) | 2004-12-10 | 2006-06-15 | Emory University | 2' and 3' - substituted cyclobutyl nucleoside analogs for the treatment of viral infections and abnormal cellular proliferation |
| WO2006118155A1 (ja) | 2005-04-27 | 2006-11-09 | Ishihara Sangyo Kaisha, Ltd. | ビフェニル誘導体又はその塩、並びにそれらを有効成分として含有する農園芸用殺菌剤 |
| WO2006124897A2 (en) | 2005-05-13 | 2006-11-23 | Lexicon Genetics Incorporated | Methods and compositions for improving cognition |
| EP2338878A3 (en) | 2005-12-15 | 2011-11-16 | Vicuron Pharmaceuticals, Inc. | N-hydroxyamide derivatives possessing antibacterial activity |
| DK1987025T3 (da) * | 2006-02-14 | 2009-12-07 | Pfizer Prod Inc | Benzoxazinon og benzoxazepinonoxazolidinoner som antibakterielle midler |
| WO2008045671A1 (en) | 2006-10-06 | 2008-04-17 | Janssen Pharmaceutica, N.V. | Matrix metalloprotease inhibitors |
| CN101016270B (zh) * | 2006-12-30 | 2012-05-09 | 天津药物研究院 | 取代的哌嗪基苯基异噁唑啉衍生物及其用途 |
| US7879911B2 (en) | 2007-02-01 | 2011-02-01 | Johnson Alan T | Hydroxamic acid derivatives of phenoxy-acetic acids and analogs useful as therapeutic agents for treating anthrax poisoning |
| JP5227304B2 (ja) | 2007-02-28 | 2013-07-03 | 大正製薬株式会社 | 新規なヒドロキサム酸誘導体 |
| WO2008115262A2 (en) | 2007-03-20 | 2008-09-25 | Curis, Inc. | Hsp90 inhibitors containing a zinc binding moiety |
| EP2315746A1 (en) | 2008-08-04 | 2011-05-04 | Schering Corporation | Urea derivatives as antibacterial agents |
| JP5455913B2 (ja) | 2008-08-27 | 2014-03-26 | 大正製薬株式会社 | ナフチリジン−ｎ−オキシドを有する新規ヒドロキサム酸誘導体 |
| US8372885B2 (en) | 2008-09-17 | 2013-02-12 | Novartis Ag | Organic compounds and their uses |
| US8722686B2 (en) | 2008-09-19 | 2014-05-13 | Pfizer Inc. | Hydroxamic acid derivatives useful as antibacterial agents |
| WO2010100475A1 (en) | 2009-03-02 | 2010-09-10 | Astrazeneca Ab | Hydroxamic acid derivatives as gram-negative antibacterial agents |
| PL2512474T3 (pl) | 2009-12-16 | 2015-03-31 | Pfizer | N-przyłączone pochodne kwasu hydroksamowego użyteczne jako środki przeciwbakteryjne |
| GEP20156370B (en) | 2011-03-07 | 2015-09-25 | Pfizer | Fluoro-pyridinone derivatives useful as antibacterial agents |
| EP2694488B1 (en) | 2011-04-08 | 2014-11-12 | Pfizer Inc | Isoxazole derivatives useful as antibacterial agents |
| EP2694481B1 (en) | 2011-04-08 | 2015-12-30 | Pfizer Inc | Imidazole, pyrazole, and triazole derivatives useful as antibacterial agents |
-
2012
- 2012-03-23 EP EP12716624.7A patent/EP2694488B1/en not_active Not-in-force
- 2012-03-23 AU AU2012238374A patent/AU2012238374B2/en not_active Ceased
- 2012-03-23 ES ES12716624.7T patent/ES2526687T3/es active Active
- 2012-03-23 MX MX2013011526A patent/MX2013011526A/es not_active Application Discontinuation
- 2012-03-23 WO PCT/IB2012/051406 patent/WO2012137094A1/en not_active Ceased
- 2012-03-23 CA CA2830920A patent/CA2830920C/en not_active Expired - Fee Related
- 2012-03-23 CN CN201280016114.4A patent/CN103717582B/zh not_active Expired - Fee Related
- 2012-03-23 KR KR1020137029552A patent/KR20130140868A/ko not_active Abandoned
- 2012-03-23 DK DK12716624.7T patent/DK2694488T3/en active
- 2012-03-23 JP JP2014503238A patent/JP2014510132A/ja active Pending
- 2012-03-23 US US14/110,157 patent/US8748466B2/en not_active Expired - Fee Related
- 2012-03-23 SG SG2013067616A patent/SG193367A1/en unknown
-
2013
- 2013-09-09 ZA ZA2013/06736A patent/ZA201306736B/en unknown
- 2013-10-08 IL IL228799A patent/IL228799A/en not_active IP Right Cessation
-
2015
- 2015-07-21 IL IL240078A patent/IL240078A0/en unknown
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