JP2009526036A - 抗菌剤としてのオキシインドールを含有するオキサゾリジノン - Google Patents
抗菌剤としてのオキシインドールを含有するオキサゾリジノン Download PDFInfo
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- JP2009526036A JP2009526036A JP2008553844A JP2008553844A JP2009526036A JP 2009526036 A JP2009526036 A JP 2009526036A JP 2008553844 A JP2008553844 A JP 2008553844A JP 2008553844 A JP2008553844 A JP 2008553844A JP 2009526036 A JP2009526036 A JP 2009526036A
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- compound
- acid
- infection
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- isopropyl
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- 239000003242 anti bacterial agent Substances 0.000 title abstract description 6
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 title description 11
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- PCKPVGOLPKLUHR-UHFFFAOYSA-N OH-Indolxyl Natural products C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 75
- 150000003839 salts Chemical class 0.000 claims abstract description 23
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
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- GAHYZNZNHVIRIO-AWEZNQCLSA-N (5r)-3-(2-oxo-1-propan-2-yl-3h-indol-5-yl)-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one Chemical compound C([C@H]1CN(C(O1)=O)C=1C=C2CC(=O)N(C2=CC=1)C(C)C)N1C=CN=N1 GAHYZNZNHVIRIO-AWEZNQCLSA-N 0.000 claims description 9
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- WAVOOALFKPEBMT-ZDUSSCGKSA-N (5r)-3-(1-ethyl-2-oxo-3h-indol-5-yl)-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one Chemical compound C([C@H]1CN(C(O1)=O)C=1C=C2CC(=O)N(C2=CC=1)CC)N1C=CN=N1 WAVOOALFKPEBMT-ZDUSSCGKSA-N 0.000 claims description 3
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- AACLABFVHBPSQH-LBPRGKRZSA-N (5r)-3-(1-methyl-2-oxo-3h-indol-5-yl)-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one Chemical compound C([C@H]1CN(C(O1)=O)C=1C=C2CC(=O)N(C2=CC=1)C)N1C=CN=N1 AACLABFVHBPSQH-LBPRGKRZSA-N 0.000 claims description 2
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- 238000004128 high performance liquid chromatography Methods 0.000 description 19
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000011734 sodium Substances 0.000 description 15
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 10
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- 239000000243 solution Substances 0.000 description 10
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- 239000002585 base Substances 0.000 description 9
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- 150000001412 amines Chemical class 0.000 description 7
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 239000000969 carrier Substances 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- 239000007924 injection Substances 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
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- 235000019270 ammonium chloride Nutrition 0.000 description 6
- 239000002775 capsule Substances 0.000 description 6
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 6
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- 239000000463 material Substances 0.000 description 6
- 150000003852 triazoles Chemical class 0.000 description 6
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 5
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- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
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- GMKVRDXWWINYQJ-HNNXBMFYSA-N tert-butyl n-[[(5s)-2-oxo-3-(2-oxo-1-propan-2-yl-3h-indol-5-yl)-1,3-oxazolidin-5-yl]methyl]carbamate Chemical compound C=1C=C2N(C(C)C)C(=O)CC2=CC=1N1C[C@H](CNC(=O)OC(C)(C)C)OC1=O GMKVRDXWWINYQJ-HNNXBMFYSA-N 0.000 description 1
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- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77157006P | 2006-02-08 | 2006-02-08 | |
| PCT/IB2007/000284 WO2007091147A1 (en) | 2006-02-08 | 2007-02-06 | Oxazolidinones containing oxindoles as antibacterial agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009526036A true JP2009526036A (ja) | 2009-07-16 |
| JP2009526036A5 JP2009526036A5 (enExample) | 2011-04-07 |
Family
ID=38137316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008553844A Withdrawn JP2009526036A (ja) | 2006-02-08 | 2007-02-06 | 抗菌剤としてのオキシインドールを含有するオキサゾリジノン |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20090149520A1 (enExample) |
| EP (1) | EP2004640A1 (enExample) |
| JP (1) | JP2009526036A (enExample) |
| CA (1) | CA2637158A1 (enExample) |
| WO (1) | WO2007091147A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019519605A (ja) * | 2016-05-20 | 2019-07-11 | バグワークス・リサーチ・インコーポレイテッド | 抗菌剤として有用な複素環式化合物及びその生成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0009803D0 (en) * | 2000-04-25 | 2000-06-07 | Astrazeneca Ab | Chemical compounds |
| US7012088B2 (en) * | 2003-02-24 | 2006-03-14 | Pharmacia & Upjohn Company | Indolone oxazolidinones and derivatives thereof |
-
2007
- 2007-02-06 US US12/278,587 patent/US20090149520A1/en not_active Abandoned
- 2007-02-06 WO PCT/IB2007/000284 patent/WO2007091147A1/en not_active Ceased
- 2007-02-06 CA CA002637158A patent/CA2637158A1/en not_active Abandoned
- 2007-02-06 JP JP2008553844A patent/JP2009526036A/ja not_active Withdrawn
- 2007-02-06 EP EP07713021A patent/EP2004640A1/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019519605A (ja) * | 2016-05-20 | 2019-07-11 | バグワークス・リサーチ・インコーポレイテッド | 抗菌剤として有用な複素環式化合物及びその生成方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007091147A1 (en) | 2007-08-16 |
| EP2004640A1 (en) | 2008-12-24 |
| CA2637158A1 (en) | 2007-08-16 |
| US20090149520A1 (en) | 2009-06-11 |
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