KR20150008871A - (r)-니푸라텔, 그의 감염 치료의 용도 및 (r) 및 (s)-니푸라텔의 합성 - Google Patents
(r)-니푸라텔, 그의 감염 치료의 용도 및 (r) 및 (s)-니푸라텔의 합성 Download PDFInfo
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- KR20150008871A KR20150008871A KR20147031517A KR20147031517A KR20150008871A KR 20150008871 A KR20150008871 A KR 20150008871A KR 20147031517 A KR20147031517 A KR 20147031517A KR 20147031517 A KR20147031517 A KR 20147031517A KR 20150008871 A KR20150008871 A KR 20150008871A
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- 229960002136 nifuratel Drugs 0.000 title claims abstract description 31
- 208000015181 infectious disease Diseases 0.000 title claims 2
- 238000003786 synthesis reaction Methods 0.000 title abstract description 8
- 230000015572 biosynthetic process Effects 0.000 title abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 59
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 48
- 150000001875 compounds Chemical class 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 28
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 24
- 206010057190 Respiratory tract infections Diseases 0.000 claims description 15
- -1 (S) -2- (benzyloxymethyl) oxirane ((S) -2- (benzyloxymethyl) oxirane) Chemical compound 0.000 claims description 14
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 229940126214 compound 3 Drugs 0.000 claims description 11
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- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 claims description 7
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Classifications
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07C241/02—Preparation of hydrazines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
Landscapes
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- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
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| EP20120167640 EP2662371A1 (en) | 2012-05-11 | 2012-05-11 | (R)-Nifuratel and synthesis of (R) and (S)-Nifuratel |
| EP12167640.7 | 2012-05-11 | ||
| PCT/EP2013/055078 WO2013167295A1 (en) | 2012-05-11 | 2013-03-13 | (r) -nifuratel, its use for the treatment of infections and synthesis of (r) and (s) -nifuratel |
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| ES3075078T3 (es) | 2017-09-20 | 2026-07-27 | Ph Pharma Co Ltd | Análogos de tailanstatina |
| CN108760950B (zh) * | 2018-04-25 | 2022-07-15 | 国检测试控股集团京诚检测有限公司 | 一种测定硝基呋喃代谢物的方法 |
| CN111892557B (zh) * | 2019-05-05 | 2022-11-08 | 河北圣泰材料股份有限公司 | 哌嗪类成膜离子液体的合成方法 |
| CN110672765B (zh) * | 2019-10-11 | 2022-03-18 | 温州海鹤药业有限公司 | 一种定量检测硝呋太尔中顺式异构体杂质的方法 |
| CN112457304B (zh) * | 2020-12-07 | 2022-03-11 | 中国药科大学 | 一种硝呋太尔的制备方法 |
| CN113828243B (zh) * | 2021-09-14 | 2022-06-28 | 南京南大药业有限责任公司 | 一种硝呋太尔制霉菌素栓制造方法及设备 |
| KR20260012304A (ko) | 2023-04-17 | 2026-01-26 | 피크 바이오, 인크. | 항체 및 항체-약물 접합체 및 사용 방법 및 합성 공정 및 중간체 |
| CN116947838B (zh) * | 2023-07-25 | 2025-08-19 | 北京金城泰尔制药有限公司沧州分公司 | 高纯度硝呋太尔的生产方法 |
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| BE635608A (cg-RX-API-DMAC7.html) | 1962-08-01 | |||
| CN100516063C (zh) * | 2006-03-16 | 2009-07-22 | 韩志强 | 硝呋太尔的生产方法 |
| CN100506820C (zh) | 2006-03-16 | 2009-07-01 | 韩志强 | (s)-硝呋太尔,其制备方法和应用 |
| CN101434584A (zh) * | 2007-11-15 | 2009-05-20 | 中山大学 | 具有抗菌活性的手性噁唑烷酮类化合物 |
| EP2243482A1 (en) * | 2009-04-20 | 2010-10-27 | Polichem SA | Use of nifuratel to treat infections caused by atopobium species |
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