(S)-N-{3-[4-(4-amino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide | 172966-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-N-{3-[4-(4-amino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
• 英文别名: N-[[(5S)-3-[4-(4-aminopiperidin-1-yl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 172966-52-8
• 化学式: C₁₇H₂₃FN₄O₃
• 分子量: 350.393
• InChiKey: WMAKNXDMRUDJFA-AWEZNQCLSA-N

物化性质

• 沸点：
  592.2±50.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  87.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-N-{3-[4-(4-amino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 在 吡啶 、 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 为溶剂， 生成 N-[[(5S)-3-[4-[4-[acetyl-[(5-nitrofuran-2-yl)methyl]amino]piperidin-1-yl]-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid

  摘要：

  Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles. These modifications led to several compounds with potent activity against a spectrum of resistant and susceptible Gram-positive organisms, along with the identification of ranbezolid (RBx 7644) as a clinical candidate. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.063
• 作为产物：
  描述：

  、 (S)-N-{3-[4-(4-dibenzylamino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 、 、 氢气 在 氢氧化钯 氢氧化钯 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、40.53 MPa 条件下， 以to afford the title compound (3.48 g) in a yield of 100%的产率得到(S)-N-{3-[4-(4-amino-piperidin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
  参考文献：
  名称：

  Oxazolidinone derivatives and pharmaceutical compositions containing them

  摘要：

  本发明提供了具有高抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了化学式（I）所代表的新型噁唑烷酮衍生物，或其药学上可接受的盐，以及含有该衍生物或其盐作为活性成分的抗微生物组合物。 ##STR1##

  公开号：

  US05668286A1

文献信息

• AMINOARYL OXAZOLIDINONE N-OXIDES
  申请人：——

  公开号：US20020177707A1

  公开（公告）日：2002-11-28

  The present invention provides for aminoaryl oxazolidinone N-oxide compounds of Formula I 1 wherein the variables are as defined herein. These compounds are exceedingly water soluble which is useful in preparing pharmaceutical formulations of these compounds. They are also rapidly converted back to the parent amines in vivo, making them useful as prodrugs of the parent amines. They are effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, such as Bacteroides spp. and Clostridia spp. species, and acid-fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp., and in organisms such as Mycoplasma spp.

  本发明提供了公式I1中的氨基芳基噁唑啉酮N-氧化物化合物，其中变量如定义所述。这些化合物在水中极易溶解，这对于制备这些化合物的药物配方非常有用。它们也能够在体内迅速转化为原始胺类化合物，这使它们成为原始胺类化合物的前药。它们对许多人类和兽医病原体具有有效作用，包括革兰氏阳性的需氧菌，如耐多种抗生素的葡萄球菌、链球菌和肠球菌，以及厌氧菌，如拟杆菌属和梭菌属物种，和酸性快速生长菌，如结核分枝杆菌、埃及分枝杆菌和分枝杆菌属，以及支原体属等微生物。
• Aminoaryl Oxazolidinone N-oxides
  申请人：——

  公开号：US20010051722A1

  公开（公告）日：2001-12-13

  The present invention provides for aminoaryl oxazolidinone N-oxide compounds of Formula I 1 wherein the variables are as defined herein. These compounds are exceedingly water soluble which is useful in preparing pharmaceutical formulations of these compounds. They are also rapidly converted back to the parent amines in vivo, making them useful as prodrugs of the parent amines. They are effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, such as Bacteroides spp. and Clostridia spp. species, and acid-fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp., and in organisms such as Mycoplasma spp.

  本发明提供了一种式为I1的氨基芳基噁唑啉酮N-氧化物化合物，其中变量的定义如本文所述。这些化合物在水中极易溶解，这对于制备这些化合物的药物配方非常有用。它们在体内也能迅速转化回母体胺，因此可作为母体胺的前药物使用。它们对许多人类和兽医病原体具有有效作用，包括革兰氏阳性的需氧菌，如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，如Bacteroides spp.和Clostridia spp.菌种，以及抗酸菌，如结核分枝杆菌、埃及分枝杆菌和分枝杆菌属，以及支原体属等生物。
• Oxazolidinone derivatives as pontential antimicrobials
  申请人：——

  公开号：US20040242591A1

  公开（公告）日：2004-12-02

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms such as Bacteroides spp. and Clostridium spp. species, and acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑啉酮以及其合成的方法。本发明还涉及含有本发明化合物作为抗微生物药物的制剂。这些化合物是有用的抗微生物剂，对许多人类和兽医病原体有效，包括革兰氏阳性的需氧菌，如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，如Bacteroides属和Clostridium属物种，以及酸性快速菌，如结核分枝杆菌、埃及分枝杆菌和分枝杆菌属。
• Aminoaryl oxazolidinone N-oxides
  申请人：——

  公开号：US20020107402A1

  公开（公告）日：2002-08-08

  The present invention provides for aminoaryl oxazolidinone N-oxide compounds of Formula I 1 wherein the variables are as defined herein. These compounds are exceedingly water soluble which is useful in preparing pharmaceutical formulations of these compounds. They are also rapidly converted back to the parent amines in vivo, making them useful as prodrugs of the parent amines. They are effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria such as multiply-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, such as Bacteroides spp. and Clostridia spp. species, and acid-fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp., and in organisms such as Mycoplasma spp.

  本发明提供了一种公式I1的氨基芳基噁唑烷N-氧化物化合物，其中变量如此处所定义。这些化合物在水中极易溶解，可用于制备这些化合物的制药配方。它们在体内也能迅速转化为母体胺类化合物，因此可用作母体胺类化合物的前药。它们对许多人类和兽医病原体具有有效作用，包括革兰氏阳性的需氧菌，如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，如Bacteroides spp.和Clostridia spp.物种，还有抗酸菌，如结核分枝杆菌、非结核分枝杆菌和分枝杆菌属，以及支原体属等。
• Oxazolidinones Bearing Antimicrobial Activity Composition and Methods of Preparation
  申请人：Sindkhedkar Milind D

  公开号：US20090018123A1

  公开（公告）日：2009-01-15

  The present invention concerns recombinant DNA's comprising cDNA of genomic RNA of a Salmonidae alphavirus preceded by a spacer sequence, under the control of a suitable promoter. Said recombinant DNA's are useful for obtaining expression vectors, producing recombinant Salmonidae alphavirus, and for obtaining vaccines.

  本发明涉及重组DNA，包括一个Salmonidae alphavirus的基因组RNA的cDNA，其前面有一个间隔序列，在适当的启动子控制下。这些重组DNA对于获得表达载体、产生重组的Salmonidae alphavirus以及获得疫苗非常有用。