2-喹啉-2-基-丙烷-1,3-二醇 | 779-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-喹啉-2-基-丙烷-1,3-二醇
• 英文名称: 2-(quinolin-2-yl)propane-1,3-diol
• 英文别名: 2-(2-quinolyl)propan-1,3-diol；2-[2]quinolyl-propane-1,3-diol；2-[2]Chinolyl-propan-1,3-diol；2-Quinolin-2-ylpropane-1,3-diol；2-quinolin-2-ylpropane-1,3-diol
• CAS: 779-32-8
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: CRPAXQANDAMLLG-UHFFFAOYSA-N

物化性质

• 沸点：
  412.0±30.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-喹啉-2-基-丙烷-1,3-二醇 在 吡啶 、 3 A molecular sieve 作用下， 反应 22.25h， 生成 [(2S)-3-acetyloxy-2-quinolin-2-ylpropyl] 4-bromobenzoate
  参考文献：
  名称：

  Lipase catalyzed asymmetrization of quinolyl substituted 1,3-propanediols

  摘要：

  2-(2-Quinolyl)- and 2-(4-quinolyl)-1,3-propanediols 3 and 4 were prepared and asymmetrized by enantioselective acetylation in organic solvent catalyzed by lipases. While monoacetate 5 was best obtained using Celite-supported pig pancreatic lipase (PPL) (97.3% e.e.) as the (R)-enantiomer, both enantiomers of 6 have been obtained using different enzymes: (R)-6 using lipase f'rom Aspergillus niger (84.0% e.e.) and (S)-6 using lipase from Candida antarctica (97.5% e.e.). The absolute: configuration of both monoacetates 5 and 6 has been determined by anomalous X-ray dispersion methodology on the corresponding p-bromobenzoates 11 and 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00247-x
• 作为产物：
  描述：

  2-甲基喹啉 、 聚合甲醛 反应 7.0h， 以45%的产率得到2-喹啉-2-基-丙烷-1,3-二醇
  参考文献：
  名称：

  噁唑烷酮类化合物及其用途

  摘要：

  本发明提供了式VI所示的噁唑烷酮类化合物或其药学上可接受的盐、水合物或晶型。本发明还提供了化合物的制备方法。当前化药领域中，多数改变结构的化合物的活性会变好，但是毒性也会明显增强，无法作为药物使用。本发明所提供的化合物与现有的化合物相比，不仅能够有很好的抗耐药性和抗菌活性，令人意想不到的是，本发明的化合物安全性也更好，更有利于患者的用药安全和治疗。

  公开号：

  CN105399737B

文献信息

• 噁唑烷酮类化合物及其用途
  申请人：四川好医生药业集团有限公司

  公开号：CN105399737B

  公开（公告）日：2018-09-21

  本发明提供了式VI所示的噁唑烷酮类化合物或其药学上可接受的盐、水合物或晶型。本发明还提供了化合物的制备方法。当前化药领域中，多数改变结构的化合物的活性会变好，但是毒性也会明显增强，无法作为药物使用。本发明所提供的化合物与现有的化合物相比，不仅能够有很好的抗耐药性和抗菌活性，令人意想不到的是，本发明的化合物安全性也更好，更有利于患者的用药安全和治疗。
• Koenigs, Chemische Berichte, 1899, vol. 32, p. 223
  作者：Koenigs

  DOI：——

  日期：——
• Discovery of a Teraryl Oxazolidinone Compound (<i>S</i>)-<i>N</i>-((3-(3-Fluoro-4-(4-(pyridin-2-yl)-1<i>H</i>-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide Phosphate as a Novel Antimicrobial Agent with Enhanced Safety Profile and Efficacies
  作者：Tao Yang、Gong Chen、Zitai Sang、Yuanyuan Liu、Xiaoyan Yang、Ying Chang、Haiyue Long、Wei Ang、Jianying Tang、Zhenling Wang、Guobo Li、Shengyong Yang、Jingren Zhang、Yuquan Wei、Youfu Luo

  DOI：10.1021/acs.jmedchem.5b00152

  日期：2015.8.27

  A series of novel teraryl oxazolidinone compounds was designed, synthesized, and evaluated for their antimicrobial activity and toxicities. The compounds with aromatic N-heterocyclic substituents at the 4-position of pyrazolyl ring showed better antibacterial activity against the tested bacteria than other compounds with different patterns of substitution. Among all potent compounds, 10f exhibited promising safety profile in MTT assays and in hERG K+ channel inhibition test. Furthermore, its phosphate was found to be highly soluble in water (47.1 mg/mL), which is beneficial for the subsequent in vivo test. In MRSA systemic infection mice models, 10f phosphate exerted significantly improved survival protection compared with linezolid. The compound also demonstrated high oral bioavailability (F = 99.1%). Moreover, from the results of in vivo toxicology experiments, 10f phosphate would be predicted to have less bone marrow suppression.
• Lipase catalyzed asymmetrization of quinolyl substituted 1,3-propanediols
  作者：Luca Banfi、Giuseppe Guanti、Angelo Mugnoli、Renata Riva

  DOI：10.1016/s0957-4166(98)00247-x

  日期：1998.7

  2-(2-Quinolyl)- and 2-(4-quinolyl)-1,3-propanediols 3 and 4 were prepared and asymmetrized by enantioselective acetylation in organic solvent catalyzed by lipases. While monoacetate 5 was best obtained using Celite-supported pig pancreatic lipase (PPL) (97.3% e.e.) as the (R)-enantiomer, both enantiomers of 6 have been obtained using different enzymes: (R)-6 using lipase f'rom Aspergillus niger (84.0% e.e.) and (S)-6 using lipase from Candida antarctica (97.5% e.e.). The absolute: configuration of both monoacetates 5 and 6 has been determined by anomalous X-ray dispersion methodology on the corresponding p-bromobenzoates 11 and 12. (C) 1998 Elsevier Science Ltd. All rights reserved.