3-quinolin-4-yl-acrylic acid ethyl ester | 448952-61-2

• 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
• 英文名称: 3-quinolin-4-yl-acrylic acid ethyl ester
• 英文别名: Ethyl 3-(4-quinolinyl)propenoate；ethyl (E)-3-(quinolin-4-yl)acrylate；ethyl (E)-3-quinolin-4-ylprop-2-enoate
• CAS: 448952-61-2
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: RHFRZAJHLZYXMF-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-quinolin-4-yl-acrylic acid ethyl ester 在 palladium on activated charcoal 氢气 、 二异丁基氢化铝 作用下， 以 甲醇 、 甲苯 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 反应 19.0h， 生成 3-(4-quinolinyl)propionaldehyde
  参考文献：
  名称：

  Anhydrolide Macrolides. 2. Synthesis and Antibacterial Activity of 2,3-Anhydro-6-O-methyl 11,12-Carbazate Erythromycin A Analogues

  摘要：

  A series of 3-descladinosyl-2,3-anhydro-6-O-methylerythromycin A 11,12-cyclic carbazate analogues was prepared and evaluated for antibacterial activity. These 2,3-anhydro macrolides were found to be potent antibacterial agents in vitro against macrolide-susceptible organisms including Staphylococcus aureus 6538P, Streptococcus pyogenes EES61, and Streptococcus pneumoniae ATCC6303. These compounds were also very active against some organisms that show macrolide resistance (S. aureus A5177, S. pyogenes PIU2584, and S. pneumoniae 5649). The compounds generally showed poor activity against organisms with constitutive MLS resistance. Selected compounds were evaluated in vivo in mouse protection studies. Although most of the compounds tested in vivo showed poor efficacy, two compounds, 38 and 57, were more active than clarithromycin against S. pneumoniae ATCC6303.

  DOI：

  10.1021/jm970548p
• 作为产物：
  描述：

  4-喹啉甲醛 、 磷酰基乙酸三乙酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以97%的产率得到3-quinolin-4-yl-acrylic acid ethyl ester
  参考文献：
  名称：

  Anhydrolide Macrolides. 2. Synthesis and Antibacterial Activity of 2,3-Anhydro-6-O-methyl 11,12-Carbazate Erythromycin A Analogues

  摘要：

  A series of 3-descladinosyl-2,3-anhydro-6-O-methylerythromycin A 11,12-cyclic carbazate analogues was prepared and evaluated for antibacterial activity. These 2,3-anhydro macrolides were found to be potent antibacterial agents in vitro against macrolide-susceptible organisms including Staphylococcus aureus 6538P, Streptococcus pyogenes EES61, and Streptococcus pneumoniae ATCC6303. These compounds were also very active against some organisms that show macrolide resistance (S. aureus A5177, S. pyogenes PIU2584, and S. pneumoniae 5649). The compounds generally showed poor activity against organisms with constitutive MLS resistance. Selected compounds were evaluated in vivo in mouse protection studies. Although most of the compounds tested in vivo showed poor efficacy, two compounds, 38 and 57, were more active than clarithromycin against S. pneumoniae ATCC6303.

  DOI：

  10.1021/jm970548p

文献信息

• 3-descladinose-2,3-anhydroerythromycin derivatives
  申请人：Abbott Laboratories

  公开号：US05750510A1

  公开（公告）日：1998-05-12

  Novel 3-descladinose-2,3-anhydroerythromycin compounds and pharmaceutically acceptable salts and esters thereof having antibacterial activity.

  小说3-去氧-2,3-脱氧麦迪霉素化合物及其具有抗菌活性的药用盐和酯。
• 10A-AZALIDE COMPOUND CROSSLINKED AT 10A- AND 12-POSITIONS
  申请人：Sugimoto Tomohiro

  公开号：US20110237784A1

  公开（公告）日：2011-09-29

  A novel 10a-azalide compound crosslinked at the 10a- and 12-positions, which is represented by the following formula, and is effective on even Hemophilus influenzae , or erythromycin resistant bacteria (e.g., resistant pneumococci and streptococci).

  一种新型的10a-azalide化合物，其在10a-和12-位置交联，化学式如下，并且对于Hemophilus influenzae，或者对红霉素产生耐药性的细菌（例如耐药性肺炎球菌和链球菌）具有有效性。
• SHOEB, H. A.;KORKOR, M. I., EGYPT. J. CHEM., 1979, 22, N 4, 323-327
  作者：SHOEB, H. A.、KORKOR, M. I.

  DOI：——

  日期：——
• 3-DESCLADINOSE-2,3-ANHYDROERYTHROMYCIN DERIVATIVES
  申请人：ABBOTT LABORATORIES

  公开号：EP0922050B1

  公开（公告）日：2003-07-30
• US5750510A
  申请人：——

  公开号：US5750510A

  公开（公告）日：1998-05-12