1-(2-Ethoxycarbonyl-ethyl)-4-[3-methyl-3H-benzothiazol-(2Z)-ylidenemethyl]-quinolinium | 225648-69-1

• 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: 1-(2-Ethoxycarbonyl-ethyl)-4-[3-methyl-3H-benzothiazol-(2Z)-ylidenemethyl]-quinolinium
• 英文别名: Ethyl 3-[4-[(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]propanoate
• CAS: 225648-69-1
• 化学式: C₂₃H₂₃N₂O₂S
• 分子量: 391.514
• InChiKey: WQBJGMFMUITJKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  硫酸巴龙霉素 、 1-(2-Ethoxycarbonyl-ethyl)-4-[3-methyl-3H-benzothiazol-(2Z)-ylidenemethyl]-quinolinium 在 sodium hydroxide 、 碳酸氢钠 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 生成 N-[[(2S,3S,4R,5R,6R)-5-amino-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxan-2-yl]methyl]-3-[4-[(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]propanamide
  参考文献：
  名称：

  Aminoglycoside hybrids as potent RNA antagonists

  摘要：

  Aminoglycosides specifically bind to the A-site decoding region of prokaryotic 16S rRNA with dissociation constants in the 1-2 mu M range. The aminoglycoside paromomycin binds to a truncated A-site construct with a K-d = 1.85 mu M. Paromomycin analogs are described here in which the aminoglycoside is linked via spacer groups to either thiazole orange or pyrene. These analogs bind specifically to the truncated A-site construct, but with affinities considerably higher than paromomycin itself. The binding of the hybrid molecules to the A-site is greater the shorter the spacer group. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00240-9
• 作为产物：
  描述：

  3-碘丙酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 13.0h， 生成 1-(2-Ethoxycarbonyl-ethyl)-4-[3-methyl-3H-benzothiazol-(2Z)-ylidenemethyl]-quinolinium
  参考文献：
  名称：

  Aminoglycoside hybrids as potent RNA antagonists

  摘要：

  Aminoglycosides specifically bind to the A-site decoding region of prokaryotic 16S rRNA with dissociation constants in the 1-2 mu M range. The aminoglycoside paromomycin binds to a truncated A-site construct with a K-d = 1.85 mu M. Paromomycin analogs are described here in which the aminoglycoside is linked via spacer groups to either thiazole orange or pyrene. These analogs bind specifically to the truncated A-site construct, but with affinities considerably higher than paromomycin itself. The binding of the hybrid molecules to the A-site is greater the shorter the spacer group. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00240-9