methacryloyl quinine | 39664-40-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: methacryloyl quinine
• 英文别名: MQN；Cinchonan-9-ol, 6a(2)-methoxy-, 9-(2-methyl-2-propenoate), (8I+/-,9R)-；[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methyl] 2-methylprop-2-enoate
• CAS: 39664-40-9
• 化学式: C₂₄H₂₈N₂O₃
• 分子量: 392.498
• InChiKey: KMIBCFVMGREYRC-BSWISCRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.66
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  奎宁 、 甲基丙烯酰氯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以65%的产率得到methacryloyl quinine
  参考文献：
  名称：

  Development of a pH-responsive drug delivery system for enantioselective-controlled delivery of racemic drugs

  摘要：

  This study aimed to develop enantioselective-controlled drug delivery systems for selective release of the required (S)-enantiomer in a dose formulation containing a racemic drug in response to pH stimuli. The recognition system was obtained from a nanoparticle-on-microsphere (NOM) molecularly imprinted polymer (MIP) with a multifunctional chiral cinchona anchor synthesised by suspension polymerisation using ethylene glycol dimethacrylate as a cross-linker. (S)-omeprazole was used as an imprinting molecule conferring stereoselectivity upon the polymers. The ability of the prepared recognition polymers to selectively rebind (S)-omeprazole was evident at different pH levels (the highest being at pH 7.4). The partial selective-release phenomenon of the (S)-enantiomer in MIP-containing composite cellulose membranes with increased vehicular racemic omeprazole concentrations was highly pH-dependent. Cinchona-bonded polymers imprinted with (S)-omeprazole could recognise the moldable contact site of (S)-omeprazole independently of its chirality; this is responsible for the delivery of (S)-enantiomer from racemic omeprazole. The controlled-release drug devices were fabricated with synthesised composite latex, and consisted of a pH stimuli-responsive poly (hydroxyethyl methacrylate) (HEMA) and polycaprolactone-triol (PCL-T) blend, and a MIP with preloaded drug, along with pH 7.4 buffer in the device's interior. The results demonstrate that drug delivery systems containing (S)-omeprazole imprinted cinchona-polymer nanoparticte-on-microspheres may maximise efficacy while minimising dose frequency. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jconrel.2009.10.011

文献信息

• Bulky magnesium(<scp>ii</scp>) and sodium(<scp>i</scp>) bisphenoxide catalysts for chemoselective transesterification of methyl (meth)acrylates
  作者：Xue Zhao、Manussada Ratanasak、Kazumasa Kon、Jun-ya Hasegawa、Kazuaki Ishihara

  DOI：10.1039/d2sc05413b

  日期：——

  (meth)acrylate esters, various groups have devoted considerable effort to investigating their chemoselective transesterification. In 2021, we developed magnesium(II) and sodium(I) complexes derived from 2,6-di-tert-butyl-p-cresol (BHT-H) as chemoselective catalysts for the transesterification of methyl acrylate (MA) and methyl methacrylate (MMA), respectively. Based on our results, we report the discovery

  鉴于 (甲基) 丙烯酸酯的工业重要性，各种团体投入了大量精力来研究它们的化学选择性酯交换。2021 年，我们开发了源自​​ 2,6-二叔丁基-对甲酚 (BHT-H) 的镁 (II) 和钠 (I) 络合物作为丙烯酸甲酯( MA )和甲基丙烯酸甲酯酯交换的化学选择性催化剂(MMA)，分别。根据我们的结果，我们报告了从 6,6'-(propane-2,2'-diyl)bis(2,4-di- tert - butylphenol ) ( PBTP-H 2 ),即Mg(PBTP)和Na 2(PBTP)，对于 MA 和 MMA 的酯交换反应，它们分别比 Mg(BHT) 2和 Na(BHT) 高 41 倍和 81 倍。这些新催化剂对广泛的醇类非常有效，包括伯醇和仲醇、二醇和三醇。总的来说，这种高效的酯交换技术有望在工业过程化学中得到实际应用。