N-(3,3-dimethyl-2-oxobutyl)isoquinolinium bromide | 474878-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(3,3-dimethyl-2-oxobutyl)isoquinolinium bromide
• 英文别名: 1-Isoquinolin-2-ium-2-yl-3,3-dimethylbutan-2-one;bromide
• CAS: 474878-90-5
• 化学式: Br*C₁₅H₁₈NO
• 分子量: 308.218
• InChiKey: UAKPGTIHFIOOPM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3,3-dimethyl-2-oxobutyl)isoquinolinium bromide 、 O-acetyl 1,3-di(p-tolyl)prop-2-en-1-one oxime 在 吡啶-N-氧化物 、 copper diacetate 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以27%的产率得到C₃₂H₃₀N₂O
  参考文献：
  名称：

  铜催化α,β-不饱和O-酰基酮肟与异喹啉环化合成具有苯并[7,8]中氮茚核和苯并[7,8]中氮茚基[1,2-c]喹啉的稳定N-H亚胺N-叶立德

  摘要：

  已经开发了一种铜催化的α,β-不饱和O-酰基酮肟与异喹啉N-叶立德的环化反应，用于简明地合成具有苯并 [7,8] 中氮茚核的稳定 N-H 亚胺。当β-(2-溴芳基) -α,β-不饱和O-酰基酮肟作为起始原料时，发生级联环化反应得到苯并[7,8]中氮茚基[1,2- c ]喹啉。

  DOI：

  10.1021/acs.orglett.2c01386
• 作为产物：
  描述：

  异喹啉 、 1-溴频哪酮 以 丙酮 为溶剂， 反应 3.0h， 以86%的产率得到N-(3,3-dimethyl-2-oxobutyl)isoquinolinium bromide
  参考文献：
  名称：

  Fine tuning of the pH-dependent drug release rate from polyHPMA-ellipticinium conjugates

  摘要：

  Polymer conjugates of anticancer drugs have shown high potential for assisting in cancer treatments. The pH-labile spacers allow site-specific triggered release of the drugs. We synthesized and characterized model drug conjugates with hydrazide bond-containing poly[N-(2-hydroxypropyl)methacrylamide] differing in the chemical surrounding of the hydrazone bond-containing spacer to find structure-drug release rate relationships. The conjugate selected for further studies shows negligible drug release in a pH 7.4 buffer but released 50% of the ellipticinium drug within 24 h in a pH 5.0 phosphate saline buffer. The ellipticinium drug retained the antiproliferative activity of the ellipticine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.07.038

文献信息

• Fine tuning of the pH-dependent drug release rate from polyHPMA-ellipticinium conjugates
  作者：Ondřej Sedláček、Martin Studenovský、David Větvička、Karel Ulbrich、Martin Hrubý

  DOI：10.1016/j.bmc.2013.07.038

  日期：2013.9

  Polymer conjugates of anticancer drugs have shown high potential for assisting in cancer treatments. The pH-labile spacers allow site-specific triggered release of the drugs. We synthesized and characterized model drug conjugates with hydrazide bond-containing poly[N-(2-hydroxypropyl)methacrylamide] differing in the chemical surrounding of the hydrazone bond-containing spacer to find structure-drug release rate relationships. The conjugate selected for further studies shows negligible drug release in a pH 7.4 buffer but released 50% of the ellipticinium drug within 24 h in a pH 5.0 phosphate saline buffer. The ellipticinium drug retained the antiproliferative activity of the ellipticine. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of Stable N–H Imines with a Benzo[7,8]indolizine Core and Benzo[7,8]indolizino[1,2-<i>c</i>]quinolines via Copper-Catalyzed Annulation of α,β-Unsaturated <i>O</i>-Acyl Ketoximes with Isoquinolinium <i>N</i>-Ylides
  作者：Chun-Bao Miao、Xiao-Qi Qiang、Xiaoli Xu、Xiao-Qing Song、Su-Qing Zhou、Xinyu Lyu、Hai-Tao Yang

  DOI：10.1021/acs.orglett.2c01386

  日期：2022.6.3

  A copper-catalyzed annulation of α,β-unsaturated O-acyl ketoximes with isoquinolinium N-ylides has been developed for the concise synthesis of stable N–H imines with a benzo[7,8]indolizine core. When β-(2-bromoaryl)-α,β-unsaturated O-acyl ketoximes are used as the starting materials, a cascade cyclization occurs to afford the benzo[7,8]indolizino[1,2-c]quinolines.

  已经开发了一种铜催化的α,β-不饱和O-酰基酮肟与异喹啉N-叶立德的环化反应，用于简明地合成具有苯并 [7,8] 中氮茚核的稳定 N-H 亚胺。当β-(2-溴芳基) -α,β-不饱和O-酰基酮肟作为起始原料时，发生级联环化反应得到苯并[7,8]中氮茚基[1,2- c ]喹啉。