1-ethoxy-5-methylisoquinoline | 221118-66-7

• 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: 1-ethoxy-5-methylisoquinoline
• CAS: 221118-66-7
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: BESMHYCVDNTRPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基苯脒酸乙酯 、 phenyl vinyl selenone 在 tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate 、 三甲基乙酸 作用下， 以 1,4-二氧六环 为溶剂， 以55 %的产率得到1-ethoxy-7-methylisoquinoline
  参考文献：
  名称：

  以乙烯基硒酮为氧化乙炔代用品的铑催化异喹啉合成

  摘要：

  异喹啉是许多生物活性化合物和有价值的配体中的特殊结构。过渡金属催化氧化环化亚胺衍生物已成为一种很有前途的合成方法；然而，迄今为止，通过形式乙炔环化催化合成 3,4-未取代的异喹啉一直很少。在此，我们介绍了乙烯基硒酮作为一种有效的乙炔替代物，用于温和条件下 Rh 催化的环状偶联。Se片段可以作为二硒化物回收并循环使用。该产品可以很容易地转化为 1-氨基异喹啉。

  DOI：

  10.1021/acs.orglett.3c00826

文献信息

• ALKOXY-SUBSTITUTED COMPOUNDS, METHODS, AND COMPOSITIONS FOR INHIBITING PARP ACTIVITY
  申请人：GUILFORD PHARMACEUTICALS INC.

  公开号：EP1012145A1

  公开（公告）日：2000-06-28
• USE OF DIANHYDROGALACTITOL OR DERIVATIVES OR ANALOGS THEREOF FOR TREATMENT OF PEDIATRIC CENTRAL NERVOUS SYSTEM MALIGNANCIES
  申请人：DelMar Pharmaceuticals, Inc.

  公开号：US20180071244A1

  公开（公告）日：2018-03-15

  The use of dianhydrogalactitol provides a novel therapeutic modality for the treatment of malignancies of the central nervous system in pediatric patients, including glioblastoma multiforme (GBM) high grade glioma, and medulloblastoma. Dianhydrogalactitol acts as an alkylating agent on DNA that creates N 7 methylation and that can induce double-stranded breaks in DNA. Dianhydrogalactitol is effective in suppressing the growth of cancer stem cells and is active against tumors that are refractory to temozolomide, cisplatin, and tyrosine kinase inhibitors; the drug acts independently of the MGMT repair mechanism. Dianhydrogalactitol can be used together with other anti-neoplastic agents (e.g. cisplatin) and can possess additive or super-additive effects.
• USE OF DIANHYDROGALACTITOL AND DERIVATIVES THEREOF IN THE TREATMENT OF GLIOBLASTOMA, LUNG CANCER, AND OVARIAN CANCER
  申请人：Bacha Jeffrey A.

  公开号：US20190091195A1

  公开（公告）日：2019-03-28

  Substituted hexitol derivatives such as dianhydrogalactitol are useful in the treatment of various neoplastic pathologies. Said pathologies include glioblastoma multiforme, non-small-cell lung carcinoma (NSCLC), ovarian cancer, and leptomeningeal carcinomatosis. The anti-neoplastic activity of dianhydrogalactitol is demonstrated to be due to its activity as an alkylating agent that creates N 7 methylation and inter-strand DNA crosslinks. The hexitol derivatives may be used alone or in combination with other anti-neoplastic agents.
• US6197785B1
  申请人：——

  公开号：US6197785B1

  公开（公告）日：2001-03-06
• US6380211B1
  申请人：——

  公开号：US6380211B1

  公开（公告）日：2002-04-30