(2-Hydroxy-ethyl)-[3-(2-nitro-phenyl)-3-oxo-propyl]-carbamic acid benzyl ester | 177611-36-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Hydroxy-ethyl)-[3-(2-nitro-phenyl)-3-oxo-propyl]-carbamic acid benzyl ester
• 英文别名: benzyl N-(2-hydroxyethyl)-N-[3-(2-nitrophenyl)-3-oxopropyl]carbamate
• CAS: 177611-36-8
• 化学式: C₁₉H₂₀N₂O₆
• 分子量: 372.378
• InChiKey: TUIJFQWICMQUET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2-Hydroxy-ethyl)-[3-(2-nitro-phenyl)-3-oxo-propyl]-carbamic acid benzyl ester 在 sodium dithionite 作用下， 以 乙醇 为溶剂， 生成 [3-(2-Amino-phenyl)-3-oxo-propyl]-(2-hydroxy-ethyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and antitumor activity of 7-substituted 20(RS)-camptothecin analogues

  摘要：

  Novel water-soluble camptothecin analogues with excellent antitumor activity have been designed and synthesized by total synthesis. The analogues were evaluated for cytotoxic activity against five tumor cell lines. The most potent analogue 6c exhibited significant antitumor activity at wider range of doses as compared with camptothecin (T/C 243 % at 70mg/kg; T/C > 150% at 8.75-140mg/kg). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00131-x
• 作为产物：
  描述：

  邻硝基苯乙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (2-Hydroxy-ethyl)-[3-(2-nitro-phenyl)-3-oxo-propyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and antitumor activity of 7-substituted 20(RS)-camptothecin analogues

  摘要：

  Novel water-soluble camptothecin analogues with excellent antitumor activity have been designed and synthesized by total synthesis. The analogues were evaluated for cytotoxic activity against five tumor cell lines. The most potent analogue 6c exhibited significant antitumor activity at wider range of doses as compared with camptothecin (T/C 243 % at 70mg/kg; T/C > 150% at 8.75-140mg/kg). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00131-x

文献信息

• US6177568B1
  申请人：——

  公开号：US6177568B1

  公开（公告）日：2001-01-23
• US6265413B1
  申请人：——

  公开号：US6265413B1

  公开（公告）日：2001-07-24
• Synthesis and antitumor activity of 7-substituted 20(RS)-camptothecin analogues
  作者：Sang-sup Jew、Hee-Jin Kim、Myoung Goo Kim、Eun-Young Roh、Youn-sang Cho、Joon-Kyum Kim、Kyung-Hoe Cha、Kang-Keun Lee、Hyun-Jung Han、Jae-Young Choi、Heesoon Lee

  DOI：10.1016/0960-894x(96)00131-x

  日期：1996.4

  Novel water-soluble camptothecin analogues with excellent antitumor activity have been designed and synthesized by total synthesis. The analogues were evaluated for cytotoxic activity against five tumor cell lines. The most potent analogue 6c exhibited significant antitumor activity at wider range of doses as compared with camptothecin (T/C 243 % at 70mg/kg; T/C > 150% at 8.75-140mg/kg). Copyright (C) 1996 Elsevier Science Ltd