[3-(6-Amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-ethyl-carbamic acid benzyl ester | 177611-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [3-(6-Amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-ethyl-carbamic acid benzyl ester
• CAS: 177611-62-0
• 化学式: C₂₀H₂₂N₂O₅
• 分子量: 370.405
• InChiKey: VGPDZOHNWLQDKH-UHFFFAOYSA-N

物化性质

• 沸点：
  582.4±50.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  91.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [3-(6-Amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-ethyl-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 Acetic acid;5-ethyl-14-[2-(ethylamino)ethyl]-5-hydroxy-7,18,20-trioxa-11,24-diazahexacyclo[11.11.0.02,11.04,9.015,23.017,21]tetracosa-1(24),2,4(9),13,15,17(21),22-heptaene-6,10-dione
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of hexacyclic camptothecin analogues

  摘要：

  A series of C(7)-N-alkylaminoethyl-C(10), C(11)-methylenedioxy- and ethylenedioxy-camptothecin (3a-g, 4a-h) were prepared. Their syntheses and in vitro cytotoxicity were reported. Among 15 derivatives, 3a and 3b showed more potent cytotoxicity than Camptothecin, especially in CAOV-3 cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00555-7
• 作为产物：
  描述：

  在 sodium dithionite 作用下， 以 乙醇 为溶剂， 以42%的产率得到[3-(6-Amino-benzo[1,3]dioxol-5-yl)-3-oxo-propyl]-ethyl-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of hexacyclic camptothecin analogues

  摘要：

  A series of C(7)-N-alkylaminoethyl-C(10), C(11)-methylenedioxy- and ethylenedioxy-camptothecin (3a-g, 4a-h) were prepared. Their syntheses and in vitro cytotoxicity were reported. Among 15 derivatives, 3a and 3b showed more potent cytotoxicity than Camptothecin, especially in CAOV-3 cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00555-7

文献信息

• 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