N-((S)-camptothecin-20-O-ylcarbonyl)-6-aminocaproic acid trifluoroacetic acid salt

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-((S)-camptothecin-20-O-ylcarbonyl)-6-aminocaproic acid trifluoroacetic acid salt
• 英文别名: 6-[[(19S)-19-ethyl-14,18-dioxo-17-oxa-3-aza-13-azoniapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl]oxycarbonylamino]hexanoic acid;2,2,2-trifluoroacetate
• 化学式: C₂HF₃O₂*C₂₇H₂₇N₃O₇
• 分子量: 619.551
• InChiKey: NMAMQTHMEFXRFD-YCBFMBTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  177
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  喜树碱 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 生成 N-((S)-camptothecin-20-O-ylcarbonyl)-6-aminocaproic acid trifluoroacetic acid salt
  参考文献：
  名称：

  Synthesis of Camptothecin Melantotransferrin (p97) Conjugate Through a Carbamate Bond

  摘要：

  Through its 20-hydroxy group and a carbamate bond, 20(S)-camptothecin (1) is chemically linked to melanotransferrin (p97). The key step to modify the steric hindered hydroxy group of camptothecin is achieved by using triphosgene/DMAP in DMF and immediately reacting with tert-butyl 6-aminohexanoate (8). The novel camptothecin conjugate 4 is a potential agent for chemotherapy of brain tumor.

  DOI：

  10.1081/scc-120039495

文献信息

• Synthesis of Camptothecin Melantotransferrin (p97) Conjugate Through a Carbamate Bond
  作者：Qingqi Chen、Reinhard Gabathuler

  DOI：10.1081/scc-120039495

  日期：2004.1.1

  Through its 20-hydroxy group and a carbamate bond, 20(S)-camptothecin (1) is chemically linked to melanotransferrin (p97). The key step to modify the steric hindered hydroxy group of camptothecin is achieved by using triphosgene/DMAP in DMF and immediately reacting with tert-butyl 6-aminohexanoate (8). The novel camptothecin conjugate 4 is a potential agent for chemotherapy of brain tumor.