N-methyl-N-[2-(2,4,6-tribromo-3-hydroxyphenyl)ethyl]formamide | 293756-94-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-methyl-N-[2-(2,4,6-tribromo-3-hydroxyphenyl)ethyl]formamide
• CAS: 293756-94-2
• 化学式: C₁₀H₁₀Br₃NO₂
• 分子量: 415.907
• InChiKey: NQMVQMAQGDNVBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methyl-N-[2-(2,4,6-tribromo-3-hydroxyphenyl)ethyl]formamide 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 Convolutamine F
  参考文献：
  名称：

  Synthesis and biological activities of the marine bryozoan alkaloids convolutamines A, C and F, and lutamides A and C

  摘要：

  Synthesis of convolutamines and lutamides, new 2,4,6-tribromo-3-methoxyphenethylamine alkaloids isolated from Floridian marine bryozoan Amathia convoluta, was accomplished by a sequence of reactions starting from 3-hydroxy-phenethylamines. Cytotoxities of the synthetic lutamides, convolutamines and their de-O-methyl derivatives were examined using drug-sensitive and -resistant P388 as well as KB cell lines. The bioassay suggests that the 2,4,6-tribromo-3-methoxyphenethylamine is an indispensable unit Tor detection of the activities. Additionally, a reversal of drug resistance by those alkaloids is recognized. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00110-3
• 作为产物：
  描述：

  3-甲氧基苯乙酸 在 盐酸 、 硼烷四氢呋喃络合物 、 氢溴酸 、 溴 作用下， 以 四氢呋喃 、 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 35.5h， 生成 N-methyl-N-[2-(2,4,6-tribromo-3-hydroxyphenyl)ethyl]formamide
  参考文献：
  名称：

  Synthesis and biological activities of the marine bryozoan alkaloids convolutamines A, C and F, and lutamides A and C

  摘要：

  Synthesis of convolutamines and lutamides, new 2,4,6-tribromo-3-methoxyphenethylamine alkaloids isolated from Floridian marine bryozoan Amathia convoluta, was accomplished by a sequence of reactions starting from 3-hydroxy-phenethylamines. Cytotoxities of the synthetic lutamides, convolutamines and their de-O-methyl derivatives were examined using drug-sensitive and -resistant P388 as well as KB cell lines. The bioassay suggests that the 2,4,6-tribromo-3-methoxyphenethylamine is an indispensable unit Tor detection of the activities. Additionally, a reversal of drug resistance by those alkaloids is recognized. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00110-3

文献信息

• Synthesis and biological activities of the marine bryozoan alkaloids convolutamines A, C and F, and lutamides A and C
  作者：Hirofumi Hashima、Masahiko Hayashi、Yoshiaki Kamano、Nobuhiro Sato

  DOI：10.1016/s0968-0896(00)00110-3

  日期：2000.7

  Synthesis of convolutamines and lutamides, new 2,4,6-tribromo-3-methoxyphenethylamine alkaloids isolated from Floridian marine bryozoan Amathia convoluta, was accomplished by a sequence of reactions starting from 3-hydroxy-phenethylamines. Cytotoxities of the synthetic lutamides, convolutamines and their de-O-methyl derivatives were examined using drug-sensitive and -resistant P388 as well as KB cell lines. The bioassay suggests that the 2,4,6-tribromo-3-methoxyphenethylamine is an indispensable unit Tor detection of the activities. Additionally, a reversal of drug resistance by those alkaloids is recognized. (C) 2000 Elsevier Science Ltd. All rights reserved.