(4R)-3-[2-[[2-[(4R)-4-carboxy-1,3-thiazolidine-3-carbonyl]-4,5-dimethoxyphenyl]disulfanyl]-4,5-dimethoxybenzoyl]-1,3-thiazolidine-4-carboxylic acid | 151324-49-1

• 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: (4R)-3-[2-[[2-[(4R)-4-carboxy-1,3-thiazolidine-3-carbonyl]-4,5-dimethoxyphenyl]disulfanyl]-4,5-dimethoxybenzoyl]-1,3-thiazolidine-4-carboxylic acid
• CAS: 151324-49-1
• 化学式: C₂₆H₂₈N₂O₁₀S₄
• 分子量: 656.78
• InChiKey: CMIHXVILGRRDTR-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  253
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (4R)-3-[2-[[2-[(4R)-4-carboxy-1,3-thiazolidine-3-carbonyl]-4,5-dimethoxyphenyl]disulfanyl]-4,5-dimethoxybenzoyl]-1,3-thiazolidine-4-carboxylic acid 在 sodium hydroxide 、 sodium tetrahydroborate 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 48.0h， 生成 6,7-Dimethoxy-1,10a-dihydro-2,9-dithia-3a-aza-benzo[f]azulene-4,10-dione
  参考文献：
  名称：

  Thioanalogues of anti-tumor antibiotics. II. Synthesis and preliminary in vitro cytotoxicity evaluation of tricyclic [1,4]benzothiazepine derivatives

  摘要：

  The synthesis of tricyclic [1,4]benzothiazepine derivatives starting from optically active cyclic amino acids and amino alcohols is described. The absolute configurations of the target compounds were assigned by X-ray and H-1-NMR analyses and by molecular modeling studies. The cytotoxic activity of the tricyclic derivatives was tested in vitro by growth inhibition assays using murine L1210 and human lymphoblastic CCRF-CEM leukemias. Compounds 5, 9, and 10 exhibited marked cytotoxic activity.

  DOI：

  10.1016/0223-5234(93)90136-3
• 作为产物：
  描述：

  bis(2-chlorocarbonyl-4,5-dimethoxyphenyl) disulphide 、 L-硫代脯氨酸 在 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以86%的产率得到(4R)-3-[2-[[2-[(4R)-4-carboxy-1,3-thiazolidine-3-carbonyl]-4,5-dimethoxyphenyl]disulfanyl]-4,5-dimethoxybenzoyl]-1,3-thiazolidine-4-carboxylic acid
  参考文献：
  名称：

  Thioanalogues of anti-tumor antibiotics. II. Synthesis and preliminary in vitro cytotoxicity evaluation of tricyclic [1,4]benzothiazepine derivatives

  摘要：

  The synthesis of tricyclic [1,4]benzothiazepine derivatives starting from optically active cyclic amino acids and amino alcohols is described. The absolute configurations of the target compounds were assigned by X-ray and H-1-NMR analyses and by molecular modeling studies. The cytotoxic activity of the tricyclic derivatives was tested in vitro by growth inhibition assays using murine L1210 and human lymphoblastic CCRF-CEM leukemias. Compounds 5, 9, and 10 exhibited marked cytotoxic activity.

  DOI：

  10.1016/0223-5234(93)90136-3

文献信息

• Thioanalogues of anti-tumor antibiotics. II. Synthesis and preliminary in vitro cytotoxicity evaluation of tricyclic [1,4]benzothiazepine derivatives
  作者：A Garofalo、G Balconi、M Botta、F Corelli、M D'Incalci、G Fabrizi、I Fiorini、D Lamba、V Nacci

  DOI：10.1016/0223-5234(93)90136-3

  日期：1993.1

  The synthesis of tricyclic [1,4]benzothiazepine derivatives starting from optically active cyclic amino acids and amino alcohols is described. The absolute configurations of the target compounds were assigned by X-ray and H-1-NMR analyses and by molecular modeling studies. The cytotoxic activity of the tricyclic derivatives was tested in vitro by growth inhibition assays using murine L1210 and human lymphoblastic CCRF-CEM leukemias. Compounds 5, 9, and 10 exhibited marked cytotoxic activity.