ethyl 6-isothiocyanatononanoate | 111823-32-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 6-isothiocyanatononanoate
• 英文别名: Ethyl 9-isothiocyanatononanoate
• CAS: 111823-32-6
• 化学式: C₁₂H₂₁NO₂S
• 分子量: 243.37
• InChiKey: ZBCCOEPVIWKCKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tetrahydrofolic acid 、 ethyl 6-isothiocyanatononanoate 在 calcium oxide 作用下， 生成 5-<<<8-(ethoxycarbonyl)octyl>amino>thioxomethyl>-5,6,7,8-tetrahydrofolic acid calcium salt
  参考文献：
  名称：

  Potential anticancer agents. 5-(N-Substituted-aminocarbonyl)- and 5-(N-substituted-aminothiocarbonyl)-5,6,7,8-tetrahydrofolic acids

  摘要：

  5-[[N-[(Ethoxycarbonyl)alkyl]amino]carbonyl] (6-9) and the corresponding aminothiocarbonyl (12-15) derivatives of 5,6,7,8-tetrahydrofolic acid were prepared as multisubstrate analogues of the substrate--cofactor adduct in the reactions catalyzed by the folate-mediated one-carbon transfer reactions. Evaluation in vitro showed that 7 (alkyl = hexyl) was cytotoxic to H.Ep.-2 cells (ED50, 4 microM) but noncytotoxic to proliferating L1210 cells. No activity was observed for 7 against the P388 leukemia in mice.

  DOI：

  10.1021/jm00398a034
• 作为产物：
  描述：

  氨基壬酸 在 sodium hydroxide 、 氯化亚砜 作用下， 以 氯仿 、 水 为溶剂， 反应 48.0h， 生成 ethyl 6-isothiocyanatononanoate
  参考文献：
  名称：

  Potential anticancer agents. 5-(N-Substituted-aminocarbonyl)- and 5-(N-substituted-aminothiocarbonyl)-5,6,7,8-tetrahydrofolic acids

  摘要：

  5-[[N-[(Ethoxycarbonyl)alkyl]amino]carbonyl] (6-9) and the corresponding aminothiocarbonyl (12-15) derivatives of 5,6,7,8-tetrahydrofolic acid were prepared as multisubstrate analogues of the substrate--cofactor adduct in the reactions catalyzed by the folate-mediated one-carbon transfer reactions. Evaluation in vitro showed that 7 (alkyl = hexyl) was cytotoxic to H.Ep.-2 cells (ED50, 4 microM) but noncytotoxic to proliferating L1210 cells. No activity was observed for 7 against the P388 leukemia in mice.

  DOI：

  10.1021/jm00398a034

文献信息

• TEMPLE, CARROLL, JR.;ELLIOTT, ROBERT D.;MONTGOMERY, JOHN A., J. MED. CHEM., 31,(1988) N 3, 697-700
  作者：TEMPLE, CARROLL, JR.、ELLIOTT, ROBERT D.、MONTGOMERY, JOHN A.

  DOI：——

  日期：——