tetraethyl N-(4-<(<2,4-diamino-6-pteridinyl>methyl) methyl-amino>benzoyl)-3-amino-3-ethoxycarbonylpropylidene-1,1-bisphosphonate | 120368-87-8

• 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: tetraethyl N-(4-<(<2,4-diamino-6-pteridinyl>methyl) methyl-amino>benzoyl)-3-amino-3-ethoxycarbonylpropylidene-1,1-bisphosphonate
• 英文别名: Ethyl 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-4,4-bis(diethoxyphosphoryl)butanoate
• CAS: 120368-87-8
• 化学式: C₂₉H₄₄N₈O₉P₂
• 分子量: 710.664
• InChiKey: IOCDIQGUMXHHOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  48
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  233
• 氢给体数：
  3
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  tetraethyl N-(4-<(<2,4-diamino-6-pteridinyl>methyl) methyl-amino>benzoyl)-3-amino-3-ethoxycarbonylpropylidene-1,1-bisphosphonate 生成 2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-4,4-bis(diethoxyphosphoryl)butanoic acid
  参考文献：
  名称：

  STURTZ, GEORGES LOUIS EDMOND;VOISIN, PATRICIA CECILE MARIE-LAURE

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-trichloroethyl N-(4-carbonochloridoylphenyl)-N-methylcarbamate 在 potassium dihydrogenphosphate 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 29.0h， 生成 tetraethyl N-(4-<(<2,4-diamino-6-pteridinyl>methyl) methyl-amino>benzoyl)-3-amino-3-ethoxycarbonylpropylidene-1,1-bisphosphonate
  参考文献：
  名称：

  A study of the delivery-targeting concept applied to antineoplasic drugs active on human osteosarcoma. I. Synthesis and biological activity in nude mice carrying human osteosarcoma xenografts of gem-bisphosphonic methotrexate analogues

  摘要：

  With the aim of verifying the concept of osteotic vectorisation, synthesis of three methotrexate (MTX) gem-diphosphonic analogues (compounds A, B and C) was performed. These molecules were tested on BALB/c and NIH III mice previously grafted with subcutaneous implants of OHS, TTX p7 and/or TTX p11 human osteosarcoma cell lines. Antineoplasic activity of compound B and C (active compounds) was compared to the activity for MTX alone and to activity of compound A (inactive compound). Compounds B and C exhibited an increased antineoplasic activity compared to MTX alone and to compound A. At equimolar doses, compound B was found to be 5-6-fold more active than MTX given alone. We have discussed the concept of osteotic vectorisation of compound B, which could be regarded as a prodrug.

  DOI：

  10.1016/0223-5234(92)90117-j

文献信息

• STURTZ, GEORGES;VOISIN-DACHEUX, PATRICIA;GUILLAMOT, GERARD, C. R. ACAD. SCI. SER. 2, 310,(1990) N, C. 739-742
  作者：STURTZ, GEORGES、VOISIN-DACHEUX, PATRICIA、GUILLAMOT, GERARD

  DOI：——

  日期：——