tetraethyl (5-hexenylidene)bisphosphonate | 849113-59-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: tetraethyl (5-hexenylidene)bisphosphonate
• 英文别名: 6,6-Bis(diethoxyphosphoryl)hex-1-ene
• CAS: 849113-59-3
• 化学式: C₁₄H₃₀O₆P₂
• 分子量: 356.336
• InChiKey: MSNDBSJOVRNCRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tetraethyl (5-hexenylidene)bisphosphonate 在 三甲基溴硅烷 、 碘 、 silver nitrate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 42.0h， 生成 (5,6-Bis-nitrooxy-1-phosphono-hexyl)-phosphonic acid
  参考文献：
  名称：

  Synthesis of NO-Donor Bisphosphonates and Their in-Vitro Action on Bone Resorption

  摘要：

  A new class of bisphosphonates containing nitrooxy NO-donor functions has been developed. The products proved to display affinity for hydroxyapatite. Injection of Tc-99m-labeled derivatives 11 and 18 into male rats showed a preferential accumulation of the compounds in bone as compared to blood and muscles. The products were found to inhibit the differentiation of preosteoclasts to functional osteoclasts induced by receptor activator of NF-kappaB ligand (RANKL), through a prevalent NO-dependent mechanism.

  DOI：

  10.1021/jm040830d
• 作为产物：
  描述：

  1,1-双(二乙氧基磷酰基)乙烯 、 3-Butenylmagnesium bromide 以 四氢呋喃 为溶剂， 以63%的产率得到tetraethyl (5-hexenylidene)bisphosphonate
  参考文献：
  名称：

  Synthesis of NO-Donor Bisphosphonates and Their in-Vitro Action on Bone Resorption

  摘要：

  A new class of bisphosphonates containing nitrooxy NO-donor functions has been developed. The products proved to display affinity for hydroxyapatite. Injection of Tc-99m-labeled derivatives 11 and 18 into male rats showed a preferential accumulation of the compounds in bone as compared to blood and muscles. The products were found to inhibit the differentiation of preosteoclasts to functional osteoclasts induced by receptor activator of NF-kappaB ligand (RANKL), through a prevalent NO-dependent mechanism.

  DOI：

  10.1021/jm040830d

文献信息

• Synthesis of NO-Donor Bisphosphonates and Their in-Vitro Action on Bone Resorption
  作者：Loretta Lazzarato、Barbara Rolando、Marco L. Lolli、Gian Cesare Tron、Roberta Fruttero、Alberto Gasco、Guido Deleide、Harald L. Guenther

  DOI：10.1021/jm040830d

  日期：2005.3.1

  A new class of bisphosphonates containing nitrooxy NO-donor functions has been developed. The products proved to display affinity for hydroxyapatite. Injection of Tc-99m-labeled derivatives 11 and 18 into male rats showed a preferential accumulation of the compounds in bone as compared to blood and muscles. The products were found to inhibit the differentiation of preosteoclasts to functional osteoclasts induced by receptor activator of NF-kappaB ligand (RANKL), through a prevalent NO-dependent mechanism.