Octanoic acid, 8-[(trimethylsilyl)amino]-, trimethylsilyl ester | 61853-72-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Octanoic acid, 8-[(trimethylsilyl)amino]-, trimethylsilyl ester
• 英文别名: trimethylsilyl 8-(trimethylsilylamino)octanoate
• CAS: 61853-72-3
• 化学式: C₁₄H₃₃NO₂Si₂
• 分子量: 303.593
• InChiKey: ZBMPHIWRHRHURZ-UHFFFAOYSA-N

物化性质

• 沸点：
  306.5±25.0 °C(Predicted)
• 密度：
  0.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Octanoic acid, 8-[(trimethylsilyl)amino]-, trimethylsilyl ester 、 邻乙酰水杨酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Studies Directed at the Use of a Parallel Synthesis Matrix to Increase Throughput in an in Vivo Assay

  摘要：

  Heparin is the anticoagulant of choice for hospitalized patients, but it is dosed only by injection because it is not absorbed following oral administration. We have discovered and prepared compounds (delivery agents) that facilitate the gastrointestinal absorption of heparin in rats, monkeys, and humans when given orally. We are currently developing a parallel synthesis approach to increase our delivery agent screening throughput in vivo. This approach has been used to produce micromolar quantities of compounds for testing in rats in a 5 x 5 parallel synthesis array. Using an amine benzoylation reaction sequence, 10 mixtures were prepared. These mixtures contained equal weight quantities of five N-substituted, non-alpha, amino acid delivery agents. Each of these mixtures was orally administered to rats in combination with heparin, and plasma clotting times (APTT) were measured to determine activity. Deconvolution of the data accurately identified the most active individual components. Independent synthesis of these compounds verified their activity. This parallel synthesis approach is an effective tool for the screening of oral heparin delivery agents and has increased screening throughput significantly.

  DOI：

  10.1021/jm990416r
• 作为产物：
  描述：

  三甲基氯硅烷 、 8-氨基辛酸 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 Octanoic acid, 8-[(trimethylsilyl)amino]-, trimethylsilyl ester
  参考文献：
  名称：

  Studies Directed at the Use of a Parallel Synthesis Matrix to Increase Throughput in an in Vivo Assay

  摘要：

  Heparin is the anticoagulant of choice for hospitalized patients, but it is dosed only by injection because it is not absorbed following oral administration. We have discovered and prepared compounds (delivery agents) that facilitate the gastrointestinal absorption of heparin in rats, monkeys, and humans when given orally. We are currently developing a parallel synthesis approach to increase our delivery agent screening throughput in vivo. This approach has been used to produce micromolar quantities of compounds for testing in rats in a 5 x 5 parallel synthesis array. Using an amine benzoylation reaction sequence, 10 mixtures were prepared. These mixtures contained equal weight quantities of five N-substituted, non-alpha, amino acid delivery agents. Each of these mixtures was orally administered to rats in combination with heparin, and plasma clotting times (APTT) were measured to determine activity. Deconvolution of the data accurately identified the most active individual components. Independent synthesis of these compounds verified their activity. This parallel synthesis approach is an effective tool for the screening of oral heparin delivery agents and has increased screening throughput significantly.

  DOI：

  10.1021/jm990416r

文献信息

• Studies Directed at the Use of a Parallel Synthesis Matrix to Increase Throughput in an in Vivo Assay
  作者：Andrea Leone-Bay、John Freeman、Doris O'Toole、Connie Rosado-Gray、Sirpa Salo-Kostmayer、Monica Tai、Frank Mercogliano、Robert A. Baughman

  DOI：10.1021/jm990416r

  日期：2000.9.1

  Heparin is the anticoagulant of choice for hospitalized patients, but it is dosed only by injection because it is not absorbed following oral administration. We have discovered and prepared compounds (delivery agents) that facilitate the gastrointestinal absorption of heparin in rats, monkeys, and humans when given orally. We are currently developing a parallel synthesis approach to increase our delivery agent screening throughput in vivo. This approach has been used to produce micromolar quantities of compounds for testing in rats in a 5 x 5 parallel synthesis array. Using an amine benzoylation reaction sequence, 10 mixtures were prepared. These mixtures contained equal weight quantities of five N-substituted, non-alpha, amino acid delivery agents. Each of these mixtures was orally administered to rats in combination with heparin, and plasma clotting times (APTT) were measured to determine activity. Deconvolution of the data accurately identified the most active individual components. Independent synthesis of these compounds verified their activity. This parallel synthesis approach is an effective tool for the screening of oral heparin delivery agents and has increased screening throughput significantly.