2(1-trimethylsilyloxy-4-methylene-cyclohexyl)-eth-1-yne | 142076-68-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2(1-trimethylsilyloxy-4-methylene-cyclohexyl)-eth-1-yne
• 英文别名: [(1-Ethynyl-4-methylidenecyclohexyl)oxy](trimethyl)silane；(1-ethynyl-4-methylidenecyclohexyl)oxy-trimethylsilane
• CAS: 142076-68-4
• 化学式: C₁₂H₂₀OSi
• 分子量: 208.376
• InChiKey: BDDAVAMCQBFLPC-UHFFFAOYSA-N

物化性质

• 沸点：
  215.2±40.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2(1-trimethylsilyloxy-4-methylene-cyclohexyl)-eth-1-yne 在 正丁基锂 、 硫酸 、 三氟化硼乙醚 、 氢气 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 5E-9a-carba-14(1-hydroxy-4-methylidenecyclohexyl)-13,14-dehydro prostaglandin I2
  参考文献：
  名称：

  Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin

  摘要：

  Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by C-13 NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10(-1) - 10(-2) of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10(-3) - 10(-4) of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the Corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.

  DOI：

  10.1016/0223-5234(92)90104-9
• 作为产物：
  描述：

  4-亚甲基环己酮 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 2(1-trimethylsilyloxy-4-methylene-cyclohexyl)-eth-1-yne
  参考文献：
  名称：

  Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin

  摘要：

  Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by C-13 NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10(-1) - 10(-2) of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10(-3) - 10(-4) of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the Corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.

  DOI：

  10.1016/0223-5234(92)90104-9

文献信息

• Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin
  作者：M Lopp、G Kobzar、M Bergmann、T Pehk、A Lopp、T Valimäe、M Viigimaa、Ü Lille

  DOI：10.1016/0223-5234(92)90104-9

  日期：1992.3

  Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by C-13 NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10(-1) - 10(-2) of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10(-3) - 10(-4) of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the Corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.