adamantane-2-spiro-3'-11',11'-bis(ethoxycarbonyl)-1',2',4',9',13'-pentaoxadispiro[4.2.5.2]pentadecane | 664336-91-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: adamantane-2-spiro-3'-11',11'-bis(ethoxycarbonyl)-1',2',4',9',13'-pentaoxadispiro[4.2.5.2]pentadecane
• CAS: 664336-91-8
• 化学式: C₂₅H₃₆O₉
• 分子量: 480.555
• InChiKey: YLKONWJRDLHFTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  adamantane-2-spiro-3'-11',11'-bis(ethoxycarbonyl)-1',2',4',9',13'-pentaoxadispiro[4.2.5.2]pentadecane 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以58%的产率得到
  参考文献：
  名称：

  Effect of functional group polarity on the antimalarial activity of spiro and dispiro-1,2,4-trioxolanes

  摘要：

  Based on the structures of several lipophilic trioxolane antimalarial prototypes, we set out to determine which functional groups were associated with good antimalarial profiles and identify more polar (lower LogP/LogD) lead compounds with good physicochemical properties. More lipophilic trioxolanes tended to have better oral activities than their more polar counterparts. Trioxolanes with a wide range of neutral and basic, but not acidic, functional groups had good antimalarial profiles. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.041
• 作为产物：
  描述：

  3,3-bis(ethoxycarbonyl)-1,5-dioxaspiro[5.5]undecan-9-one 、 adamantan-2-one O-methyloxime 在 臭氧 作用下， 以 二氯甲烷 、 正戊烷 为溶剂， 以50%的产率得到adamantane-2-spiro-3'-11',11'-bis(ethoxycarbonyl)-1',2',4',9',13'-pentaoxadispiro[4.2.5.2]pentadecane
  参考文献：
  名称：

  Effect of functional group polarity on the antimalarial activity of spiro and dispiro-1,2,4-trioxolanes

  摘要：

  Based on the structures of several lipophilic trioxolane antimalarial prototypes, we set out to determine which functional groups were associated with good antimalarial profiles and identify more polar (lower LogP/LogD) lead compounds with good physicochemical properties. More lipophilic trioxolanes tended to have better oral activities than their more polar counterparts. Trioxolanes with a wide range of neutral and basic, but not acidic, functional groups had good antimalarial profiles. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.041

文献信息

• Effect of functional group polarity on the antimalarial activity of spiro and dispiro-1,2,4-trioxolanes
  作者：Y DONG、Y TANG、J CHOLLET、H MATILE、S WITTLIN、S CHARMAN、W CHARMAN、J TOMAS、C SCHEURER、C SNYDER

  DOI：10.1016/j.bmc.2006.05.041

  日期：2006.9.15

  Based on the structures of several lipophilic trioxolane antimalarial prototypes, we set out to determine which functional groups were associated with good antimalarial profiles and identify more polar (lower LogP/LogD) lead compounds with good physicochemical properties. More lipophilic trioxolanes tended to have better oral activities than their more polar counterparts. Trioxolanes with a wide range of neutral and basic, but not acidic, functional groups had good antimalarial profiles. (c) 2006 Elsevier Ltd. All rights reserved.