4-[(1R,3aS,5R,7aR)-3a,5-dihydroxy-7a-methylperhydroinden-1-yl]-3E-buten-2-one | 260048-69-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-[(1R,3aS,5R,7aR)-3a,5-dihydroxy-7a-methylperhydroinden-1-yl]-3E-buten-2-one
• CAS: 260048-69-9
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: SLYOAKMVAMNVKI-ZSDLODBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-[(1R,3aS,5R,7aR)-3a,5-dihydroxy-7a-methylperhydroinden-1-yl]-3E-buten-2-one 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以92%的产率得到(1R,3aS,5R,7aR)-3a-hydroxy-7a-methyl-1-(3-oxo-1E-butenyl)perhydroinden-5-yl acetate
  参考文献：
  名称：

  Synthesis and inotropic activity of hydroindene derivatives

  摘要：

  A synthetic approach to hydroindenic inotropic agents has been developed, starting from enantiopure Hajos-Parrish (1), Hajos-Wiechert (2), and related diketones. Their transformation: into C-l formyl derivatives and other subsequent synthetic targets is described. The results of the thermodynamic equilibration between both epimers of each formyl derivative are analysed. The inotropic activities of selected compounds on right and left atrial preparations are also evaluated and discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00251-5
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 水 、 溶剂黄146 作用下， 以 甲醇 、 苯 为溶剂， 反应 14.75h， 生成 4-[(1R,3aS,5R,7aR)-3a,5-dihydroxy-7a-methylperhydroinden-1-yl]-3E-buten-2-one
  参考文献：
  名称：

  Synthesis and inotropic activity of hydroindene derivatives

  摘要：

  A synthetic approach to hydroindenic inotropic agents has been developed, starting from enantiopure Hajos-Parrish (1), Hajos-Wiechert (2), and related diketones. Their transformation: into C-l formyl derivatives and other subsequent synthetic targets is described. The results of the thermodynamic equilibration between both epimers of each formyl derivative are analysed. The inotropic activities of selected compounds on right and left atrial preparations are also evaluated and discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00251-5

文献信息

• Hydroindenic-guanylhydrazones. Synthesis and evaluation as inotropic agents
  作者：Concepción P. Melero、Luis G. Sevillano、Esther Caballero、Fernando Tomé、Rosalía Carrón、M.José Montero、Arturo San Feliciano、Manuel Medarde

  DOI：10.1016/s0960-894x(98)00581-2

  日期：1998.11

  The synthesis and inotropic activity of two families of hydroindenic compounds are described. Among them, a bis-guanylhydrazone derivative has demonstrated to produce an interesting positive inotropic effect on guinea pig atria, displaying at higher dosis a similar effect to that elicited by digoxin. (C) 1998 Elsevier Science Ltd. All rights reserved.