4-(Adamantan-1-yl)-2-hydroxybutanoic acid | 1033777-81-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(Adamantan-1-yl)-2-hydroxybutanoic acid
• 英文别名: 4-(1-adamantyl)-2-hydroxybutanoic acid
• CAS: 1033777-81-9
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: FPXZOUFQBISVLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[3-(morpholino)propoxy]benzenamine 、 4-(Adamantan-1-yl)-2-hydroxybutanoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-Adamantan-1-yl-2-hydroxy-N-[3-(3-morpholin-4-yl-propoxy)-phenyl]-butyramide
  参考文献：
  名称：

  Non-urea functionality as the primary pharmacophore in soluble epoxide hydrolase inhibitors

  摘要：

  Inhibition of soluble epoxide hydrolase has been proposed as a promising new pharmaceutical target for diseases involving hypertension and vascular inflammation. The most potent sEH inhibitors reported to date contain a urea or amide moiety as the central or 'primary' pharmacophore. We evaluated replacing the urea pharmacophore with other functional groups such as thiourea, sulfonamide, sulfonylurea, aminomethylene amide, hydroxyamide, and ketoamide to identify novel and potent inhibitors. The hydroxyamide moiety was identified as a novel pharmacophore affording potency comparable to urea. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.013
• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 生成 4-(Adamantan-1-yl)-2-hydroxybutanoic acid
  参考文献：
  名称：

  Non-urea functionality as the primary pharmacophore in soluble epoxide hydrolase inhibitors

  摘要：

  Inhibition of soluble epoxide hydrolase has been proposed as a promising new pharmaceutical target for diseases involving hypertension and vascular inflammation. The most potent sEH inhibitors reported to date contain a urea or amide moiety as the central or 'primary' pharmacophore. We evaluated replacing the urea pharmacophore with other functional groups such as thiourea, sulfonamide, sulfonylurea, aminomethylene amide, hydroxyamide, and ketoamide to identify novel and potent inhibitors. The hydroxyamide moiety was identified as a novel pharmacophore affording potency comparable to urea. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.013