Hexansaeure-<1>adamantylamid | 3717-51-9

• 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: Hexansaeure-<1>adamantylamid
• 英文别名: Hexansaeure-[1]adamantylamid；N-(tricyclo[3.3.1.1~3,7~]dec-1-yl)hexanamide；N-(1-adamantyl)hexanamide
• CAS: 3717-51-9
• 化学式: C₁₆H₂₇NO
• 分子量: 249.396
• InChiKey: HGZQESFPULRPRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Hexansaeure-<1>adamantylamid 在 lithium aluminium tetrahydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.0h， 生成 <1>Adamantyl-hexyl-amin
  参考文献：
  名称：

  High Fidelity Kinetic Self-Sorting in Multi-Component Systems Based on Guests with Multiple Binding Epitopes

  摘要：

  The molecular recognition platforms of natural systems often possess multiple binding epitopes, each of which has programmed functional consequences. We report the dynamic behavior of a system comprising CB[6], CB[7], and guests cyclohexanediammonium (1) and adamantanealkylammonium (2) that we refer to as a two-faced guest because it contains two distinct binding epitopes. We find that the presence of the two-faced guests-just as is observed for protein targeting in vivo-dictates the kinetic pathway that the system follows toward equilibrium. The influence of two-faced guest structure, cation concentration, cation identity, and individual rate and equilibrium constants on the behavior of the system was explored by a combination of experiment and simulation. Deconstruction of this system led to the discovery of an anomalous host-guest complex (CB[6]center dot 1) whose dissociation rate constant (k(out) = 8.5 x 10(-10) s(-1)) is approximate to 100-fold slower than the widely used avidin, biotin affinity pair. This result, in combination with the analysis of previous systems which uncovered extraordinarily tight binding events (K-a >= 10(12) M-1), highlights the inherent potential of pursuing a systems approach toward supramolecular chemistry.

  DOI：

  10.1021/ja063390j
• 作为产物：
  描述：

  1-溴金刚烷 、 已腈 在 硫酸 作用下， 反应 4.0h， 以74%的产率得到Hexansaeure-<1>adamantylamid
  参考文献：
  名称：

  High Fidelity Kinetic Self-Sorting in Multi-Component Systems Based on Guests with Multiple Binding Epitopes

  摘要：

  The molecular recognition platforms of natural systems often possess multiple binding epitopes, each of which has programmed functional consequences. We report the dynamic behavior of a system comprising CB[6], CB[7], and guests cyclohexanediammonium (1) and adamantanealkylammonium (2) that we refer to as a two-faced guest because it contains two distinct binding epitopes. We find that the presence of the two-faced guests-just as is observed for protein targeting in vivo-dictates the kinetic pathway that the system follows toward equilibrium. The influence of two-faced guest structure, cation concentration, cation identity, and individual rate and equilibrium constants on the behavior of the system was explored by a combination of experiment and simulation. Deconstruction of this system led to the discovery of an anomalous host-guest complex (CB[6]center dot 1) whose dissociation rate constant (k(out) = 8.5 x 10(-10) s(-1)) is approximate to 100-fold slower than the widely used avidin, biotin affinity pair. This result, in combination with the analysis of previous systems which uncovered extraordinarily tight binding events (K-a >= 10(12) M-1), highlights the inherent potential of pursuing a systems approach toward supramolecular chemistry.

  DOI：

  10.1021/ja063390j

文献信息

• Apoptosis inhibitors
  申请人：National Institute of Biological Sciences, Beijing

  公开号：US11034680B2

  公开（公告）日：2021-06-15

  The invention provides compounds that are inhibitors or covalent modifiers of succinate dehydrogenase subunit B (SDHB) and/or inhibitors of apoptosis, and pharmaceutically acceptable salts, hydrates and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof with an effective amount of the compound or composition.

  本发明提供了琥珀酸脱氢酶亚基 B (SDHB) 的抑制剂或共价修饰剂和/或细胞凋亡抑制剂的化合物及其药学上可接受的盐、水合物和立体异构体。这些化合物可用于药物组合物以及制造和使用方法中，包括用有效量的化合物或组合物治疗有需要的人。
• Antiviral agents. 2. Structure-activity relations of compounds related to 1-adamantanamine
  作者：Paul E. Aldrich、Edward C. Hermann、Walter E. Meier、Marvin Paulshock、William W. Prichard、Jack Austin Synder、John C. Watts

  DOI：10.1021/jm00288a019

  日期：1971.6
• Apoptosis Inhibitors
  申请人：National Institute of Biological Sciences, Beijing

  公开号：US20190152960A1

  公开（公告）日：2019-05-23

  The invention provides compounds that are inhibitors or covalent modifiers of succinate dehydrogenase subunit B (SDHB) and/or inhibitors of apoptosis, and pharmaceutically acceptable salts, hydrates and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof with an effective amount of the compound or composition.
• High Fidelity Kinetic Self-Sorting in Multi-Component Systems Based on Guests with Multiple Binding Epitopes
  作者：Pritam Mukhopadhyay、Peter Y. Zavalij、Lyle Isaacs

  DOI：10.1021/ja063390j

  日期：2006.11.1

  The molecular recognition platforms of natural systems often possess multiple binding epitopes, each of which has programmed functional consequences. We report the dynamic behavior of a system comprising CB[6], CB[7], and guests cyclohexanediammonium (1) and adamantanealkylammonium (2) that we refer to as a two-faced guest because it contains two distinct binding epitopes. We find that the presence of the two-faced guests-just as is observed for protein targeting in vivo-dictates the kinetic pathway that the system follows toward equilibrium. The influence of two-faced guest structure, cation concentration, cation identity, and individual rate and equilibrium constants on the behavior of the system was explored by a combination of experiment and simulation. Deconstruction of this system led to the discovery of an anomalous host-guest complex (CB[6]center dot 1) whose dissociation rate constant (k(out) = 8.5 x 10(-10) s(-1)) is approximate to 100-fold slower than the widely used avidin, biotin affinity pair. This result, in combination with the analysis of previous systems which uncovered extraordinarily tight binding events (K-a >= 10(12) M-1), highlights the inherent potential of pursuing a systems approach toward supramolecular chemistry.