3-(adamantan-1-ylamino)propan-1-ol | 19984-59-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(adamantan-1-ylamino)propan-1-ol
• 英文别名: <1>Adamantyl-<3-hydroxy-propyl>-amin；1-(γ-Hydroxy-propyl)-amino-adamantan；3-(1-Adamantylamino)propan-1-ol
• CAS: 19984-59-9
• 化学式: C₁₃H₂₃NO
• mdl: MFCD02208145
• 分子量: 209.332
• InChiKey: SSRIXWYBKABTAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  338.1±25.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(adamantan-1-ylamino)propan-1-ol 在 硝酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  New Adamantane Derivatives with NO-Generating Fragment

  摘要：

  An approach to the synthesis of adamantane derivatives with NO-generating fragment containing nitroxy group has been developed. 1-Aminoadamantane, memantine, and adamantanecarboxylic acid have been used as initial compounds. The prepared compounds have shown ability to generate nitric oxide in a system mimicking biological reactions of nitro group reduction.

  DOI：

  10.1134/s0012500818010044
• 作为产物：
  描述：

  盐酸金刚烷胺 、 3-溴-1-丙醇 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 生成 3-(adamantan-1-ylamino)propan-1-ol
  参考文献：
  名称：

  抗病毒药。2.与1-金刚烷胺有关的化合物的构效关系。

  摘要：

  DOI：

  10.1021/jm00288a019

文献信息

• Chemical Transformations of Tetracyclo[3.3.1.13,7.01,3]decane (1,3-Dehydroadamantane): VII. Reaction of 1,3-Dehydroadamantane with Alkanediols and Amino Alcohols
  作者：G. M. Butov、V. M. Mokhov

  DOI：10.1134/s1070428018120035

  日期：2018.12

  The reaction of 1,3-dehydroadamantane with C2–C6 α,ω-alkanediols selectively afforded ω-(adamantan- 1-yloxy)alkan-1-ols in 87–94% yield. The reaction of 1,3-dehydroadamantane with ω-aminoalkan-1- ols (2-aminoethanol and 3-aminopropan-1-ol) gave mixtures of addition products through the oxygen and nitrogen atoms, which can be readily separated by fractional vacuum distillation or crystallization.

  的反应的1,3- dehydroadamantane以C 2 -C 6 α，ω链烷二醇选择性地得到ω-（金刚烷-1-基氧基）的烷-1-醇在87-94％的产率。1,3-脱氢金刚烷与ω-氨基烷-1-醇（2-氨基乙醇和3-氨基丙烷-1-醇）的反应生成了通过氧和氮原子形成的加成产物混合物，可以通过分步真空蒸馏轻松分离或结晶。
• BTDAzo: A Photoswitchable TRPC5 Channel Activator**
  作者：Markus Müller、Konstantin Niemeyer、Nicole Urban、Navin K. Ojha、Frank Zufall、Trese Leinders‐Zufall、Michael Schaefer、Oliver Thorn‐Seshold

  DOI：10.1002/anie.202201565

  日期：2022.9.5

  are important sensory ion channels with roles in perception including of heat, cold, and electrophiles, as well as in signaling and mineralostasis. Here the first photopharmaceutical TRPC5 ligand, BTDAzo, is developed, which achieves outstanding photoswitchability of TRPC5 currents in physiological models including brain slice, without crosstalk to the related TRPC4 channel.

  TRP（瞬时受体电位）是重要的感觉离子通道，在感知（包括热、冷和亲电子）以及信号传导和矿物质平衡中发挥作用。这里开发了第一个光药物TRPC5配体BTDAzo ，它在包括脑切片在内的生理模型中实现了TRPC5电流的出色光切换性，且不会与相关TRPC4通道发生串扰。
• Adamantylamines by direct amination of 1-bromoadamantane
  作者：Eriks V. Krumkalns、William Pfeifer

  DOI：10.1021/jm00311a056

  日期：1968.9
• Plakhotnik, V. M.; Kovtun, V. Yu.; Krasutskii, P. A., Journal of Organic Chemistry USSR (English Translation), 1981, p. 1287 - 1290
  作者：Plakhotnik, V. M.、Kovtun, V. Yu.、Krasutskii, P. A.、Novikova, M. I.、Prokhorov, A. B.、et al.

  DOI：——

  日期：——
• FUSED-RING COMPOUNDS, PHARMACEUTICAL COMPOSITION AND USES THEREOF
  申请人：SHANGHAI DE NOVO PHARMATECH CO., LTD.

  公开号：US20180022752A1

  公开（公告）日：2018-01-25

  This disclosure is related to a fused-ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the fused ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, preparation methods thereof, and use thereof in modulating activity of indoleamine 2, 3-dioxygenase (IDO) and/or tryptophan 2, 3-dioxygenase (TDO). This disclosure further provides methods of treating IDO and/or TDO-associated diseases, including cancer, viral infection and autoimmune diseases.