3,7-bis(2-hydroxyethyl)-1,5-diphenyl-3,7-diazabicyclo<3.3.1>nonan-9-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3,7-bis(2-hydroxyethyl)-1,5-diphenyl-3,7-diazabicyclo<3.3.1>nonan-9-one
• 英文别名: 3,7-bis(β-hydroxyethyl)-1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one；3,7-bis(2-hydroxyethyl)-9-oxo-1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonane；1,5-diphenyl-3,7-bis(2-hydroxyethyl)-3,7-diazabicyclo[3.3.1]nonan-9-one；3,7-bis-(2-hydroxy-ethyl)-1,5-diphenyl-3,7-diaza-bicyclo[3.3.1]nonan-9-one；3,7-Bis-(2-hydroxy-aethyl)-1,5-diphenyl-3,7-diaza-bicyclo[3.3.1]nonan-9-on；3,7-bis(2-hydroxyethyl)-1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one
• 化学式: C₂₃H₂₈N₂O₃
• 分子量: 380.487
• InChiKey: SJSVLYIPCHDMEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,7-bis(2-hydroxyethyl)-1,5-diphenyl-3,7-diazabicyclo<3.3.1>nonan-9-one 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以93%的产率得到1,5-diphenyl-3,7-di(2-chloroethyl)-3,7-diazabicyclo<3.3.1>nonan-9-one
  参考文献：
  名称：

  Synthesis and metal complexes of symmetrically N-substituted bispidinones

  摘要：

  The symmetrically substituted bispidinones (9-23) were prepared by the Mannich reaction. The bispidinone (28) can be used to generate the diaminoethyl derivative (25) and the diphenoxy ether (32). The crystal structure of the glycinic bispidinone (20) is reported. Metal complexes of bispidinones (4), (35-54) were prepared with copper, palladium and platinum.

  DOI：

  10.1016/0040-4020(94)01069-c
• 作为产物：
  描述：

  二苄基甲酮 、 C.I.酸性橙108 以42%的产率得到
  参考文献：
  名称：

  Black David St. C., Deacon Glen B., Rose Michael, Tetrahedron, 51 (1995) N 7, S 2055-2076

  摘要：

  DOI：

文献信息

• The Bispidinone Derivative 3,7-Bis-[2-(S)-amino-3-(1H-indol-3-yl)-propionyl]-1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one Dihydrochloride Induces an Apoptosis-Mediated Cytotoxic Effect on Pancreatic Cancer Cells In Vitro
  作者：Melanie Predebon、Danielle Bond、Joshua Brzozowski、Helen Jankowski、Fiona Deane、Mark Tarleton、Aron Shaw、Adam McCluskey、Michael Bowyer、Judith Weidenhofer、Christopher Scarlett

  DOI：10.3390/molecules24030524

  日期：——

  derivatives (BisP1: 1,5-diphenyl-3,7-bis(2-hydroxyethyl)-3,7-diazabicyclo[3.3.1]nonan-9-one; BisP2: 3,7-bis-(2-(S)-amino-4-methylsulfanylbutyryl)-1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one dihydrochloride; BisP3: [2-7-[2-(S)-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionyl]-9-oxo-1,5-diphenyl-3,7-diazabicyclo[3.3.1]non-3-yl}-1-(S)-(1H-indol-3-ylmethyl)-2-oxoethyl]-carbamic acid tertbutyl

  胰腺癌（PC）是一种复杂的异质性疾病，预后不良。当前的疗法未能改善生存结果，因此迫切需要发现新颖的靶向疗法。Bispidinone衍生物作为针对PC细胞的细胞毒剂尚未被研究。四种双嘧啶酮衍生物（BisP1：1,5-二苯基-3,7-双（2-羟乙基）-3,7-二氮杂双环[3.3.1] nonan-9-one; BisP2：3,7-bis的细胞毒性作用-（2-（S）-氨基-4-甲基硫烷基丁酰基）-1,5-二苯基-3,7-二氮杂双环[3.3.1]壬南-9-二盐酸盐; BisP3：[2- 7- [2-（ S）-叔丁氧羰基氨基-3-（1H-吲哚-3-基）-丙酰基] -9-氧代-1,5-二苯基-3,7-二氮杂双环[3.3.1] non-3-yl} -1 -（S）-（1H-吲哚-3-基甲基）-2-氧代乙基]-氨基甲酸叔丁酯; BisP4：3,7-双-[2-（S）-氨基-3-（1H-吲哚-3 -基）-丙酰基]
• Synthesis, crystal structures, and electrochemistry of CuII complexes with tetradentate N2O2 ligands derived from 3,7-diazabicyclo[3.3.1]nonan-9-one
  作者：S. Z. Vatsadze、V. S. Tyurin、N. V. Zyk、A. V. Churakov、L. G. Kuz'mina、E. V. Avtomonov、R. D. Rakhimov、K. P. Butin

  DOI：10.1007/s11172-006-0044-2

  日期：2005.8

  New copper(II) complexes with tetradentate ligands derived from 1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one and containing the N,N′-2-hydroxyethyl, 2-methoxyethyl, and carboxymethyl substituents were synthesized. The crystal structures of the complexes were established and the complexes were studied by cyclic voltammetry. The ligands are preorganized for complexation and are highly complementary

  新的铜 (II) 配合物与衍生自 1,5-diphenyl-3,7-diazabicyclo[3.3.1]nonan-9-one 并含有 N,N'-2-羟乙基、2-甲氧基乙基和羧甲基的四齿配体合成了取代基。建立了配合物的晶体结构，并通过循环伏安法研究了配合物。配体为络合而预先组织，并且对于二价铜阳离子具有高度互补性。
• Synthesis of new macrocyclic bispidinone ionophores
  作者：David St C. Black、Mark A. Horsham、Michael Rose

  DOI：10.1016/0040-4020(95)00161-z

  日期：1995.4

  A linear synthesis, a convergent synthesis and cyclic Mannich reactions were used to prepare the macrocyclic bispidinone ionophores (6-7), (14) and (12-13). The convergent synthesis required successful alkylation of the N-unsubstituted bispidinone (9).
• 372. Synthetic analgesics and related compounds. Part II. Some derivatives of 3 : 7-diazabicyclo[3 : 3 : 1]nonane (bispidine)
  作者：Zu-Yoong Kyi、Walter Wilson

  DOI：10.1039/jr9510001706

  日期：——
• Zefirov; Palyulin; Starovoitova, Doklady Chemistry, 1996, vol. 347, # 4-6, p. 98 - 101
  作者：Zefirov、Palyulin、Starovoitova、Potekhin、Struchkov

  DOI：——

  日期：——