N,N-dibenzylaminobutane-1,4-diamine | 29867-07-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dibenzylaminobutane-1,4-diamine
• 英文别名: N1,N4-dibenzyl-1,4-diaminobutane；N1,N1-dibenzylbutane-1,4-diamine；(N,N-dibenzyl)tetramethylenediamine；N,N-dibenzyl-1,4-diaminobutane；N',N'-dibenzylbutane-1,4-diamine
• CAS: 29867-07-0
• 化学式: C₁₈H₂₄N₂
• 分子量: 268.402
• InChiKey: ACHWNIHLLDAJBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-dibenzylaminobutane-1,4-diamine 在 Grubbs catalyst first generation 盐酸 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 8-(4-dibenzylamino-butyl)-1,3,4,5,6,7,8,10,11,12,13,14,15,16,19,19a-hexadecahydro-2H-4a,8-diaza-benzocycloheptadecen-9-one
  参考文献：
  名称：

  Efficient Syntheses of Oncinotine and Neooncinotine

  摘要：

  We have synthesized two natural alkaloids, oncinotine (1) and neooncinotine (2), by means of efficient ring-closing metathesis (RCM) reactions. The required dienes for RCM were assembled from three basic components: 2-allylpiperidine (5), 9-decenoic acid (6), and diamines 7. We developed two different methods to achieve the linkage: the Michael addition of acrylamide and two amidations of succinic anhydride. The Grubbs catalyst was used to form the 17- and 18-membered lactams in 50% and 68% yields, respectively.

  DOI：

  10.1021/jo049526i
• 作为产物：
  描述：

  2-(4-dibenzylaminobutyl)-isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 以15%的产率得到N,N-dibenzylaminobutane-1,4-diamine
  参考文献：
  名称：

  Reversal Agent and Linker Variants of Reversed Chloroquines: Activities against Plasmodium falciparum

  摘要：

  We have shown that "reversed chloroquine molecules" constructed from chloroquine-like and resistance "reversal-agent"-like cores can be powerful drugs against malaria (J. Med. Chem. 2006, 49, 5623-5625). Several reversed chloroquines are now presented that probe parameters governing the activities against chloroquine-resistant and chloroquine-sensitive malaria strains. The design is tolerant to linker and reversal agent changes, but it piperazinyl group adjacent to the quinoline, at least for the group Of Compounds studied here, may be detrimental.

  DOI：

  10.1021/jm900972u

文献信息

• New synthetic routes for N-substituted 1,n-diamines. II. Synthesis of selectively N-substituted tetra- and pentamethylenediamines from ω-alkanoic acid derivatives
  作者：María A. Ramírez、María V. Corona、Gisela Ortiz、Alejandra Salerno、Isabel A. Perillo、María M. Blanco

  DOI：10.1016/j.tetlet.2011.01.088

  日期：2011.3

  for the synthesis of selectively N-substituted tetra- and pentamethylenediamines 1 (n = 4,5) is described. The method uses N-substituted ω-haloalkanamides 2 as precursors and involves the microwave-promoted conversion into ω-azidocarboxamides 3 and later the reduction of both azido and carboxamide groups with diborane.

  描述了一种新的合成选择性N-取代的四亚甲基和五亚甲基二胺1（n  = 4,5）的方法。该方法使用N-取代的ω-卤代烷酰胺2作为前体，并涉及微波促进的转化成ω-叠氮羧酰胺3，然后用乙硼烷还原叠氮基和羧酰胺基团。
• Fibrin-stabilizing factor inhibitors. 12. 5-Dibenzylaminopentylamine and related compounds, a new type of FSF [fibrin-stabilizing factor] inhibitors
  作者：Kurt Juergen Hoffmann、Pal Stenberg、Christine Ljunggren、Uno Svensson、J. Lars G. Nilsson、Olle Eriksson、Ann Hartkoorn、Ragnar Lunden

  DOI：10.1021/jm00237a014

  日期：1975.3

  A series of omegadibenzylaminoalkylamines and related compounds have been prepared and tested as inhibitors of fibrin cross-linking. This structural type was chosen in an attempt to develop noncompetitive inhibitors of fibrinoligase. By the combination of the dibenzylamino moiety at one end and the primary amino group at the other end of a polymethylene chain, the same compound could function both

  已经制备了一系列的ω-二苄基氨基烷基胺和相关化合物，并作为纤维蛋白交联抑制剂进行了测试。选择这种结构类型是为了尝试开发非竞争性纤溶酶抑制剂。通过在多亚甲基链的一端上的二苄基氨基部分和另一端上的伯氨基基团的组合，相同的化合物既可以用作假供体底物，又可以用作非竞争性烷基化抑制剂。其中某些化合物（尤其是74-79）属于上述活性最高的纤维蛋白连接酶抑制剂。但是，数据表明这些化合物可能仅起假供体抑制剂的作用。
• Aromatic and heteroaromatic amines for treating depressions, cerebral insufficiency disorders or dementia
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0407032A2

  公开（公告）日：1991-01-09

  The invention concerns compounds having formula: or a salt thereof, wherein E represents hydrogen, lower alkyl or a group Ar¹-A¹-; Ar and Ar¹ are the same or different aryl groups (including heteroaryl) which are optionally substituted, eg by one or more substituents commonly used in pharmaceutical chemistry; A and A¹ are the same or different alkylene groups having one or two carbon atoms linking Ar or Ar¹ to N and optionally substituted by lower alkyl and/or optionally substituted aryl, B is an alkylene group of 3 or 4 carbon atoms, which may be substituted by lower alkyl; D¹ represents halogen, CH₃, CR¹R²NH₂, SO₃H or SO₂NR⁶R⁷ where R¹ and R² are independently hydrogen or lower alkyl and R⁶ and R⁷ are each hydrogen, lower alkyl or aralkyl of 7 to 12 carbon atoms or R⁶ and R⁷ togehter with the nitrogen atom to which they are attached represent a 5 or 6 membered ring, which compounds are useful, for treating depression or cerebral insufficiency or dementias in animals.

  本发明涉及具有以下式子的化合物 或其盐，其中 E 代表氢、低级烷基或基团 Ar¹-A¹-；Ar 和 Ar¹ 是相同或不同的芳基（包括杂芳基），它们被任选取代，例如被药物化学中常用的一个或多个取代基取代；A 和 A¹ 是相同或不同的亚烷基，它们具有一个或两个碳原子，将 Ar 或 Ar¹ 与 N 连接，并任选被低级烷基和/或任选取代的芳基取代，B 是具有 3 或 4 个碳原子的亚烷基，可被低级烷基取代；D¹ 代表卤素、CH₃、CR¹R²NH₂、SO₃H 或 SO₂NR⁶R⁷，其中 R¹ 和 R² 独立地为氢或低级烷基，R⁶ 和 R⁷ 各自为氢、R⁶和 R⁷ 与它们所连接的氮原子一起代表一个 5 或 6 个成员的环，这些化合物可用于治疗动物的抑郁症、脑功能不全或痴呆症。
• Polyamine analogues as cytotoxic agents
  申请人：——

  公开号：US20030045755A1

  公开（公告）日：2003-03-06

  Novel cytotoxic polyamine analogues are disclosed. These analogues are useful pharmaceutical agents for treating diseases where it is desired to inhibit cell growth and/or proliferation, for example cancer and post-angioplasty injury.

  本研究公开了新型细胞毒性多胺类似物。这些类似物是治疗需要抑制细胞生长和/或增殖的疾病（如癌症和血管成形术后损伤）的有用药物。
• ANTIZYME MODULATORS AND THEIR USE
  申请人：ORIDIGM CORPORATION

  公开号：EP1159261B1

  公开（公告）日：2005-11-02