N-苄基丁二胺 | 29867-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苄基丁二胺
• 英文名称: N-benzyl-1,4-diaminobutane
• 英文别名: N-Benzylputrescine；N'-benzylbutane-1,4-diamine
• CAS: 29867-04-7
• 化学式: C₁₁H₁₈N₂
• 分子量: 178.277
• InChiKey: OVCTWFIAXIDIJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-苄基丁二胺 在 sodium hydroxide 、 sodium carbonate 、 potassium iodide 作用下， 以 1,4-二氧六环 、 正丁醇 为溶剂， 反应 3.0h， 生成 N5-Benzyl-N1,N9-bis[t-butoxycarbonyl]homospermidine
  参考文献：
  名称：

  Solid phase synthesis of polyamine conjugates for the study of trypanothione reductase

  摘要：

  A number of polyamine scaffolds were synthesised, enabling the facile preparation of a variety of polyamine conjugates using both Boc and Fmoc protecting group strategies. Products were released from the solid support by treatment with either triflic acid/trifluoroacetic acid or trifluoroacetic acid. The trypanosomal metabolite N-1, N-8-bis(glutathionyl)spermidine [trypanothione], and a range of related analogues were prepared for biological evaluation as previously communicated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10156-9
• 作为产物：
  描述：

  苄胺 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 N-苄基丁二胺
  参考文献：
  名称：

  α，ω-二取代Alkanen中的Masseuspektrometrische Zerfallsreaktionen。15.卫生法或医疗法[1] †

  摘要：

  研究了α，ω-二取代烷烃的质谱行为，尤其是不同的N-取代的α，ω-二氨基烷烃的质谱行为。发现被CH 2-基团隔开的两个氨基只能在很小的程度上彼此独立地断裂。然而，这些断裂反应主要是两个官能团都参与其中。这种类型的主要反应是：

  DOI：

  10.1002/hlca.19710540224

文献信息

• 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。
• Central Cholinergic Agents. I. Potent Acethlcholinesterase Inhibitors, 2-(.OMEGA.-(N-Alkyl-N-(.OMEGA.-phenyl-alkyl)amino)alkyl)-1H-isoindole-1,3(2H)-diones, Based on a New Hypothesis of the Enzyme's Active Site.
  作者：Yuji ISHIHARA、Koki KATO、Giichi GOTO

  DOI：10.1248/cpb.39.3225

  日期：——

  It has been suggested that the active site of acetylcholinesterase contains a hydrophobic binding site (HBS-1), which is closely adjacent to both the anionic and the esteratic sites. In this paper, we assumed that there exists another hydrophobic binding site (HBS-2), some distance removed from the anionic site. On this assumption, a new working hypothesis was proposed for the design of acetylcholinesterase inhibitors. A series of 2-[ω-[N-alkyl-N-(ω-phenyl-alkyl)amino]alkyl]-1H-isoindole-1, 3(2H)-diones was designed based on this hypothesis and tested for its inhibitory activities on acetylcholinesterase. Some in this series were revealed to be more potent than physostigmine. Optimum activity was found to be associated with a five carbon chain length separating the benzylamino group from the 1H-isoindole-1, 3(2H)-dione (phthalimide) moiety. Quantitative study of substitution effect on the phthalimide moiety revealed that hydrophilic and electron-withdrawing groups enhance the activity.

  有人提出，乙酰胆碱酯酶的活性部位包含一个疏水性结合位点(HBS-1)，该位点紧邻阴离子位点和酯酶位点。本文假设存在另一个疏水性结合位点(HBS-2)，该位点与阴离子位点相距一定距离。基于此假设，我们提出了设计新型乙酰胆碱酯酶抑制剂的工作假说。依据该假说，设计了一系列2-[ω-[N-烷基-N-(ω-苯基-烷基)氨基]烷基]-1H-异吲哚-1,3(2H)-二酮，并测试了它们对乙酰胆碱酯酶的抑制活性。系列中某些化合物的抑制活性显示出比毒扁豆碱更强的效力。最佳活性与苄氨基与1H-异吲哚-1,3(2H)-二酮(邻苯二甲酰亚胺)部分之间间隔五个碳原子相关。对邻苯二甲酰亚胺部分进行取代效应的定量研究发现，亲水性和吸电子基团能提高活性。
• Modular fluorescence sensors for saccharides
  作者：Susumu Arimori、Karine A. Frimat、Tony D. James、Michael L. Bell、Chan S. Oh

  DOI：10.1039/b105994g

  日期：——

  Modular and modular polymer supported fluorescence photoinduced electron transfer (PET) sensors 2 and 3 with two boronic acid receptor units, a pyren-1-yl fluorophore, and hexamethylene linker show selective saccharide binding in aqueous methanolic solution at pH 8.21.

  模块化和模块化聚合物支持的荧光光诱导电子转移 (PET) 传感器 2 和 3 具有两个硼酸受体单元、一个 pyren-1-yl 荧光团和六亚甲基连接体，在 pH 8.21 的甲醇水溶液中显示出选择性糖结合。
• Alkylene diamines
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05025033A1

  公开（公告）日：1991-06-18

  A cholinesterase inhibiting agent which contains an alkylene diamine of the formula ##STR1## wherein R.sup.1 and R.sup.2 each independently is a hydrogen atom or a hydrocarbon residue which may optionally be substituted, or R.sup.1 and R.sup.2 combinedly form, together with the adjacent nitrogen atom, a condensed heterocyclic group, R.sup.3 is a hydrogen atom or a hydrocarbon residue or an acyl group which may optionally be substituted and R.sup.4 is a hydrogen atom, or R.sup.3 and R.sup.4 combinedly form a group of the formula ##STR2## or --(CH.sub.2).sub.m+1 -- (m being 0, 1 or 2), A is --(CH.sub.2).sub.l -- (l being 0, 1 or 2) or --CH.dbd.CH--, X is a substituent or substituents and n is an integer of 4 to 7, or a salt thereof, which are useful as cerebral function improving agents for the prevention or treatment of senile dementia, Alzheimer's disease, Huntington's chorea, hyperkinesia, mania and so forth.

  一种抑制胆碱酯酶的药物，含有式为##STR1##的烷基二胺，其中R.sup.1和R.sup.2各自独立地是氢原子或一个可以选择性地被取代的烃基残基，或者R.sup.1和R.sup.2与相邻的氮原子一起形成一个紧凑的杂环基团，R.sup.3是氢原子或一个可以选择性地被取代的烃基残基或酰基，R.sup.4是氢原子，或者R.sup.3和R.sup.4组合形成式为##STR2##或--(CH.sub.2).sub.m+1 --（其中m为0、1或2），A是--(CH.sub.2).sub.l --（其中l为0、1或2）或--CH.dbd.CH--，X是取代基或取代基，n为4至7的整数，或其盐，这些药物可用作预防或治疗老年性痴呆、阿尔茨海默病、亨廷顿舞蹈症、多动症、狂躁等脑功能改善剂。
• Synthesis and selected properties of N-substituted pyrrolo[2,1-c]-1,3-diazacycloalkano[1,2-a]pyrazinones
  作者：G. V. Mokrov、A. M. Likhosherstov、V. P. Lezina、T. A. Gudasheva、I. S. Bushmarinov、M. Yu. Antipin

  DOI：10.1007/s11172-010-0230-0

  日期：2010.6

  The reactions of methyl α-(2-formyl-1H-pyrrol-1-yl)carboxylates with N-substituted aliphatic 1,2-, 1,3-, and 1,4-diamines afford new pyrrole-containing heterocyclic systems: 1,2,3,10b-tetrahydroimidazo[1,2-a]pyrrolo[2,1-c]pyrazin-5(6H)-ones, 1,3,4,11b-tetrahydro-2H-pyrrolo[2′,1′:3,4]pyrazino[1,2-a]pyrimidin-6(7H)-ones, and 1,2,3,4,5,12b-hexahydro-pyrrolo[2′,1′:3,4]pyrazino[1,2-a][1,3]diazepin-7(8H)-ones

  α-(2-甲酰基-1H-吡咯-1-基)羧酸甲酯与 N-取代的脂肪族 1,2-、1,3- 和 1,4-二胺反应生​​成新的含吡咯杂环系统：1 ,2,3,10b-四氢咪唑并[1,2-a]吡咯并[2,1-c]吡嗪-5(6H)-酮,1,3,4,11b-四氢-2H-吡咯并[2',1 ':3,4]吡嗪并[1,2-a]嘧啶-6(7H)-酮和1,2,3,4,5,12b-六氢吡咯并[2',1':3,4] pyrazino[1,2-a][1,3]diazepin-7(8H)-ones。研究了用不同试剂还原这些化合物。