benzyl N-(3-aminopropyl)-N-[4-[3-aminopropyl(benzyloxycarbonyl)amino]butyl]carbamate | 174654-04-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl N-(3-aminopropyl)-N-[4-[3-aminopropyl(benzyloxycarbonyl)amino]butyl]carbamate
• 英文别名: benzyl N-(3-aminopropyl)-N-[4-[3-aminopropyl(phenylmethoxycarbonyl)amino]butyl]carbamate
• CAS: 174654-04-7
• 化学式: C₂₆H₃₈N₄O₄
• 分子量: 470.612
• InChiKey: UPZFNXVELQDDDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl N-(3-aminopropyl)-N-[4-[3-aminopropyl(benzyloxycarbonyl)amino]butyl]carbamate 在 palladium on activated charcoal 氢气 、 三乙酰氧基硼氢化钠 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 生成 N'-[3-[bis(3-phenylpropyl)amino]propyl]-N-[3-(3-phenylpropylamino)propyl]butane-1,4-diamine
  参考文献：
  名称：

  Polyamines with N -(3-phenylpropyl) substituents are effective competitive inhibitors of trypanothione reductase and trypanocidal agents

  摘要：

  Several N-(3-phenylpropyl)-substituted spermidine and spermine derivatives were prepared and found to be potent competitive inhibitors of Trypanosoma cruzi trypanothione reductase (seven compounds with K-i values < 5 M are described). The most effective inhibitor studied was compound 12 with a K-i value of 0.151 muM. Six of the compounds described are also effective trypanocides with IC50 values <1 M. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00643-0
• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以80%的产率得到benzyl N-(3-aminopropyl)-N-[4-[3-aminopropyl(benzyloxycarbonyl)amino]butyl]carbamate
  参考文献：
  名称：

  戊酰胺，抑制ω-芋螺毒素GVIA与N型Ca 2+通道的结合，来自海洋海绵Penares aff。rust

  摘要：

  从海洋海绵Penares aff中分离出了抑制ω-芋螺毒素GVIA与N型Ca 2+通道结合的戊酰胺。甲壳素及其结构通过光谱和化学方法确定为不寻常的多胺的双酰胺。提议的结构已通过最简单的成分戊酰胺A的全合成得到证实。

  DOI：

  10.1016/0040-4039(95)02134-5

文献信息

• Practical synthesis of unsymmetrical polyamine amides
  作者：Ian S. Blagbrough、Andrew J. Geall

  DOI：10.1016/s0040-4039(97)10542-1

  日期：1998.1

  polyamine containing natural products. Likewise in the synthesis of polyamine amides which are potentially useful for gene delivery and as neuroprotectants, based upon channel blocking toxins found in certain wasp and spider venoms. The application of trifluoroacetyl as a protecting group allows unsymmetrical polyamine amides to be easily prepared on a gram scale.

  容易获得的对称多胺的不对称化是合成许多含有多胺的天然产物的重要的第一步。同样，基于某些黄蜂和蜘蛛毒液中存在的通道阻断毒素，在合成多胺酰胺时，多胺酰胺可能可用于基因传递和作为神经保护剂。三氟乙酰基作为保护基的应用使得不对称的多胺酰胺易于以克为单位制备。
• C-10 CARBAMATES OF TAXANES
  申请人：Ballatore Carlo

  公开号：US20090306014A1

  公开（公告）日：2009-12-10

  Provided herein are C-10 taxane carbamates and pharmaceutically acceptable derivatives thereof. In certain embodiments, provided herein are compounds, compositions and methods for treating cancer and taupathy.

  本文提供了C-10紫杉烷氨甲酸酯及其药学上可接受的衍生物。在某些实施方式中，提供了化合物、组合物和治疗癌症和tau病理的方法。
• POLY(AMINO ACID) COMPOUND HAVING INHIBITORY ACTIVITY ON ABSORPTION OF PHOSPHORUS AND PHOSPHORUS ABSORPTION INHIBITOR
  申请人：Nakagawa Tadakiyo

  公开号：US20100093973A1

  公开（公告）日：2010-04-15

  Herein disclosed is a water-soluble compound represented by the following general formula (I) or a salt thereof. The compound is a novel water-soluble compound having an inhibitory effect on the absorption of phosphorus in vivo. where the structural variables are defined herein.

  本发明披露了一种可溶于水的化合物，其通式（I）表示或其盐。该化合物是一种新型可溶于水的化合物，具有体内对磷吸收的抑制作用。其中结构变量在此定义。
• Polyamine derivatives as inhibitors of trypanothione reductase and assessment of their trypanocidal activities
  作者：Mary C. O'Sullivan、Qibing Zhou、Zhili Li、Timothy B. Durham、Donna Rattendi、Schennella Lane、Cyrus J. Bacchi

  DOI：10.1016/s0968-0896(97)00157-0

  日期：1997.12

  Trypanothione reductase (TR) occurs exclusively in trypanosomes and leishmania, which are the etiological agents of many diseases. TR plays a vital role in the antioxidant defenses of these parasites and inhibitors of TR have potential as antitrypanosomal agents. We describe the syntheses of several spermine and spermidine derivatives and the inhibiting effects of these compounds on T. cruzi TR. All of the inhibiting compounds displayed competitive inhibition of TR-mediated reduction of trypanothione disulfide. The three most effective compounds studied were N-4,N-8-bis(3-phenylpropyl)spermine (12), N-4,N-8-bis(2-naphthylmethyl)spermine (14), and N-1,N-8-bis(2-naphthylmethyl)spermidine (21), with K-i values of 3.5, 5.5 and 9.5 mu M, respectively. Compounds 12, 14, and 21 were found to be potent trypanocides in vitro with IC50 values ranging from 0.19 to 0.83 mu M against four T. brucei ssp. strains. However, these compounds did not prolong the lives of mice infected with trypanosomes. This work indicates that certain polyamine derivatives which target a unique pathway in Trypanosomatidae have potential as antitrypanosomal agents. (C) 1997 Elsevier Science Ltd.
• US8138361B2
  申请人：——

  公开号：US8138361B2

  公开（公告）日：2012-03-20