Ethyl 2-(2-aminohexadecylamino)acetate | 452952-29-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 2-(2-aminohexadecylamino)acetate
• CAS: 452952-29-3
• 化学式: C₂₀H₄₂N₂O₂
• 分子量: 342.566
• InChiKey: GAENPTMDYXMKQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(2-aminohexadecylamino)acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 2-(2-Aminohexadecylamino)acetic acid
  参考文献：
  名称：

  Leishmanicidal activity of some aliphatic diamines and amino-Alcohols

  摘要：

  A number of aliphatic diamines and amino-alcohols and several of their alkyl, acyl and carbamoyl derivatives, have been synthesised and evaluated in vitro on cultures of Leishmania spp. In general, diamine derivatives resulted to be more potent than their amino-alcohol or amino-ether analogues. Two diamine derivatives (8b and 9d) and one amino-alcohol (6a) showed a fair inhibition of parasite growth, at concentrations below 10 mug/mL, with potencies close to that of the reference drug, amphotericin B. Some SAR considerations have been deduced. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00837-x
• 作为产物：
  描述：

  2-[(tert-butoxycarbonyl)amino]hexadecanol 在 palladium on activated charcoal 盐酸 、 sodium tetrahydroborate 、 sodium azide 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 2-(2-aminohexadecylamino)acetate
  参考文献：
  名称：

  Long-Chain Aminoalcohol and Diamine Derivatives Induce Apoptosis through a Caspase-3 Dependent Pathway

  摘要：

  A number of long chain diamines and aminoalcohols and several of their alkyl, acyl and carbamoyl derivatives, have been synthesized and evaluated for their apoptotic activities using the Jurkat cell line. Apoptosis was measured by flow cytometry and the best results were found for the aminoalcohols displaying either a free alcohol or an amine with at least, one free hydrogen atom. The apoptotic pathway was mediated by a disruption of the mitochondria transmembrane potential and caspase-3 activation, inducing DNA fragmentation at the phase G(1)/S of the cell cycle. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00476-6

文献信息

• Leishmanicidal activity of some aliphatic diamines and amino-Alcohols
  作者：Esther del Olmo、Mario Alves、José L López、Alba Inchaustti、Gloria Yaluff、Antonieta Rojas de Arias、Arturo San Feliciano

  DOI：10.1016/s0960-894x(01)00837-x

  日期：2002.2

  A number of aliphatic diamines and amino-alcohols and several of their alkyl, acyl and carbamoyl derivatives, have been synthesised and evaluated in vitro on cultures of Leishmania spp. In general, diamine derivatives resulted to be more potent than their amino-alcohol or amino-ether analogues. Two diamine derivatives (8b and 9d) and one amino-alcohol (6a) showed a fair inhibition of parasite growth, at concentrations below 10 mug/mL, with potencies close to that of the reference drug, amphotericin B. Some SAR considerations have been deduced. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Long-Chain Aminoalcohol and Diamine Derivatives Induce Apoptosis through a Caspase-3 Dependent Pathway
  作者：Esther del Olmo、Antonio Macho、Mario Alves、José L López、Fadwa el Banoua、Eduardo Muñoz、Arturo San Feliciano

  DOI：10.1016/s0960-894x(02)00476-6

  日期：2002.9

  A number of long chain diamines and aminoalcohols and several of their alkyl, acyl and carbamoyl derivatives, have been synthesized and evaluated for their apoptotic activities using the Jurkat cell line. Apoptosis was measured by flow cytometry and the best results were found for the aminoalcohols displaying either a free alcohol or an amine with at least, one free hydrogen atom. The apoptotic pathway was mediated by a disruption of the mitochondria transmembrane potential and caspase-3 activation, inducing DNA fragmentation at the phase G(1)/S of the cell cycle. (C) 2002 Elsevier Science Ltd. All rights reserved.