Acetamide, 2-Bromo-N,N-bis<2-(dioctylamino)-2-oxoethyl>- | 145570-16-7

• 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: Acetamide, 2-Bromo-N,N-bis<2-(dioctylamino)-2-oxoethyl>-
• 英文别名: 2-[(2-bromoacetyl)-[2-(dioctylamino)-2-oxoethyl]amino]-N,N-dioctylacetamide
• CAS: 145570-16-7
• 化学式: C₃₈H₇₄BrN₃O₃
• 分子量: 700.928
• InChiKey: KGOPLSPKVZMNLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  45
• 可旋转键数：
  33
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1''-(propane-1,3-diyl)bis(1,4-diazabicyclo[2.2.2]-octan-1-ium)dibromide 、 Acetamide, 2-Bromo-N,N-bis<2-(dioctylamino)-2-oxoethyl>- 生成 1,4-Diazoniabicyclo<2.2.2>octane, 1,1'-(1,3-Propanediyl)bis<4-amino>-2-oxoethyl>-, Tetrabromide
  参考文献：
  名称：

  Carriers for nucleotide 5'-triphosphate. 2. Liquid membrane and liposome transport

  摘要：

  We describe a series of new cationic carriers for the transport of nucleotide 5'-triphosphates across liquid organic membranes. The tetracationic compound 5, with two diquaternary 1,4-diaza[2.2.2]bicyclooctane (DABCO) units, forms carrier-nucleotide complexes of 1:1 stoichiometry in dichloromethane and strongly accelerates nucleotide transport across this solvent. As a result of a favorable balance of hydrophobicity and hydrophilicity, complexes of 5 do not leak out of the organic phase into the aqueous source or receiving phases. Liposome transport studies demonstrate that caution is strongly advised when extrapolating from liquid membrane studies to the transport across liposomes or cell membranes. The DABCO-based cationic carriers do not mediate specific nucleotide transport across the liposome walls but rather act as detergents to break the liposomal structure.

  DOI：

  10.1021/jo00054a021
• 作为产物：
  描述：

  2-bromo-N,N-dioctylacetamide 在 氨 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 生成 Acetamide, 2-Bromo-N,N-bis<2-(dioctylamino)-2-oxoethyl>-
  参考文献：
  名称：

  Carriers for nucleotide 5'-triphosphate. 2. Liquid membrane and liposome transport

  摘要：

  We describe a series of new cationic carriers for the transport of nucleotide 5'-triphosphates across liquid organic membranes. The tetracationic compound 5, with two diquaternary 1,4-diaza[2.2.2]bicyclooctane (DABCO) units, forms carrier-nucleotide complexes of 1:1 stoichiometry in dichloromethane and strongly accelerates nucleotide transport across this solvent. As a result of a favorable balance of hydrophobicity and hydrophilicity, complexes of 5 do not leak out of the organic phase into the aqueous source or receiving phases. Liposome transport studies demonstrate that caution is strongly advised when extrapolating from liquid membrane studies to the transport across liposomes or cell membranes. The DABCO-based cationic carriers do not mediate specific nucleotide transport across the liposome walls but rather act as detergents to break the liposomal structure.

  DOI：

  10.1021/jo00054a021

文献信息

• Carriers for nucleotide 5'-triphosphate. 2. Liquid membrane and liposome transport
  作者：Tingyu Li、Sally J. Krasne、Bengt Persson、H. Ronald Kaback、Francois Diederich

  DOI：10.1021/jo00054a021

  日期：1993.1

  We describe a series of new cationic carriers for the transport of nucleotide 5'-triphosphates across liquid organic membranes. The tetracationic compound 5, with two diquaternary 1,4-diaza[2.2.2]bicyclooctane (DABCO) units, forms carrier-nucleotide complexes of 1:1 stoichiometry in dichloromethane and strongly accelerates nucleotide transport across this solvent. As a result of a favorable balance of hydrophobicity and hydrophilicity, complexes of 5 do not leak out of the organic phase into the aqueous source or receiving phases. Liposome transport studies demonstrate that caution is strongly advised when extrapolating from liquid membrane studies to the transport across liposomes or cell membranes. The DABCO-based cationic carriers do not mediate specific nucleotide transport across the liposome walls but rather act as detergents to break the liposomal structure.