bis-(2-chloro-ethyl)-hexadecyl-amine | 102155-09-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis-(2-chloro-ethyl)-hexadecyl-amine
• 英文别名: Bis-(2-chlor-aethyl)-hexadecyl-amin；N,N-Bis-<2-chlor-aethyl>-hexadecylamin；N,N-bis(2-chloroethyl)hexadecan-1-amine
• CAS: 102155-09-9
• 化学式: C₂₀H₄₁Cl₂N
• 分子量: 366.458
• InChiKey: JPGOXFFNLFSTEX-UHFFFAOYSA-N

物化性质

• 沸点：
  393.2±17.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  23
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对氨基苯乙腈 、 bis-(2-chloro-ethyl)-hexadecyl-amine 在 potassium iodide 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Design of new potent and selective secretory phospholipase A2 inhibitors. Part 5: Synthesis and biological activity of 1-alkyl-4-[4,5-dihydro-1,2,4-[4H]-oxadiazol-5-one-3-ylmethylbenz-4′-yl(oyl)] piperazines

  摘要：

  Among the different PLA(2)s identified to date, the group IIA secretory PLA(2) (sPLA(2) GIIA) is implied in diverse pathological conditions. In this work we describe the synthesis, inhibitory activities, and structure-activity relationships (SAR) of a new class of substituted piperazine derivatives. The in vitro fluorimetric assay using two groups of enzymes, GIB and GIIA, revealed several compounds as highly potent inhibitors (IC50 = 0.1 mu M). The in vivo activity assessed by ip or per os administration in a carrageenan-induced edema test in rats showed that two compounds proved to be as potent as indomethacin (10 mg/kg). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.077
• 作为产物：
  描述：

  N,N-Bis-(2-chlorethyl)-hexadecanamid 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 生成 bis-(2-chloro-ethyl)-hexadecyl-amine
  参考文献：
  名称：

  抗肿瘤剂：九。N-苄基-N-双(2-卤乙基)胺

  摘要：

  许多 N-双（2-氯乙基）胺和三种 N-双（2-碘乙基）苄胺已被制备用于癌症化疗研究。通过氯化铝 - 氢化铝锂还原相应的 N-双（2-氯乙基）酰胺，很容易获得氯氮芥。还开发了一种使用碘化钠将 N-双（2-氯乙基）-苄胺盐酸盐转化为 N-双（2-碘乙基）苄胺氢碘化物的简便方法。

  DOI：

  10.1139/v63-435

文献信息

• Nitrogen Mustards
  作者：Evelyn Wilson、Max Tishler

  DOI：10.1021/ja01152a023

  日期：1951.8
• HU, BI, CHZHUNXUA FANSHEH ISYUEH YUJ FAXNU, 8,(1988) N 1, S. 47-50
  作者：HU, BI

  DOI：——

  日期：——
• ANTINEOPLASTIC AGENTS: IX. N-BENZYL-N-BIS(2-HALOETHYL)AMINES
  作者：George R. Pettit、David S. Blonda、Ernest C. Harrington

  DOI：10.1139/v63-435

  日期：1963.12.1

  and three N-bis(2-iodoethyl)benzylamines have been prepared for cancer chemotherapy studies. The chloro-nitrogen mustards were readily obtained by aluminum chloride – lithium aluminum hydride reduction of the corresponding N-bis(2-chloroethyl)amides. A convenient procedure for converting N-bis(2-chloroethyl)-benzylamine hydrochlorides to N-bis(2-iodoethyl)benzylamine hydroiodides, employing sodium

  许多 N-双（2-氯乙基）胺和三种 N-双（2-碘乙基）苄胺已被制备用于癌症化疗研究。通过氯化铝 - 氢化铝锂还原相应的 N-双（2-氯乙基）酰胺，很容易获得氯氮芥。还开发了一种使用碘化钠将 N-双（2-氯乙基）-苄胺盐酸盐转化为 N-双（2-碘乙基）苄胺氢碘化物的简便方法。
• Design of new potent and selective secretory phospholipase A2 inhibitors. Part 5: Synthesis and biological activity of 1-alkyl-4-[4,5-dihydro-1,2,4-[4H]-oxadiazol-5-one-3-ylmethylbenz-4′-yl(oyl)] piperazines
  作者：Latifa Boukli、Mohamed Touaibia、Nadia Meddad-Belhabich、Atimé Djimdé、Chang-Ha Park、Jung-Joo Kim、Joo-Hyoung Yoon、Aazdine Lamouri、Françoise Heymans

  DOI：10.1016/j.bmc.2007.10.077

  日期：2008.2.1

  Among the different PLA(2)s identified to date, the group IIA secretory PLA(2) (sPLA(2) GIIA) is implied in diverse pathological conditions. In this work we describe the synthesis, inhibitory activities, and structure-activity relationships (SAR) of a new class of substituted piperazine derivatives. The in vitro fluorimetric assay using two groups of enzymes, GIB and GIIA, revealed several compounds as highly potent inhibitors (IC50 = 0.1 mu M). The in vivo activity assessed by ip or per os administration in a carrageenan-induced edema test in rats showed that two compounds proved to be as potent as indomethacin (10 mg/kg). (c) 2007 Elsevier Ltd. All rights reserved.