1-十四烷基哌嗪 | 54722-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-十四烷基哌嗪
• 英文名称: 1-tetradecyl piperazine
• 英文别名: 1-Tetradecylpiperazine
• CAS: 54722-41-7
• 化学式: C₁₈H₃₈N₂
• 分子量: 282.513
• InChiKey: JSLGTGABAFGQEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氯甲基苯甲酰氯 、 1-十四烷基哌嗪 在 三乙胺 作用下， 以 苯 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：

  1-溴十一烷 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 1-十四烷基哌嗪
  参考文献：
  名称：

  Novel dihydroisoxazoline-alkyl carbon chain hybrid artemisinin analogues (artemalogs): synthesis and antitumor activities

  摘要：

  两个新系列的二氢异噁唑啉-烷基碳链混合青蒿素类似物（artemalogs）通过1,3-二极环加成设计和合成，导致了具有显著改善的抗肿瘤细胞增殖效果的新类似物。

  DOI：

  10.1039/c6ra17323c

文献信息

• Studies on Crude Drugs Effective on Visceral Larva Migrans. Part XVI. Nematocidal Activity of Long Alkyl Chain Amides, Amines, and Their Derivatives on Dog Roundworm Larvae.
  作者：Fumiyuki KIUCHI、Satomi NISHZAWA、Hiromi KAWANISHI、Sayuri KINOSHITA、Hisanao OHSIMA、Akiyo UCHITANI、Noriko SEKINO、Miki ISHIDA、Kaoru KONDO、Yoshisuke TSUDA

  DOI：10.1248/cpb.40.3234

  日期：——

  activity of amides and amines having a long alkyl chain against the second-stage larva of dog roundworm, Toxocara canis, was examined. Long chain acyl amides with smaller substituents on the nitrogen showed stronger activity and the activity of cyclic amine amides was stronger than that of acyclic ones. In a series of homologous amides, the activity was dependent on the alkyl chain length: it reached

  检查了具有长烷基链的酰胺和胺对犬round虫第二阶段幼虫的杀线虫活性。在氮上具有较小取代基的长链酰基酰胺显示出更强的活性，环状胺酰胺的活性强于无环酰胺。在一系列同源酰胺中，活性取决于烷基链长：在最佳链长处达到最大值，而在较短和较长的同系物中均降低。通过使用双线性模型分析了同系物的活性与疏水性之间的关系。对于所有中性酰胺，提供最大活性的化合物的疏水性均相似，但分子中具有额外胺基的酰胺具有不同的值。具有长烷基链的叔胺及其盐也具有与相应酰胺相当的杀线虫活性。这些盐以低于其临界胶束浓度的浓度杀死幼虫，表明它们表现为杀线虫作用的单个分子。
• Novel inhibitor compounds specific of secreted non-pancreatic human a<sb>2</sb>phospholipase of group II
  申请人：Heymans Francoise

  公开号：US20050075345A1

  公开（公告）日：2005-04-07

  The present invention relates to a compound of the following formula (I) and pharmaceutical compositions containing the compound of formula (I): wherein D, Y, A, B, p, q, W and R have the same meanings as defined in the specification.

  本发明涉及以下式（I）的化合物以及含有该化合物的药物组合物：其中D、Y、A、B、p、q、W和R的含义与规范中定义的含义相同。
• Synthesis, IR spectra and antimicrobial activity of 1,4-dialkylpiperazine dioxides
  作者：Ferdinand Devínský、Ivan Lacko、Dušan Mlynarčík、Ľudovít Krasnec

  DOI：10.1135/cccc19821130

  日期：——

  Preparation of 1-alkylpiperazines, 1-alkyl-4-methylpiperazines, 1,4-dialkylpiperazines, 1-alkyl-4-methylpiperazine dioxides, and 1,4-dialkylpiperazine dioxides is described. IR spectra of dioxides were interpreted. Antimicrobial activity of dioxides against Staphylococcus aureus, Escherichia coli and Candida albicans was determined.

  描述了1-烷基哌嗪、1-烷基-4-甲基哌嗪、1,4-二烷基哌嗪、1-烷基-4-甲基哌嗪二氧化物和1,4-二烷基哌嗪二氧化物的制备方法。对二氧化物的红外光谱进行了解释。确定了二氧化物对金黄色葡萄球菌、大肠杆菌和白色念珠菌的抗菌活性。
• Synthesis and anticancer evaluation of new lipophilic 1,2,4 and 1,3,4-oxadiazoles
  作者：Wiliam Caneschi、Karine Braga Enes、Camille Carvalho de Mendonça、Fábio de Souza Fernandes、Fabio Balbino Miguel、Jefferson da Silva Martins、Mireille Le Hyaric、Roberto Rosas Pinho、Lucas Mattos Duarte、Marcone Augusto Leal de Oliveira、Hélio F. Dos Santos、Miriam Teresa Paz Lopes、Dalton Dittz、Heveline Silva、Mara Rubia Costa Couri

  DOI：10.1016/j.ejmech.2019.01.001

  日期：2019.3

  A series of1,2,4- and 1,3,4-oxadiazole derivatives were synthesized and evaluated for their anticancer activity. Halogenated 1,2,4-oxadiazoles were obtained from benzonitrile and coupled either lipophilic amines or with aminoalcohols. Lipophilic 1,3,4-oxadiazole derivatives were obtained through the Mannich reactions between 5-(aryl)-1,3,4-oxadiazole-2-thiol and alkylated or acylated amines. The in vitro

  合成了一系列1,2,4-和1,3,4-恶二唑衍生物，并评估了其抗癌活性。卤代的1,2,4-恶二唑从苄腈获得，并与亲脂性胺或氨基醇偶联。亲脂性1,3,4-恶二唑衍生物是通过5-（芳基）-1,3,4-恶二唑-2-硫醇与烷基化或酰化胺之间的曼尼希反应获得的。在体外的细胞毒性效应对4T1-乳腺癌评价和CT26 -结肠癌细胞。1,3,4-恶二唑与具有10-14个碳链部分的烷基化哌嗪偶联的IC 50为最佳 对于4T1细胞系，其值范围为1.6至3.55μM，对于CT26.WT细胞系，其值范围为1.6至3.9μM，选择性指数最高为19。最有效的化合物采用AnnexinV和PI染色进行了研究，可作为细胞凋亡诱导的指示。
• Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents
  作者：Nishad Thamban Chandrika、Sanjib K. Shrestha、Huy X. Ngo、Oleg V. Tsodikov、Kaitlind C. Howard、Sylvie Garneau-Tsodikova

  DOI：10.1021/acs.jmedchem.7b01138

  日期：2018.1.11

  azole-resistant fungi. The fungistatic nature of FLC in combination with toxicity concerns have resulted in an increased demand for new azole antifungal agents. Herein, we report the synthesis and antifungal activity of novel alkylated piperazines and alkylated piperazine-azole hybrids, their time-kill studies, their hemolytic activity against murine erythrocytes, as well as their cytotoxicity against mammalian

  氟康唑（FLC）和其他唑类药物的广泛使用已引起抗唑类真菌的出现和增加。FLC的抑真菌性质与毒性问题相结合，导致对新的唑类抗真菌剂的需求增加。在本文中，我们报告了新型烷基化哌嗪和烷基化哌嗪-唑杂化物的合成和抗真菌活性，它们的时间杀灭研究，它们对鼠红细胞的溶血活性以及它们对哺乳动物细胞的细胞毒性。这些分子中的许多对所有测试的真菌菌株均表现出广谱活性，对非白色念珠菌和曲霉具有极佳的最小抑菌浓度（MIC）值。株。发现最有前途的化合物的溶血性低于FDA批准的抗真菌药伏立康唑（VOR）。最后，我们证明了合成的烷基化哌嗪-唑杂化物不是通过真菌膜破坏来起作用，而是通过抑制真菌细胞中存在的14α-脱甲基酶来破坏麦角固醇的生物合成途径。