4, 4'-ethylenedipiperidine dihydrochloride | 84473-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4, 4'-ethylenedipiperidine dihydrochloride
• 英文别名: 4-[2-(Piperidin-4-yl)ethyl]piperidine hydrochloride；4-(2-piperidin-4-ylethyl)piperidine;hydrochloride
• CAS: 84473-84-7
• 化学式: C₁₂H₂₄N₂*2ClH
• 分子量: 269.258
• InChiKey: JMZDWSBAOOLDNW-UHFFFAOYSA-N

物化性质

• 熔点：
  >300°C (lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4, 4'-ethylenedipiperidine dihydrochloride 在 sodium hydroxide 作用下， 以 水 为溶剂， 以90.6%的产率得到4-(2-哌啶-4-基乙基)哌啶
  参考文献：
  名称：

  新型双萘二甲酰亚胺基丙基（BNIPs）衍生物作为靶向人类乳腺癌细胞DNA的抗癌化合物†

  摘要：

  双萘二甲酰亚胺丙基（BNIP）衍生物是一类在体外发挥抗癌活性的化合物，根据以前的研究，接头序列的变化增加了其DNA结合和细胞毒性活性。通过修改双萘二甲酰亚胺丙基二氨基二环己基甲烷（BNIPDaCHM），一种先前合成的具有抗癌特性的BNIP衍生物的接头序列，设计了三种新型的BNIP衍生物。Bisnaphthalimidopropyl-piperidylpropane（BNIPPiProp），BNIPDaCHM的结构异构体，bisnaphthalimidopropyl ethylenedipiperidine二氢溴酸盐（BNIPPiEth），BNIPDaCHM的用较短的连接基团链，和（同种型反式（反式）） -二氨基bisnaphthalimidopropyl（反式，反式-BNIPDaCHM）是BNIPDaCHM的立体异构体，已成功合成（收率72.3–29.5％），并通过核磁共振波谱（NMR）和

  DOI：

  10.1039/c6ob01850e

文献信息

• A powerful synergistic effect for highly efficient diastereo- and enantioselective phase-transfer catalyzed conjugate additions
  作者：Ming-Qing Hua、Lian Wang、Han-Feng Cui、Jing Nie、Xiao-Ling Zhang、Jun-An Ma

  DOI：10.1039/c0cc04321d

  日期：——

  An efficient, catalytic, diastereo- and enantioselective conjugate addition of N-(diphenylmethylene)glycine tert-butyl ester to β-aryl substituted enones was realized in the presence of 1 mol% of newly desired dinuclear N-spiro-ammonium salts, affording functionalized α-amino acid derivatives in 57–98% yields with high diastereoselectivity (up to 99 : 1 dr) and enantioselectivity (up to 96.5 : 3.5 er).

  在新型二核N-螺旋铵盐的存在下，成功实现了N-(二苯甲烯)甘氨酸叔丁基酯与β-芳基取代的烯酮进行高效的催化非对映选择性和对映选择性的结合加成反应，生成功能化的α-氨基酸衍生物，其产率在57%到98%之间，具有高非对映选择性（高达99 : 1 dr）和对映选择性（高达96.5 : 3.5 er）。
• Benzenesulphonamide derivatives, method for production and use thereof for treatment of pain
  申请人：Barth Martine

  公开号：US20060178360A1

  公开（公告）日：2006-08-10

  The present invention concerns novel benzenesulphonamide compounds, defined by formula I and the description, their method of preparation and their use in therapy.

  本发明涉及新型苯磺酰胺化合物，由公式I和描述所定义，其制备方法及在治疗中的用途。
• Synthesis and DNA interactions of a bis-phenothiazinium photosensitizer
  作者：Beth Wilson、María-José Fernández、Antonio Lorente、Kathryn B. Grant

  DOI：10.1039/b810015b

  日期：——

  cleavage produced using approximately twice the amount of MB (e.g., 710 nm irradiation of 5 microM of 3 and 10 microM of MB cleaved the plasmid DNA in 93% and 71% yields, respectively). Scavenger assays provided evidence for the involvement of singlet oxygen and, to a lesser extent, hydroxyl radicals in DNA damage. Analysis of photocleavage products at nucleotide resolution revealed that direct strand breaks

  我们报告了N，N-双[（7-二甲基氨基）吩噻嗪-5-基-3-基] -4,4-乙烯二哌啶二碘化物（3）的合成和表征，该二碘化物由两个与中央乙烯二哌啶相连的光敏吩噻嗪鎓环组成链接器。在测试的所有时间点（10、30、60分钟）和所有波长（676、700、710 nm）下，pUC19质粒DNA（22摄氏度和pH 7.0）的光裂解显着增强了1 microM of 3（相比于1） microM的母体吩噻嗪亚甲基蓝（MB）。在吩噻嗪的浓度范围为5至0.5 microM时，化合物3产生的光裂解水平始终高于使用约两倍量的MB产生的裂解（例如710 nm的5 microM 3和10 microM MB裂解）。质粒DNA的产率分别为93％和71％）。清除剂测定法提供了单重态氧和较小程度的羟基自由基参与DNA损伤的证据。以核苷酸分辨率分析光解产物表明，直接的链断裂和碱不稳定的损伤主要发生在鸟嘌呤碱基上。虽然化合物
• Enhanced cell adhesion and mature intracellular structure promoted by squaramide-based RGD mimics on bioinert surfaces
  作者：Sri Kamesh Narasimhan、Preeti Sejwal、Shifa Zhu、Yan-Yeung Luk

  DOI：10.1016/j.bmc.2013.02.032

  日期：2013.4

  Highly selective molecular binding and the subsequent dynamic protein assemblies control the adhesion of mammalian cells. Molecules that inhibit cell adhesion have the therapeutic potential for a wide range of diseases. Here, we report an efficient synthesis (2-4 steps) of a class of squaramide molecules that mimics the natural tripeptide ligand Arg-Gly-Asp (RGD) that mediates mammalian cell adhesion through binding with membrane protein integrin. In solution, this class of squaramides exhibits a higher potency at inhibiting mammalian cell adhesion than RGD tripeptides. When immobilized on a bio-inert background formed by self-assembled monolayers of alkanethiols on gold films, squaramide ligands mediate vastly different intracellular structures than RGD ligands. Immunostaining revealed that the focal adhesions are smaller, but with a larger quantity, for cells adhered on squaramides than that on RGD ligands. Furthermore, the actin filaments are also more fibrous and well distributed for cell adhesion mediated by squaramide than that by RGD ligands. Quantification reveal that squaramide ligands mediate about 1.5 times more total focal adhesion (measured by the summation of the area of all focal adhesions) than that by natural RGD ligands. This result suggests that cell adhesion inhibitors, while blocking the attachment of cells to surfaces, may induce more focal adhesion proteins. Finally, this work demonstrates that immobilizing new ligands on bioinert surfaces provide a powerful tool to study mammalian cell adhesion. Published by Elsevier Ltd.
• Design, Synthesis, and Preliminary Pharmacological Evaluation of a Set of Small Molecules That Directly Activate Gi Proteins
  作者：Dina Manetti、Lorenzo Di Cesare Mannelli、Silvia Dei、Nicoletta Galeotti、Carla Ghelardini、Maria Novella Romanelli、Serena Scapecchi、Elisabetta Teodori、Alessandra Pacini、Alessandro Bartolini、Fulvio Gualtieri

  DOI：10.1021/jm050498l

  日期：2005.10.1

  Heterotrimeric G proteins play a pivotal role in the communication of cells with the environment. G proteins are stimulated by cell surface receptors (GPCR) that catalyze the exchange of GDP, bound to G alpha subunit, with GTP and can per se be the target of drugs. Based on the structure of two nonpeptidic modulators of Gi proteins, a series of new molecules characterized by a long hydrophobic chain and at least two nitrogen atoms protonated at physiological pH was designed. The compounds were tested for their ability to stimulate binding of GTP gamma S to recombinant Gi proteins. Gi activation properties were also evaluated by inhibition of adenylyl cyclase activity in intact lymphocytes. Most compounds were able to stimulate GTP gamma S binding and to inhibit cAMP production at micromolar doses. Among the active compounds, 34 showed good efficacy and was the most potent compound studied, particularly on alpha(0) subtype; its regioisomer, 36, was the most efficacious one. Compound 7 showed also an interesting profile as it showed selectivity toward the alpha(0) subtype, in both efficacy and potency. Some of the compounds synthesized and found to be active may be useful leads to develop more potent and selective Gi protein modulators.