geranylamine hydrochloride | 61210-82-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: geranylamine hydrochloride
• 英文别名: [(2E)-3,7-dimethylocta-2,6-dienyl]azanium;chloride
• CAS: 61210-82-0
• 化学式: C₁₀H₁₉N*ClH
• 分子量: 189.728
• InChiKey: YXFOAGWDCVUEKH-HCUGZAAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  geranylamine hydrochloride 在 甲烷 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 生成 (E)-3-(1H-imidazol-4-yl)propyl 3,7-dimethylocta-2,6-dienylcarbamate
  参考文献：
  名称：

  N-Alkenyl and cycloalkyl carbamates as dual acting histamine H3 and H4 receptor ligands

  摘要：

  Previous studies have shown that several imidazole derivatives posses affinity to histamine H-3 and H-4 receptors. Continuing our study on structural requirements responsible for affinity and selectivity for H-3/H-4 receptor subtypes, two series of 3-(1H-imidazol-4-yl) propyl carbamates were prepared: a series of unsaturated alkyl derivatives (1-9) and a series possessing a cycloalkyl group different distances to the carbamate moiety (10-13). The compounds were tested for their affinities at the human histamine H3 receptor, stably expressed in CHO-K1 cells. Compounds 1, 2, 5-7, 10-13 were investigated for their affinities at the human histamine H-4 receptor co-expressed with G alpha(i2) and G beta(1)gamma(2) subunits in Sf9 cells. To expand the pharmacological profile, compounds were further tested for their H3 receptor antagonist activity on guinea pig ileum and in vivo after oral administration to mice. All tested compounds exhibited good affinity for the human histamine H-3 receptor with K-i values in the range from 14 to 194 nM. All compounds were active in vivo after peroral administration (p.o.) to Swiss mice, thus demonstrating their ability to cross the blood-brain barrier. The most potent H-3 receptor ligand of these series was compound 5, 3-(1H-imidazol-4-yl) propyl pent-4-enylcarbamate with the highest affinity (K-i = 14 nM). Additionally, compound 3 showed remarkable central nervous system (CNS) H3R activity, increasing the N-tau-methylhistamine levels in mice with an ED50 value of 0.55 mg/kg, p.o. evidencing therefore, a twofold increase of inverse agonist/antagonist potency compared to the reference inverse agonist/antagonist thioperamide. In this study, the imidazole propyloxy carbamate moiety was kept constant. The different lipophilic moieties connected to the carbamate functionality in the eastern part of the molecule had a range of influences on the human H-4 receptor affinity (154-1326 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.046
• 作为产物：
  描述：

  香叶醇 在 六甲基磷酰三胺 正丁基锂 、 对甲苯磺酰氯 、 三氟乙酸 、 lithium chloride 、 potassium bromide 作用下， 以 乙醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 2.17h， 生成 geranylamine hydrochloride
  参考文献：
  名称：

  一种使用三苯甲基胺制备伯胺的简便方法

  摘要：

  已经建立了通过用三氟乙酸处理N-三苯甲基胺来制备伯胺的简单方法。所述Ñ -tritylamines由烷基卤化物或烷基的反应制得p -toluenesulfonates与三苯甲胺，或通过与锂tritylamide烷基溴的反应。

  DOI：

  10.1016/j.tetlet.2004.12.098

文献信息

• Novel methods for the delivery of polynucleotides to cells
  申请人：——

  公开号：US20030235916A1

  公开（公告）日：2003-12-25

  Process are described for the delivery of a polynucleotide to a cell. The process comprises forming a salt stable complex between the polynucleotide and a cationic surfactant. Ternary complexes are also made by associating an amphipathic compound with the binary complex. The resultant complexes are suitable for delivery of the polynucleotide to cells in vitro and in vivo.

  描述了将多核苷酸传递到细胞的过程。该过程包括在多核苷酸和阳离子表面活性剂之间形成一个盐稳定的复合物。三元复合物也可以通过将一个两性化合物与二元复合物结合而制备。所得的复合物适用于体外和体内向细胞传递多核苷酸。
• Straightforward access to cyclic amines by dinitriles reduction
  作者：Stéphane Laval、Wissam Dayoub、Leyla Pehlivan、Estelle Métay、Alain Favre-Reguillon、Dominique Delbrayelle、Gérard Mignani、Marc Lemaire

  DOI：10.1016/j.tet.2013.11.101

  日期：2014.1

  1,1,3,3-Tetramethyldisiloxane (TMDS) and polymethylhydrosiloxane (PMHS), when associated with titanium(IV) isopropoxide, provide two convenient systems for the reduction of nitriles into the corresponding primary amines. Kinetics of the two systems have been studied by 1H NMR and demonstrated that reduction with PMHS occurs faster than with TMDS. These two titanium-based systems reduce both aromatic

  1,1,3,3-四甲基二硅氧烷（TMDS）和聚甲基氢硅氧烷（PMHS）与异丙醇钛（IV）结合使用时，提供了两个方便的系统，可将腈还原为相应的伯胺。通过1 H NMR研究了这两个系统的动力学，结果表明，用PMHS进行还原的速度比用TMDS进行还原的速度更快。在存在Br，CC，NO 2的情况下，这两个钛基体系同时还原芳族和脂肪族腈，OH和环丙基环。在环丙基腈的情况下，观察到由于分子间还原性烷基化反应而形成的仲胺。该结果被用于还原二腈，其通过分子内还原性烷基化反应一步一步导致了氮杂环庚烷，哌啶，吡咯烷和氮杂环丁烷衍生物。
• Effect of acyclic monoterpene alcohols and their derivatives on TRP channels
  作者：Giorgio Ortar、Aniello Schiano Moriello、Enrico Morera、Marianna Nalli、Vincenzo Di Marzo、Luciano De Petrocellis

  DOI：10.1016/j.bmcl.2014.10.012

  日期：2014.12

  A series of thirty-six geraniol, nerol, citronellol, geranylamine, and nerylamine derivatives was synthesized and tested on TRPA1, TRPM8, and TRPV1 channels. Most of them acted as strong modulators of TRPA1 channels with EC50 and/or IC50 values <1 mu M. None was able to significantly activate TRPM8 channels, while thirteen of them behaved as 'true' TRPM8 antagonists. Little or no effect was generally observed on TRPV1 channels. Some of the compounds examined, that is, compounds 1d, g, n, 2c, d, h, i, o, 3b, e exhibited an appreciable selectivity for TRPA1 subtype. (C) 2014 Elsevier Ltd. All rights reserved.
• Bestmann, Hans Juergen; Woelfel, Gerhard, Chemische Berichte, 1984, vol. 117, # 3, p. 1250 - 1254
  作者：Bestmann, Hans Juergen、Woelfel, Gerhard

  DOI：——

  日期：——
• BESTMANN, H. J.;WOELFEL, G., CHEM. BER., 1984, 117, N 3, 1250-1254
  作者：BESTMANN, H. J.、WOELFEL, G.

  DOI：——

  日期：——