(2-phenylethyl)guanidine hydrochloride | 2235-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-phenylethyl)guanidine hydrochloride
• 英文别名: 2-Phenylethylguanidin-hydrochlorid；1-(phenethyl)guanide hydrochloride；N-phenethylguanidine hydrochloride；1-Phenethylguanidine hydrochloride；2-(2-phenylethyl)guanidine;hydrochloride
• CAS: 2235-99-6
• 化学式: C₉H₁₃N₃*ClH
• 分子量: 199.683
• InChiKey: AWWYTNWPJVYYMH-UHFFFAOYSA-N

物化性质

• 熔点：
  135-138 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-phenylethyl)guanidine hydrochloride 在 乙醇 、 sodium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 2-Amino-1-(2-phenylethyl)-5,6-dihydro-4(1H)-pyrimidinon
  参考文献：
  名称：

  �ber N1- und N2-substituierte 2-Amino-5,6-dihydro-4(1H)-pyrimidinone

  摘要：

  DOI：

  10.1007/bf00798460
• 作为产物：
  描述：

  氰胺 、 2-苯乙胺盐酸盐 以 水 为溶剂， 反应 3.5h， 生成 (2-phenylethyl)guanidine hydrochloride
  参考文献：
  名称：

  N-烷基取代的磷酸胍的一锅法合成

  摘要：

  本文描述了一种有吸引力的一锅法合成标题化合物，方法是将刚制备的 N-取代胍从氰胺和所需的胺磷酸化。该方法允许各种 N-取代基挂在最终的磷酰胍上，作为商业简单胺更广泛可用性的函数。

  DOI：

  10.1080/10426500490459669

文献信息

• 2-Aminoquinazolines by Chan–Evans–Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids
  作者：Aigars Jirgensons、Vitalii V. Solomin、Alberts Seins

  DOI：10.1055/s-0040-1707080

  日期：2020.9

  A new method is presented for the synthesis of 2-aminoquinazolines, which is based on a Chan–Evans–Lam coupling of (2-formylphenyl)boronic acids with guanidines. Relatively mild conditions involving the use of inexpensive CuI as a catalyst and methanol as a solvent permit the application of the method to a wide range of substrates. Nonsubstituted, N-monosubstituted, and N,N-disubstituted guanidines

  提出了一种合成 2-氨基喹唑啉的新方法，该方法基于（2-甲酰基苯基）硼酸与胍的 Chan-Evans-Lam 偶联。涉及使用廉价的 CuI 作为催化剂和甲醇作为溶剂的相对温和的条件允许该方法应用于广泛的基材。未取代的、N-单取代的和 N，N-二取代的胍可用作反应物，以从容易获得的（2-甲酰基苯基）硼酸以中等产率得到相应的 2-氨基喹唑啉。
• Simple generalized reaction conditions for the conversion of primary aliphatic amines to surfactant-like guanidine salts with 1<i>H</i>-pyrazole carboxamidine hydrochloride
  作者：T. A. Bakka、O. R. Gautun

  DOI：10.1080/00397911.2016.1257724

  日期：2017.1.17

  ABSTRACT Improved reaction conditions for the electrophilic reaction between a free aliphatic amine and 1H-pyrazole carboxamidine have been discovered. The surfactant-like guanidine salts, which are often hard to work with, were obtained in decent yields with short reaction times, minimal workup, and high level of purity. GRAPHICAL ABSTRACT

  摘要 已发现游离脂肪胺和 1H-吡唑甲脒之间亲电反应的改进反应条件。表面活性剂类胍盐通常难以处理，但反应时间短、后处理最少且纯度高，收率不错。图形概要
• Novel inhibitors of the sodium–calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives
  作者：Françoise Rogister、Didier Laeckmann、Pierre-Olivier Plasman、Françoise Van Eylen、Marianne Ghyoot、Carine Maggetto、Jean-François Liégeois、Joseph Géczy、André Herchuelz、Jacques Delarge

  DOI：10.1016/s0223-5234(01)01247-8

  日期：2001.8

  A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and, evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives designed as bioisosteric analogues of the pyrazine derivatives of amiloride. Several so-called 'simplified analogues', where some substituents of amiloride were omitted or replaced, were also prepared and included in the biological evaluation. The inhibitory potency of the sodium-calcium exchanger was screened on both cell types by measuring their effect on Ca-45(2+) uptake. Among the most active compounds, N-(2 -amino-5-chloro-4-nitrobenzoyl)-N'-(1-naphtylmethyl)guanidine (IC50 = 3.4 muM) was found more active than amiloride (IC50 = 690 muM) and 3,4-dichlorobenzamil (IC50 = 15.2 muM), the reference inhibitor. (C) 2001 Editions scientifiques et medicales Elsevier SAS.
• WENDELIN, W.;RIEDL, R., MONATSH. CHEM., 1985, 116, N 2, 237-251
  作者：WENDELIN, W.、RIEDL, R.

  DOI：——

  日期：——
• PAWLOWSKI, MACIEJ;GORCZYCA, MARIA;ZIMON, ROMUALD, ACTA POL. PHARM., 45,(1988) N 1, 42-46
  作者：PAWLOWSKI, MACIEJ、GORCZYCA, MARIA、ZIMON, ROMUALD

  DOI：——

  日期：——