1-(4-甲氧基苄基)胍 | 46234-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(4-甲氧基苄基)胍
• 英文名称: 4-methoxybenzylguanidine
• 英文别名: 1-(4-methoxybenzyl)guanidine；(4-Methoxy-benzyl)-guanidin；2-[(4-methoxyphenyl)methyl]guanidine
• CAS: 46234-16-6
• 化学式: C₉H₁₃N₃O
• mdl: MFCD00460582
• 分子量: 179.222
• InChiKey: GSNNHGKCGLQEGV-UHFFFAOYSA-N

物化性质

• 沸点：
  313.9±44.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  73.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基苄基)胍 、 巴氯芬杂质9 在 六氟异丙醇 、 碳酸氢钠 作用下， 反应 16.0h， 以42%的产率得到ethyl 2-amino-4-(4-chlorophenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Condensation reactions of guanidines with bis-electrophiles: formation of highly nitrogenous heterocycles

  摘要：

  2-Amino-1,4-dihydropyrimidines were reacted with bis-electrophiles to produce novel fused bipyrimidine, pyrimidoaminotriazine, and pyrimidosulfonamide scaffolds. In addition, a quinazoline library was constructed using a guanidine Atwal-Biginelli reaction with 1-(quinazolin-2-yl)guanidines. The product heterocycles have novel constitutions with high nitrogen atom counts and represent valuable additions to screening libraries for the discovery of new modulators of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.127
• 作为产物：
  描述：

  1-(4-methoxybenzyl)guanidine hemisulfate 在 sodium hydroxide 作用下， 以 水 为溶剂， 以88.8%的产率得到1-(4-甲氧基苄基)胍
  参考文献：
  名称：

  Ovsepyan, T. R.; Akopyan, P. R.; Safrazbekyan, R. R., Pharmaceutical Chemistry Journal, 1998, vol. 32, # 12, p. 641 - 643

  摘要：

  DOI：

文献信息

• [EN] FUSED RING PYRIMIDONE DERIVATIVES FOR USE IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES<br/>[FR] DÉRIVÉS DE PYRIMIDONE À CYCLES FUSIONNÉS DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT D'UNE INFECTION PAR LE VIRUS DE L'HÉPATITE B OU DE MALADIES INDUITES PAR LE VIRUS DE L'HÉPATITE B
  申请人：JANSSEN SCIENCES IRELAND UNLIMITED CO

  公开号：WO2020182990A1

  公开（公告）日：2020-09-17

  The present application relates to compounds according to Formula (I), pharmaceutical compositions comprising at least one of said compounds, their use as a medicament, and their use in treating chronic hepatitis B virus (HBV) infection. The disclosure further pertains to methods for preparing compounds according to Formula (I).

  本申请涉及按照式(I)的化合物，包括至少一种所述化合物的药物组合物，其作为药物的用途，以及其在治疗慢性乙型肝炎病毒（HBV）感染中的用途。该公开还涉及按照式(I)制备化合物的方法。
• The Synthesis and Structural Characterization of Peralkylated Triguanide Superbases
  作者：Vjekoslav Štrukil、Edislav Lekšić、Ernest Meštrović、Mirjana Eckert-Maksić

  DOI：10.1071/ch14233

  日期：——

  Organic superbases derived from a peralkylated triguanide framework have been synthesized in a coupling reaction between monosubstituted guanidines and a Vilsmeier salt. Single crystal X-ray diffraction analysis of the chloride salt allowed the structural characterization of the benzyl derivative for the first time and revealed an effective delocalization of the positive charge despite significant distortion of the triguanide cation planarity. With the calculated gas phase basicity ranging from 262 to 265 kcal mol–1 and pKa values in acetonitrile between 28 and 30, these compounds have been evaluated as potential organocatalysts in the transesterification reaction of vegetable oil.

  通过单取代鸟嘌呤和维尔斯梅尔盐之间的偶联反应，合成出了源自过烷基化三胍框架的有机超级碱。通过对氯化物盐的单晶 X 射线衍射分析，首次确定了苄基衍生物的结构特征，并发现尽管三胍阳离子平面度发生了显著变形，但正电荷仍有效地分散。这些化合物的气相碱性计算值在 262 至 265 kcal mol-1 之间，在乙腈中的 pKa 值在 28 至 30 之间，因此被评估为植物油酯交换反应中潜在的有机催化剂。
• Triguanide Derivatives: Synthesis, Crystal Structure and Evaluation of the Proliferation Effect on Some Tumor Cell Lines
  作者：Vjekoslav Štrukil、Zoran Glasovac、Ivica Đilović、Dubravka Matković-Čalogović、Lidija Šuman、Marijeta Kralj、Mirjana Eckert-Maksić

  DOI：10.1002/ejoc.201200979

  日期：2012.12

  the products observed is proposed. The structures of 1a–d were elucidated by spectroscopic analyses of their acetate salts. The structure of compound 1e was also confirmed by X-ray crystallography using its sulfate salt. The X-ray structure provided strong evidence of extensive electron delocalization within the triguanide core despite its non-planar structure. In addition, the effect of tautomerism

  描述了从相应的单取代胍衍生物和二异丙基碳二亚胺开始的新五取代三胍 1a-e 的一锅合成，并提出了观察到的产物的形成机制。通过对其乙酸盐的光谱分析阐明了 1a-d 的结构。化合物 1e 的结构也通过 X 射线晶体学使用其硫酸盐得到证实。尽管其非平面结构，但 X 射线结构提供了三胍核内广泛电子离域的有力证据。此外，还详细讨论了互变异构对反应过程的影响，重点是导致副产物的可能反应路径。最后，在体外评估了新制备的化合物的醋酸盐对五种癌细胞系的抗增殖作用。发现 1a-c 的醋酸盐表现出很强的细胞抑制和细胞毒活性，其中对苄基衍生物 1c 的醋酸盐观察到的效果最强。
• [EN] BENZOPYRANYL GUANIDINE DERIVATIVES, PROCESS FOR PREPARATION THEREOF, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DERIVES DE BENZOPYRANYLE GUANIDINE, LEUR PROCEDE DE PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2001029023A1

  公开（公告）日：2001-04-26

  The present invention relates to novel benzopyranyl guanidine derivatives of formula (1), wherein R1, R2, R3, R4, R5, R6, n and * are each defined in specification, process for preparation thereof and pharmaceutical use of the benzopyranyl guanidine derivatives. The benzopyranyl guanidine derivatives of the present invention can be used for protecting heart, neuronal cell or brain damage, preserving organs, and also the benzopyranyl guanidine derivatives are pharmacologically useful for inhibiting NO generation, and for suppressing lipid peroxidation, angiogenesis or restenosis.

  本发明涉及一种新型苯并吡啶基胍衍生物，其化学式为（1），其中R1，R2，R3，R4，R5，R6，n和*在规范中各自定义，制备过程以及苯并吡啶基胍衍生物的药用。本发明的苯并吡啶基胍衍生物可用于保护心脏、神经细胞或脑损伤，保护器官，也可用于药理学上抑制NO的生成，抑制脂质过氧化，抑制血管生成或再狭窄。
• Improved functionalized resin for chemical synthesis
  申请人：PFIZER INC.

  公开号：EP0801083A2

  公开（公告）日：1997-10-15

  A support functionalized by an indole or pyrrole aldehyde is useful for the solid phase synthesis of amide type compounds.

  吲哚醛或吡咯醛官能化的支持物可用于固相合成酰胺类化合物。