N1-benzyl biguanide hydrochloride | 1421-23-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N1-benzyl biguanide hydrochloride
• 英文别名: 1-benzylbiguanide hydrochloride；1-Benzyl-biguanid; Hydrochlorid；benzylbiguanide hydrochloride；Benzylbiguanide hydrochloride；[amino-(diaminomethylideneamino)methylidene]-benzylazanium;chloride
• CAS: 1421-23-4
• 化学式: C₉H₁₃N₅*ClH
• 分子量: 227.697
• InChiKey: AQJYNUYNAIBZPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  103
• 氢给体数：
  4
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N1-benzyl biguanide hydrochloride 、 丙酮 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 生成 N6-benzyl-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride
  参考文献：
  名称：

  Expeditious synthesis and biological evaluation of novel 2,N6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines as potential antimalarials

  摘要：

  A small set of novel 2,N-6-disubstituted 1,2-dihydro-1,3,5-triazine-4,6-diamines was prepared possessing a flexible tether between the exocyclic nitrogen bonded to C-6 of the 1,2-dihydro-1,3,5-triazine-4,6-diamine heterocycle and the distal aryl ring. Three zones were varied in this series of compounds, namely the nature of the substituent(s) on C-2; the nature of the substituent(s) on the distal aryl ring; as well as the nature and length of the flexible tether between the rings. The compound showing the best antimalarial activity (cycloguanil-resistant FCR-3 Plasmodium falciparum IC50 = 0.99 mu M) was N-6-(3-(4-chlorophenoxy)propyl)-2-(furan-2-yl)-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.054
• 作为产物：
  描述：

  benzylamine hydrochloride 、 二聚氰胺 生成 N1-benzyl biguanide hydrochloride
  参考文献：
  名称：

  Synthesis, crystal structure and biological properties of a new series of lipophilic s-triazines, dihydrofolate reductase inhibitors

  摘要：

  A number of adamantyl-group-bearing diamino-s-triazines were synthesized as potential dihydrofolate reductase (DHFR) inhibitors and their pharmacological properties were tested. The crystal structures of certain compounds were determined by X-ray crystallography. With the aid of computer graphics, model structures of the L1210 mouse DHFR-ligand ternary complex were constructed. The binding affinities of the compounds to DHFR were determined experimentally. Compounds mono-substituted at the nitrogen of the amine group appear to be slightly better inhibitors. Weak activity was also enhanced by the presence of a methylene bridge between the adamantyl group and the s-triazine ring. The majority of the compounds was shown to have weak activity against P388 and KB cell lines in vitro; some compounds showed weak anti-bacterial activity and no anti-viral activity was detected.

  DOI：

  10.1016/0223-5234(93)90007-2

文献信息

• Ruthenium-catalyzed synthesis of arylethyl 1,3,5-triazines from arylallyl alcohols and biguanides
  作者：Ming Zeng、Zhong Pao Xie、Dong-Mei Cui、Chen Zhang

  DOI：10.1039/c8ob01397g

  日期：——

  An efficient ruthenium-catalyzed synthesis of alkyl-1,3,5-triazies from arylallyl alcohols and biguanides has been developed. The reaction occurred in moderate to good yields and tolerated heterocyclic or aryl allyl alcohols containing functionalities such as alkanes, ethers, and halogens. The reaction proceeds through a one-pot sequence of transfer hydrogenation and condensation steps.

  已经开发了一种有效的钌催化的芳基烯丙基醇和双胍合成1,3,5-三叠氮烷基的方法。该反应以中等至良好的收率进行，并且包含具有官能度的杂环或芳基烯丙醇，例如烷烃，醚和卤素。反应通过转移反应加氢和缩合步骤的一锅法进行。
• Substituted s-triazines as herbicidal agents
  申请人：American Cyanamid Company

  公开号：US03932167A1

  公开（公告）日：1976-01-13

  This invention relates to the use of substituted s-triazine compounds as herbicides.

  这项发明涉及将取代的s-三嗪化合物用作除草剂。
• Synthesis and in vitro evaluation of 2,4-diamino-1,3,5-triazine derivatives as neuronal voltage-gated sodium channel blockers
  作者：Xiang Ma、Thong-Yuen Poon、Peter Tsun Hon Wong、Wai-Keung Chui

  DOI：10.1016/j.bmcl.2009.08.052

  日期：2009.10

  the best neuronal sodium binding activity among the four groups of triazines evaluated. Derivatives 4a–4j blocked the sodium channels with IC50 values ranged from 4.0 to 14.7 μM. The result from this study showed that analogues of 2,4-diamino-1,3,5-triazines could be used as leads for the discovery of neuronal sodium channels blockers for managing central nervous system related disorders.

  神经元钠通道阻滞剂会干扰离子通量，并已用于治疗神经性疼痛，癫痫和脑缺血性疾病。在目前的研究中，合成了四组2,4-二氨基-1,3,5-三嗪衍生物，并研究了它们的神经元钠通道结合活性。在四组三嗪中，发现5-Aryl-1,3,5-triazaspiro [5.5] undeca-1,3-diene-2,4-diamines（4a - 4j）具有最佳的神经元钠结合活性。衍生物4a – 4j用IC 50阻断了钠通道值范围为4.0至14.7μM。这项研究的结果表明，2,4-二氨基-1,3,5-三嗪的类似物可以用作发现神经元钠通道阻滞剂以治疗中枢神经系统相关疾病的先导。
• Novel 2,4-diamino-1,3,5-triazine derivative
  申请人：Maeda Shirou

  公开号：US20060154928A1

  公开（公告）日：2006-07-13

  The present invention relates to an antibacterial agent, which comprises, as an active ingredient, a compound represented by the following general formula (1): or a pharmaceutically acceptable salt thereof.

  本发明涉及一种抗菌剂，其包含以下通式（1）所表示的化合物作为活性成分，或其药学上可接受的盐。
• 2,4-diamino-1,3,5-triazine derivatives
  申请人：Hamari Chemicals, Ltd.

  公开号：US07622469B2

  公开（公告）日：2009-11-24

  The present invention relates to an antibacterial agent, which comprises, as an active ingredient, a compound represented by the following general formula (1): or a pharmaceutically acceptable salt thereof.

  本发明涉及一种抗菌剂，其包括以下通式（1）所表示的化合物或其药学上可接受的盐作为活性成分：