N-1-(4-methyl)benzylbiguanide hydrochloride | 108484-54-4

• 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: N-1-(4-methyl)benzylbiguanide hydrochloride
• 英文别名: 1-(4-methylbenzyl)biguanide hydrochloride；1-(4-methyl-benzyl)-biguanide; hydrochloride；1-(4-Methyl-benzyl)-biguanid; Hydrochlorid；Biguanide, 1-(p-methylbenzyl)-, monohydrochloride；1-(diaminomethylidene)-2-[(4-methylphenyl)methyl]guanidine;hydrochloride
• CAS: 108484-54-4
• 化学式: C₁₀H₁₅N₅*ClH
• 分子量: 241.724
• InChiKey: FPHQTRXMIYHJQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  N-1-(4-methyl)benzylbiguanide hydrochloride 、 环庚酮 在 盐酸 、 原甲酸三乙酯 作用下， 以 甲醇 、 水 为溶剂， 以5.3%的产率得到2,4-diamino-5-(4-methylbenzyl)-1,3,5-triazaspiro[5.6]dodeca-1,3-diene hydrochloride
  参考文献：
  名称：

  Synthesis and antimicrobial activity of N1-benzyl or N1-benzyloxy-1,6-dihydro-1,3,5-triazine-2,4-diamines

  摘要：

  The emergence and spread of multidrug-resistant strains of Staphylococcus aureus and Mycobacterium tuberculosis are generating a threat to public health worldwide. In the current study, a series of N-1-benzyl and N-1-benzyloxy-1,6-dihydro-1,3,5-triazine-2,4-diamine derivatives were synthesized and investigated for their antimicrobial activity against S. aureus, and Mycobacterium smegmatis which is taxonomically related to M. tuberculosis. Most of the compounds exhibited good activity against M. smegmatis as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 7o showed potent antimycobacterial activity against M. smegmatis without mammalian DHFR inhibition liability. The results from this study indicate that 1-benzyl derivatives of 1,6-dihydro-1,3,5-triazine-2,4-diamines may be used as lead compounds for the discovery of antimycobacterial agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.125
• 作为产物：
  描述：

  4-甲基苄胺 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 N-1-(4-methyl)benzylbiguanide hydrochloride
  参考文献：
  名称：

  Synthesis and antimicrobial activity of N1-benzyl or N1-benzyloxy-1,6-dihydro-1,3,5-triazine-2,4-diamines

  摘要：

  The emergence and spread of multidrug-resistant strains of Staphylococcus aureus and Mycobacterium tuberculosis are generating a threat to public health worldwide. In the current study, a series of N-1-benzyl and N-1-benzyloxy-1,6-dihydro-1,3,5-triazine-2,4-diamine derivatives were synthesized and investigated for their antimicrobial activity against S. aureus, and Mycobacterium smegmatis which is taxonomically related to M. tuberculosis. Most of the compounds exhibited good activity against M. smegmatis as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 7o showed potent antimycobacterial activity against M. smegmatis without mammalian DHFR inhibition liability. The results from this study indicate that 1-benzyl derivatives of 1,6-dihydro-1,3,5-triazine-2,4-diamines may be used as lead compounds for the discovery of antimycobacterial agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.125

文献信息

• 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。