4,6-diamino-1-(4'-chlorobenzyl)-2-cyclopropyl-2-methyl-1,2-dihydro-1,3,5-triazine hydrochloride | 1333500-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 4,6-diamino-1-(4'-chlorobenzyl)-2-cyclopropyl-2-methyl-1,2-dihydro-1,3,5-triazine hydrochloride
• 英文别名: 1-[(4-Chlorophenyl)methyl]-6-cyclopropyl-6-methyl-1,3,5-triazine-2,4-diamine;hydrochloride
• CAS: 1333500-38-1
• 化学式: C₁₄H₁₈ClN₅*ClH
• 分子量: 328.244
• InChiKey: DAUROCZKVCLYFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  80
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  对氯苄胺 在 盐酸 、 原甲酸三乙酯 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 生成 4,6-diamino-1-(4'-chlorobenzyl)-2-cyclopropyl-2-methyl-1,2-dihydro-1,3,5-triazine 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 antimicrobial activity of N1-benzyl or N1-benzyloxy-1,6-dihydro-1,3,5-triazine-2,4-diamines
  作者：Xiang Ma、Soo-Tong Tan、Chai-Ling Khoo、Hong-May Sim、Lai-Wah Chan、Wai-Keung Chui

  DOI：10.1016/j.bmcl.2011.06.125

  日期：2011.9

  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.