6-chloro-N,N'-bis(3-chlorophenyl)-1,3,5-triazine-2,4-diamine | 84688-74-4

• 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: 6-chloro-N,N'-bis(3-chlorophenyl)-1,3,5-triazine-2,4-diamine
• 英文别名: 6-chloro-2-N,4-N-bis(3-chlorophenyl)-1,3,5-triazine-2,4-diamine
• CAS: 84688-74-4
• 化学式: C₁₅H₁₀Cl₃N₅
• mdl: MFCD00503172
• 分子量: 366.637
• InChiKey: TYANABJNBYMPNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-N,N'-bis(3-chlorophenyl)-1,3,5-triazine-2,4-diamine 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 5.5h， 生成 4-[[4,6-bis(3-chloroanilino)-1,3,5-triazin-2-yl]amino]-N'-(4-methylphenyl)sulfonylbenzohydrazide
  参考文献：
  名称：

  Langalia, N. A.; Thaker, K. A., Journal of the Indian Chemical Society, 1982, vol. 59, # 9, p. 1099 - 1101

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯苯胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 6-chloro-N,N'-bis(3-chlorophenyl)-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  Triaminotriazine DNA helicase inhibitors with antibacterial activity

  摘要：

  Screening of a chemical library in a DNA helicase assay involving the Pseudomonas aeruginosa DnaB helicase provided a triaminotriazine inhibitor with good antibacterial activity but associated cytotoxicity toward mammalian cells. Synthesis of analogs provided a few inhibitors that retained antibacterial activity and demonstrated a significant reduction in cytotoxicity. The impact of serum and initial investigations toward a mode of action highlight several features of this class of compounds as antibacterials. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.076

文献信息

• Discovery of novel 1,3,5-triazine-thiazolidine-2,4-diones as dipeptidyl peptidase-4 inhibitors with antibacterial activity targeting the S1 pocket for the treatment of type 2 diabetes
  作者：Jitendra Kumar Srivastava、Pragya Dubey、Saumya Singh、Hans Raj Bhat、Mukesh Kumar Kumawat、Udaya Pratap Singh

  DOI：10.1039/c4ra16903d

  日期：——

  A novel series of 1,3,5-triazine-thiazolidine-2,4-diones was synthesized and characterized by a number of analytical and spectroscopic techniques.

  合成并通过多种分析和光谱技术表征了一系列1,3,5-三嗪-噻唑啉-2,4-二酮的新颖系列。
• Design and one-pot synthesis of hybrid thiazolidin-4-one-1,3,5-triazines as potent antibacterial agents against human disease-causing pathogens
  作者：Sudhir Kumar、Hans Raj Bhat、Mukesh Kumar Kumawat、Udaya Pratap Singh

  DOI：10.1039/c2nj41028a

  日期：——

  An efficient and general one-pot reaction to a novel series of hybrid thiazolidine-4-one-1,3,5-triazine derivatives was developed. The easy work-up of the products, rapid reaction, and mild conditions are notable features of this protocol. These molecules were found to exhibit potent activity against a panel of Gram-positive and Gram-negative micro-organisms.

  本研究开发了一种高效、通用的一锅反应，可生成一系列新型杂化噻唑烷-4-酮-1,3,5-三嗪衍生物。该方案的显著特点是产品易于加工、反应迅速、条件温和。研究发现，这些分子对一系列革兰氏阳性和革兰氏阴性微生物具有强效活性。
• Kamdar; Chavda; Parikh, Journal of the Indian Chemical Society, 1987, vol. 64, # 5, p. 298 - 301
  作者：Kamdar、Chavda、Parikh

  DOI：——

  日期：——
• Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones
  作者：Jayesh Modha、Neela Datta、Hansa Parekh

  DOI：10.1016/s0014-827x(01)01118-1

  日期：2001.8

  Condensation of 5-cyano-2-hydrazino-3-N-methyl-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (3a and 3b) with 2 4-bisalkyl/arylamino-6-chloro-s-triazine (4) gave the corresponding 2,4-bisalkyl/arylamino-6-[5'-cyano-3'-N-methyl]-6'-phenyl/p-chlorophenyl-3',4'-dihydropyrimidin-4'-one-2'-yl-hydrazino-s-triazines (5a-n and 6a-n). The compounds 4 have been prepared by the condensation of cyanuric chloride and different alkyl/aryl amines. The reaction between 5-cyano-3-N-methyl-2-methylthio-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4-one (2a and 2b) with hydrazine hydrate furnished 3a and 3b, respectively. The condensation of 6-phenyl/p-chlorophenyl/5-cyano-2-mercapto-3,4-dihydropyrimidin-4-one (1a and 1b) with methyl iodide yielded 2a and 2b, respectively. All the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37 Rv. (C) 2001 Elsevier Science S.A. All rights reserved.
• Mehta, Lina; Parekh, Hansa, Journal of the Indian Chemical Society, 1986, vol. 63, p. 414 - 416
  作者：Mehta, Lina、Parekh, Hansa

  DOI：——

  日期：——