5-(3,4,5-三甲氧基苯甲酰基)-2,4-嘧啶二胺 | 30806-86-1

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-(3,4,5-三甲氧基苯甲酰基)-2,4-嘧啶二胺
• 中文别名: 甲氧苄啶相关物质B；甲氧苄氨嘧啶杂质B
• 英文名称: 2,4-diamino-5-(3,4,5-trimethoxybenzoyl)pyrimidine
• 英文别名: 5-(3,4,5-Trimethoxybenzoyl)-2,4-pyrimidinediamine；(2,4-diaminopyrimidin-5-yl)-(3,4,5-trimethoxyphenyl)methanone
• CAS: 30806-86-1
• 化学式: C₁₄H₁₆N₄O₄
• 分子量: 304.305
• InChiKey: GAAPPIKAFNZRLA-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C(Solv: benzene (71-43-2))
• 沸点：
  616.4±65.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 海关编码：
  2933599090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  5-(3,4,5-三甲氧基苯甲酰基)-2,4-嘧啶二胺 在 劳森试剂 作用下， 以 xylene 为溶剂， 反应 3.0h， 以52%的产率得到
  参考文献：
  名称：

  Zaky; Mohamed; Kandil, Egyptian Journal of Chemistry, 2004, vol. 47, # 3, p. 283 - 292

  摘要：

  DOI：
• 作为产物：
  描述：

  甲氧苄啶 在 sodium dichromate 、 溶剂黄146 作用下， 反应 9.0h， 以50%的产率得到5-(3,4,5-三甲氧基苯甲酰基)-2,4-嘧啶二胺
  参考文献：
  名称：

  Zaky; Mohamed; Kandil, Egyptian Journal of Chemistry, 2004, vol. 47, # 3, p. 283 - 292

  摘要：

  DOI：

文献信息

• Jetti, Srinivasa Rao; Dubey, Manoj; Jain, Shubha, Journal of the Indian Chemical Society, 2013, vol. 90, # 1, p. 69 - 72
  作者：Jetti, Srinivasa Rao、Dubey, Manoj、Jain, Shubha

  DOI：——

  日期：——
• Hess; Doelker; Haferburg, Pharmazie, 2001, vol. 56, # 4, p. 306 - 310
  作者：Hess、Doelker、Haferburg、Kertscher、Matysik、Ortwein、Teubert、Zimmermann、Eger

  DOI：——

  日期：——
• Analysis of complexes of inhibitors with Cryptosporidium hominis DHFR leads to a new trimethoprim derivative
  作者：Veljko M. Popov、David C.M. Chan、Yale A. Fillingham、W. Atom Yee、Dennis L. Wright、Amy C. Anderson

  DOI：10.1016/j.bmcl.2006.05.047

  日期：2006.8

  Cryptosporidiosis, an opportunistic infection affecting immunocompromised patients, the elderly, and children, is still an untreatable disease since the causative agent, Cryptosporidium hominis, is essentially resistant to all clinically used antimicrobial agents. In order to accelerate the design of new potent and selective inhibitors targeting dihydrofolate reductase of C. hominis (ChDHFR), we determined the structural basis for the potency of existing DHFR inhibitors using superpositions of the structure of ChDHFR with other species and analysis of active site complexes of ChDHFR bound to ligands exhibiting a wide range of IC50 values. This information was used to develop an accurate docking model capable of identifying potent inhibitors in silico. A series of C7-trimethoprim derivatives, designed to exploit a unique pocket in ChDHFR, was synthesized and evaluated; 7-ethyl TMP has four times higher activity than TMP against ChDHFR. (c) 2006 Elsevier Ltd. All rights reserved.
• Oxygen dependent oxidation of trimethoprim by sulfate radical: Kinetic and mechanistic investigations
  作者：Xuerui Yang、Xi Ding、Lei Zhou、Yuefei Ji、Guangli Xiu

  DOI：10.1016/j.cclet.2021.02.062

  日期：2021.10
• Degradation of Trimethoprim
  作者：Jacobus J. Bergh、Jaco C. Breytenbach、Philippus L. Wessels

  DOI：10.1002/jps.2600780418

  日期：1989.4

  Trimethoprim undergoes thermally and photochemically catalyzed hydrolysis or oxidation to give rise to at least five products. The structures of these compounds were determined by physical methods and it was found that the resonance of C-5 in the 13C NMR spectrum is indicative of the substitution pattern of the resultant amino hydroxy pyrimidines.