吗啉-4-羧酰胺氢氧化物 | 102392-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 吗啉-4-羧酰胺氢氧化物
• 中文别名: 吗啉-4-甲脒盐酸盐；吗啉-4-甲脒碘化氢盐
• 英文名称: morpholine-4-carboximidamide hydroiodide
• 英文别名: morpholine-4-carboximidamide;hydroiodide
• CAS: 102392-87-0
• 化学式: C₅H₁₁N₃O*HI
• 分子量: 257.074
• InChiKey: LJQSGLRGQQZIMF-UHFFFAOYSA-N

物化性质

• 熔点：
  141-145℃

计算性质

• 辛醇/水分配系数(LogP)：
  -0.17
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  62.3
• 氢给体数：
  3
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2,2,2-trifluoroacetyl)-3-(dimethylamino)-4,4-difluorobut-2-enoate 、 吗啉-4-羧酰胺氢氧化物 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.75h， 以30%的产率得到ethyl 4-(difluoromethyl)-2-morpholino-6-(trifluoromethyl)pyrimidine-5-carboxylate
  参考文献：
  名称：

  由FAR，氟化乙酰乙酸酯和丙二腈合成单和双（氟烷基）嘧啶可轻松获得新型高价值嘧啶支架

  摘要：

  使用氟化乙酰乙酸酯，丙二腈和氟代烷基氨基试剂（FAR）开发了一种新策略，以获取前所未有的4,6-双（氟代烷基）嘧啶-5-羧酸酯，其羧酸类似物和4-氨基-6-（氟代烷基）嘧啶5腈。在微波辐射下开发了一种使用合适am的有效环化步骤，可快速有效地提供所需的嘧啶。从羧酸酯衍生物应用标准皂化条件以得到相应的羧酸。这些新的有价值的构建基，带有一个或两个新兴的氟化取代基，在医学和农用化学研究方面具有强大的潜力。

  DOI：

  10.1002/chem.201703982

文献信息

• <i>tert</i>-Butylphenylthiazoles with an oxadiazole linker: a novel orally bioavailable class of antibiotics exhibiting antibiofilm activity
  作者：Ahmed Kotb、Nader S. Abutaleb、Mohamed Hagras、Ashraf Bayoumi、Mahmoud M. Moustafa、Adel Ghiaty、Mohamed N. Seleem、Abdelrahman S. Mayhoub

  DOI：10.1039/c8ra10525a

  日期：——

  structure–kinetic relationships of a new tert-butylphenylthiazole series with oxadiazole linkers were conducted with the objective of obtaining a new orally available antibacterial compounds. Twenty-two new compounds were prepared, purified and identified. Their activity against methicillin-resistant Staphylococcus aureus were examined. Compound 20 with 3-hydroxyazetidine as a nitrogenous side chain showed promising

  对具有恶二唑接头的新型叔丁基苯基噻唑系列的结构-活性和结构-动力学关系进行了研究，目的是获得一种新的口服抗菌化合物。制备、纯化和鉴定了 22 种新化合物。检查了它们对耐甲氧西林金黄色葡萄球菌的活性。具有 3-羟基氮杂环丁烷作为含氮侧链的化合物20对 24 种临床分离株显示出有希望的活性，包括对万古霉素耐药的葡萄球菌和肠球菌，MIC 值范围为 4-8 μg mL -1. 该化合物的其他优点包括以剂量依赖性方式根除葡萄球菌生物膜团块的能力，以及在口服剂量 25 mg kg -1后具有高代谢稳定性，生物半衰期超过 5 小时和血浆浓度。C max ) 超过 MIC 值。
• Phenylthiazoles with tert-Butyl side chain: Metabolically stable with anti-biofilm activity
  作者：Ahmed Kotb、Nader S. Abutaleb、Mohamed A. Seleem、Mohamed Hagras、Haroon Mohammad、Ashraf Bayoumi、Adel Ghiaty、Mohamed N. Seleem、Abdelrahman S. Mayhoub

  DOI：10.1016/j.ejmech.2018.03.044

  日期：2018.5

  A new series of phenylthiazoles with t-butyl lipophilic component was synthesized and their antibacterial activity against a panel of multidrug-resistant bacterial pathogens was evaluated. Five compounds demonstrated promising antibacterial activity against methicillin-resistant staphylococcal strains and several vancomycin-resistant staphylococcal and enterococcal species. Additionally, three derivatives 19, 23 and 26 exhibited rapid bactericidal activity, and remarkable ability to disrupt mature biofilm produced by MRSA USA300. More importantly, a resistant mutant to 19 couldn't be isolated after subjecting MRSA to sub-lethal doses for 14 days. Lastly, this new series of phenylthiazoles possesses an advantageous attribute over the first-generation compounds in their stability to hepatic metabolism, with a biological half-life of more than 9 h. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Alkoxyphenylthiazoles with broad-spectrum activity against multidrug-resistant gram-positive bacterial pathogens
  作者：Moustafa ElAwamy、Haroon Mohammad、Abdelrahman Hussien、Nader S. Abutaleb、Mohamed Hagras、Rabah A.T. Serya、Azza T. Taher、Khaled AM Abouzid、Mohamed N. Seleem、Abdelrahman S. Mayhoub

  DOI：10.1016/j.ejmech.2018.04.049

  日期：2018.5

  With the continued rise of antibiotic resistance and reduced susceptibility to almost all front-line antibiotics, multidrug-resistant Gram-positive bacterial infections represent an incessant threat to healthcare providers. This study presents a new series of phenylthiazole compounds where two active moieties were combined into one scaffold. The antibacterial activity of the hybrid structures extended to include several clinically-relevant multi-drug resistant pathogens including methicillin-resistant and vancomycin-resistant Staphylococcus aureus, methicillin-resistant Staphylococcus epidermidis, vancomycin-resistant enterococci, cephalosporin-resistant and methicillin-resistant Streptococcus pneumoniae, and Listeria monocytogenes. In addition, the most potent compounds, 16a and 17a, exhibited a fast bactericidal mode of action in vitro with low susceptibility to induce bacterial resistance. In addition to its potent spectrum of activity against Gram-positive bacterial pathogens, compound 17a was found to be metabolically stable in rats, with a half-life of 4 h. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Coumarin-based homoisoflavonoids as precursors in the synthesis of 8-heteroarylmethylcoumarins
  作者：Nataliia V. Myshko、Galyna P. Mrug、Kostyantyn M. Kondratyuk、Svitlana P. Bondarenko、Mykhaylo S. Frasinyuk

  DOI：10.1007/s10593-023-03216-9

  日期：2023.7