Lithium;1,1,1-trifluoropentane-2,4-dione | 127892-64-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Lithium;1,1,1-trifluoropentane-2,4-dione
• 英文别名: lithium;1,1,1-trifluoropentane-2,4-dione
• CAS: 127892-64-2
• 化学式: C₅H₄F₃O₂*Li
• 分子量: 160.022
• InChiKey: VZHCSSPRFWCWHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.08
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Lithium;1,1,1-trifluoropentane-2,4-dione 在 溶剂黄146 、 sodium nitrite 、 盐酸羟胺 作用下， 以 水 为溶剂， 以55%的产率得到5-Hydroxy-3-methyl-5(trifluoromethyl)-1,2-oxazol-4(5h)-one oxime
  参考文献：
  名称：

  Step by step and one-pot syntheses of 5-hydroxy-5-(polyfluoroalkyl)isoxazol-4(5H)-one oximes

  摘要：

  5-Hydroxy-5-(polyfluoroalkyl)isoxazol-4(5H)-one oximes have been obtained by nitrosation of lithium 3-polyfluoroalkyl-1,3-diketonates followed by treatment of intermediate 3-(polyfluoroalkyl)propane-1,2,3-trione 2-oximes with hydroxyl amine hydrochloride. The one-pot protocol comprising both stages has been elaborated.

  DOI：

  10.1016/j.mencom.2018.03.003

文献信息

• Multiple biological active 4-aminopyrazoles containing trifluoromethyl and their 4-nitroso-precursors: Synthesis and evaluation
  作者：Yanina V. Burgart、Natalia A. Agafonova、Evgeny V. Shchegolkov、Olga P. Krasnykh、Svetlana O. Kushch、Natalia P. Evstigneeva、Natalia A. Gerasimova、Vera V. Maslova、Galina A. Triandafilova、Sergey Yu. Solodnikov、Maria V. Ulitko、Galina F. Makhaeva、Elena V. Rudakova、Sophia S. Borisevich、Natalia V. Zilberberg、Nikolai V. Kungurov、Victor I. Saloutin、Oleg N. Chupakhin

  DOI：10.1016/j.ejmech.2020.112768

  日期：2020.12

  4-Nitroso-3-trifluoromethyl-5-alkyl[(het)aryl]pyrazoles were synthesized via one-pot nitrosation of 1,3-diketones or their lithium salts followed by treatment of hydrazines. Reduction of nitroso-derivatives made it possible to obtain 4-amino-3-trifluoromethylpyrazoles chlorides. According to computer-aided calculations, all synthesized compounds are expected to have acceptable ADME profile for drug

  通过1，3-二酮或其锂盐的一锅式亚硝化，然后处理肼，合成了4-亚硝基-3-三氟甲基-5-烷基[（杂）芳基]吡唑。亚硝基衍生物的还原使得可以获得4-氨基-3-三氟甲基吡唑氯化物。根据计算机辅助计算，所有合成的化合物均有望在药物设计中具有可接受的ADME谱。抗结核，该化合物的抗菌，抗真菌剂，抗氧化剂和细胞毒活性进行评价体外，而它们的镇痛和抗炎作用进行了测试体内急性毒性研究沿。N-未取代的4-亚硝基吡唑类是最有效的抗结核药（MIC至0.36μg/ ml）和抗菌剂化脓性链球菌（MIC至7.8μg/ ml），金黄色葡萄球菌， S . 金黄色葡萄球菌MRSA和淋病奈瑟氏球菌（MIC至15.6μg/ ml）。4-亚硝基-1-甲基-5-苯基吡唑具有对宽范围的真菌的显着抗真菌作用（Ť richophyton 癣菌，断发毛T.，T.堇色，T.趾间，E pidermophyton 癣菌，男icrosporum 犬MIC
• Novel potent bifunctional carboxylesterase inhibitors based on a polyfluoroalkyl-2-imino-1,3-dione scaffold
  作者：Galina F. Makhaeva、Sofya V. Lushchekina、Natalia P. Boltneva、Olga G. Serebryakova、Nadezhda V. Kovaleva、Elena V. Rudakova、Natalia A. Elkina、Evgeny V. Shchegolkov、Yanina V. Burgart、Tatyana S. Stupina、Alexey A. Terentiev、Eugene V. Radchenko、Vladimir A. Palyulin、Victor I. Saloutin、Sergey O. Bachurin、Rudy J. Richardson

  DOI：10.1016/j.ejmech.2021.113385

  日期：2021.6

  arylhydrazone moiety were potent antioxidants. All compounds possessed low cytotoxicity and low acute toxicity. Overall, a new promising type of bifunctional CES inhibitors has been found that are able to interact with the active site of the enzyme with the participation of two functional groups. The results indicate that HOPs have the potential to be good candidates as human CES inhibitors for biomedicinal

  通过Cu(OAc) 2催化的偶氮偶联获得了一系列扩展的烷基2-芳基肼基-3-氧代-3-多氟烷基丙酸酯(HOPs) 3。所有都是纳摩尔的羧酸酯酶 (CES) 抑制剂，而乙酰胆碱酯酶和丁酰胆碱酯酶的中度或弱抑制剂。稳态动力学研究表明 HOPs 3是三种酯酶的混合型抑制剂。分子对接研究表明，HOP 结构中的两个官能团，三氟甲基酮 (TFK) 和酯基团与 CES 活性位点结合，表明随后的反应：形成四面体加合物和缓慢的水解反应。分子建模的结果使我们能够解释 HOP 3抑制 CES 的一些构效关系：与胆碱酯酶相比，它们对 CES 的选择性和五氟乙基取代的 HOP 3p的高选择性hCES1 与 hCES2 相比。预计所有化合物都具有良好的肠道吸收和血脑屏障渗透性、低心脏毒性、良好的亲脂性和水溶性以及合理的整体药物相似性。在芳基腙部分具有 TFK 基团和电子给体取代基的 HOP 是有效的抗氧化剂。所有化合
• Efficient one-pot synthesis of 3-(polyfluoroalkyl)pyrazol-4-amines
  作者：Vera I. Filyakova、Nadezhda S. Boltacheva、Pavel A. Slepukhin、Valery N. Charushin

  DOI：10.1007/s10593-023-03232-9

  日期：2023.8

  A simple convenient one-pot protocol for the synthesis of 5-alkyl/hetaryl-4-amino-3-(polyfluoroalkyl)pyrazoles (4-aminopyrazoles) has been suggested. The method is based on using readily available lithium 3-polyfluoroalkyl-1,3-diketonates and sodium nitrite as starting materials and hydrazine hydrate for cyclization into 4-nitroso-3-(polyfluoroalkyl)pyrazoles, followed by reduction of the latter into

  提出了一种简单方便的一锅法合成 5-烷基/杂芳基-4-氨基-3-(多氟烷基)吡唑(4-氨基吡唑)。该方法以易得的3-多氟烷基-1,3-二酮锂和亚硝酸钠为起始原料，与水合肼环合生成4-亚硝基-3-(多氟烷基)吡唑，然后将后者还原为目标产物。5-甲基-、5-(噻吩-2-基)-、5-(4-甲基苯基)-和5-(吡啶-2-基)-取代的3-三氟甲基-1 H-吡唑-4的分子结构-胺已通过X射线分析确定。
• Fluoroalkyl-substituted lithium 1,3-diketonates in reactions with hetarylhydrazines
  作者：N. S. Boltacheva、L. N. Dianova、P. A. Slepukhin、V. I. Filyakova、V. A. Bakulev、V. N. Charushin

  DOI：10.1134/s1070428014060013

  日期：2014.6

  Fluoroalkyl-substituted lithium 1,3-diketonates reacted with 4-hydrazinyl-6-methylpyrimidin-2-amine, 2,6-dimethylpyrimidin-4-ylhydrazine, 7-fluoroquinoxalin-6-ylhydrazine, and benzothiazol-2-ylhydrazine to give the corresponding hetaryl-substituted pyrazoles. The molecular and crystal structures of 4-methyl-6-(3-methyl-5-trifluoromethyl-1H-pyrazol-1-yl)pyrimidin-2-amine and 4-(5-difluoromethyl-4,5,6,7-tetrahydro-2H-indazol-2-yl)-6-methylpyrimidin-2-amine were determined by X-ray analysis.
• Van Der Zeijden, Adolphus A. H.; Veghini, Dario; Berke, Heinz, Inorganic Chemistry, 1992, vol. 31, # 24, p. 5106 - 5116
  作者：Van Der Zeijden, Adolphus A. H.、Veghini, Dario、Berke, Heinz

  DOI：——

  日期：——