N-(1,2,2,2-Tetrachlorethyl)-fluoroacetamid | 4173-92-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(1,2,2,2-Tetrachlorethyl)-fluoroacetamid
• 英文别名: 2-fluoro-N-(1,2,2,2-tetrachloroethyl)acetamide
• CAS: 4173-92-6
• 化学式: C₄H₄Cl₄FNO
• 分子量: 242.892
• InChiKey: DZKPNOCALQUSLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1,2,2,2-Tetrachlorethyl)-fluoroacetamid 、 氰化钾 以63%的产率得到
  参考文献：
  名称：

  DRACH B. S.; MISKEVICH G. N., ZH. ORGAN. XIMII, 1978, 14, HO 3, 501-507

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(1-hydroxy-2,2,2-trichloroethyl)fluoroacetamide 在 五氯化磷 作用下， 以 苯 为溶剂， 生成 N-(1,2,2,2-Tetrachlorethyl)-fluoroacetamid
  参考文献：
  名称：

  N-(α-芳氧基烷基)亚胺酰氯分子内杂环化形成新型2H-1,3-苯并恶嗪环

  摘要：

  摘要 基于易于获得的 N-（α-芳氧基三氯乙基）亚胺酰氯的分子内杂环化，开发了一种方便的合成 2-三氯甲基和 2-二氯亚甲基-2H-1,3-苯并恶嗪衍生物的方法。4-苯基-或 4-三氟甲基-2-三氯甲基苯并恶嗪的碱诱导脱氯化氢可以制备 2-二氯亚甲基-1,3-苯并恶嗪，而在类似条件下 4-氟甲基类似物的脱氯化氢伴随着正式的 1,5-H 转移得到相应的 2-二氯甲基-4-氟亚甲基-1,3-苯并恶嗪。

  DOI：

  10.1515/hc-2017-0102

文献信息

• Novel 2<i>H</i>-1,3-benzoxazine ring formation by intramolecular heterocyclization of <i>N</i>-(α-aryloxyalkyl)imidoyl chlorides
  作者：Petro P. Onys’ko、Kateryna A. Zamulko、Olena I. Kyselyova、Yaroslav A. Syzonenko

  DOI：10.1515/hc-2017-0102

  日期：2017.12.20

  Abstract A convenient synthetic approach to derivatives of 2-trichloromethyl and 2-dichlorometylene-2H-1,3-benzoxazines, based on intramolecular heterocyclization of readily accessible N-(α-aryloxytrichloroethyl)imidoyl chlorides, was developed. Base induced dehydrochlorination of 4-phenyl- or 4-trifluoromethyl-2-trichloromethylbenzoxazines allows preparation of 2-dichloromethylene-1,3-benzoxazines

  摘要 基于易于获得的 N-（α-芳氧基三氯乙基）亚胺酰氯的分子内杂环化，开发了一种方便的合成 2-三氯甲基和 2-二氯亚甲基-2H-1,3-苯并恶嗪衍生物的方法。4-苯基-或 4-三氟甲基-2-三氯甲基苯并恶嗪的碱诱导脱氯化氢可以制备 2-二氯亚甲基-1,3-苯并恶嗪，而在类似条件下 4-氟甲基类似物的脱氯化氢伴随着正式的 1,5-H 转移得到相应的 2-二氯甲基-4-氟亚甲基-1,3-苯并恶嗪。
• Drach,B.S.; Mis'kevich,G.N., Journal of Organic Chemistry USSR (English Translation), 1978, vol. 14, p. 463 - 469
  作者：Drach,B.S.、Mis'kevich,G.N.

  DOI：——

  日期：——
• In silico and in vitro studies of a number PILs as new antibacterials against MDR clinical isolate <i>Acinetobacter baumannii</i>
  作者：Maria M. Trush、Vasyl Kovalishyn、Diana Hodyna、Olexandr V. Golovchenko、Svitlana Chumachenko、Igor V. Tetko、Volodymyr S. Brovarets、Larysa Metelytsia

  DOI：10.1111/cbdd.13678

  日期：2020.6

  AbstractQSAR analysis of a set of previously synthesized phosphonium ionic liquids (PILs) tested against Gram‐negative multidrug‐resistant clinical isolate Acinetobacter baumannii was done using the Online Chemical Modeling Environment (OCHEM). To overcome the problem of overfitting due to descriptor selection, fivefold cross‐validation with variable selection in each step of the model development was applied. The predictive ability of the classification models was tested by cross‐validation, giving balanced accuracies (BA) of 76%–82%. The validation of the models using an external test set proved that the models can be used to predict the activity of newly designed compounds with a reasonable accuracy within the applicability domain (BA = 83%–89%). The models were applied to screen a virtual chemical library with expected activity of compounds against MDR Acinetobacter baumannii. The eighteen most promising compounds were identified, synthesized, and tested. Biological testing of compounds was performed using the disk diffusion method in Mueller‐Hinton agar. All tested molecules demonstrated high anti‐A. baumannii activity and different toxicity levels. The developed classification SAR models are freely available online at http://ochem.eu/article/113921 and could be used by scientists for design of new more effective antibiotics.
• DRACH B. S.; MISKEVICH G. N., ZH. ORGAN. XIMII, 1978, 14, HO 3, 501-507
  作者：DRACH B. S.、 MISKEVICH G. N.

  DOI：——

  日期：——