2-(三氟乙酰基)-1,3-环戊烷二酮 | 151582-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(三氟乙酰基)-1,3-环戊烷二酮
• 英文名称: 2-trifluoroacetylcyclopentane-1,3-dione
• 英文别名: 2-(2,2,2-trifluoroacetyl)cyclopentane-1,3-dione；Succinyl Trifluoroacetone；2-(Trifluoroacetyl)cyclopentane-1,3-dione
• CAS: 151582-19-3
• 化学式: C₇H₅F₃O₃
• 分子量: 194.11
• InChiKey: FITGGMUMTAFYJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(三氟乙酰基)-1,3-环戊烷二酮 在 草酰氯 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 3-(4-fluorophenylamino)-2-(trifluoroacetyl)cyclopent-2-en-1-one
  参考文献：
  名称：

  2-perfluoroalkanoylcyclopentane-1,3-diones. Synthesis and some transformations

  摘要：

  2-Perfluoroalkanoylcyclopentane-1,3-diones were synthesized for the first time by acylation of cyclopentane-1,3-dione with perfluorocarboxylic acids in the presence of 1,1'-carbonyldiimidazole or with perfluorocarboxylic anhydrides in the presence of imidazole. 2-Perfluoroalkanoylcyclopentane-1,3-diones were selectively reduced to 2-(1-hydroxyperfluoroalkyl)cyclopentane-1,3-diones by the action of triethylsilane in trifluoroacetic acid in the presence of a catalytic amount of lithium perchlorate. Treatment of the title compounds with oxalyl chloride and subsequent reaction with 2 equiv of primary amine (4-fluoroaniline, 4-fluorobenzylamine, 3,4-difluoroaniline, 3-trifluoromethylbenzylamine) gave the corresponding 3-arylamino-2-perfluoroalkanoylcyclopent-2-en-1-ones.

  DOI：

  10.1134/s107042801210003x
• 作为产物：
  描述：

  1,3-环戊二酮 、 三氟乙酸酐 在 咪唑 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以92%的产率得到2-(三氟乙酰基)-1,3-环戊烷二酮
  参考文献：
  名称：

  2-perfluoroalkanoylcyclopentane-1,3-diones. Synthesis and some transformations

  摘要：

  2-Perfluoroalkanoylcyclopentane-1,3-diones were synthesized for the first time by acylation of cyclopentane-1,3-dione with perfluorocarboxylic acids in the presence of 1,1'-carbonyldiimidazole or with perfluorocarboxylic anhydrides in the presence of imidazole. 2-Perfluoroalkanoylcyclopentane-1,3-diones were selectively reduced to 2-(1-hydroxyperfluoroalkyl)cyclopentane-1,3-diones by the action of triethylsilane in trifluoroacetic acid in the presence of a catalytic amount of lithium perchlorate. Treatment of the title compounds with oxalyl chloride and subsequent reaction with 2 equiv of primary amine (4-fluoroaniline, 4-fluorobenzylamine, 3,4-difluoroaniline, 3-trifluoromethylbenzylamine) gave the corresponding 3-arylamino-2-perfluoroalkanoylcyclopent-2-en-1-ones.

  DOI：

  10.1134/s107042801210003x

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT OF HIV<br/>[FR] COMPOSÉS POUR TRAITER LE VIH
  申请人：GILEAD SCIENCES INC

  公开号：WO2013006738A1

  公开（公告）日：2013-01-10

  The invention provides compounds of formula (I): or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.

  本发明提供了如下式（I）的化合物或其盐，还提供了包含如下式（I）化合物的药物组合物，制备如下式（I）化合物的方法，用于制备如下式（I）化合物的中间体以及治疗Retroviridae病毒感染的治疗方法，包括由HIV病毒引起的感染。
• Fluorine-containing lupane triterpenoid acid derivatives: Design, synthesis and biological evaluation as potential anti-inflammatory agents
  作者：Tatyana S. Khlebnicova、Yuri A. Piven、Alexander V. Baranovsky、Fedor A. Lakhvich、Iryna V. Sorokina、Tatyana G. Tolstikova

  DOI：10.1016/j.steroids.2018.10.001

  日期：2019.7

  &NA; A series of novel fluorine‐containing lupane triterpenoid acid derivatives with fluoroaromatic amide moieties at the C‐28 position (1–8) or with 2‐(fluoroacyl)cyclopentane‐1,3‐dione fragments at the C‐3 position (9–18) of lupane skeleton was synthesized. A simple synthesis of novel lupane triterpenoid hybrids with 2‐(fluoroacyl)‐2‐cyclopenten‐1‐one moieties was developed. An interaction of 2‐

  &NA; 一系列新型含氟羽扇豆三萜酸衍生物，在 C-28 位 (1-8) 具有氟代芳香酰胺部分或在 C-3 位 (9-8) 具有 2-(氟酰基)环戊烷-1,3-二酮片段18) 的羽扇豆骨架合成。开发了一种具有 2-(氟酰基)-2-环戊烯-1-one 部分的新型羽扇豆三萜杂化物的简单合成。2-酰基-3-氯环戊-2-烯-1-酮，从相应的环状&bgr;-三酮获得，与3-氨基-3-脱氧桦木酸甲酯的相互作用得到3&bgr;-异构体（9-13）和3&agr; - 目标杂交体的异构体（14-18），它们被分离为单独的化合物。使用组胺、伴刀豆球蛋白 A 和绵羊红细胞免疫诱导的小鼠爪水肿模型在体内研究了所选合成化合物的抗炎特性。在四环素诱导的肝炎模型上研究了体内抗氧化活性。大多数合成的含氟羽扇豆三萜酸衍生物具有显着的抗炎和抗氧化作用。在研究的化合物中，具有 2-perfluorobutanoyl-2-cyclopenten-1-one
• COMPOUNDS FOR THE TREATMENT OF HIV
  申请人：Bondy Steven S.

  公开号：US20140142085A1

  公开（公告）日：2014-05-22

  The invention provides compounds of formula (I): or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.

  本发明提供了以下式子（I）的化合物或其盐，如本文所述。本发明还提供了包括式子（I）化合物的制药组合物，制备式子（I）化合物的方法，用于制备式子I化合物的中间体以及治疗逆转录病毒感染的治疗方法，包括由HIV病毒引起的感染。
• Compounds for the treatment of HIV
  申请人：Gilead Sciences, Inc.

  公开号：US10370358B2

  公开（公告）日：2019-08-06

  The invention provides compounds of formula (I): or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.

  本发明提供如本文所述的式(I)化合物或其盐。本发明还提供了包含式（I）化合物的药物组合物、制备式（I）化合物的工艺、用于制备式（I）化合物的中间体以及治疗逆转录病毒科病毒感染（包括由 HIV 病毒引起的感染）的治疗方法。
• Compounds For the Treatment of HIV
  申请人：Gilead Sciences, Inc.

  公开号：US20180194746A1

  公开（公告）日：2018-07-12

  The invention provides compounds of formula (I): or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for treating a Retroviridae viral infection including an infection caused by the HIV virus.