1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide
• 英文别名: 1-(4-Chlorophenyl)-5-oxopyrrolidine-3-carbohydrazide
• 化学式: C₁₁H₁₂ClN₃O₂
• mdl: MFCD01429411
• 分子量: 253.688
• InChiKey: CVBUBNCMYUNOGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide 在 potassium hydroxide 、 肼 作用下， 以 乙醇 、 异丙醇 为溶剂， 反应 8.0h， 生成 4-(4-amino-4,5-dihydro-5-thioxo-1H-1,2,4-triazol-3-yl)-1-(4-chlorophenyl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and Characterization of 4-Substituted 1-(4-Halogenophenyl)pyrrolidin-2-ones with Azole and Azine Moieties

  摘要：

  4-Substituted 1-(4-fluoro- and 4-chlorophenyl)pyrrolidin-2-ones containing azole, oxadiazole, triazole, and triazine fragments have been synthesized, and the characterization of the obtained products is presented. The study compounds have been analyzed by elemental analysis, and the NMR, IR, MS techniques. The H-1/C-13 2D (HETCOR), APT (C-13) NMR methods, and molecular modeling (MM2) were used for structure elucidation in more complicated cases.

  DOI：

  10.3987/com-13-12703
• 作为产物：
  描述：

  1-(4-chlorophenyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester 在 一水合肼 作用下， 以 异丙醇 为溶剂， 生成 1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide
  参考文献：
  名称：

  5-氧代-1-苯基吡咯烷-3-碳酰肼与1,4-萘醌衍生物的反应及所得产物的性质

  摘要：

  N '-（4-Oxo-1,4-二氢萘-1-亚甲基）-1-苯基-5-氧吡咯烷-3-碳酰肼和N '-（3-甲基-4-氧代-1,4-二氢萘-1 -亚苯基）-1-苯基-5-氧吡咯烷-3-碳酰肼通过5-氧代-1-苯基吡咯烷-3-碳酰肼与1,4-萘醌或2-甲基-1,4-萘醌的反应合成。使用碘乙烷获得上述产物的烷基化类似物。5-氧代-1-苯基吡咯烷-3-碳酰肼与2,3-二氯-1,4-萘醌的相互作用随后形成N '-（3-氯-1,4-二氧代-1,4-二氢萘-2-基）-1-苯基-5-氧吡咯烷-3-碳酰肼。所有这些化合物的特征均使用1 H，1313 C NMR，IR和质谱。测试了一些新化合物的抗微生物和抗真菌活性。

  DOI：

  10.1007/s11164-011-0306-y

文献信息

• Synthesis and Biological Activity of Mono- and Disubstituted 1,2,4-Triazole Derivatives
  作者：Vytautas Mickevičius、Vida Intaitė、Aušra Voskienė、Kristina Kantminienė、Maryna Stasevych、Olena Komarovska-Porokhnyavets、Volodymyr Novikov

  DOI：10.3987/com-09-11887

  日期：——

  Novel mono- and disubstituted triazole derivatives were synthesized by condensation reactions of 1-aryl-3-hydrazinocarbonyl-5-oxopyrrolidinones with organic and inorganic cyanates, their structures were investigated and antimicrobial activity was evaluated.

  通过 1-aryl-3-hydrazinocarbonyl-5-oxopyrrolidinones 与有机和无机氰酸酯的缩合反应合成了新的单取代和双取代三唑衍生物，研究了它们的结构并评估了抗菌活性。
• NOVEL OXADIAZOLE DERIVATIVE AND PHARMACEUTICAL CONTAINING SAME
  申请人：National Center for Geriatrics and Gerontology

  公开号：EP3275440B1

  公开（公告）日：2022-05-04
• Synthesis of substituted 1,3,4-oxadiazole derivatives
  作者：V. Mickevičius、R. Vaickelionienė、B. Sapijanskaitė

  DOI：10.1007/s10593-009-0252-4

  日期：2009.2

  Monosubstituted oxadiazoles were synthesized by the reaction of hydrazides with triethyl orthoformate. Their reactions with benzoyl chloride gave benzoylcarbohydrazides, which under the action of thionyl chloride were cyclized to the respective 2,5-disubstituted oxadiazoles. 1-Aryl-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-pyrrolidin-2-ones were synthesized from acid hydrazides using carbon disulfide under basic conditions.
• Synthesis of 1-{[(Aryl-5-oxopyrrolidin-3-yl)carbonyl]amino}-5-oxopyrrolidine-3-carboxylic Acids
  作者：V. Mickevicius、Z.-I. G. Beresnevicius、M. Mickevicius、B. Sapijanskaite

  DOI：10.1007/s10593-005-0251-z

  日期：2005.7
• Reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone derivatives and the properties of the obtained products
  作者：Rita Vaickelionienė、Vytautas Mickevičius、Gema Mikulskienė、Maryna Stasevych、Olena Komarovska-Porokhnyavets、Volodymyr Novikov

  DOI：10.1007/s11164-011-0306-y

  日期：2011.10

  -3-carbohydrazides were synthesized by reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone or 2-methyl-1,4-naphthoquinone. The alkylated analogues of the above products were obtained using ethyl iodide. The interaction of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 2,3-dichloro-1,4-naphthoquinone was followed by formation of N′-(3-chloro-1,4-dioxo-1,4-dihydronapht

  N '-（4-Oxo-1,4-二氢萘-1-亚甲基）-1-苯基-5-氧吡咯烷-3-碳酰肼和N '-（3-甲基-4-氧代-1,4-二氢萘-1 -亚苯基）-1-苯基-5-氧吡咯烷-3-碳酰肼通过5-氧代-1-苯基吡咯烷-3-碳酰肼与1,4-萘醌或2-甲基-1,4-萘醌的反应合成。使用碘乙烷获得上述产物的烷基化类似物。5-氧代-1-苯基吡咯烷-3-碳酰肼与2,3-二氯-1,4-萘醌的相互作用随后形成N '-（3-氯-1,4-二氧代-1,4-二氢萘-2-基）-1-苯基-5-氧吡咯烷-3-碳酰肼。所有这些化合物的特征均使用1 H，1313 C NMR，IR和质谱。测试了一些新化合物的抗微生物和抗真菌活性。