3-hydroxy-5-phenyl-1-(1,3-thiazol-2-yl)-4-(thiophen-2-ylcarbonyl)-2,5-dihydro-1H-pyrrol-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 3-hydroxy-5-phenyl-1-(1,3-thiazol-2-yl)-4-(thiophen-2-ylcarbonyl)-2,5-dihydro-1H-pyrrol-2-one
• 英文别名: 4-hydroxy-2-phenyl-1-(1,3-thiazol-2-yl)-3-(thiophene-2-carbonyl)-2H-pyrrol-5-one
• 化学式: C₁₈H₁₂N₂O₃S₂
• 分子量: 368.437
• InChiKey: RMEDHHIOYJTWJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-hydroxy-5-phenyl-1-(1,3-thiazol-2-yl)-4-(thiophen-2-ylcarbonyl)-2,5-dihydro-1H-pyrrol-2-one 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 3-butylamino-5-phenyl-1-(2-thiazolyl)-4-(2-thienoyl)-3-pyrrolin-2-one
  参考文献：
  名称：

  Reactions of 1,5-diaryl-4-heteroyl-3-hydroxy-3-pyrrolin-2-ones with arylamines and butylamine

  摘要：

  1,5-Diaryl-4-[2-thienoyl(furanoyl)]-3-hydroxy-3-pyrrolin-2-ones reacted with aromatic amines to form arylamino-3-pyrrolin-2-ones. Reactions with butylamine occurred via intermediate salt formation followed by their transformation into 3-butylamino-3-pyrrolin-2-ones at heating.

  DOI：

  10.1134/s1070363214090072
• 作为产物：
  描述：

  2-氨基噻唑 、 苯甲醛 、 2,4-二氧代-4-噻吩-2-基丁酸甲酯 以 溶剂黄146 为溶剂， 以60%的产率得到3-hydroxy-5-phenyl-1-(1,3-thiazol-2-yl)-4-(thiophen-2-ylcarbonyl)-2,5-dihydro-1H-pyrrol-2-one
  参考文献：
  名称：

  Reactions of 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones with hydrazine, phenylhydrazine, and hydroxylamine

  摘要：

  Three-component condensation of methyl 4-(furan-2-yl)- and 4-(thiophen-2-yl)-2,4-dioxobutanoates with aromatic aldehydes and 1,3-thiazol-2-amine afforded 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones. Reactions of the latter with hydrazine and phenylhydrazine gave pyrrolo[3,4-c]pyrazol-6-ones and 3-phenylhydrazones, while the corresponding oximes were obtained in reactions with hydroxylamine.

  DOI：

  10.1134/s1070428015010194

文献信息

• Synthesis of 6-Amino- and 6-Hydroxy-1-Aryl-2-(Thiazol-2-Yl)-9-(2-Thienoyl)-1,2-Dihydro-3H-Pyrrolo[3,4-B]Quinolin-3-Ones
  作者：V. L. Gein、M. A. Mar’yasov、L. F. Gein

  DOI：10.1007/s10593-015-1639-z

  日期：2015.3

  5-aryl-3-hydroxy-1-(thiazol-2-yl)-4-(2-thienoyl)-1,5-dihydro-2H-pyrrol-2-ones were found to react with meta-phenylenediamine or 3-aminophenol forming pyrrolo[3,4-b]quinolin-3-ones. Using 4-amino-phenol and 3-methoxyaniline as reagents led to the formation of 3-arylamino derivatives. The identity of the obtained products was confirmed by IR, H-1 and C-13 NMR spectroscopy and mass spectrometry.
• SCREENING METHODS FOR IDENTIFYING SPECIFIC STAPHYLOCOCCUS AUREUS INHIBITORS
  申请人：Guenther Richard H.

  公开号：US20140163037A1

  公开（公告）日：2014-06-12

  Methods of inhibiting S. aureus propagation, and screening for compounds that inhibit S. aureus propagation, are described. A method of inhibiting S. aureus propagation comprises either inhibiting or stabilizing ribosomal binding of a specific S. aureus tRNA in the S. aureus by an amount sufficient to inhibit S. aureus protein expression. A method of screening for compounds useful for inhibiting S. aureus propagation comprises contacting a specific S. aureus tRNA to a ribosome that binds that tRNA in the presence of the test compound and an mRNA that codes for methionine and arginine (i.e., includes the sequence AUGAGA), and then determining whether the compound inhibits the binding of that tRNA.
• Reactions of 1,5-diaryl-4-heteroyl-3-hydroxy-3-pyrrolin-2-ones with arylamines and butylamine
  作者：V. L. Gein、L. F. Gein、V. S. Platonov、O. V. Bobrovskaya

  DOI：10.1134/s1070363214090072

  日期：2014.9

  1,5-Diaryl-4-[2-thienoyl(furanoyl)]-3-hydroxy-3-pyrrolin-2-ones reacted with aromatic amines to form arylamino-3-pyrrolin-2-ones. Reactions with butylamine occurred via intermediate salt formation followed by their transformation into 3-butylamino-3-pyrrolin-2-ones at heating.
• Reactions of 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones with hydrazine, phenylhydrazine, and hydroxylamine
  作者：V. L. Gein、M. A. Mar’yasov

  DOI：10.1134/s1070428015010194

  日期：2015.1

  Three-component condensation of methyl 4-(furan-2-yl)- and 4-(thiophen-2-yl)-2,4-dioxobutanoates with aromatic aldehydes and 1,3-thiazol-2-amine afforded 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1,3-thiazol-2-yl)-2,5-dihydro-1H-pyrrol-2-ones. Reactions of the latter with hydrazine and phenylhydrazine gave pyrrolo[3,4-c]pyrazol-6-ones and 3-phenylhydrazones, while the corresponding oximes were obtained in reactions with hydroxylamine.