5-[(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene]-2-thioxo-4-thiazolidinone | 1010863-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene]-2-thioxo-4-thiazolidinone
• 英文别名: 5-[[3-(4-Chlorophenyl)-1-phenylpyrazol-4-yl]methylidene]-4-sulfanylidene-1,3-thiazolidin-2-one
• CAS: 1010863-83-8
• 化学式: C₁₉H₁₂ClN₃OS₂
• 分子量: 397.909
• InChiKey: RKXYPGNDHZJGGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-[(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene]-2-thioxo-4-thiazolidinone 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 potassium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 以40%的产率得到N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-[(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene]-2-thioxo-4-thiazolidinone
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some new N-glycosides of 2-thioxo-4-thiazolidinone derivatives

  摘要：

  5-Arylidene-2-thioxo-4-thiazolidinones 3a-f react with each of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl and alpha-D-galactopyranosyl bromides 4a,b in acetone in the presence of aqueous potassium hydroxide at room temperature to afford N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl) or N-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl) 2-thioxo-4-thiazolidinone derivatives 5a-f. Similarly, the reaction of 5-cycloalkylidene-2-thioxo-4-thiazolidinones 7a,b with 4a gave the corresponding N-glucosides 8a,b. Also, 5-pyrazolidene rhodanines 10a-e react with 4a to afford the new N-glucosides 11a-e. Treatment of compounds 15 and 16 with 4a in the presence of few drops of triethylamine or in KOH solution accomplished the mono- and bis-nucleosides 17 and 18, respectively. Some selected products were tested for their antimicrobial activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.04.011
• 作为产物：
  描述：

  罗丹宁 、 3-(3-氯苯基)-1-苯基-1H-吡唑-4-甲醛 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 以78%的产率得到5-[(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methylene]-2-thioxo-4-thiazolidinone
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some new N-glycosides of 2-thioxo-4-thiazolidinone derivatives

  摘要：

  5-Arylidene-2-thioxo-4-thiazolidinones 3a-f react with each of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl and alpha-D-galactopyranosyl bromides 4a,b in acetone in the presence of aqueous potassium hydroxide at room temperature to afford N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl) or N-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl) 2-thioxo-4-thiazolidinone derivatives 5a-f. Similarly, the reaction of 5-cycloalkylidene-2-thioxo-4-thiazolidinones 7a,b with 4a gave the corresponding N-glucosides 8a,b. Also, 5-pyrazolidene rhodanines 10a-e react with 4a to afford the new N-glucosides 11a-e. Treatment of compounds 15 and 16 with 4a in the presence of few drops of triethylamine or in KOH solution accomplished the mono- and bis-nucleosides 17 and 18, respectively. Some selected products were tested for their antimicrobial activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.04.011