2-{2-methoxy-5-[4-methoxy-3-(4-oxo-3-phenyl-1,3-thiazolan-2-yl)benzyl]phenyl}-3-phenyl-1,3-thiazolan-4-one | 1050436-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-{2-methoxy-5-[4-methoxy-3-(4-oxo-3-phenyl-1,3-thiazolan-2-yl)benzyl]phenyl}-3-phenyl-1,3-thiazolan-4-one
• 英文别名: 2-[2-Methoxy-5-[[4-methoxy-3-(4-oxo-3-phenyl-1,3-thiazolidin-2-yl)phenyl]methyl]phenyl]-3-phenyl-1,3-thiazolidin-4-one
• CAS: 1050436-12-8
• 化学式: C₃₃H₃₀N₂O₄S₂
• 分子量: 582.744
• InChiKey: WZAXUZXXIFUWLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-{2-methoxy-5-[4-methoxy-3-(4-oxo-3-phenyl-1,3-thiazolan-2-yl)benzyl]phenyl}-3-phenyl-1,3-thiazolan-4-one 、 对氟苯甲醛 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以83%的产率得到5-[(Z)-1-(4-fluorophenyl)methylidene]-2-[5-(3-5-[(Z)-1-(4-fluorophenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolan-2-yl-4-methoxybenzyl)-2-methoxyphenyl]-3-phenyl-1,3-thiazolan-4-one
  参考文献：
  名称：

  Synthesis and in vitro study of methylene-bis-tetrahydro[1,3]thiazolo[4,5-c]isoxazoles as potential nematicidal agents

  摘要：

  A sales of methylene-bis-tetrahydro[1,3]thiazolo[4,5-c]isoxazoles 6 were synthesized by the reaction of chalcone derivative of methylene-bis-thiazolidinone 5 with hydroxylamine hydrochloride. The chemical structures of newly synthesized compounds were elucidated by IR, H-1, C-13 NMR, MS and elemental analyses. The compounds 6a-g were evaluated for their nematicidal activity against Ditylenchus myceliophagus and Caenorhabditis elegans, compound 6e and 6f showed appreciable nematicidal activity. Further the compounds 6a-g were screened for their antifungal activity against Candida albicans (ATCC 10231), Aspergillus fumigatus (HIC 6094), Trichophyton rubrum (IF 9185) and Trichophyton mentagrophytes (IFO 40996). The compounds 6b and 6f displayed notable antifungal activity against all the microorganisms employed. The activity of these two compounds is almost equal to the standard. It is also interesting to note that the compounds 6b, 6f and 6g showed activity towards C. albicans at the concentration of 3.75 mu M, which is less than the concentration of the standard Amphotericin B.

  DOI：

  10.1016/j.ejmech.2010.02.014
• 作为产物：
  描述：

  bis(3-formyl-p-anisyl)methane 、 巯基乙酸 、 苯胺 在 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 0.08h， 以79%的产率得到2-{2-methoxy-5-[4-methoxy-3-(4-oxo-3-phenyl-1,3-thiazolan-2-yl)benzyl]phenyl}-3-phenyl-1,3-thiazolan-4-one
  参考文献：
  名称：

  新型亚甲基双噻唑烷酮衍生物作为潜在杀线虫剂的合成及生物学评价

  摘要：

  在一个锅中，通过在存在下将5-（3-甲酰基-4-甲氧基苄基）-2-甲氧基苯甲醛3与巯基酸和伯芳族胺4缩合来制备一系列新的亚甲基-双-噻唑烷酮衍生物5和6。在微波辐照和常规加热条件下的ZnCl 2的含量。甚至以克为单位也可实现高收率，而与常规加热条件相比，在微波辐射下的反应时间大大缩短。新化合物的表征已通过IR，NMR，MS和元素分析完成。还已经评估了化合物的杀线虫和抗菌活性。

  DOI：

  10.1002/jhet.5570450409

文献信息

• Synthesis and biological evaluation of novel methylene-bisthiazolidinone derivatives as potential nematicidal agents
  作者：A. Srinivas、A. Nagaraj、Ch. Sanjeeva Reddy

  DOI：10.1002/jhet.5570450409

  日期：2008.7

  In a one pot procedure, a series of novel methylene-bis-thiazolidinone derivatives 5 and 6 was prepared by condensation of 5-(3-formyl-4-methoxybenzyl)-2-methoxybenzaldehyde 3 with mercapto acids and primary aromatic amines 4 in presence of ZnCl2 under both microwave irradiation and conventional heating conditions. High yields are achieved even on a gram scale, while reaction times are considerably

  在一个锅中，通过在存在下将5-（3-甲酰基-4-甲氧基苄基）-2-甲氧基苯甲醛3与巯基酸和伯芳族胺4缩合来制备一系列新的亚甲基-双-噻唑烷酮衍生物5和6。在微波辐照和常规加热条件下的ZnCl 2的含量。甚至以克为单位也可实现高收率，而与常规加热条件相比，在微波辐射下的反应时间大大缩短。新化合物的表征已通过IR，NMR，MS和元素分析完成。还已经评估了化合物的杀线虫和抗菌活性。
• Synthesis and in vitro study of methylene-bis-tetrahydro[1,3]thiazolo[4,5-c]isoxazoles as potential nematicidal agents
  作者：Avula Srinivas、Adki Nagaraj、Cherkupally Sanjeeva Reddy

  DOI：10.1016/j.ejmech.2010.02.014

  日期：2010.6

  A sales of methylene-bis-tetrahydro[1,3]thiazolo[4,5-c]isoxazoles 6 were synthesized by the reaction of chalcone derivative of methylene-bis-thiazolidinone 5 with hydroxylamine hydrochloride. The chemical structures of newly synthesized compounds were elucidated by IR, H-1, C-13 NMR, MS and elemental analyses. The compounds 6a-g were evaluated for their nematicidal activity against Ditylenchus myceliophagus and Caenorhabditis elegans, compound 6e and 6f showed appreciable nematicidal activity. Further the compounds 6a-g were screened for their antifungal activity against Candida albicans (ATCC 10231), Aspergillus fumigatus (HIC 6094), Trichophyton rubrum (IF 9185) and Trichophyton mentagrophytes (IFO 40996). The compounds 6b and 6f displayed notable antifungal activity against all the microorganisms employed. The activity of these two compounds is almost equal to the standard. It is also interesting to note that the compounds 6b, 6f and 6g showed activity towards C. albicans at the concentration of 3.75 mu M, which is less than the concentration of the standard Amphotericin B.