2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol | 89405-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol
• 英文别名: 2-Methoxy-4-[[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]iminomethyl]phenol
• CAS: 89405-38-9
• 化学式: C₁₈H₁₆N₂O₃S
• 分子量: 340.403
• InChiKey: KCTGHNBMFTUQAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol 在 吡啶 作用下， 以 苯 为溶剂， 反应 13.0h， 生成 Piperidin-1-yl-acetic acid 2-methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenyl ester
  参考文献：
  名称：

  Dash; Patra; Mahapatra, Journal of the Indian Chemical Society, 1983, vol. 60, # 8, p. 772 - 774

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯乙酮 在 哌啶 、 碘 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol
  参考文献：
  名称：

  Dash; Patra; Mahapatra, Journal of the Indian Chemical Society, 1983, vol. 60, # 8, p. 772 - 774

  摘要：

  DOI：

文献信息

• Synthesis and biological evaluation of benzo[d]isothiazole, benzothiazole and thiazole Schiff bases
  作者：Paola Vicini、Athina Geronikaki、Matteo Incerti、Bernadetta Busonera、Graziella Poni、Carla Alba Cabras、Paolo La Colla

  DOI：10.1016/s0968-0896(03)00493-0

  日期：2003.11

  Three new series of benzo[d]isothiazole, benzothiazole and thiazole Schiff bases were synthesized and tested in vitro with the aim of identifying novel lead compounds active against emergent and re-emergent human and cattle infectious diseases (AIDS, hepatitis B and C, tuberculosis. bovine viral diarrhoea) or against drug-resistant cancers (leukaemia, carcinoma, melanoma, MDR tumors) for which no definitive cure or efficacious vaccine is available at present. In particular, these compounds were evaluated in vitro against representatives of different virus classes, such as a HIV-1 (Retrovirus), a HBV (Hepadnavirus) and the single-stranded RNA(+) viruses Yellow fever virus (YFV) and Bovine viral diarrhoea virus (BVDV), both belonging to Flaviviridae. Title compounds were also tested against representatives of Gram-positive and Gram-negative bacteria (Staphylococcus aureus, Salmonella spp.), various atypic mycobacterial strains Mycobacterium fortuitom and Mycobacterium smegmatis), yeast (Candida albicans) and mould (Aspergillus fumigatus). None of the compounds showed antiviral or antimicrobial activity. The benzo[ci]isothiazole compounds showed a marked Cytotoxicity (CC50 = 4-9 muM) against the human CD4(+) lymphocytes (MT-4) that were used to support HIV-1 growth. For this reason, the most cytotoxic compounds of this series were evaluated for their antiproliferative activity against a panel of human cell lines derived from haematological and solid tumors. The results highlighted that all the benzo[d]isothiazole derivatives inhibited the growth of leukaemia cell lines, whereas only one of the above mentioned compounds (1e) showed antiproliferative activity against two solid tumor-derived cell lines. (C) 2003 Elsevier Ltd. All rights reserved.
• Dash; Patra; Mahapatra, Journal of the Indian Chemical Society, 1983, vol. 60, # 8, p. 772 - 774
  作者：Dash、Patra、Mahapatra

  DOI：——

  日期：——