2-溴-4-(4-甲氧基苯基)-1,3-噻唑 | 99073-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-溴-4-(4-甲氧基苯基)-1,3-噻唑
• 英文名称: 2-bromo-4-(4-methoxyphenyl)thiazole
• 英文别名: 2-bromo-4-(4-methoxy-phenyl)-thiazole；2-Brom-4-<4-methoxy-phenyl>-thiazol；2-bromo-4-(4-methoxyphenyl)-1,3-thiazole
• CAS: 99073-84-4
• 化学式: C₁₀H₈BrNOS
• 分子量: 270.15
• InChiKey: FBYVCEPGVMXUCI-UHFFFAOYSA-N

物化性质

• 沸点：
  367.0±25.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  2-溴-4-(4-甲氧基苯基)-1,3-噻唑 、 artemisinin 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.66h， 生成
  参考文献：
  名称：

  Thiazole, Oxadiazole, and Carboxamide Derivatives of Artemisinin are Highly Selective and Potent Inhibitors of Toxoplasma gondii

  摘要：

  We have prepared 23 new dehydroartemisinin (DART) trioxane derivatives (11 thiazoles, 2 oxadiazoles, and 10 carboxamides) and have screened them for in vitro activity in the Toxoplasma lytic cycle. Fifteen (65%) of the derivatives were noncytotoxic to host cells (TD50 >= 320 mu M). Eight thiazole derivatives and two carboxamide derivatives displayed effective inhibition of Toxoplasma growth (IC50 = 0.25-0.42 mu M), comparable in potency to artemether (IC50 = 0.31 mu M) and > 100 times more inhibitory than the currently employed front-line drug trimethoprim (IC50 = 46 mu M). The thiazoles as a group were more effective than the other derivatives at inhibiting growth of extracellular as well as intracellular parasites. Unexpectedly, two thiazole trioxanes (5 and 6) were parasiticidal; both inhibited parasite replication irreversibly after parasite exposure to 10 mu M of drug for 24 h, whereas the standard trioxane drugs artemisinin and artemether were not parasiticidal. Some of the new derivatives of artemisinin described here represent effective anti-Toxoplasma trioxanes as well as molecular probes for elucidating the mechanism of action of the DART class of artemisinin derivatives.

  DOI：

  10.1021/jm901857d
• 作为产物：
  描述：

  4-甲氧基苯乙酰硫氰酸酯 在 氢溴酸 作用下， 以 乙醚 为溶剂， 生成 2-溴-4-(4-甲氧基苯基)-1,3-噻唑
  参考文献：
  名称：

  Ralhan,N.K. et al., Journal of the Indian Chemical Society, 1960, vol. 37, p. 773 - 774

  摘要：

  DOI：

文献信息

• New heteroarylbenzenesulphonamides as matrix metalloproteinase inhibitors
  作者：Frédéric Delbecq、Guy Cordonnier、Nicole Pommery、Didier Barbry、Jean-Pierre Hénichart

  DOI：10.1016/j.bmcl.2003.12.076

  日期：2004.3

  A series of derivatives of 2,4- and 2,5-thiazolyl- or oxazolylbenzenesulphonamides has been prepared and evaluated as potential MMP inhibitors. The thiazole 15b have been found to exhibit MMP-2 and MMP-9 inhibitions higher than reference compounds GI 129471 and CGS 27023A. (C) 2004 Elsevier Ltd. All rights reserved.