3-(chloromethyl)-1,4-benzoxathian | 65331-11-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(chloromethyl)-1,4-benzoxathian
• 英文别名: 3-(Chloromethyl)-2,3-dihydro-1,4-benzoxathiine
• CAS: 65331-11-5
• 化学式: C₉H₉ClOS
• 分子量: 200.689
• InChiKey: NIDNVNUHYXGLJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(chloromethyl)-1,4-benzoxathian 、 2-((2,6-二甲氧基苯基)氧基)乙胺 在 potassium iodide 作用下， 以 乙二醇甲醚 为溶剂， 反应 7.0h， 以23%的产率得到3-<<<2-(2,6-dimethoxyphenoxy)ethyl>amino>methyl>-1,4-benzoxathian
  参考文献：
  名称：

  Structure-activity relationships in 1,4-benzodioxan-related compounds. Investigation on the role of the dehydrodioxane ring on .alpha.1-adrenoreceptor blocking activity

  摘要：

  Several analogues of 2-[[[2-(2,6-dimethoxyphenoxy)ethyl]amino]methyl]-1,4-benzodioxa n (WB 4101, 1) were prepared and evaluated for their blocking activity on alpha 1- and alpha 2-adrenoreceptors in the isolated rat vas deferens. The results were compared with those obtained for 1 and benoxathian (2). It was shown that the two oxygens at positions 1 and 4 may have a different role in receptor binding. It seems that the oxygen at position 4 as such does not contribute to the binding while it is important in stabilizing an optimal conformation for drug-receptor interaction mechanism. On the other hand, the oxygen at position 1 might interact with a receptor polar pocket of reduced size by way of a donor-acceptor dipolar interaction. Furthermore, it was shown that replacement of the dehydrodioxane ring of 1 by a phenyl or a pyrrole nucleus causes a significant decrease in activity.

  DOI：

  10.1021/jm00120a009
• 作为产物：
  描述：

  烯丙基苯基醚 、 二氯化硫 以4%的产率得到
  参考文献：
  名称：

  MUEHLSTAEDT M.; STRANSKY N.; SEIFERT A.; KLEINPETER E.; MEINHOLD H., J. PRAKT. CHEM., 1978, 320, NO 1, 113-122

  摘要：

  DOI：

文献信息

• PIGINI, MARIA;BRASILI, LIVIO;GIANNELLA, MARIO;GIARDINA, DARIO;GULINI, UGO+
  作者：PIGINI, MARIA、BRASILI, LIVIO、GIANNELLA, MARIO、GIARDINA, DARIO、GULINI, UGO+

  DOI：——

  日期：——