6,7-Dichloro-2,3-dihydro-benzofuran-2-carbonyl chloride | 118166-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 6,7-Dichloro-2,3-dihydro-benzofuran-2-carbonyl chloride
• CAS: 118166-26-0
• 化学式: C₉H₅Cl₃O₂
• 分子量: 251.496
• InChiKey: OBKYJAIEYDZFIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  6,7-Dichloro-2,3-dihydro-benzofuran-2-carbonyl chloride 在 氯磺酸 、 氢氧化钾 、 sodium hydroxide 、 正丁基锂 、 氯化亚砜 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 丙酮 、 乙腈 为溶剂， 反应 3.5h， 生成 (2R)-6,7-二氯-5-(二甲基氨基磺酰基)-2,3-二氢-1-苯并呋喃-2-羧酸
  参考文献：
  名称：

  Yodo, Mitsuaki; Matsushita, Yoshihiro; Ohsugi, Eiichi, Chemical and pharmaceutical bulletin, 1988, vol. 36, # 3, p. 902 - 913

  摘要：

  DOI：
• 作为产物：
  描述：

  6,7-dichloro-2,3-dihydro-2-benzofurancarboxylic acid 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 2.5h， 生成 6,7-Dichloro-2,3-dihydro-benzofuran-2-carbonyl chloride
  参考文献：
  名称：

  .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity

  摘要：

  Modification of the 1,4-benzodioxan ring present in RX 781094 has not previously been considered. This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives. The dihydrobenzofuranylimidazoline compound 7 is the only analogue possessing presynaptic antagonist potency potency and selectivity comparable to that of 1. In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series. Many derivatives, as well as the parent compound 7, were found to possess presynaptic alpha 2-adrenoreceptor antagonist and postsynaptic alpha 1-adrenoreceptor partial agonist properties. Two of the selective presynaptic antagonists, 13 and 14 possess greater potency and selectivity than that possessed by 1. The 5-chloro derivative 25 is twice as potent as after oral administration but only about half as potent when given intravenously.

  DOI：

  10.1021/jm00371a003