2,3-二氢-1-苯并噻吩-2-甲腈 | 89197-61-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2,3-二氢-1-苯并噻吩-2-甲腈
• 英文名称: 2-cyano-2,3-dihydrobenzothiophene
• 英文别名: 2,3-Dihydro-1-benzothiophene-2-carbonitrile
• CAS: 89197-61-5
• 化学式: C₉H₇NS
• 分子量: 161.227
• InChiKey: PXHBHZRDGJISEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二氢-1-苯并噻吩-2-甲腈 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到2-cyano-2,3-dihydrobenzothiophene 1-oxide
  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paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives.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
• 作为产物：
  描述：

  2,3-二氢-1-苯并噻吩-2-羧酸 在 氯化亚砜 、 氨 、 phosphorus pentoxide 作用下， 以 1,4-二氧六环 、 甲苯 、 苯 为溶剂， 反应 22.5h， 生成 2,3-二氢-1-苯并噻吩-2-甲腈
  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paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives.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

文献信息

• LEGEJDO K. V.; HYMAHOB I. U.; DZHALOLOV S. S.; NASYROV I. M., REDKOLLEGIYA ZH. ZHZV. AN TADZHSSR. OTD. FIZ.-MAT. I GEOL.-XIM. N., ZHUSH+
  作者：LEGEJDO K. V.、 HYMAHOB I. U.、 DZHALOLOV S. S.、 NASYROV I. M.

  DOI：——

  日期：——
• .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity
  作者：Christopher B. Chapleo、Peter L. Myers、Richard C. M. Butler、John A. Davis、John C. Doxey、Stanley D. Higgins、Malcolm Myers、Alan G. Roach、Colin F. C. Smith

  DOI：10.1021/jm00371a003

  日期：1984.5

  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.