1-苯并呋喃-2-基(氧代)乙酰氯 | 107748-07-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 1-苯并呋喃-2-基(氧代)乙酰氯
• 英文名称: Benzofuran-2-yl-oxo-acetyl chloride
• 英文别名: (1-Benzofuran-2-yl)(oxo)acetyl chloride；2-(1-benzofuran-2-yl)-2-oxoacetyl chloride
• CAS: 107748-07-2
• 化学式: C₁₀H₅ClO₃
• 分子量: 208.601
• InChiKey: KHOPBHMZCGOIMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  4-氯苯乙胺 、 1-苯并呋喃-2-基(氧代)乙酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 以55%的产率得到2-(1-benzofuran-2-yl)-N-[2-(4-chlorophenyl)ethyl]-2-oxoacetamide
  参考文献：
  名称：

  Isosteric replacement of the indole nucleus by benzothiophene and benzofuran in a series of indolylglyoxylylamine derivatives with partial agonist activity at the benzodiazepine receptor

  摘要：

  A number of benzothienyl- and benzofurylglyoxylylamine derivatives, which are analogues of previously described indolylglyoxylylamines with a partial agonist activity, are reported in this paper. They were synthesized and tested to verify the importance of the presence of the indole NH group in the interaction of this class of compounds with the benzodiazepine agonist receptor site, since it was reported in literature that a hydrogen bond donor group such as NH was not necessary to elicit an agonist response. Several thienylglyoxylylamine derivatives were also prepared and tested. None of the compounds showed a high affinity at the BzR, demonstrating that the indole NH plays a decisive role in the interaction of the agonist glyoxylylamine ligands with the receptor site.

  DOI：

  10.1016/s0223-5234(97)86173-9
• 作为产物：
  描述：

  2-苯并呋喃乙醛酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 1-苯并呋喃-2-基(氧代)乙酰氯
  参考文献：
  名称：

  Isosteric replacement of the indole nucleus by benzothiophene and benzofuran in a series of indolylglyoxylylamine derivatives with partial agonist activity at the benzodiazepine receptor

  摘要：

  A number of benzothienyl- and benzofurylglyoxylylamine derivatives, which are analogues of previously described indolylglyoxylylamines with a partial agonist activity, are reported in this paper. They were synthesized and tested to verify the importance of the presence of the indole NH group in the interaction of this class of compounds with the benzodiazepine agonist receptor site, since it was reported in literature that a hydrogen bond donor group such as NH was not necessary to elicit an agonist response. Several thienylglyoxylylamine derivatives were also prepared and tested. None of the compounds showed a high affinity at the BzR, demonstrating that the indole NH plays a decisive role in the interaction of the agonist glyoxylylamine ligands with the receptor site.

  DOI：

  10.1016/s0223-5234(97)86173-9

文献信息

• Novel positive allosteric modulators of A_2B adenosine receptor acting as bone mineralisation promoters
  作者：Elisabetta Barresi、Chiara Giacomelli、Laura Marchetti、Emma Baglini、Silvia Salerno、Giovanni Greco、Federico Da Settimo、Claudia Martini、Maria Letizia Trincavelli、Sabrina Taliani

  DOI：10.1080/14756366.2020.1862103

  日期：2021.1.1
• Isosteric replacement of the indole nucleus by benzothiophene and benzofuran in a series of indolylglyoxylylamine derivatives with partial agonist activity at the benzodiazepine receptor
  作者：F Da Settimo、A Lucacchini、AM Marini、C Martini、G Primofiore、G Senatore、S Taliani

  DOI：10.1016/s0223-5234(97)86173-9

  日期：1996.1

  A number of benzothienyl- and benzofurylglyoxylylamine derivatives, which are analogues of previously described indolylglyoxylylamines with a partial agonist activity, are reported in this paper. They were synthesized and tested to verify the importance of the presence of the indole NH group in the interaction of this class of compounds with the benzodiazepine agonist receptor site, since it was reported in literature that a hydrogen bond donor group such as NH was not necessary to elicit an agonist response. Several thienylglyoxylylamine derivatives were also prepared and tested. None of the compounds showed a high affinity at the BzR, demonstrating that the indole NH plays a decisive role in the interaction of the agonist glyoxylylamine ligands with the receptor site.