2-fenil-2-(1,2-benzisotiazol-3-il)acetonitrile | 86004-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-fenil-2-(1,2-benzisotiazol-3-il)acetonitrile
• 英文别名: benzo[d]isothiazol-3-ylphenylacetonitrile
• CAS: 86004-79-7
• 化学式: C₁₅H₁₀N₂S
• 分子量: 250.324
• InChiKey: MOMVVJNISPVFBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  36.68
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-fenil-2-(1,2-benzisotiazol-3-il)acetonitrile 在 盐酸 、 氢氧化钾 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 41.0h， 生成 N,N-dietil-3-fenil-3-(1,2-benzisotiazol-3-il)propilamina cloridrato
  参考文献：
  名称：

  Plazzi; Bordi; Silva, Farmaco, Edizione Scientifica, 1984, vol. 39, # 8, p. 649 - 659

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-1,2-苯并异噻唑 、 苯乙腈 在 sodium ethanolate 作用下， 生成 2-fenil-2-(1,2-benzisotiazol-3-il)acetonitrile
  参考文献：
  名称：

  Vitali; Impicciatore; Plazzi, Farmaco, Edizione Scientifica, 1982, vol. 37, # 10, p. 674 - 677

  摘要：

  DOI：

文献信息

• Morini, G.; Impicciatore, M.; Bordi, F., Farmaco, Edizione Scientifica, 1983, vol. 38, # 10, p. 794 - 800
  作者：Morini, G.、Impicciatore, M.、Bordi, F.、Plazzi, P. V.、Vitto, M.

  DOI：——

  日期：——
• Synthesis and pharmacological properties of benzisothiazole/benzimidazole derivatives with acidic groups
  作者：Paola Vicini、Matteo Incerti、Loredana Amoretti、Vigilio Ballabeni、Massimiliano Tognolini、Elisabetta Barocelli

  DOI：10.1016/s0014-827x(02)01219-3

  日期：2002.4

  The synthesis and the pharmacological evaluation of benzisothiazole and benzimidazole tetrazolyl- and carboxyl-derivatives 1-6 are described. Structural modification was aimed at investigating the influence of two isosteric substituents (tetrazolyl- and carboxyl-) on the title benzofused heterocycles. The antiphlogistic, antipyretic and analgesic activities have been investigated in in vivo experimental models. Additional investigations have been performed in vitro to study the antiplatelet and spasmolytic activity of the compounds synthetized. All the compounds produced peripheral analgesic effects, but were less effective in hot plate test. The tetrazole and the carboxylic benzisothiazole derivatives 2 and 3 proved to be the most effective drugs within the series, exhibiting maximal inhibition of writhes with a potency 3-fold higher than that of acetaminophen. Only compound 5 provided indication for a central analgesic activity since it was active in hot plate test although with a low potency. The findings obtained in these in vivo and in vitro studies indicate that these compounds do not share the same mechanism of action of acetaminophen. All of the compounds under study present lower acute toxicity than acetaminophen when orally administered in mice. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.