1-Spiro[1,3-benzothiazole-2,1'-cycloheptane]-3-ylethanone | 78857-58-6

• 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: 1-Spiro[1,3-benzothiazole-2,1'-cycloheptane]-3-ylethanone
• CAS: 78857-58-6
• 化学式: C₁₅H₁₉NOS
• 分子量: 261.388
• InChiKey: FIXCTXCZHQTCCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Spiro[1,3-benzothiazole-2,1'-cycloheptane]-3-ylethanone 以 二甲基亚砜 为溶剂， 反应 2.0h， 以40%的产率得到8-Benzothiazol-2-yl-octan-2-one
  参考文献：
  名称：

  N-酰基螺环烷基苯并噻唑啉的重排。氮→碳酰基迁移的新例子。

  摘要：

  在沸腾的二甲基亚砜（DMSO）中，标题化合物1重排为ω（苯并噻唑基）烷基，芳基（或烷基）酮3。

  DOI：

  10.1016/s0040-4039(01)90399-5
• 作为产物：
  描述：

  2-氨基苯硫醇 以 甲苯 为溶剂， 反应 1.0h， 生成 1-Spiro[1,3-benzothiazole-2,1'-cycloheptane]-3-ylethanone
  参考文献：
  名称：

  N-酰基螺环烷基苯并噻唑啉的重排。氮→碳酰基迁移的新例子。

  摘要：

  在沸腾的二甲基亚砜（DMSO）中，标题化合物1重排为ω（苯并噻唑基）烷基，芳基（或烷基）酮3。

  DOI：

  10.1016/s0040-4039(01)90399-5

文献信息

• Trapani, Giuseppe; Reho, Antonia; Latrofa, Andrea, Journal of Chemical Research, Miniprint, 1986, # 3, p. 954 - 976
  作者：Trapani, Giuseppe、Reho, Antonia、Latrofa, Andrea、Morlacchi, Flaviano、Liso, Gaetano

  DOI：——

  日期：——
• Structural modifications and antimicrobial activity of N-cycloalkenyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles
  作者：Andrea Latrofa、Massimo Franco、Angela Lopedota、Antonio Rosato、Dora Carone、Cesare Vitali

  DOI：10.1016/j.farmac.2005.01.010

  日期：2005.4

  A series of N-cycloalkenyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles 5a-j, N-cycloalkyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles 8a-e, and N-alkyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles 8f-h, were synthesized and tested for in vitro antibacterial and antifungal activities against four gram-positive and five gram-negative bacteria (Bacillus subtilis 6633, Enterococcus faecalis 29212, Staphylococcus aureus 6538, Staphylococcus aureus 25923, Escherichia coli 25922, Acinetobacter calcoaceticus a1, A. calcoaceticus a2, Pseudomonas aeruginosa 27835, Klebsiella oxytoca 49131), four yeast-like fungi and one fungus (Candida tropicalis 750, C. albicans 14053, C. albicans 10231, Cryptococcus laurentii 18803, and Saccharomyces cerevisiae). Microdilution broth and agar dilution methods were used for antimicrobial tests. The findings obtained showed that some of the tested compounds 5 and 8 were effective against some of the bacterial strains used, whereas, only compounds 8b-g exhibited a moderate antifungal activity against the yeast strains evaluated.
• Trapani; Latrofa; Franco, Arzneimittel-Forschung/Drug Research, 1994, vol. 44, # 8, p. 969 - 971
  作者：Trapani、Latrofa、Franco、Armenise、Morlacchi、Liso

  DOI：——

  日期：——
• N-alkenyl acylketene S, N-acetals from 2,3-dihydro-1,3-benzothiazoles and carboxylic anhydrides. X-Ray molecular structure of 2-(butyrylmethylene)N-(cyclohex-1-enyl)-2,3-dihydro-1,3-benzothiazole
  作者：Giuseppe Trapani、Andrea Latrofa、Antonia Reho、Massimo Franco、Gaetano Liso、Francesca Stasi

  DOI：10.1039/p19910001505

  日期：——

  Depending on the reaction conditions or starting materials used, 2,3-dihydro-1,3-benzothiazoles 1 or their N-acyl derivatives 2 react with carboxylic anhydrides to yield the corresponding enamides 3 and/or N-alkenyl acylketene S,N-acetals 4. The structural assignments of these last compounds are based on spectroscopic data. X-Ray evidence for title compound 4c is also reported. A possible reaction pathway for formation of products 4 is suggested.
• Babudri, Francesco; Di Nunno, Leonardo; Florio, Saverio, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1273 - 1274
  作者：Babudri, Francesco、Di Nunno, Leonardo、Florio, Saverio

  DOI：——

  日期：——