2,3-dihydro-1,3-benzothiazole-2-spiro-1'-cycloheptane | 181-63-5

• 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: 2,3-dihydro-1,3-benzothiazole-2-spiro-1'-cycloheptane
• 英文别名: 2,3-dihydrospiro；3H-spiro[benzothiazole-2,1'-cycloheptane]；3H-Spiro(benzothiazol-2,1'-cycloheptan)；3H-spiro[1,3-benzothiazole-2,1'-cycloheptane]；spiro[3H-1,3-benzothiazole-2,1'-cycloheptane]
• CAS: 181-63-5
• 化学式: C₁₃H₁₇NS
• mdl: MFCD00760516
• 分子量: 219.351
• InChiKey: PKPWMKHYIZRSHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-1,3-benzothiazole-2-spiro-1'-cycloheptane 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 N-[2-[[2-(cycloheptylamino)phenyl]disulfanyl]phenyl]cycloheptanamine
  参考文献：
  名称：

  Structural modifications and antimicrobial activity of N-cycloalkenyl-2-acylalkylidene-2,3-dihydro-1,3-benzothiazoles

  摘要：

  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.

  DOI：

  10.1016/j.farmac.2005.01.010
• 作为产物：
  描述：

  1-Spiro[1,3-benzothiazole-2,1'-cycloheptane]-3-ylethanone 、 溴丁基-镁 生成 2,3-dihydro-1,3-benzothiazole-2-spiro-1'-cycloheptane
  参考文献：
  名称：

  BABUDRI, F.;NUNNO, L. DI;FLORIO, S., J. HETEROCYCL. CHEM., 1981, 18, N 6, 1273-1274

  摘要：

  DOI：

文献信息

• <i>N</i>-1-Alkenyl-<i>N,S</i>-Diacyl-2-Aminobenzenethiols (Enamides) by Ring-Opening of 2,3-Dihydro-1,3-benzothiazoles with Aliphatic Carboxylic Anhydrides
  作者：Giuseppe Trapani、Antonia Reho、Andrea Latrofa、Gaetano Liso

  DOI：10.1055/s-1988-27475

  日期：——

  The enamides 3 and 4 are obtained in good yields by treatment of 2,3-dihydro-1, 3-benzothiazoles 1 or N-acylderivatives 2 with aliphatic acid anhydrides.

  通过用脂肪族酸酐处理 2,3-二氢-1,3-苯并噻唑 1 或 N-酰基桤木衍生物 2，可以很好地获得酰胺 3 和 4。
• Rearrangement of N-acylspirocycloalkylbenzothiazolines. A new example of nitrogen→carbon acyl migration.
  作者：Gaetano Liso、Giuseppe Trapani、Antonia Reho、Andrea Latrofa

  DOI：10.1016/s0040-4039(01)90399-5

  日期：1981.1

  In boiling dimethyl sulfoxide (DMSO) the title compounds 1 rearrange to ω(benzothiazolyl)alkyl,aryl(or alkyl)ketones 3.

  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。
• 2-Alkylaminobenzenethiols by Ring Cleavage of 2,3-Dihydro-1,3-benzothiazoles with Sodium Borohydride
  作者：Gaetano Liso、Giuseppe Trapani、Antonia Reho、Andrea Latrofa

  DOI：10.1055/s-1985-31180

  日期：——
• 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：——
• 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：——