tert-butyl N-(5-methyl-3-oxo-1,2-benzothiazol-2-yl)carbamate | 828915-13-5

• 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: tert-butyl N-(5-methyl-3-oxo-1,2-benzothiazol-2-yl)carbamate
• CAS: 828915-13-5
• 化学式: C₁₃H₁₆N₂O₃S
• 分子量: 280.348
• InChiKey: NIMPLZDBWFEQHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  60.33
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-(5-methyl-3-oxo-1,2-benzothiazol-2-yl)carbamate 在 盐酸 、 sodium acetate 、 Trichlormethylhydroperoxid 作用下， 以 水 为溶剂， 反应 5.0h， 生成 5-methyl-2-benzylideneamino-benzo[d]isothiazol-3-one
  参考文献：
  名称：

  2-Amino-Benzo[d]isothiazol-3-one derivatives: synthesis and assessment of their antiplatelet/spasmolytic effects

  摘要：

  We describe a series of 2-amino-benzo[d]isothiazol-3-one derivatives (2-8), which were synthesized and screened in vitro for inhibition of platelet aggregation and for their spasmolytic activity, with the awareness that the development of antiplatelet agents with additional vasodilation activity could be beneficial in the treatment of various vaso-occlusive disorders. The tested compounds show a powerful antiplatelet activity and various modifications resulted ill molecules possessing antiaggregating effects as well as spasmolytic actions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00168-1
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 (2-carbonochloridoyl-4-methylphenyl) thiohypochlorite 在 吡啶 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以77%的产率得到tert-butyl N-(5-methyl-3-oxo-1,2-benzothiazol-2-yl)carbamate
  参考文献：
  名称：

  2-Amino-Benzo[d]isothiazol-3-one derivatives: synthesis and assessment of their antiplatelet/spasmolytic effects

  摘要：

  We describe a series of 2-amino-benzo[d]isothiazol-3-one derivatives (2-8), which were synthesized and screened in vitro for inhibition of platelet aggregation and for their spasmolytic activity, with the awareness that the development of antiplatelet agents with additional vasodilation activity could be beneficial in the treatment of various vaso-occlusive disorders. The tested compounds show a powerful antiplatelet activity and various modifications resulted ill molecules possessing antiaggregating effects as well as spasmolytic actions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00168-1

文献信息

• Hybrid molecules between benzenesulfonamides and active antimicrobial benzo[d]isothiazol-3-ones
  作者：Franca Zani、Matteo Incerti、Rocco Ferretti、Paola Vicini

  DOI：10.1016/j.ejmech.2008.07.022

  日期：2009.6

  Novel hybrid molecules between benzenesulfonamides and active antimicrobial 2-amino-benzo[d]isothiazol-3-ones were synthesized and characterised and their in vitro antimicrobial activity was evaluated by the minimal inhibitory concentration (MIC). The compounds exhibit moderate antibacterial properties against Gram-positive bacteria (MIC 6-100 mu g ml(-1)) such as several bacilli, staphylococci and streptococci, including methicillin-resistant Staphylococcus aureus and Staphylococcus epidermidis strains, while no inhibition of Gram-negative Escherichia coli is detected up to the concentration of 100 mu g ml(-1). Synergistic inhibitory activity occurs when sulfanilamides 4a and 4c are tested in combination with trimethoprim against S. aureus. Concerning antifungal properties, only compound 4c is able to inhibit the growth of Saccharomyces cerevisiae and Cryptococcus neoformans yeasts and several dermatophytes. Structure-activity relationships are discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.