2-Chloracetylamino-6-methoxycarbonyl-benzothiazol | 66947-90-8

• 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-Chloracetylamino-6-methoxycarbonyl-benzothiazol
• 英文别名: Methyl 2-(2-chloroacetamido)-1,3-benzothiazole-6-carboxylate；methyl 2-[(2-chloroacetyl)amino]-1,3-benzothiazole-6-carboxylate
• CAS: 66947-90-8
• 化学式: C₁₁H₉ClN₂O₃S
• 分子量: 284.723
• InChiKey: FEUOLARCRDLZPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Chloracetylamino-6-methoxycarbonyl-benzothiazol 、 disodium;dioxido-oxo-sulfanylidene-λ6-sulfane 以77%的产率得到
  参考文献：
  名称：

  TULECKI J.; KALINOWSKA-TORZ J.; MUSIAL E.; NACEWICZ-ANJEDANI H.; SENCZUK +, ACTA POL. PHARM., 1977, 34, NO 4, 358-369

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-4-羟基苯甲酸甲酯 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-Chloracetylamino-6-methoxycarbonyl-benzothiazol
  参考文献：
  名称：

  Design of a delivery vehicle chitosan-based self-assembling: controlled release, high hydrophobicity, and safe treatment of plant fungal diseases

  摘要：

  Traditional pesticides are poorly water-soluble and suffer from low bioavailability. N-succinyl chitosan (NSCS) is a water-soluble chitosan derivative, has been recently used to encapsulate hydrophobic drugs to improve their bioavailability. However, it remains challenging to synthesize pesticides of a wide variety of water-soluble drugs and to scale up the production in a continuous manner.

  A synthetic method for preparing water-soluble nanopesticides with a polymer carrier was applied. The bioactive molecule BTL-11 was loaded into hollow NSCS to promote drug delivery, improve solubility and anti-fungal activity. The synthesized nanopesticides had well controlled sizes of 606 nm and the encapsulation rate was 80%. The release kinetics, drug toxicity and drug activity were further evaluated. The inhibitory activity of nanopesticides against Rhizoctonia solani (R. solani) was tested in vivo and in vitro. In vivo against R. solani trials revealed that BTL-11 has excellent control efficiency for cultivated rice leaf and sheath was 79.6 and 76.5%, respectively. By contrast, for BTL-11@NSCS NPs, the anti-fungal ability was strongly released and afforded significant control efficiencies of 85.9 and 81.1%. Those effects were significantly better than that of the agricultural fungicide azoxystrobin (51.5 and 66.5%). The proposed mechanism was validated by successfully predicting the synthesis outcomes.

  This study demonstrates that NSCS is a promising biocompatible carrier, which can enhance the efficacy of pesticides, synergistically improve plant disease resistance, protect crop growth, and can be used for the delivery of more insoluble pesticides.

  DOI：

  10.1186/s12951-024-02386-8