N'-(2-chloro-8-methylquinolin-3-yl)methylidene-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide | 1334323-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N'-(2-chloro-8-methylquinolin-3-yl)methylidene-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide
• CAS: 1334323-20-4
• 化学式: C₂₁H₁₇ClN₄O₄S
• 分子量: 456.909
• InChiKey: XGAFDWHQKKELFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  31.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  111.96
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-甲基乙酰苯胺 在 溶剂黄146 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 0.32h， 生成 N'-(2-chloro-8-methylquinolin-3-yl)methylidene-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carbohydrazide-1,1-dioxide
  参考文献：
  名称：

  Antioxidant and antimicrobial studies of novel N′-(substituted-2-chloroquinolin-3-yl)methylidene-4-hydroxy-2H-1,2-benzothiazine-3-carbohydrazides 1,1-dioxides

  摘要：

  N'-(2-Chloroquinolin-3-yl)methylidene-4-hydroxy-2H-1,2-benzothiazine-3-carbohydrazides 1,1-dioxide (4a-4j) were prepared starting from corresponding methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate (1a and 1b) by condensation with hydrazine hydrate, followed by treatment with substituted 2-chloro-3-formyl quinolines (3a-3e) under ultrasonic irradiation. On the other hand, substituted 2-chloro-3-formyl quinolines were prepared in a facile way from respective acetanilides under microwave irradiation in very short duration of time (1.5-3.0 min) obtaining excellent yields. The compounds (4a-4j) were tested for their superoxide scavenging and antimicrobial activities. Almost all the compounds showed moderate superoxide scavenging activity and compounds 4a, 4d, 4g, and 4j were found active against gram-positive bacterial strains. In addition, 4a, 4e, and 4i were active against fungi (Aspergillus flavus, Aspergillus niger, Fusarium oxysporum).

  DOI：

  10.1007/s00044-011-9755-5