4,6-Dimethyl-1,1-dioxo-2-(2-oxo-2-p-tolyl-ethyl)-1,2-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-3-one | 508183-63-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-Dimethyl-1,1-dioxo-2-(2-oxo-2-p-tolyl-ethyl)-1,2-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-3-one
• CAS: 508183-63-9
• 化学式: C₁₇H₁₆N₂O₄S
• 分子量: 344.391
• InChiKey: XBVXXFIHYUTLGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.41
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,6-Dimethyl-1,1-dioxo-2-(2-oxo-2-p-tolyl-ethyl)-1,2-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-3-one 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 15.25h， 生成 (4-Hydroxy-5,7-dimethyl-1,1-dioxo-2-{3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-propyl}-1,2-dihydro-1λ⁶-pyrido[3,2-e][1,2]thiazin-3-yl)-p-tolyl-methanone
  参考文献：
  名称：

  Preparation of novel derivatives of pyridothiazine-1,1-dioxide and their CNS and antioxidant properties

  摘要：

  Starting from isothiazolopyridine-1,1-dioxide (1), corresponding derivatives of 3-aryl-4-hydroxypyrido[3,2-e]-1,2-thiazine-1,1-dioxide (6) possessing the 3-[4-(substituted-phenyl)piperazinyl]propyl or 3-(4-substituted-piperidinyl)propyl side chain by the nitrogen atom of the thiazine ring were prepared. Under pharmacological central nervous system (CNS) screening in animal models (mice), all of the six pyridothiazines 6 tested exhibited analgesic action as the predominant profile of their activity ('writhing' test 12.5-50 mg/kg). Moreover, the radical scavenging activity against peroxyl radicals of the representative pyridothiazines 6 was evaluated in vitro in water environment and some of them proved to be moderate antioxidants. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01267-3
• 作为产物：
  描述：

  2-溴-4'-甲基苯乙酮 、 2H-4,6-dimethylpyrido<3,2-d>isothiazoline-3-one-1,1-dioxide 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4,6-Dimethyl-1,1-dioxo-2-(2-oxo-2-p-tolyl-ethyl)-1,2-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-3-one
  参考文献：
  名称：

  Preparation of novel derivatives of pyridothiazine-1,1-dioxide and their CNS and antioxidant properties

  摘要：

  Starting from isothiazolopyridine-1,1-dioxide (1), corresponding derivatives of 3-aryl-4-hydroxypyrido[3,2-e]-1,2-thiazine-1,1-dioxide (6) possessing the 3-[4-(substituted-phenyl)piperazinyl]propyl or 3-(4-substituted-piperidinyl)propyl side chain by the nitrogen atom of the thiazine ring were prepared. Under pharmacological central nervous system (CNS) screening in animal models (mice), all of the six pyridothiazines 6 tested exhibited analgesic action as the predominant profile of their activity ('writhing' test 12.5-50 mg/kg). Moreover, the radical scavenging activity against peroxyl radicals of the representative pyridothiazines 6 was evaluated in vitro in water environment and some of them proved to be moderate antioxidants. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01267-3