6-acetyl-4-methyl-3,4-dihydro-2H-1,4-benzothiazin-3-one | 91119-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 6-acetyl-4-methyl-3,4-dihydro-2H-1,4-benzothiazin-3-one
• 英文别名: 6-Acetyl-4-methyl-1,4-benzothiazin-3-one；6-acetyl-4-methyl-1,4-benzothiazin-3-one
• CAS: 91119-40-3
• 化学式: C₁₁H₁₁NO₂S
• 分子量: 221.28
• InChiKey: KAKSYPPESLVXOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-acetyl-4-methyl-3,4-dihydro-2H-1,4-benzothiazin-3-one 在 silica gel 磺酰氯 作用下， 以 苯 为溶剂， 反应 3.5h， 生成 6-acetyl-2-butoxy-4-methyl-3,4-dihydro-2H-1,4-benzothiazin-3-one
  参考文献：
  名称：

  Design, Synthesis, and Microbiological Evaluation of New Candida albicans CYP51 Inhibitors

  摘要：

  In a program aimed at the design and synthesis of novel azole inhibitors of Candida albicans CYP51 (CA-CYP51), a series of azole 1,4-benzothiazines (BT) and 1,4-benzoxazines (BO) were recently synthesized. A morphological study of the enzyme active site highlighted a hydrophobic access channel, and a docking study pointed out that the C-2 position of the BT or BO nucleus was oriented toward the access channel. Here, we report the design, synthesis, and microbiological evaluation of C-2-alkyl BT and BO compounds. In both series, introduction of the alkyl chain maintained and in some cases improved the anti-Candida in vitro activity; however, there was not always a strict correlation between in vitro and in vivo activity for several compounds.

  DOI：

  10.1021/jm050685j
• 作为产物：
  描述：

  4-氯-3-硝基苯乙酮 在 氢氧化钾 、 碳酸氢钠 、 iron(II) sulfate 作用下， 以 ammonium hydroxide 、 乙醇 、 丙酮 为溶剂， 反应 15.0h， 生成 6-acetyl-4-methyl-3,4-dihydro-2H-1,4-benzothiazin-3-one
  参考文献：
  名称：

  Shridhar, D. R.; Sastry, C. V. Reddy; Bansal, O. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 12, p. 1236 - 1242

  摘要：

  DOI：

文献信息

• Schiaffella, Fausto; Guarraci, Alessia; Fringuelli, Renata, Medicinal Chemistry Research, 1999, vol. 9, # 5, p. 291 - 305
  作者：Schiaffella, Fausto、Guarraci, Alessia、Fringuelli, Renata、Pitzurra, Lucia、Bistoni, Francesco、Vecchiarelli, Anna

  DOI：——

  日期：——