2,6-dicarbethoxy-3,5-bis(fur-2-yl)tetrahydro-1,4-thiazine-1,1-dioxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 2,6-dicarbethoxy-3,5-bis(fur-2-yl)tetrahydro-1,4-thiazine-1,1-dioxide
• 英文别名: Diethyl 3,5-bis(furan-2-yl)-1,1-dioxo-1,4-thiazinane-2,6-dicarboxylate；diethyl 3,5-bis(furan-2-yl)-1,1-dioxo-1,4-thiazinane-2,6-dicarboxylate
• 化学式: C₁₈H₂₁NO₈S
• 分子量: 411.433
• InChiKey: RFVUQKIZIGDISQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,6-dicarbethoxy-3,5-bis(fur-2-yl)tetrahydro-1,4-thiazine-1,1-dioxide 在 盐酸 、 sodium nitrite 作用下， 以 氯仿 、 水 为溶剂， 反应 1.0h， 以69%的产率得到N-nitroso-2,6-dicarbethoxy-3,5-bis(fur-2-yl)tetrahydro-1,4-thiazine-1,1-dioxide
  参考文献：
  名称：

  Synthesis and physiological evaluation of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides

  摘要：

  A series of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides 4a-r were synthesized and evaluated for antibacterial and antifungal activity. Most of them registered significant antibacterial and antifungal activity. The newly synthesized compounds have been characterized on the basis of elemental analysis, infrared, and nuclear magnetic resonance spectroscopic data.

  DOI：

  10.1007/s00044-011-9729-7
• 作为产物：
  描述：

  2,2'-硫代二乙酸二乙酯 在 selenium(IV) oxide 、 ammonium acetate 、 双氧水 作用下， 以 甲醇 、 水 为溶剂， 反应 0.2h， 生成 2,6-dicarbethoxy-3,5-bis(fur-2-yl)tetrahydro-1,4-thiazine-1,1-dioxide
  参考文献：
  名称：

  Synthesis and physiological evaluation of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides

  摘要：

  A series of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides 4a-r were synthesized and evaluated for antibacterial and antifungal activity. Most of them registered significant antibacterial and antifungal activity. The newly synthesized compounds have been characterized on the basis of elemental analysis, infrared, and nuclear magnetic resonance spectroscopic data.

  DOI：

  10.1007/s00044-011-9729-7

文献信息

• Synthesis of 2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxide derivatives as potent anticonvulsant agents
  作者：Naushad Edayadulla、Penugonda Ramesh

  DOI：10.1016/j.ejmech.2014.01.010

  日期：2015.12

  An efficient synthesis of 2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxide derivatives has been achieved under aqueous medium for the first time in good to excellent yields. All the synthesized compounds were tested for anticonvulsant activity using the maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) screens, which are the most broadly employed seizure models for early identification of candidate anticonvulsants. Their neurotoxicity was determined applying the rotarod test. Seven compounds 4a, 4d, 4f, 4h, 4o, 4p and 4q showed promising anticonvulsant activities in both models employed for anticonvulsant evaluation. The most active compound 4d showed the MES-induced seizures with ED50 value of 10.2 mg/kg and TD50 value of 288.6 mg/kg after intraperitoneal injection to mice, which provided compound 4d with a protective index (TD50/ED50) of 28.3 in the MES test. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Synthesis and physiological evaluation of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides
  作者：Naushad Edayadulla、Penugonda Ramesh

  DOI：10.1007/s00044-011-9729-7

  日期：2012.8

  A series of new N-nitroso-2,6-dicarbethoxy-3,5-diaryltetrahydro-1,4-thiazine-1,1-dioxides 4a-r were synthesized and evaluated for antibacterial and antifungal activity. Most of them registered significant antibacterial and antifungal activity. The newly synthesized compounds have been characterized on the basis of elemental analysis, infrared, and nuclear magnetic resonance spectroscopic data.