ethyl 6-amino-8-(4-methoxyphenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1-b][1,3]thiazine-7-carboxylate | 1400278-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 6-amino-8-(4-methoxyphenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1-b][1,3]thiazine-7-carboxylate
• 英文别名: Ethyl 6-amino-8-(4-methoxy-phenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1-b][1,3]thiazine-7-carboxylate
• CAS: 1400278-05-8
• 化学式: C₁₈H₂₁N₃O₅S
• 分子量: 391.448
• InChiKey: VJXUERFUUCHPMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2E)-2-(硝基亚甲基)-1,3-噻嗪烷 、 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 以 乙醇 为溶剂， 生成 ethyl 6-amino-8-(4-methoxyphenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1-b][1,3]thiazine-7-carboxylate
  参考文献：
  名称：

  Synthesis of novel nithiazine analogues containing the 1,4-dihydropyridine structure, and their bioactivity as insecticides

  摘要：

  通过噻嗪、丙二腈或氰乙酸乙酯和苯甲醛的反应，设计并合成了一系列具有 1,4-二氢吡啶结构的新型噻嗪类似物。合成的化合物通过 1H NMR 和 IR 光谱以及元素分析进行了鉴定。初步生物测定表明，大多数化合物对蚜虫具有中等程度的杀虫活性。本文讨论了分子结构与生物活性之间的关系。

  DOI：

  10.1007/s11164-013-1020-8

文献信息

• Synthesis, biological activity and crystal structure of ethyl 6-amino-8-(4-methoxy phenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1b][1,3]thiazine-7-carboxylate
  作者：Dongmei Li、Zhongzhen Tian、Gaolei Wang

  DOI：10.1007/s11164-012-0769-5

  日期：2013.7

  The compound ethyl 6-amino-8-(4-methoxy phenyl)-9-nitro-2,3,4,8-tetrahydropyrido[2,1b][1,3]thiazine-7-carboxylate (C14H22N4O4S2) has been synthesized by multicomponent reactions, and characterized by 1H NMR, IR, and X-ray diffraction. The crystal structure analysis shows that the thiazinane ring displays a half-chair conformation. The benzene ring is almost vertical to the tetrahydro-pyridine ring. Intramolecular H-bonding of N–H···O type exists and completes an S (6) ring. In the crystal, the molecules are connected into a 3D network by a N–H···O and C–H···O intermolecular hydrogen bond. The bioassay indicates that the compound shows moderate insecticidal activity against Aphis craccivora.

  合成了化合物6-氨基-8-(4-甲氧基苯基)-9-硝基-2,3,4,8-四氢吡啶并[2,1b][1,3]噻嗪-7-甲酸乙酯(C14H22N4O4S2)通过多组分反应，并通过 1H NMR、IR 和 X 射线衍射进行表征。晶体结构分析表明噻嗪环呈现半椅式构象。苯环几乎与四氢吡啶环垂直。分子内存在N-H·O型H键并形成S(6)环。在晶体中，分子通过N-H…O和C-H…O分子间氢键连接成3D网络。生物测定表明该化合物对Aphis craccivora具有中等的杀虫活性。
• Synthesis of novel nithiazine analogues containing the 1,4-dihydropyridine structure, and their bioactivity as insecticides
  作者：Zhongzhen Tian、Shuxia Cui、Zhiping Xu

  DOI：10.1007/s11164-013-1020-8

  日期：2014.3

  A series of novel nithiazine analogues bearing the 1,4-dihydropyridine structure have been designed and synthesized by reaction of nithiazine, malononitrile or ethyl cyanoacetate, and benzaldehyde. The synthesized compounds were identified by 1H NMR and IR spectroscopy, and elemental analysis. Preliminary bioassays indicated that most of the compounds had moderate insecticidal activity against Aphis craccivora. The relationship between molecular structure and biological activity is discussed.

  通过噻嗪、丙二腈或氰乙酸乙酯和苯甲醛的反应，设计并合成了一系列具有 1,4-二氢吡啶结构的新型噻嗪类似物。合成的化合物通过 1H NMR 和 IR 光谱以及元素分析进行了鉴定。初步生物测定表明，大多数化合物对蚜虫具有中等程度的杀虫活性。本文讨论了分子结构与生物活性之间的关系。