N-(4,6-dimethoxypyrimidin-2-yl)-2-oxocyclohexane-1-sulfonamide | 925234-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(4,6-dimethoxypyrimidin-2-yl)-2-oxocyclohexane-1-sulfonamide
• CAS: 925234-53-3
• 化学式: C₁₂H₁₇N₃O₅S
• 分子量: 315.35
• InChiKey: LPJLEDUJPUEQTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-4,6-二甲氧基嘧啶 、 2-oxocyclohexylsulfonyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-(4,6-dimethoxypyrimidin-2-yl)-2-oxocyclohexane-1-sulfonamide
  参考文献：
  名称：

  Synthesis and biological activities of 2-oxocycloalkylsulfonamides

  摘要：

  A series of novel 2-oxocycloalkylsulfonamides ( 4) were synthesized and their structures confirmed by IR, H-1 NMR, and elemental analysis. The bioassay showed that they have fair to excellent fungicidal activities against Botrytis cinerea Pers and Sclerotinia sclerotiorum. Among them, compounds 4A(10), 4A(11), 4A(12), 4B(2), and 4B(3), the EC50 values of which were 2.12, 3.66, 3.96, 2.38, and 2.43 mu g/mL, respectively, displayed excellent fungicidal activity against B. cinerea Pers, and are comparable with commercial fungicide procymidone ( the EC50 value is 2.45 mu g/mL). 3D QSAR against B. cinerea Pers was studied, a statistically significant and chemically meaningful CoMFA model was developed and some compounds which have a high predicted activity were forecasted. In addition, the bioassay also showed that the compounds have good inhibitory activities against human tumor cells HL-60, BGC-823, Bel-7402 and KB. It is interesting to point out that the antitumor activities of compounds 4 are in accordance with their fungicidal activity to a great extent: compounds having relatively best antitumor activities ( 4A10, 4A11, 4A12, and 4B3) also displayed excellent fungicidal activity. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.048