N-(3-chlorobenzyl)sulfamoyl chloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-chlorobenzyl)sulfamoyl chloride
• 英文别名: N-[(3-chlorophenyl)methyl]sulfamoyl chloride
• 化学式: C₇H₇Cl₂NO₂S
• 分子量: 240.11
• InChiKey: BJKHUFVDNQBVRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-吡咯甲酸甲酯 、 N-(3-chlorobenzyl)sulfamoyl chloride 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Design, synthesis and biological evaluation of N2,N4-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives as HIV-1 NNRTIs

  摘要：

  A series of N-2,N-4-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives (PTTDs) was designed and synthesized by a facile route. The biological assay results showed that five most potent compounds displayed inhibitory activity against HIV-1 at low micromolar concentrations (EC50 = 5.1-8.9 mu M). Structure-activity relationship analysis indicated that N-2-(3-halogenated-benzyl) analogues were more potent than N-2-(unsubstituted-benzyl) analogues. The N-4-substitutions contributed to the antiviral activity in the following order: 2-/3-cyano substituted benzyl > 2-/3-halogenated benzyl > non-substituted benzyl > 4-halogenated benzyl. Docking studies of the representative compound revealed the binding conformation of these compounds and provided critical insights for the further development of PTTD analogues. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.009

文献信息

• Substituted diphenyl ether herbicides and process for use
  申请人：GAF CORPORATION

  公开号：EP0141873A1

  公开（公告）日：1985-05-22

  This invention relates to substituted diphenyl ethers having selective herbicidal properties and having the formula: wherein R is a saturated or unsaturated, straight chain or branched aliphatic hydrocarbon radical of from 1 to 18 carbon atoms wherein one or more of the -CH2- groups can be replaced with -0-, -S-, -S-S-, -SO-, -S02- or -NR2- and said hydrocarbon radical is optionally substituted with halogen, trihalomethyl, cyano, aryl, hydroxy, alkoxy, nitro or cycloalkyl having 3 to 6 carbon atoms; R2 is hydrogen or a saturated or unsaturated straight or branched chain aliphatic radical having from 1 to 8 carbon atoms, optionally substituted with halogen, hydroxy, alkoxy, cyano or nitro: R4 and R5 are independently a saturated or unsaturated, straight or branched chain aliphatic radical having 1 to 8 carbon atoms optionally substituted with halogen, trihalomethyl, alkoxy or cyano; hydrogen or phenyl optionally substituted with halogen, alkyl, alkoxy, trihalomethyl, nitro or cyano; L, M and N are each independently hydrogen, hydroxy, halogen, trihalomethyl, nitro, cyano, alkyl or alkoxy having from 1 to 4 carbon atoms and

  本发明涉及具有选择性除草特性的取代二苯醚，其式如下 其中 R 是 1 至 18 个碳原子的饱和或不饱和、直链或支链脂肪族烃基，其中一个或多个 -CH2- 基团可被 -0-、-S-、-S-S-、-SO-、-S02- 或 -NR2- 取代，并且所述烃基任选被卤素、三卤甲基、氰基、芳基、羟基、烷氧基、硝基或具有 3 至 6 个碳原子的环烷基取代； R2 是氢或具有 1 至 8 个碳原子的饱和或不饱和直链或支链脂肪族基，可选择被卤素、羟基、烷氧基、氰基或硝基取代： R4 和 R5 独立地是具有 1 至 8 个碳原子的饱和或不饱和直链或支链脂肪族基，可选地被卤素、三卤甲基、烷氧基或氰基取代；氢或苯基，可选地被卤素、烷基、烷氧基、三卤甲基、硝基或氰基取代； L、M 和 N 各自独立地是氢、羟基、卤素、三卤甲基、硝基、氰基、具有 1 至 4 个碳原子的烷基或烷氧基，以及
• US4429146A
  申请人：——

  公开号：US4429146A

  公开（公告）日：1984-01-31
• Design, synthesis and biological evaluation of N2,N4-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives as HIV-1 NNRTIs
  作者：Wenmin Chen、Peng Zhan、Erik De Clercq、Christophe Pannecouque、Jan Balzarini、Xin Jiang、Xinyong Liu

  DOI：10.1016/j.bmc.2013.09.009

  日期：2013.11

  A series of N-2,N-4-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives (PTTDs) was designed and synthesized by a facile route. The biological assay results showed that five most potent compounds displayed inhibitory activity against HIV-1 at low micromolar concentrations (EC50 = 5.1-8.9 mu M). Structure-activity relationship analysis indicated that N-2-(3-halogenated-benzyl) analogues were more potent than N-2-(unsubstituted-benzyl) analogues. The N-4-substitutions contributed to the antiviral activity in the following order: 2-/3-cyano substituted benzyl > 2-/3-halogenated benzyl > non-substituted benzyl > 4-halogenated benzyl. Docking studies of the representative compound revealed the binding conformation of these compounds and provided critical insights for the further development of PTTD analogues. (C) 2013 Elsevier Ltd. All rights reserved.