4-(N,N-diethylsulfamoyl)benzoyl chloride | 29171-71-9

• 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: 4-(N,N-diethylsulfamoyl)benzoyl chloride
• 英文别名: p-Diethylsulfamoyl-benzoylchlorid；4-N.N-Diethylsulfamidobenzoylchlorid；4-diethylsulfamoyl-benzoyl chloride；4-Diaethylsulfamoyl-benzoylchlorid；4-[(diethylamino)sulphonyl]benzoyl chloride；4-(Diethylsulfamoyl)benzoyl chloride
• CAS: 29171-71-9
• 化学式: C₁₁H₁₄ClNO₃S
• 分子量: 275.756
• InChiKey: UEUFVAGYBMRFMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 包装等级：
  III
• 危险类别：
  8,6.1
• 危险性防范说明：
  P260,P264,P270,P271,P280,P301+P330+P331,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P310,P403+P233,P405,P501
• 危险品运输编号：
  2923
• 危险性描述：
  H301,H311,H314,H331

反应信息

• 作为反应物：
  描述：

  4-(N,N-diethylsulfamoyl)benzoyl chloride 、 邻氨基苯甲酸甲酯 在 N-甲基咪唑 、 四甲基乙二胺 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 以73%的产率得到methyl 2-(4-(N,N-diethylsulfamoyl)benzamido)benzoate
  参考文献：
  名称：

  Structure Optimization of 2-Benzamidobenzoic Acids as PqsD Inhibitors for Pseudomonas aeruginosa Infections and Elucidation of Binding Mode by SPR, STD NMR, and Molecular Docking

  摘要：

  Pseudomonas aeruginosa employs a characteristic pqs quorum sensing (QS) system that functions via the signal molecules PQS and its precursor HHQ, They control the production of a number of virulence factors and biofilm formation. Recently, we have shown that sulfonamide substituted 2-benzamidobenzoic acids, which are known FabH inhibitors, are also able to inhibit PqsD, the enzyme catalyzing the last and key step in the biosynthesis of HHQ, Here, we describe the further optimization and characterization of this class of compounds as PqsD inhibitors. Structural modifications showed that both the carboxylic acid ortho to the amide and 3'-sulfonamide are essential for binding. Introduction of substituents in the anthranilic part of the molecule resulted in compounds with IC50 values in the low micromolar range. Binding mode investigations by SPR with wild-type and mutated PqsD revealed that this compound class does not bind into the active center of PqsD but in the ACoA channel, preventing the substrate from accessing the active site. This binding mode was further confirmed by docking studies and STD NMR.

  DOI：

  10.1021/jm4006302
• 作为产物：
  描述：

  乙磺舒 在 氯化亚砜 作用下， 生成 4-(N,N-diethylsulfamoyl)benzoyl chloride
  参考文献：
  名称：

  Satoh, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 74

  摘要：

  DOI：

文献信息

• 一种磺酰胺类化合物及其制备方法和应用
  申请人：广东工业大学

  公开号：CN108822145B

  公开（公告）日：2020-10-23

  本发明涉及有机合成技术领域，尤其涉及一种磺酰胺类化合物及其制备方法和应用，其中，本发明公开了一种磺酰胺化合物的制备方法，包括以下步骤：在惰性溶剂的存在下，催化剂的作用下，将式(II)化合物与式(III)化合物进行反应，得到式(I)化合物，式(I)化合物为全新的磺酰胺类化合物，可以应用在生物医药领域中，该类化合物的底物简单易得，无额外导向基的一级或二级磺酰胺的直接碳氢键的炔基化反应，步骤少、操作简便，具有良好的原子经济性和工业应用价值，解决了现有的磺酰胺类化合物的合成步骤复杂，不利于工业生产的应用的技术问题。
• [EN] SPECIFIC GLUCOCORTICOSTEROID COMPOUND HAVING ANTI- INFLAMMATORY ACTIVITY<br/>[FR] COMPOSE DE GLUCOCORTICOSTEROIDE SPECIFIQUE PRESENTANT UNE ACTIVE ANTI-INFLAMMATOIRE
  申请人：GLAXO GROUP LTD

  公开号：WO2005005451A1

  公开（公告）日：2005-01-20

  A compound of formula (I): (I) wherein X represents O or S; R1 represents C1-6 alkyl, C3-8 cycloalkyl, C3-8 cycloalkylmethyl or C3-8 cycloalkenyl any of which optionally may be substituted by one or more methyl groups or halogen atoms or R1 represents aryl, substituted aryl, heteroaryl or substituted heteroaryl; R2 represents hydrogen, methyl, which may be in either the α or β configuration, or methylene; R3 and R4 are the same or different and each independently represents hydrogen, halogen or a methyl group; and represents a single or a double bond; or a physiologically acceptable salt or solvate thereof.

  式(I)的化合物：(I)其中X代表O或S; R1代表C1-6烷基，C3-8环烷基，C3-8环烷基甲基或C3-8环烯基，其中任何一种都可以选择性地被一个或多个甲基基团或卤原子取代，或者R1代表芳基，取代芳基，杂环芳基或取代杂环芳基; R2代表氢，甲基，可以是α或β构型中的任意一种，或亚甲基; R3和R4相同或不同，每个独立地代表氢，卤素或甲基; 表示单键或双键; 或其生理上可接受的盐或溶剂化物。
• Specific glucocorticosteriod compound having anti-inflamatory activity
  申请人：Biggadike Keith

  公开号：US20060247219A1

  公开（公告）日：2006-11-02

  A compound of formula (I): (I) wherein X represents O or S; R1 represents C1-6 alkyl, C3-8 cycloalkyl, C3-8 cycloalkylmethyl or C3-8 cycloalkenyl any of which optionally may be substituted by one or more methyl groups or halogen atoms or R1 represents aryl, substituted aryl, heteroaryl or substituted heteroaryl; R2 represents hydrogen, methyl, which may be in either the α or β configuration, or methylene; R3 and R4 are the same or different and each independently represents hydrogen, halogen or a methyl group; and represents a single or a double bond; or a physiologically acceptable salt or solvate thereof.

  化合物的式子为（I）：（I）其中X代表O或S；R1代表C1-6烷基，C3-8环烷基，C3-8环烷基甲基或C3-8环烯基，其中任何一个都可以选择性地被一个或多个甲基基团或卤素原子取代，或者R1代表芳基，取代芳基，杂环芳基或取代杂环芳基；R2代表氢，甲基，可以是α或β构型中的任意一种，或亚甲基；R3和R4相同或不同，每个独立地代表氢，卤素或一个甲基基团；代表单键或双键；或其生理上可接受的盐或溶剂化物。
• SPECIFIC GLUCOCORTICOSTEROID COMPOUND HAVING ANTI-INFLAMMATORY ACTIVITY
  申请人：BIGGADIKE KEITH

  公开号：US20080070880A1

  公开（公告）日：2008-03-20

  A compound of formula (I): wherein X represents O or S; R 1 represents C 1-6 alkyl, C 3-8 cycloalkyl, C 3-8 cycloalkylmethyl or C 3-8 cycloalkenyl any of which optionally may be substituted by one or more methyl groups or halogen atoms or R 1 represents aryl, substituted aryl, heteroaryl or substituted heteroaryl; R 2 represents hydrogen, methyl, which may be in either the α or β configuration, or methylene; R 3 and R 4 are the same or different and each independently represents hydrogen, halogen or a methyl group; and represents a single or a double bond; or a physiologically acceptable salt or solvate thereof, and pharmaceutical formulations and methods of use thereof.

  化合物的化学式为(I)，其中X代表O或S；R1代表C1-6烷基，C3-8环烷基，C3-8环烷基甲基或C3-8环烯基，其中任意一个可以选择性地被一个或多个甲基基团或卤素原子取代，或者R1代表芳基，取代芳基，杂环芳基或取代杂环芳基；R2代表氢，甲基（可以是α或β构型）或亚甲基；R3和R4相同或不同，每个独立地代表氢，卤素或一个甲基基团；并表示单键或双键；或其生理上可接受的盐或溶剂化合物，以及其制剂和使用方法。
• Novel compounds
  申请人：JOHN PETER MATTHEW

  公开号：US20080015360A1

  公开（公告）日：2008-01-17

  A compound of formula (I): wherein X represents O or S; R 1 represents C 1-6 alkyl, C 3-8 cycloalkyl, C 3-8 cycloalkylmethyl or C 3 - 8 cycloalkenyl any of which optionally may be substituted by one or more methyl groups or halogen atoms or R 1 represents aryl, substituted aryl, heteroaryl or substituted heteroaryl; R 2 represents hydrogen, methyl, which may be in either the α or β configuration, or methylene; R 3 and R 4 are the same or different and each independently represents hydrogen, halogen or a methyl group; and represents a single or a double bond; or a physiologically acceptable salt or solvate thereof.

  化合物的化学式为(I)：其中X代表O或S；R1代表C1-6烷基，C3-8环烷基，C3-8环烷基甲基或C3-8环烯基，其中任何一个可以选择性地被一个或多个甲基基团或卤素原子取代，或者R1代表芳基，取代芳基，杂环芳基或取代杂环芳基；R2代表氢，甲基（可以是α或β构型）或亚甲基；R3和R4相同或不同，每个独立地代表氢，卤素或甲基基团；和代表单键或双键；或其生理上可接受的盐或溶剂化物。