2,4-Dichloro-5-chlorosulfonyl-benzoyl chloride | 866764-34-3

• 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: 2,4-Dichloro-5-chlorosulfonyl-benzoyl chloride
• 英文别名: 2,4-Dichloro-5-(chlorosulfonyl)benzoyl chloride；2,4-dichloro-5-chlorosulfonylbenzoyl chloride
• CAS: 866764-34-3
• 化学式: C₇H₂Cl₄O₃S
• 分子量: 307.969
• InChiKey: OEMVUPJFDMRMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-Dichloro-5-chlorosulfonyl-benzoyl chloride 在 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.0h， 生成 2,4-Dichloro-N-[3-cyano-6-(4-hydroxy-phenyl)-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl]-5-(morpholine-4-sulfonyl)-benzamide
  参考文献：
  名称：

  Structure–activity relationships of novel potent MurF inhibitors

  摘要：

  A novel class of MurF inhibitors was discovered and structure-activity relationship studies have led to several potent compounds with IC50 = 22 similar to 70 nM. Unfortunately, none of these potent MurF inhibitors exhibited significant antibacterial activity even in the presence of bacterial cell permeabilizers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.073
• 作为产物：
  描述：

  2,4-二氯苯甲酸 在 氯磺酸 作用下， 生成 2,4-Dichloro-5-chlorosulfonyl-benzoyl chloride
  参考文献：
  名称：

  Structure–activity relationships of novel potent MurF inhibitors

  摘要：

  A novel class of MurF inhibitors was discovered and structure-activity relationship studies have led to several potent compounds with IC50 = 22 similar to 70 nM. Unfortunately, none of these potent MurF inhibitors exhibited significant antibacterial activity even in the presence of bacterial cell permeabilizers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.073

文献信息

• Synthesis of n-methyl-3-carboxy-2-chloro-dibenzo[c,f][1,4,5]oxa-thiazepine s,s-dioxide and its derivatives
  作者：A. S. Bychenkov、A. V. Tarasov、P. K. Pisarev、V. Sh. Feldblum、Yu. A. Moskvichev

  DOI：10.1007/s10593-010-0438-9

  日期：2009.11

  new dibenzo-condensed oxathiazepinecarboxylic acid was obtained starting from the methyl ester of 2,4-dichloro-5-chlorosulfonylbenzoic acid. Derivatives were obtained from N-phenylamide and N-methylamide of 2,4-dichloro-5-chlorosulfonylbenzoic acid. Methods for the preparation of the starting aromatic sulfonyl chlorides were proposed.

  从2，4-二氯-5-氯磺酰基苯甲酸的甲酯开始，得到新的二苯并缩合的氧杂氮杂庚烷羧酸。衍生自2，4-二氯-5-氯磺酰基苯甲酸的N-苯酰胺和N-甲基酰胺。提出了制备起始芳族磺酰氯的方法。
• 2-Halobenzenesulfonyl chlorides in the synthesis of pyrido[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide derivatives
  作者：R. M. Shlenev、S. I. Filimonov、A. V. Tarasov、A. S. Danilova、P. A. Agat’ev、S. A. Ivanovskii

  DOI：10.1007/s11172-016-1518-5

  日期：2016.7

  A number of new functional derivatives of pyrido[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide was obtained based on the reactions of 2-halobenzenesulfonyl chlorides with 2-aminopyridine derivatives. A quantitative criterion for the evaluation of a possibility for the reaction to proceed under noncatalytic conditions depending on the type of halogen and substituents in the starting compounds was suggested

  基于2-卤代苯磺酰氯与2-氨基吡啶衍生物的反应，获得了许多吡啶并[2,1-c][1,2,4]苯并噻二嗪5,5-二氧化物的新功能衍生物。提出了评价反应在非催化条件下进行的可能性的定量标准，这取决于起始化合物中卤素和取代基的类型。
• Synthesis of new sulfonamide derivatives of thiazolo[3,2-a]quinazolin-5-one
  作者：R. M. Shlenev、S. I. Filimonov、A. V. Tarasov、A. S. Danilova、P. A. Agat’ev

  DOI：10.1134/s1070428016010139

  日期：2016.1

  A general procedure has been proposed for the synthesis of thiazolo[3,2-a]quinazolin-5-one derivatives containing a sulfonamide group on C7 via intramolecular nucleophilic substitution of halogen in 2-halo-5-sulfamoyl-N-(1,3-thiazol-2-yl)benzamides. The effects of the degree of activation of the initial compound and halogen nature on the yield of the target products have been analyzed.

  已经提出了通过卤素在2-卤代5-氨磺酰基-N-（1中的分子内亲核取代）合成噻唑并[3,2 - a ]喹唑啉-5-酮衍生物的通用方法，所述衍生物在C 7上包含磺酰胺基。，3-噻唑-2-基）苯甲酰胺。分析了初始化合物的活化程度和卤素性质对目标产物收率的影响。
• Optimization of ADME Properties for Sulfonamides Leading to the Discovery of a T-Type Calcium Channel Blocker, ABT-639
  作者：Qingwei Zhang、Zhiren Xia、Shailen Joshi、Victoria E. Scott、Michael F. Jarvis

  DOI：10.1021/acsmedchemlett.5b00023

  日期：2015.6.11

  The discovery of a novel peripherally acting and selective Ca(v)3.2 T-type calcium channel blocker, ABT-639, is described. HTS hits 1 and 2, which have poor metabolic stability, were optimized to obtain 4, which has improved stability and oral bioavailability. Modification of 4 to further improve ADME properties led to the discovery of ABT-639. Following oral administration, ABT-639 produces robust antinociceptive activity in experimental pain models at doses that do not significantly alter psychomotor or hemodynamic function in the rat.