2,2'-二硫代双(6-氟代苯甲酸) | 147027-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,2'-二硫代双(6-氟代苯甲酸)
• 中文别名: 2,2'-二硫代双(6-氟苯甲酸)
• 英文名称: 6,6'-disulfanediylbis(2-fluorobenzoic acid)
• 英文别名: 2,2'-Dithiobis(6-fluorobenzoic Acid)；2-[(2-carboxy-3-fluorophenyl)disulfanyl]-6-fluorobenzoic acid
• CAS: 147027-64-3
• 化学式: C₁₄H₈F₂O₄S₂
• 分子量: 342.344
• InChiKey: QEONSZINEMHFPH-UHFFFAOYSA-N

物化性质

• 熔点：
  265 °C
• 沸点：
  478.7±45.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2'-二硫代双(6-氟代苯甲酸) 在 溴 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.33h， 生成 methyl 3-(4-fluoro-3-oxobenzo[d]isothiazol-2(3H)-yl)propanoate
  参考文献：
  名称：

  Discovery and structure–activity relationship studies of irreversible benzisothiazolinone-based inhibitors against Staphylococcus aureus sortase A transpeptidase

  摘要：

  Gram-positive bacteria, in general, and staphylococci, in particular, are the widespread cause of nosocomial and community-acquired infections. The rapid evolvement of strains resistant to antibiotics currently in use is a serious challenge. Novel antimicrobial compounds have to be developed to fight these resistant bacteria, and sortase A, a bacterial cell wall enzyme, is a promising target for novel therapies. As a transpeptidase that covalently attaches various virulence factors to the cell surface, this enzyme plays a crucial role in the ability of bacteria to invade the host's tissues and to escape the immune response. In this study we have screened a small molecule library against recombinant Staphylococcus aureus sortase A using an in vitro FRET-based assay. The selected hits were validated by NMR methods in order to exclude false positives and to analyze the reversibility of inhibition. Further structural and functional analysis of the best hit allowed the identification of a novel class of benzisothiazolinone-based compounds as potent and promising sortase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.09.011

文献信息

• Antimicrobial activity of fluorinated 1,2-benzisothiazol-3(2H)-ones and 2,2′-dithiobis(benzamides)
  作者：ML Carmellino、G Pagani、M Pregnolato、M Terreni、F Pastoni

  DOI：10.1016/0223-5234(94)90132-5

  日期：1994.1

  Fluoro and trifluoromethyl derivatives of 1,2-benzisothiazol-3(2H)-ones and the 2,2'-dithiobis(benzamides) have been prepared and their antifungal and antibacterial activity evaluated. Several compounds were found highly active against fungi and Gram-positive microorganisms and a few derivatives displayed some activity against Gram-negative strains. Structure-activity relationships are proposed.
• RUBBER COMPOSITION AND PNEUMATIC TIRE
  申请人：Toyo Tire Corporation

  公开号：US20200339787A1

  公开（公告）日：2020-10-29

  A rubber composition comprising a diene rubber and a liquid crystal elastomer. It is preferred that the liquid crystal elastomer has a (liquid crystal phase)-to-(isotropic phase) transition temperature (Ti) of 20° C. or less. It is preferred that the liquid crystal elastomer has a functional group that reacts with the diene rubber. It is preferred that the functional group is a functional group containing at least a sulfur atom. It is preferred that the liquid crystal elastomer is a liquid crystal polyurethane elastomer. Moreover, it is preferred that the liquid crystal polyurethane elastomer is a reaction product of a mesogenic group-containing compound having at least an active hydrogen group, an isocyanate compound, a polysulfide-containing compound, and a photopolymerizable group-containing compound.
• [EN] BENZOTHIAZEPINONES AND THEIR USE AS ANTICONVULSANTS
  申请人：THE BOOTS COMPANY PLC

  公开号：WO1992021668A1

  公开（公告）日：1992-12-10

  (EN) Compounds of formula (I) in which n = 0, 1 or 2; R1 independently represents halo, alkyl of 1 to 4 carbon atoms or alkoxy, haloalkyl of 1 to 4 carbon atoms, nitro, cyano, carboxy, alkanoyl of 1 to 4 carbon atoms, optionally alkylated carbamoyl or optionally alkylated sulphamoyl; R2, R3, R4, R5 and R6 independently represent hydrogen or alkyl of 1 to 4 carbon atoms; and m = 0 or an integer from 1 to 4 have utility as anticonvulsants in the treatment of neurological disorders such as epilepsy.(FR) On décrit des composés de formule (I) dans laquelle n = 0, 1 ou 2; R1 représente indépendamment un halo, un alcoyle comportant de 1 à 4 atomes de carbone ou un alcoxy, un haloalcoyle de 1 à 4 atomes de carbone, un nitro, un cyano, un carboxy, un alcanoyle comportant de 1 à 4 atomes de carbone, éventuellement un carbamoyle alkylaté ou éventuellement un sulfamoyle alkylaté; R2, R3, R4, R5 et R6 représentent indépendemment l'hydrogène ou un alcoyle comportant de 1 à 4 atomes de carbone; et m = 0 ou un nombre entier de 1 à 4. Lesdits composés sont destinés à être utilisés comme anticonvulsivants pour le traitement de troubles neurologiques tel que l'épilepsie.
• Discovery and structure–activity relationship studies of irreversible benzisothiazolinone-based inhibitors against Staphylococcus aureus sortase A transpeptidase
  作者：Dmitrijs Zhulenkovs、Zhanna Rudevica、Kristaps Jaudzems、Maris Turks、Ainars Leonchiks

  DOI：10.1016/j.bmc.2014.09.011

  日期：2014.11

  Gram-positive bacteria, in general, and staphylococci, in particular, are the widespread cause of nosocomial and community-acquired infections. The rapid evolvement of strains resistant to antibiotics currently in use is a serious challenge. Novel antimicrobial compounds have to be developed to fight these resistant bacteria, and sortase A, a bacterial cell wall enzyme, is a promising target for novel therapies. As a transpeptidase that covalently attaches various virulence factors to the cell surface, this enzyme plays a crucial role in the ability of bacteria to invade the host's tissues and to escape the immune response. In this study we have screened a small molecule library against recombinant Staphylococcus aureus sortase A using an in vitro FRET-based assay. The selected hits were validated by NMR methods in order to exclude false positives and to analyze the reversibility of inhibition. Further structural and functional analysis of the best hit allowed the identification of a novel class of benzisothiazolinone-based compounds as potent and promising sortase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.