1-[[4-(4-Bromophenyl)sulfonylbenzoyl]amino]-3-butylthiourea | 420799-40-2

• 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: 1-[[4-(4-Bromophenyl)sulfonylbenzoyl]amino]-3-butylthiourea
• CAS: 420799-40-2
• 化学式: C₁₈H₂₀BrN₃O₃S₂
• 分子量: 470.411
• InChiKey: YPQWLSMQCSNZCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[[4-(4-Bromophenyl)sulfonylbenzoyl]amino]-3-butylthiourea 在 硫酸 作用下， 以71%的产率得到2-p-(p-bromophenylsulfonyl)phenyl-5-(amino-n-butyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Şaramet, Ioana; Drǎghici, Constantin; Bǎrcutean, Corina, Revue Roumaine de Chimie, 2002, vol. 47, # 1-2, p. 139 - 153

  摘要：

  DOI：
• 作为产物：
  描述：

  p-(4-Bromophenylsulphonyl) benzoic acid hydrazide 、 丁基异硫氰酸酯 以 乙醇 为溶剂， 生成 1-[[4-(4-Bromophenyl)sulfonylbenzoyl]amino]-3-butylthiourea
  参考文献：
  名称：

  Copper(II) and uranyl(II) complexes with acylthiosemicarbazide: Synthesis, characterization, antibacterial activity and effects on the growth of promyelocytic leukemia cells HL-60

  摘要：

  New chelates of N-1-14-(4-X-phenyisulfonyl)benzoyl]-N-4-butyl-thiosemicarbazide (X = H, Cl, BF) with Cu2+ and UO22+ have been prepared and characterized by analytical and physico-chemical techniques such as magnetic susceptibility measurements, elemental and thermal analyses electronic ESR and IR spectral studies. Room temperature ESR spectra of Cu(II) complexes yield {g} values characteristic of distorted octahedral and pseudo-tetrahedral geometry. Infrared spectra indicate that complexes contain six-coordinate uranium atom with the ligand atoms arranged in an equatorial plane around the linear uranyl group. Effects of these complexes on the growth of human promyelocytic leukemia cells HL-60 and their antibacterial activity (against Staphylococcus epidermidis ATCC 14990, Bacillus subtilis ATCC 6633, Bacillus cereus ATCC 14579, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 11775 strains) were studied comparatively with that of free ligands. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.016

文献信息

• Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II, and IX with a series of 1,3,4-thiadiazole- and 1,2,4-triazole-thiols
  作者：Gabriela Laura Almajan、Alessio Innocenti、Luca Puccetti、Gheorghe Manole、Stefania Barbuceanu、Ioana Saramet、Andrea Scozzafava、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2005.02.088

  日期：2005.5

  hCA I-selective inhibitor ever reported, possessing an inhibition constant of 97 nM against isozyme I, and being a 105 times less effective hCA II inhibitor, and 3154 times less effective hCA IX inhibitor. Thus, the thiol moiety may lead to effective CA inhibitors targeting isozyme I, whereas it is a less effective zinc-binding function for the design of CA II and CA IX inhibitors over the sulfonamide

  已制备了一系列结合1,3,4-噻二唑-和1,2,4-三唑环的杂环硫醇，并测定了对三种生理相关的碳酸酐酶（CA，EC 4.2.1.1）同工酶（胞质人）的抑制作用同工酶I和II，以及与肿瘤相关的hCA IX跨膜。针对hCA I，所研究的硫醇显示出97 nM至548 microM的抑制常数，针对hCA II的7.9-618 microM的抑制常数，以及针对hCA IX的9.3-772 microM的抑制常数。噻二唑对所有研究的同工酶通常比三唑更具活性。通常，最好的抑制剂是简单的衍生物5-氨基-1,3,4-噻二唑-2-硫醇及其N-乙酰化衍生物，与相应的磺酰胺类化合物相比，它们的有效抑制剂至少少两个数量级，乙酰唑胺及其脱乙酰基衍生物。5-（2-吡啶基甲酰胺基）-1,3,4-噻二唑-2-硫醇是一个例外，这是有史以来报道的第一种hCA I选择性抑制剂，对同工酶I的抑制常数为97 nM，并且hCA II抑制剂的功效低105倍，hCA
• Copper(II) and uranyl(II) complexes with acylthiosemicarbazide: Synthesis, characterization, antibacterial activity and effects on the growth of promyelocytic leukemia cells HL-60
  作者：Madalina Veronica Angelusiu、Gabriela Laura Almajan、Tudor Rosu、Maria Negoiu、Eva-Ruxandra Almajan、Jenny Roy

  DOI：10.1016/j.ejmech.2009.03.016

  日期：2009.8

  New chelates of N-1-14-(4-X-phenyisulfonyl)benzoyl]-N-4-butyl-thiosemicarbazide (X = H, Cl, BF) with Cu2+ and UO22+ have been prepared and characterized by analytical and physico-chemical techniques such as magnetic susceptibility measurements, elemental and thermal analyses electronic ESR and IR spectral studies. Room temperature ESR spectra of Cu(II) complexes yield g} values characteristic of distorted octahedral and pseudo-tetrahedral geometry. Infrared spectra indicate that complexes contain six-coordinate uranium atom with the ligand atoms arranged in an equatorial plane around the linear uranyl group. Effects of these complexes on the growth of human promyelocytic leukemia cells HL-60 and their antibacterial activity (against Staphylococcus epidermidis ATCC 14990, Bacillus subtilis ATCC 6633, Bacillus cereus ATCC 14579, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 11775 strains) were studied comparatively with that of free ligands. (C) 2009 Elsevier Masson SAS. All rights reserved.
• Şaramet, Ioana; Drǎghici, Constantin; Bǎrcutean, Corina, Revue Roumaine de Chimie, 2002, vol. 47, # 1-2, p. 139 - 153
  作者：Şaramet, Ioana、Drǎghici, Constantin、Bǎrcutean, Corina、Rǎdulescu, Valeria、Loloiu, Teodora、Banciu, Mircea D.

  DOI：——

  日期：——