p-hydrazinocarbonyldiphenyl sulphone | 20721-07-7

• 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: p-hydrazinocarbonyldiphenyl sulphone
• 英文别名: p-(Phenylsulphonyl) benzoic acid hydrazide；Diphenylsulfon-4-carbonsaeurehydrazid；4-benzenesulfonyl-benzoic acid hydrazide；4-Benzolsulfonyl-benzoesaeure-hydrazid；4-(Benzenesulfonyl)benzohydrazide
• CAS: 20721-07-7
• 化学式: C₁₃H₁₂N₂O₃S
• 分子量: 276.316
• InChiKey: WVKFWUUDVOVTON-UHFFFAOYSA-N

物化性质

• 熔点：
  199 °C
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  p-hydrazinocarbonyldiphenyl sulphone 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 5-(4-(phenylsulfonyl)phenyl)-N-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  New heterocyclic compounds from 1,2,4-triazole and 1,3,4-thiadiazole class bearing diphenylsulfone moieties. Synthesis, characterization and antimicrobial activity evaluation

  摘要：

  Some new 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(R)-2H-1,2,4-triazol-3(4H)-thiones 4a,b; 5a,b and 5-(4-(4-X-phenylsulfonyl)phenyl)-N-(R)-1,3,4-thiadiazol-2-amines 6a,b; 7a,b were obtained by cyclization of new N-1-[4-(4-X-phenylsulfonyl)benzoyl]-N-4-(R)-thiosemicarbazides 2a,b; 3a,b (X = H, Br). The 1,2,4-triazoles were synthesized by intramolecular cyclization of acylthiosemicarbazides, in basic media. On the other hand, 1,3,4-thiadiazoles were obtained from same acylthiosemicarbazides, in acidic media. These new intermediates from thiosemicarbazide class were afforded by the reaction of 4-(4-X-phenylsulfonyl)benzoic acids hydrazides (X = H, Br) la,b with 4-trifluoromethoxyphenyl or 3,4,5-trimethoxyphenyl isothiocyanate. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. All the new compounds were screened for their antimicrobial activity against some bacteria (Staphylococcus aureus ATCC 25923, Bacillus cereus ATCC 13061, Escherichia coli ATCC 25922, Enterobacter cloacae ATCC 49141, Acinetobacter baumannii ATCC 19606 and Pseudomonas aeruginosa ATCC 27853) and yeasts (Candida albicans ATCC 90028 and Candida parapsilosis ATCC 22019). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.031
• 作为产物：
  描述：

  4-苯磺酰苯甲酸 在 一水合肼 作用下， 生成 p-hydrazinocarbonyldiphenyl sulphone
  参考文献：
  名称：

  噻唑三唑类桥头氮杂环缩合体系的设计，合成，表征和抗菌性评估。

  摘要：

  在本研究中，从一些4-（4-X-苯基磺酰基）苯基开始合成了一系列新的噻唑并[3,2-b] [1,2,4]三唑类含桥头氮的杂环缩合系统-4H-1,2,4-三唑-3-硫醇1a-c（X = H，Cl，Br）。S-烷基化的1,2,4-三唑，2-（5-（4-（4-X-苯基磺酰基）苯基）-2H-1,2,4-三唑-3-基硫基）-1-（通过用2-溴-4′-氟苯乙酮处理三唑1a-c获得4-氟苯基）乙炔2a-c。通过将S-烷基化的环化反应获得2-（4-（4-X-苯磺酰基）苯基）-6-（4-氟苯基）噻唑并[3,2-b] [1,2,4]三唑3a-c。 1,2,4-三唑2a-c在0°C的硫酸介质中。用于合成2-（4-（4-X-苯磺酰基）苯基）-5-（4-氟亚苄基）-噻唑并[3,2-b] [1,2,4]三唑-6（5H）-在图4a-c中，将三唑1a-c用4-氟苯甲醛处理，氯乙酸和无水乙酸钠，在乙酸和乙酸酐的存在下。新合

  DOI：

  10.1248/cpb.c15-00379

文献信息

• Synthesis, characterization and antibacterial activity of some triazole Mannich bases carrying diphenylsulfone moieties
  作者：Gabriela Laura Almajan、Stefania-Felicia Barbuceanu、Eva-Ruxandra Almajan、Constantin Draghici、Gabriel Saramet

  DOI：10.1016/j.ejmech.2008.07.003

  日期：2009.7

  A series of Mannich bases of 4-substituted 5-[4-(4-X-phenylsulfonyl)phenyl]-2,4-dihydro-3H-1,2,4-triazole-3-thiones, X = H, Cl, Br, 3 and 5 were synthesized and characterized on the basis of IR, NMR and elemental analyses. The potential antibacterial effects of the synthesized compounds were investigated using the Acinetobacter baumanii ATCC 19606; Citrobacter freundii ATCC 8090; Pseudomonas aeruginosa

  4-取代的5- [4-（4-X-苯基磺酰基）苯基] -2,4-二氢-3 H -1,2,4-三唑-3-硫酮的一系列曼尼希碱，X = H，Cl合成了Br，3和5，并根据IR，NMR和元素分析对其进行了表征。使用鲍曼不动杆菌ATCC 19606研究了合成化合物的潜在抗菌作用。弗氏柠檬酸杆菌ATCC 8090; 铜绿假单胞菌ATCC 9027; 粪肠球菌ATCC 19433; 金黄色葡萄球菌ATCC 12600; 表皮葡萄球菌ATCC 14990; 枯草芽孢杆菌ATCC 6633菌株。其中一些表现出对鲍曼不动杆菌和枯草芽孢杆菌的有希望的活性。
• [1,2,4]Triazole derivatives as 5-HT1A serotonin receptor ligands
  作者：Maria Concetta Sarvà、Giuseppe Romeo、Francesco Guerrera、Mariangela Siracusa、Loredana Salerno、Filippo Russo、Alfredo Cagnotto、Mara Goegan、Tiziana Mennini

  DOI：10.1016/s0968-0896(01)00281-4

  日期：2002.2

  A series of new 4-amino-3-[3-[4-(2-methoxy or nitro phenyl)-1-piperazinyl] propyl]thio]-5-(substitutedphenyl)[1,2,4]triazoles 11a-t was synthesized in order to obtain compounds with high affinity and selectivity for 5-HT(1A) receptor over the alpha(1)-adrenoceptor. A series of isomeric 4-amino-2-[3-[4-(2-methoxy or nitro phenyl)-1-piperazinyl]propyl]-5-(substitutedphenyl)-2,4-dihydro-3H[1,2,4]triazole-3-thiones

  一系列新的4-氨基-3- [3- [4-（2-甲氧基或硝基苯基）-1-哌嗪基]丙基]硫基] -5-（取代的苯基）[1,2,4]三唑11a-t为了获得与α（1）-肾上腺素受体相比对5-HT（1A）受体具有高亲和力和选择性的化合物，进行了合成。一系列异构的4-氨基-2- [3- [4-（2-甲氧基或硝基苯基）-1-哌嗪基]丙基] -5-（取代苯基）-2,4-二氢-3H [1,2，还分离并表征了4]三唑-3-硫酮12a-r。在放射性配体结合实验中测试了新化合物以评估其对5-HT（1A）受体和α（1）-肾上腺素受体的亲和力。作为一般趋势，三唑11a-t对5-HT（1A）受体具有优先亲和力，而异构体2,4-二氢-3H [1,2,4]三唑-3-硫酮12a-r优先结合alpha（1）-肾上腺素受体位点。几个分子在纳摩尔范围内显示出亲和力，而4-氨基-3- [3- [4-（2-甲氧基苯基）-1-哌嗪基]丙基]硫基]
• Vansdadia; Roda; Parekh, Journal of the Indian Chemical Society, 1988, vol. 65, # 11, p. 809 - 811
  作者：Vansdadia、Roda、Parekh

  DOI：——

  日期：——
• Istrati, Daniela; Popescu, Angela; Mihaiescu, Dan, Revue Roumaine de Chimie, 2008, vol. 53, # 6, p. 497 - 503
  作者：Istrati, Daniela、Popescu, Angela、Mihaiescu, Dan、Saramet, Ioana、Balaşu, Mihaela C.

  DOI：——

  日期：——
• 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.