N'-[(E)-(4-methoxyphenyl)methylidene]benzenesulfonylhydrazone | 50626-26-1

• 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: N'-[(E)-(4-methoxyphenyl)methylidene]benzenesulfonylhydrazone
• 英文别名: (E)-N'-(4-methoxybenzylidene)benzenesulfonohydrazide；benzenesulfonic acid-(4-methoxy-benzylidenehydrazide)；Benzolsulfonsaeure-(4-methoxy-benzylidenhydrazid)；N'-(4-Methoxybenzylidene)benzenesulfonohydrazide；N-[(E)-(4-methoxyphenyl)methylideneamino]benzenesulfonamide
• CAS: 50626-26-1
• 化学式: C₁₄H₁₄N₂O₃S
• 分子量: 290.343
• InChiKey: HJUAEWHFTPLOTQ-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-[(E)-(4-methoxyphenyl)methylidene]benzenesulfonylhydrazone 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 3.5h， 生成 1,3-bis(4-methoxyphenyl)-1H-benzo[f]indazole-4,9-dione
  参考文献：
  名称：

  光诱导的四唑-醌1，3-偶极环加成反应。

  摘要：

  醌首先被用作与2,5-二芳基四唑发生光点击的1,3-环加成反应中的偶极亲子，作为可光活化的偶极子，提供了新颖有效的途径来获得三种类型的吡唑稠合醌（吲唑二酮衍生物）。该协议的显着特征包括使用光作为独特的试剂，并且容易获得，稳定且易于处理的起始原料，并且产率高至优异。还详细介绍了醌的光物理和电化学性质及其作为光氧化还原催化剂的潜在应用。

  DOI：

  10.1002/chem.201904138
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 苯磺酰肼 以 乙醇 为溶剂， 反应 3.0h， 以98%的产率得到N'-[(E)-(4-methoxyphenyl)methylidene]benzenesulfonylhydrazone
  参考文献：
  名称：

  Fabrication of a Ga³⁺ sensor probe based on methoxybenzylidenebenzenesulfonohydrazide (MBBSH) by an electrochemical approach

  摘要：

  通过在光滑玻璃碳电极上沉积带有那非烯粘合剂的(E)-N′-甲氧基苄亚苄磺酰腙（MBBSH）薄层，制备了对敏感和选择性镓离子传感器探针。

  DOI：

  10.1039/c7nj01891f

文献信息

• Fabrication of a Ga³⁺ sensor probe based on methoxybenzylidenebenzenesulfonohydrazide (MBBSH) by an electrochemical approach
  作者：Mohammad Musarraf Hussain、Abdullah M. Asiri、Muhammad Nadeem Arshad、Mohammed M. Rahman

  DOI：10.1039/c7nj01891f

  日期：——

  A thin-layer of (E)-N′-methoxybenzylidenebenzenesulfonohydrazide (MBBSH) was fabricated by the deposition of MBBSH onto a smooth glassy carbon electrode with nafion binder for the sensitive and selective Ga³⁺ sensor probe.

  通过在光滑玻璃碳电极上沉积带有那非烯粘合剂的(E)-N′-甲氧基苄亚苄磺酰腙（MBBSH）薄层，制备了对敏感和选择性镓离子传感器探针。
• Synthesis, Biological Evaluation and Molecular Docking of New Benzenesulfonylhydrazone as Potential anti-Trypanosoma cruzi Agents
  作者：Silvia Elizondo-Jimenez、Antonio Moreno-Herrera、Rogelio Reyes-Olivares、Edith Dorantes-Gonzalez、Benjamín Nogueda-Torres、Eduardo Oliveira、Nelilma Romeiro、Lidia Lima、Isidro Palos、Gildardo Rivera

  DOI：10.2174/1573406412666160701022230

  日期：2017.1.30

  Background: Chagas disease is a public health problem caused by Trypanosoma cruzi. Cruzain is a pharmacological target for designing a new drug against this parasite. Hydrazone and Nacylhydrazone derivatives have been traditionally associated as potential Cruzain inhibitors. Additionally, benzenesulfonyl derivatives show trypanocidal activity. Therefore, in this study, the combination of both structures has been taken into account for drug design. Methods: Seven benzenesulfonylhydrazone (BS-H) and seven N-propionyl benzenesulfonylhydrazone (BS-NAH) derivatives were synthetized and elucidated by infrared spectroscopy, nuclear magnetic resonance, and elemental analysis. All compounds were evaluated biologically in vitro against two strains of Trypanosoma cruzi (NINOA and INC-5), which are endemic in Mexico, and compared with the reference drugs nifurtimox and benznidazole. In order to gain insight into the putative molecular origin of the trypanocidal properties of these derivatives, docking studies were carried out with Cruzain. Results: Compounds 4 and 6 (BS-H) and 10, 12-14 (BS-NAH) showed the best biological activity against NINOA and INC-5 strains, respectively. Compound 13 was the most potent trypanocidal compound showing a LC50 of 0.06 µM against INC-5 strain. However, compound 4 showed the best activity against both strains (LC50

  背景：南美锥虫病是由南美锥虫引起的公共卫生问题：南美锥虫病是由南美锥虫引起的公共卫生问题。 Cruzain 是设计抗击这种寄生虫新药的药理学靶点。传统上，腙和腙的衍生物被认为是潜在的 Cruzain 抑制剂。此外，苯磺酰衍生物也具有杀锥虫活性。因此，本研究在药物设计时考虑了这两种结构的结合。 方法：合成了七种苯磺酰腙（BS-H）和七种 N-丙酰基苯磺酰腙（BS-NAH）衍生物，并通过红外光谱、核磁共振和元素分析进行了阐明。所有化合物都针对墨西哥流行的两种克鲁斯锥虫菌株（NINOA 和 INC-5）进行了体外生物学评估，并与参考药物硝呋太霉素和苯并咪唑进行了比较。为了深入了解这些衍生物杀灭锥虫特性的分子来源，研究人员与 Cruzain 进行了对接研究。 结果：化合物 4 和 6（BS-H）以及 10、12-14（BS-NAH）分别对 NINOA 和 INC-5 株表现出最佳生物活性。化合物 13 是最有效的杀锥虫化合物，对 INC-5 菌株的半数致死浓度为 0.06 µM。然而，化合物 4 对两种菌株都表现出了最佳活性（LC50
• One Facile Preparation of <i>N</i>‐Aroyl‐<i>N</i>′‐arylsulfonylhydrazines by Oxidation of Aromatic Aldehyde <i>N</i>‐Arylsulfonylhydrazones with bis(Trifluoroacetoxy)iodobenzene
  作者：Zhenhua Shang、John Reiner、Kang Zhao

  DOI：10.1080/00397910600588538

  日期：2006.6.1

  Abstract N‐aroyl‐N′‐arylsulfonylhydrazines can be obtained by oxidation of aromatic aldehyde N‐arylsulfonylhydrazones with bis(trifluoroacetoxy)iodobenzene in acetone at room temperature in mild to good yields.

  摘要 N-芳酰基-N'-芳基磺酰肼可以通过芳香醛N-芳基磺酰腙与双（三氟乙酰氧基）碘苯在丙酮中在室温下以温和到良好的收率获得。
• Tetrazolylphenyl pivalate derivatives and medicinal composition containing the same as effective component
  申请人：Wakamoto Pharmaceutical Co., Ltd.

  公开号：EP0676396A1

  公开（公告）日：1995-10-11

  The tetrazolylphenyl pivalate of the the following general formula or a pharmaceutically acceptable salt thereof: wherein R¹ and R² each represents a hydrogen atom, a lower alkyl group or other substituents; an elastase-inhibitory composition, a composition for preventing and treating emphysema and a composition for preventing and treating endotoxin-induced lung disorders each comprising the foregoing tetrazolylphenyl pivalate derivative or a non-toxic or acid-addition salt thereof.

  以下通式的四唑基苯基特戊酸酯或其药学上可接受的盐： 其中R¹和R²各自代表氢原子、低级烷基或其他取代基；一种弹性蛋白酶抑制剂组合物、一种预防和治疗肺气肿的组合物和一种预防和治疗内毒素诱发的肺部疾病的组合物，每一种都包含前述四唑基苯基新戊酸酯衍生物或其无毒或酸加成盐。
• RUBBER COMPOSITION AND PNEUMATIC TIRES
  申请人：Bridgestone Corporation

  公开号：EP0909788A1

  公开（公告）日：1999-04-21

  A rubber composition prepared by compounding 0.05 to 20 parts by weight of at least one selected from substituted hydrazide compounds represented by the following Formulas (I) to (IV) per 100 parts by weight of a rubber component comprising at least one rubber selected from the group consisting of natural rubber and synthetic rubber, and a pneumatic tire using the same: wherein A represents one selected from the group consisting of an aromatic group which may have a substituent, a hydantoin ring which may have a substituent, and a saturated or unsaturated linear hydrocarbon having 1 to 18 carbon atoms; Y represents hydrogen, an amino group, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group, an alkenyl group, an aromatic group, a pyridyl group or hydrazino group; and R1 to R11 each represent hydrogen, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group or an aromatic group.

  一种橡胶组合物，其制备方法是每 100 重量份由至少一种选自天然橡胶和合成橡胶组的橡胶组成的橡胶组分中混入 0.05 至 20 重量份的至少一种选自下式(I)至(IV)所代表的取代酰肼化合物，以及使用该组合物的充气轮胎： 其中 A 代表选自芳香基团（可具有取代基）、海因环（可具有取代基）和具有 1 至 18 个碳原子的饱和或不饱和线性烃；Y 代表氢、氨基、具有 1 至 18 个碳原子的烷基、环烷基、烯基、芳香基、吡啶基或肼基；R1 至 R11 分别代表氢、具有 1 至 18 个碳原子的烷基、环烷基或芳香基。