2-(benzylthio)benzaldehyde | 24852-71-9

• 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-(benzylthio)benzaldehyde
• 英文别名: 2-[(phenylmethyl)thio]benzaldehyde；2-(benzylsulfanyl)benzaldehyde；o-(Benzylthio)benzaldehyde；2-Benzylmercapto-benzaldehyd；2-benzylsulfanylbenzaldehyde
• CAS: 24852-71-9
• 化学式: C₁₄H₁₂OS
• mdl: MFCD07365229
• 分子量: 228.315
• InChiKey: SWVKTJBDZNJLDT-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C
• 沸点：
  367.1±35.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(benzylthio)benzaldehyde 在 aluminum (III) chloride 、 水 作用下， 以 苯 为溶剂， 反应 48.5h， 以24%的产率得到2-硫代水杨醛
  参考文献：
  名称：

  Substituted 2-(3′,4′,5′-trimethoxybenzoyl)-benzo[b]thiophene derivatives as potent tubulin polymerization inhibitors

  摘要：

  The central role of microtubules in cell division and mitosis makes them a particularly important target for anticancer agents. On our early publication, we found that a series of 2-(3',4',5'-trimethoxybenzoyl)-3-aminobenzo[b]thiophenes exhibited strong antiproliferative activity in the submicromolar range and significantly arrested cells in the G2-M phase of the cell cycle and induced apoptosis. In order to investigate the importance of the amino group at the 3-position of the benzo[b] thiophene skeleton, the corresponding 3-unsubstituted and methyl derivatives were prepared. A novel series of inhibitors of tubulin polymerization, based on the 2-(3,4,5-trimethoxybenzoyl)-benzo[b] thiophene molecular skeleton with a methoxy substituent at the C-4, C-5, C-6 or C-7 position on the benzene ring, was evaluated for antiproliferative activity against a panel of five cancer cell lines, for inhibition of tubulin polymerization and for cell cycle effects. Replacing the methyl group at the C-3 position resulted in increased activity compared with the corresponding 3-unsubstituted counterpart. The structure-activity relationship established that the best activities were obtained with the methoxy group placed at the C-4, C-6 or C-7 position. Most of these compounds exhibited good growth inhibition activity and arrest K562 cells in the G2-M phase via microtubule depolymerization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.068
• 作为产物：
  描述：

  methyl 2-(benzylthio)benzoate 在 二异丁基氢化铝 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 2-(benzylthio)benzaldehyde
  参考文献：
  名称：

  通过阳离子介导的环化反应合成取代的二氢苯并噻喃和二氢苯并吡喃

  摘要：

  用酸处理硫代水杨醛和水杨醛衍生的苯基3-苯基-2-丙烯基硫醚和具有潜在的氧鎓离子官能团的醚会触发简单或串联环化反应，生成取代的二氢苯并噻喃和二氢苯并吡喃。描述了产物的一些衍生化反应。

  DOI：

  10.1016/j.tetlet.2005.03.161

文献信息

• Histidine-functionalized chitosan–Cu(<scp>ii</scp>) complex: a novel and green heterogeneous nanocatalyst for two and three component C–S coupling reactions
  作者：Abdol Reza Hajipour、Seyed Mostafa Hosseini、Saeideh Jajarmi

  DOI：10.1039/c7nj00595d

  日期：——

  chitosan, a novel applicable matrix was successfully prepared and investigated as a heterogeneous nanocatalyst for preparing diaryl sulfides and aryl benzyl thioethers. The Cu(II)-his@CS nanocatalyst was characterized by FT-IR, CHN, XRD, FE-SEM, TEM, EDX, ICP-AES and TG analysis. This novel copper nanocatalyst was used for two and three component C–S coupling reactions of different aryl halides. The nanocatalyst

  使用在组氨酸修饰的壳聚糖上固定的Cu 2+ NP反应，成功制备了新型适用基质，并作为制备二芳基硫醚和芳基苄基硫醚的多相纳米催化剂进行了研究。通过FT-IR，CHN，XRD，FE-SEM，TEM，EDX，ICP-AES和TG分析对Cu（II）-his @ CS纳米催化剂进行了表征。这种新颖的铜纳米催化剂用于不同芳基卤化物的两组分和三组分CS偶联反应。纳米催化剂在两个反应中均显示出高催化活性和可重复使用性。
• Synthesis, characterization, and X-ray structural analysis of some half-sandwich ruthenium(II) arene complexes with new N,S-donor Schiff base ligands
  作者：Dominic P. Halbach、Christopher G. Hamaker

  DOI：10.1016/j.jorganchem.2006.04.017

  日期：2006.7

  of cationic, half-sandwich ruthenium complexes with the general formula [(η6-arene)RuCl(R1S-C6H4-2-CHNR2)]+ (arene = p-cymene or hexamethylbenzene; R1 = CH2Ph, iPr, or Et; R2 = aryl) have been prepared from the reaction of [(η6-arene)RuCl2]2 with various N,S-donor Schiff base ligands derived from 2-(alkylthio)benzaldehyde and several primary amines. All of the ruthenium complexes were characterized

  一系列阳离子，半夹心钌络合物与通式[（η 6 -arene）的RuCl（R 1 S-Ç 6 ħ 4 -2- CHNR 2）] +（芳烃=  p -cymene或六甲基苯; R 1  = CH 2 PH，我PR，或Et; R 2  =芳基）已从[（η反应制备6 -arene）的RuCl 2 ] 2与2-（烷硫基衍生的各种N，S供体的席夫碱配体）苯甲醛和几种伯胺。所有钌配合物的特征在于IR，11 H NMR，电化学和UV / Vis光谱学。所述p -cymene络合物经历不可逆的氧化反应而六甲络合物经受准可逆氧化。配体1a和配合物4a，4l和5e的分子结构通过X射线晶体学测定。
• Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions
  作者：María Jesús Cabrera-Afonso、Sara Cembellín、Adnane Halima-Salem、Mateo Berton、Leyre Marzo、Abdellah Miloudi、M. Carmen Maestro、José Alemán

  DOI：10.1039/d0gc02618b

  日期：——

  applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance representing a new enviromentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method is highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

  已经开发了一种可持续的合成异噻唑的方法，该方法使用α-氨基氧酸助剂并应用光氧化还原催化。这种简单的策略具有温和的条件，广阔的范围和广泛的官能团耐受性，代表了制备这些极有价值的杂环的新的环境友好选择。此外，该方法的合成价值通过天然产物衍生物的制备和在连续流动装置中的反应的实施而突出。
• Herbicidal sulfonamides
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04465505A1

  公开（公告）日：1984-08-14

  This invention relates to ortho-heterocyclic benzene sulfonylureas which are useful as herbicides and growth regulants.

  这项发明涉及对硫酰脲基的正异杂环苯基甲酰脲，可用作除草剂和生长调节剂。
• [EN] OXACAZONE COMPOUNDS TO TREAT CLOSTRIDIUM DIFFICILE<br/>[FR] COMPOSÉS D'OXACAZONE POUR TRAITER CLOSTRIDIUM DIFFICILE
  申请人：BROAD INST INC

  公开号：WO2016019588A1

  公开（公告）日：2016-02-11

  Compounds, compositions, and methods for treating C. difficile are provided.

  提供用于治疗C. difficile的化合物、组合物和方法。