S-2-formyl-4-nitrophenyl N,N-dimethylcarbamothioate | 145178-02-5

• 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: S-2-formyl-4-nitrophenyl N,N-dimethylcarbamothioate
• 英文别名: S-2-formyl-4-nitrophenyl-N,N-dimethylcarbamothioate；S-(2-formyl-4-nitrophenyl) N,N-dimethylcarbamothioate
• CAS: 145178-02-5
• 化学式: C₁₀H₁₀N₂O₄S
• 分子量: 254.266
• InChiKey: CHZONIWPQQHORR-UHFFFAOYSA-N

物化性质

• 沸点：
  405.3±55.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-2-formyl-4-nitrophenyl N,N-dimethylcarbamothioate 在 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 以85%的产率得到2-mercapto-5-nitrobenzaldehyde
  参考文献：
  名称：

  基于螺硫吡喃光异构化的金纳米粒子的光触发自组装

  摘要：

  给它一些棍子：螺硫吡喃在金纳米颗粒（AuNPs）水溶液中的紫外线照射产生AuNP聚集体。通过光照射时间调节聚集体的大小，并且通过光异构化的螺硫吡喃与AuNPs表面的共价结合来促进聚集。这种结合减少了AuNP之间的静电排斥。

  DOI：

  10.1002/anie.201302430
• 作为产物：
  描述：

  O-2-formyl-4-nitrophenyl-N,N-dimethylcarbamothioate 以 甲苯 为溶剂， 反应 9.0h， 以85%的产率得到S-2-formyl-4-nitrophenyl N,N-dimethylcarbamothioate
  参考文献：
  名称：

  基于螺硫吡喃光异构化的金纳米粒子的光触发自组装

  摘要：

  给它一些棍子：螺硫吡喃在金纳米颗粒（AuNPs）水溶液中的紫外线照射产生AuNP聚集体。通过光照射时间调节聚集体的大小，并且通过光异构化的螺硫吡喃与AuNPs表面的共价结合来促进聚集。这种结合减少了AuNP之间的静电排斥。

  DOI：

  10.1002/anie.201302430

文献信息

• Asymmetric Catalytic Synthesis of Thiochromenes via an Acyl Transfer-Initiated Cascade
  作者：Nicholas A. Ahlemeyer、Vladimir B. Birman

  DOI：10.1021/acs.orglett.6b01639

  日期：2016.7.15

  A novel, reagent-free catalytic transformation of α,β-unsaturated thioesters into 2-substituted thiochromenes has been developed, with carbon dioxide as the only byproduct. Amidine-based catalysts, particularly homobenzotetramisole and its analogues, achieve high enantioselectivities and yields in this process.

  已开发出一种新的，无试剂的α，β-不饱和硫代酸酯催化转化为2-取代的硫代色酮的方法，其中二氧化碳是唯一的副产物。基于Am的催化剂，尤其是均苯并四甲醚及其类似物，在此过程中实现了高对映选择性和收率。
• Light-Triggered Self-Assembly of Gold Nanoparticles Based on Photoisomerization of Spirothiopyran
  作者：Yasuhiro Shiraishi、Kazuya Tanaka、Eri Shirakawa、Yoshitsune Sugano、Satoshi Ichikawa、Shunsuke Tanaka、Takayuki Hirai

  DOI：10.1002/anie.201302430

  日期：2013.8.5

  Give it some stick: UV irradiation of spirothiopyran in an aqueous solution of gold nanoparticles (AuNPs) gives AuNP aggregates. The aggregate size is tuned by the photoirradiation time and the aggregation is facilitated by the covalent binding of photoisomerized spirothiopyran to the surface of the AuNPs. This binding decreases the electrostatic repulsion between the AuNPs.

  给它一些棍子：螺硫吡喃在金纳米颗粒（AuNPs）水溶液中的紫外线照射产生AuNP聚集体。通过光照射时间调节聚集体的大小，并且通过光异构化的螺硫吡喃与AuNPs表面的共价结合来促进聚集。这种结合减少了AuNP之间的静电排斥。
• Concise Synthesis and Biological Evaluation of 2-Aroyl-5-Amino Benzo[<i>b</i>]thiophene Derivatives As a Novel Class of Potent Antimitotic Agents
  作者：Romeo Romagnoli、Pier Giovanni Baraldi、Carlota Lopez-Cara、Delia Preti、Mojgan Aghazadeh Tabrizi、Jan Balzarini、Marcella Bassetto、Andrea Brancale、Xian-Hua Fu、Yang Gao、Jun Li、Su-Zhan Zhang、Ernest Hamel、Roberta Bortolozzi、Giuseppe Basso、Giampietro Viola

  DOI：10.1021/jm4013938

  日期：2013.11.27

  The biological importance of microtubules make them an interesting target for the synthesis of antitumor agents. The 2(3',4',5'-trimethoxybenzoyl)-5-aminobenzo[b]thiophene moiety was identified as a novel scaffold for the preparation of potent inhibitors of microtubule polymerization acting through the colchicine site of tubulin. The position of the methoxy group on the benzo[b]thiophene was important for maximal antiproliferative activity. Structure-activity relationship analysis established that the best activities were obtained with amino and methoxy groups placed at the C-5 and C-7 positions, respectively. Compounds 3c-e showed more potent inhibition of tubulin polymerization than combretastatin A-4 and strong binding to the colchicine site. These compounds also demonstrated substantial antiproliferative activity, with IC50 values ranging from 2.6 to 18 nM in a variety of cancer cell lines. Importantly, compound 3c (50 mg/kg), significantly inhibited the growth of the human osteosarcoma MNNG/HOS xenograft in nude mice.