4-苄基硫代苯胺 | 161975-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-苄基硫代苯胺
• 英文名称: 4-(benzyloxy) benzothioamide
• 英文别名: 4-(benzyloxy)benzothioamide；4-Benzyloxy-thiobenzamide；4-phenylmethoxybenzenecarbothioamide
• CAS: 161975-22-0
• 化学式: C₁₄H₁₃NOS
• 分子量: 243.329
• InChiKey: ZKFQPUSTRDXEAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P280
• 危险性描述：
  H302,H317

SDS

4-(苄氧基)苯硫代酰胺MSDS英文版

反应信息

• 作为反应物：
  描述：

  4-苄基硫代苯胺 在 三溴化硼 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 2-[4-(3-Bromopropoxy)phenyl]-5-butyl-4-[4-(4-chlorophenoxy)phenyl]-1,3-thiazole
  参考文献：
  名称：

  Synthesis and structure–activity relationships of tri-substituted thiazoles as RAGE antagonists for the treatment of Alzheimer’s disease

  摘要：

  A series of thiazole derivatives were designed, and prepared to develop RAGE antagonist for the treatment of Alzheimer's disease (AD). SAR studies were performed to optimize inhibitory activity on A beta-RAGE binding. SAR studies showed that introducing an amino group at part A was essential for inhibitory activity on A beta-RAGE binding. Compounds selected from A beta-RAGE binding screening displayed inhibitory activity on A beta transport across BBB. They also showed inhibitory activity against A beta-induced NF-kappa B activation. These results indicated that our derivatives had a potential as therapeutic agent for the treatment of AD. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.022
• 作为产物：
  描述：

  4-benzyloxybenzaldehyde oxime 在 硫化氢铵 、 trichlorotitanium(IV) trifluoromethanesulfonate 、 1-丁基-3-甲基咪唑溴盐 作用下， 反应 4.3h， 以62%的产率得到4-苄基硫代苯胺
  参考文献：
  名称：

  TiCl 3 OTf- [bmim] Br：一种新型有效的催化剂体系，用于从芳基醛肟化学选择性一锅合成硫代酰胺。

  摘要：

  发现TiCl 3 OTf与1-丁基-3-甲基咪唑鎓溴化物的组合是一种高效新颖的催化系统，用于以高产率至优异产率将芳基醛肟化学选择性地一锅转化为相应的硫代酰胺。

  DOI：

  10.1016/j.tetlet.2008.09.084

文献信息

• TCT-DMSO/[bmim]BF4: A novel promoter system for the synthesis of 3,5-diaryl-1,2,4-thiadiazoles at ambient temperature
  作者：Ahmad R. Khosropour、Jalil Noei

  DOI：10.1002/jhet.261

  日期：2011.1

  efficient and practical procedure for direct synthesis of 3,5‐diaryl‐1,2,4‐thiadiazoles by thioamides with 2,4,6‐trichloro‐1,3,5‐triazine (TCT) and dimethylsulfoxide using 1‐butyl‐3‐methylimidazolium tetrafluoroborate as an eco‐friendly reaction medium under ambient temperature is described. This protocol can be considered as a new procedure for 3,5‐diaryl‐1,2,4‐thiadiazoles synthesis. J. Heterocyclic Chem

  一种高效实用的程序，可使用1-丁基-硫代酰胺与2,4,6-三氯-1,3,5-三嗪（TCT）和二甲亚砜通过硫酰胺直接合成3,5-二芳基-1,2,4-噻二唑描述了在环境温度下作为环境友好反应介质的3-甲基咪唑鎓四氟硼酸盐。该方案可以看作是合成3,5-二芳基-1,2,4-噻二唑的新方法。J.杂环化​​学。（2010）。
• PROCESS FOR PRODUCING TETRAZOLE COMPOUND AND INTERMEDIATE THEREFOR
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0711762A1

  公开（公告）日：1996-05-15

  There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1): characterized in that a nitrile of general formula (2):         R¹CN     (2) is reacted with hydrazine or a salt thereof in the presence of a catalyst, followed by reaction with a nitrous acid compound of general formula (3):         ANO₂     (3) or a nitrile of general formula (2) is reacted with hydrogen sulfide, followed by reaction with an alkyl halide of general formula (4):         R⁴J     (4) with hydrazine or a salt thereof, and then with a nitrous acid compound of general formula (3); and an intermediate of general formula (5):         R¹C(=R⁵)R⁶     (5) which is useful for the production of the tetrazole compound (in which R¹ to R⁶, A and J in the above formulas are as defined in the specification).

  本发明公开了一种生产通式（1）四唑化合物的工业化生产工艺： 其特征在于，通式（2）的腈： R¹CN (2) 在催化剂存在下与肼或其盐反应，然后与通式(3)的亚硝酸化合物反应： ANO₂ (3) 或通式（2）的腈与硫化氢反应，然后与通式（4）的烷基卤化物反应： R⁴J (4) 与肼或其盐反应，然后与通式（3）的亚硝酸化合物反应；以及通式（5）的中间体： R¹C(=R⁵)R⁶ (5) 其中上述式中的 R¹ 至 R⁶、A 和 J 如说明书中所定义）。
• Design and optimization of hybrid of 2,4-diaminopyrimidine and arylthiazole scaffold as anticancer cell proliferation and migration agents
  作者：Wenbo Zhou、Anling Huang、Yong Zhang、Qingxiang Lin、Weikai Guo、Zihua You、Zhengfang Yi、Mingyao Liu、Yihua Chen

  DOI：10.1016/j.ejmech.2015.04.027

  日期：2015.5

  Therapeutics of metastatic or triple-negative breast cancer are still challenging in clinical. Herein we demonstrated the design and optimization of a series of hybrid of 2,4-diaminopyrimidine and arylthiazole derivatives for their anti-proliferative properties against two breast cancer cell lines (MCF-7 as human breast cancer and MDA-MB-231 as triple-negative breast cancer). More importantly, some of those compounds with potent antiproliferative activities also indicated excellent inhibitory activities against MDA-MB-231 cell migration. These results suggested that the new series of hybridation of arylthiazoles and aminopyrimidines could be identified and developed as novel highly potential anticancer agents against the triple-negative breast cancer as well as metastatic one in the future. (C) 2015 Elsevier Masson SAS. All rights reserved.
• A novel process for the synthesis of 3,5-diaryl-1,2,4-thiadiazoles from aryl nitriles
  作者：Jalil Noei、Ahmad Reza Khosropour

  DOI：10.1016/j.tetlet.2012.09.020

  日期：2013.1

  A novel and efficient process for the synthesis of 3,5-diaryl-1,2,4-thiadiazoles from aryl nitriles in 1-butyl-3-methylimidazolium bromide promoted by (NR4)(2)S and TCT-DMSO is described. (C) 2012 Elsevier Ltd. All rights reserved.
• A convenient strategy for the synthesis of 3,5-diaryl-1,2,4-thiadiazoles: oxidative dimerization of arylthioamides using CC–DMSO in PEG-400
  作者：Ahmad Reza Khosropour、Jalil Noei

  DOI：10.1007/s00706-010-0295-3

  日期：2010.6

  An inexpensive and effective preparative protocol for the highly efficient synthesis of structurally diverse 3,5-diaryl-1,2,4-thiadiazoles at ambient temperature with 2,4,6-trichloro-1,3,5-triazine (CC) and DMSO in polyethylene glycol 400 (PEG-400) as solvent is described.