N-<1-(Dimethylamino)ethylidene>thiobenzamide | 67229-59-8

• 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-<1-(Dimethylamino)ethylidene>thiobenzamide
• 英文别名: Thiobenzoesaeure-N-(1-dimethylamino-ethylidenamid)；N-[1-(dimethylamino)ethylidene]benzenecarbothioamide
• CAS: 67229-59-8
• 化学式: C₁₁H₁₄N₂S
• 分子量: 206.312
• InChiKey: MCJBEKQMDSMYCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  47.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-<1-(Dimethylamino)ethylidene>thiobenzamide 在 吡啶 、 selenium 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 9.0h， 生成 1-(4-methyl-2-phenyl-6H-1,3-selenazin-5-yl)ethanone
  参考文献：
  名称：

  通过环加成-环糊精工艺可轻松获得取代的硒硒嗪和硒代吡喃衍生物

  摘要：

  通过硒代硒酰胺与原酰胺的缩合分离出N'-硒酰基acy啶。[4 + 2]与亲电子的亲二烯物的环加成反应产生了1,3-硒硒嗪衍生物。通过热解4 H -1,3-selenazines获得的硒代酰胺乙烯基醇是功能化硒代吡喃或硒代苯的前体。

  DOI：

  10.1016/0040-4039(94)02229-5
• 作为产物：
  描述：

  硫代苯甲酰胺 、 N,N-dimethylacetamide diethyl acetal 以 二氯甲烷 为溶剂， 以90%的产率得到N-<1-(Dimethylamino)ethylidene>thiobenzamide
  参考文献：
  名称：

  Gokou, Celestin Tea; Chehna, Moustafa; Pradere, Jean-Paul, Phosphorus and Sulfur and the Related Elements, 1986, vol. 27, p. 327 - 340

  摘要：

  DOI：

文献信息

• Difluorocarbene-based [4 + 1] Cycloaddition Strategy for Synthesizing Derivatives of 5-Fluorinated Thiazoles and Oxazoles
  作者：Kohei Fuchibe、Yuki Morota、Takaya Miura、Junji Ichikawa

  DOI：10.1246/cl.220212

  日期：2022.7.5

  treated with difluorocarbene, which was generated from FSO2CF2CO2SiMe3 with a 1,8-bis(dimethylamino)naphthalene catalyst, N-(thioacyl)amidines underwent [4 + 1] cycloaddition to afford the corresponding amino-substituted 5,5-difluorothiazolines. Both dehydrofluorination and a Hofmann elimination/SN2′-type reaction sequence enabled the aromatization of the obtained products, affording 5-fluorothiazoles

  当用二氟卡宾（由 FSO 2 CF 2 CO 2 SiMe 3和 1,8-双（二​​甲氨基）萘催化剂生成）处理时，N-（硫代酰基）脒经历 [4 + 1] 环加成反应得到相应的氨基取代5,5-二氟噻唑啉。脱氟化氢和霍夫曼消除/S N 2' 型反应序列都能够芳构化所得产物，得到 5-氟噻唑。[4 + 1] 环加成策略也适用于N-酰基脒，得到相应的 5-氟恶唑衍生物。
• New synthesis of 1,2,4-thiadiazoles
  作者：Yang-i Lin、S. A. Lang、Sharon R. Petty

  DOI：10.1021/jo01307a006

  日期：1980.9
• Heteroarylnitrones as Drugs for Neurodegenerative Diseases: Synthesis, Neuroprotective Properties, and Free Radical Scavenger Properties
  作者：Williams Porcal、Paola Hernández、Mercedes González、Ana Ferreira、Claudio Olea-Azar、Hugo Cerecetto、Ana Castro

  DOI：10.1021/jm8006432

  日期：2008.10.9

  New 1,2,4-thiadiazolylnitrones and furoxanylnitrones were developed and evaluated as neuroprotective agents on a human neuroblastoma (SH-SY5Y) cells model. They inhibited at low micromolar concentrations the oxidative damage and the death induced by exposure to hydrogen peroxide. These heteroarylnitrones showed excellent peroxyl free radical absorbance capacities, analyzed by oxygen radical absorbance capacity (ORAC) assay with fluorescein as the fluorescent probe, ranging from 1.5- to 16.5-fold the value of the reference nitrone, alpha-phenyl-N-tert-butylnitrone (PBN). The electron spin resonance spectroscopy (ESR) demonstrated the ability of these derivatives to directly trap and stabilize oxygen, carbon, and sulfur-centered free radicals. These results demonstrated the potential use of these heteroarylnitrones as neuroprotective agents in preventing the death of cells exposed to enhanced oxidative stress and damage.
• Meslin,J.-C. et al., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1978, vol. 286, p. 397 - 399
  作者：Meslin,J.-C. et al.

  DOI：——

  日期：——
• Abouelfida, Abdesselam; Pradere, Jean Paul; Jubault, Michel, Canadian Journal of Chemistry, 1992, vol. 70, # 1, p. 14 - 20
  作者：Abouelfida, Abdesselam、Pradere, Jean Paul、Jubault, Michel、Tallec, Andre

  DOI：——

  日期：——