N-(4-bromobenzoyl)-N’-(4-methylphenyl)thiourea | 108012-24-4

• 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-(4-bromobenzoyl)-N’-(4-methylphenyl)thiourea
• 英文别名: N-(4-bromo-benzoyl)-N'-p-tolyl-thiourea；N-(4-Brom-benzoyl)-N'-p-tolyl-thioharnstoff；4-bromo-N-[(4-methylphenyl)carbamothioyl]benzamide
• CAS: 108012-24-4
• 化学式: C₁₅H₁₃BrN₂OS
• 分子量: 349.251
• InChiKey: LDXYAYLHFGRFHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-bromobenzoyl)-N’-(4-methylphenyl)thiourea 、 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 生成 methyl 2-(4-bromobenzoylimino)-3-(4-methylphenyl)-4-(4-nitrobenzyl)-1,3-thiazolidine-4-carboxylate
  参考文献：
  名称：

  The anti-inflammatory activity of 2-iminothiazolidines: evidence for macrophage repolarization

  摘要：

  如今，巨噬细胞被认为是慢性炎症的关键细胞，在所有炎症性疾病和癌症中发挥着核心作用。由于它们广泛参与炎症性疾病的发病机制，因此现在被认为是开发新疗法的重要治疗靶点。2-亚氨基噻唑啉具有重要的抗炎活性，是开发新药和治疗方法的重要来源。我们的研究重点是评估这些化合物的抗炎能力及其与M1/M2巨噬细胞极化的关系。结果表明，2-亚氨基噻唑啉能够降低抗炎生物标志物的水平，例如细胞因子（IL-1β、TNF-α和IL-6）、一氧化氮合酶（影响NOx的产生）和COX-2，同时显著降低NF-kB的激活。我们还观察到，在LPS诱导的RAW 264.7巨噬细胞体外模型中，抗炎细胞因子（IL-4和IL-13）的水平增加。此外，这是第一份报告，表明2-亚氨基噻唑啉的抗炎活性与增强吞噬作用、增加Arginase-1和CD206的表达以及增加IL-10的分泌有关。此外，使用LPS诱导的急性肺损伤模型进行的体内研究证实了所选2-亚氨基噻唑啉（甲基2-(苯甲酰亚氨基)-3-甲基-4-(4-硝基��

  DOI：

  10.1007/s10787-022-01084-x
• 作为产物：
  描述：

  4-溴苯甲酰异硫氰酸酯 、 乙烷,三氯氟- 生成 N-(4-bromobenzoyl)-N’-(4-methylphenyl)thiourea
  参考文献：
  名称：

  Ethical and policy implications of hospitalist systems

  摘要：

  Hospitalist systems raise ethical and policy concerns regarding informing patients about the hospitalist system itself, communication between primary care physicians and hospitalists, continuity of care, and conflicts of interest. Patients may worry that hospitalist systems are intended to achieve cost savings and that the role of the primary care physician as coordinator of care may be undermined. These concerns may be particularly salient for certain subgroups of patients. Hospitalists and health-care organizations that set up hospitalist systems should take steps to reduce the foreseeable risks that discontinuity of care might cause. Practice standards should be set for communication between primary care physicians and hospitalists and for involvement of primary physicians in inpatient care under certain circumstances. By setting such standards and monitoring performance, hospitalist systems can improve the quality of care and reassure patients.

  DOI：

  10.1016/s0011-5029(02)90037-4

文献信息

• Formal [3+2] Annulation Involving Allylic Bromides and Thioureas. Synthesis of 2-Iminothiazolidines through a Base-Catalyzed Intramolecular<i>anti</i>-Michael Addition
  作者：Misael Ferreira、Marcus M. Sá

  DOI：10.1002/adsc.201401026

  日期：2015.3.9

  A simple and efficient protocol was developed for the synthesis of 2‐iminothiazolidines through a base‐mediated [3+2] annulation involving substituted thioureas and allylic bromides bearing electron‐withdrawing groups. This domino process consists of nucleophilic displacement, followed by intramolecular anti‐Michael addition of the preformed allylic isothiourea under mild conditions to give the thiazolidine

  开发了一种简单有效的方案，用于通过碱介导的[3 + 2]环合反应合成2-亚氨基并噻唑烷，该环合反应涉及取代的硫脲和带有吸电子基团的烯丙基溴。该多米诺过程包括亲核取代，然后在温和条件下将预先形成的烯丙基异硫脲进行分子内抗迈克尔加成，得到噻唑烷核心。