2-溴-N-(2-氟苯基)乙酰胺 | 73383-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-N-(2-氟苯基)乙酰胺
• 中文别名: 2-溴-N-(2-氟-苯基)-乙酰胺
• 英文名称: 2-bromo-N-(2-fluorophenyl)acetamide
• CAS: 73383-95-6
• 化学式: C₈H₇BrFNO
• mdl: MFCD02974351
• 分子量: 232.052
• InChiKey: JMRLQUWUFLVROJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P264,P270,P271,P280,P303+P361+P353,P304+P340,P305+P351+P338,P310,P330,P331,P363,P403+P233,P501
• 危险品运输编号：
  3261
• 危险性描述：
  H302,H314

反应信息

• 作为反应物：
  描述：

  2-溴-N-(2-氟苯基)乙酰胺 、 1-[(4-甲氧基苯基)磺酰基]哌嗪 在 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以77%的产率得到N-(2-fluorophenyl)-2-(4-((4-methoxyphenyl)sulfonyl)-piperazin-1-yl)acetamide
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Sulfonylpiperazine Analogues as Novel Negative Allosteric Modulators of Human Neuronal Nicotinic Receptors

  摘要：

  Neuronal nicotinic receptors have been implicated in several diseases and disorders such as autism, Alzheimer's disease, Parkinson's disease, epilepsy, and various forms of addiction. To understand the role of nicotinic receptors in these conditions, it would be beneficial to have selective molecules that target specific nicotinic receptors in vitro and in vivo. Our laboratory has previously identified novel negative allosteric modulators of human alpha 4 beta 2 (H alpha 4 beta 2) and human alpha 3 beta 4 (H alpha 3 beta 4) nicotinic receptors. The effects of novel sulfonylpiperazine analogues that act as negative allosteric modulators on both H alpha 4 beta 2 nAChRs and H alpha 3 beta 4 nAChRs were investigated. This work, through structure activity relationship (SAR) studies, describes the chemical features of these molecules that are important for both potency and selectivity on H alpha 4 beta 2 nAChRs.

  DOI：

  10.1021/jm201294r
• 作为产物：
  描述：

  2-氟苯胺 、 溴乙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以96%的产率得到2-溴-N-(2-氟苯基)乙酰胺
  参考文献：
  名称：

  A synthesis, in silico, in vitro and in vivo study of thieno[2,3-b]pyridine anticancer analogues

  摘要：

  吡啶并噻吩[2,3-b]吡啶与TDP1结合，最佳类似物为9d，IC₅₀为0.5 μM。

  DOI：

  10.1039/c5md00245a

文献信息

• QUINUCLIDINE DERIVATIVES AS MUSCARINIC M3 RECEPTOR ANTAGONISTS
  申请人：Bull Richard James

  公开号：US20110172237A1

  公开（公告）日：2011-07-14

  The invention provides named compounds of formula (I), wherein R4 is a N-substituted quinuclidine (I) pharmaceutical compositions containing them and a process for preparing the pharmaceutical compositions. Their use in therapy for’ the treatment of conditions mediated by M3 muscarinic receptors, such as chronic obstructive pulmonary disease is also disclosed.

  这项发明提供了式(I)的命名化合物，其中R4是N-取代的喹啉啶(I)药物组合物以及制备药物组合物的方法。还披露了它们在治疗由M3胆碱能受体介导的疾病，如慢性阻塞性肺病中的用途。
• Synthesis, crystal structure and antimicrobial activity of 2-((2-(4-(1H-1,2,4-triazol-1-yl)phenyl)quinazolin-4-yl)oxy)-N-phenylacetamide derivatives against phytopathogens
  作者：Zhijiang Fan、Jun Shi、Na Luo、Xiaoping Bao

  DOI：10.1007/s11030-018-9896-2

  日期：2019.8

  total of eighteen 2-((2-(4-(1H-1,2,4-triazol-1-yl)phenyl)quinazolin-4-yl)oxy)-N-phenylacetamide derivatives were designed and synthesized, via hybrid pharmacophore approach. Among these compounds, chemical structure of compound 4a was unambiguously confirmed by means of single-crystal X-ray diffraction analysis. All the compounds were evaluated in vitro for their inhibition activity against several important

  摘要总共设计并合成了18种2-（（2-（4-（1 H -1,2,4-三唑-1-基）苯基）喹唑啉-4-基）氧基）-N-苯基乙酰胺衍生物杂交药效团方法。在这些化合物中，通过单晶X射线衍射分析明确地确认了化合物4a的化学结构。体外评估了所有化合物对农业中几种重要植物致病菌和真菌的抑制活性。获得的结果表明，几种化合物显示出对米黄单胞菌PV的有效抗菌活性。稻（Xoo）。例如，化合物4c，4g和4q对这种细菌的EC 50值分别为35.0、36.5和32.4 µg / mL，活性是商业杀菌剂比美噻唑（EC 50  = 89.8 µg / mL）的1.5倍左右。此外，化合物4J和4P被发现显示出针对可比的抗真菌活性的Gloeosporium苹果炭疽病在50微克/毫升，于商业杀菌剂恶霉灵。最后，详细讨论了这类化合物的抗菌活性与分子结构之间的关系。 图形概要
• Design, synthesis, antimicrobial evaluation and docking studies of urea-triazole-amide hybrids
  作者：Kashmiri Lal、Nisha Poonia、Poonam Rani、Ashwani Kumar、Anil Kumar

  DOI：10.1016/j.molstruc.2020.128234

  日期：2020.9

  Abstract A series of urea-1,2,3-triazole-amide hybrids was designed and synthesized via click reaction of urea derivatives containing a propargyl unit with 2-bromo-N-phenylacetamide derivatives and characterized by FTIR, NMR and HRMS data. The antimicrobial evaluation of these synthesized compounds towards three bacteria (Bacillus subtilis, Escherichia coli and Staphylococcus aureus) and two fungi

  摘要 通过含有炔丙基单元的尿素衍生物与2-溴-N-苯基乙酰胺衍生物的点击反应，设计并合成了一系列尿素-1,2,3-三唑-酰胺杂化物，并通过FTIR、NMR和HRMS数据进行表征。对这些合成化合物对三种细菌（枯草芽孢杆菌、大肠杆菌和金黄色葡萄球菌）和两种真菌（黑曲霉和白色念珠菌）进行了抗菌评估。活性结果表明，所有这些杂化物 4(ar) 都表现出比它们的前体即炔烃 2(ac) 更好的活性。此外，几乎所有合成的三唑都被发现比参考药物氟康唑更有效地对抗白色念珠菌。此外，化合物4j在S.活性位点的对接研究。
• Design, Synthesis, Antimicrobial Evaluation, and Laccase Catalysis Effect of Novel Benzofuran–Oxadiazole and Benzofuran–Triazole Hybrids
  作者：Sadia Faiz、Ameer Fawad Zahoor、Muhammad Ajmal、Shagufta Kamal、Sajjad Ahmad、Abdelrahman M. Abdelgawad、Mehrez E. Elnaggar

  DOI：10.1002/jhet.3674

  日期：2019.10

  Novel structural hybrids of benzofuran–oxadiazole and benzofuran–triazole have been synthesized and evaluated for their potential against Staphylococcus aureus, Bacillus subtilis, and Escherichia coli. The excellent antibiotic activity was shown by compounds 5c and 9c against S. aureus with minimum inhibitory concentration values in 1.74–5.16 mg/mL range. The estimation of in vitro antifungal activity

  合成了苯并呋喃-恶二唑和苯并呋喃-三唑的新型结构杂合物，并评估了它们对金黄色葡萄球菌，枯草芽孢杆菌和大肠杆菌的潜力。化合物5c和9c对金黄色葡萄球菌显示出极好的抗生素活性，其最低抑菌浓度值在1.74-5.16 mg / mL范围内。估计了合成化合物对哈茨木霉（Trichoderma harzianum），黑曲霉（Aspergillus niger）和变形杆菌（Metarhizium anisopliae）的体外抗真菌活性。在化合物5a – 5j中，只有5h和5i显示出有希望的抗哈茨木霉和黑曲霉的抗真菌潜力，而当化合物5j的活性值与标准药物两性霉素相比时，化合物5j仅显示出对黑曲霉的增强的抗真菌作用。除化合物9g外，合成化合物9a–j没有显示出明显的抗真菌活性。，对所有抑菌浓度最低值在1.90–2.03 mg / mL范围内的真菌菌株均具有活性。除进行抗菌评估外，还对合成的化合物进行了分析，
• Synthesis and cytotoxicity of thieno[2,3-b]quinoline-2-carboxamide and cycloalkyl[b]thieno[3,2-e]pyridine-2-carboxamide derivatives
  作者：Euphemia Leung、Lisa I. Pilkington、Michelle van Rensburg、Chae Yeon Jeon、Mirae Song、Homayon J. Arabshahi、Gayan Heruka De Zoysa、Vijayalekshmi Sarojini、William A. Denny、Jóhannes Reynisson、David Barker

  DOI：10.1016/j.bmc.2016.01.047

  日期：2016.3

  Seventy nine derivatives of thieno[2,3-b]quinolines, tetrahydrothieno[2,3-b]quinoline, dihydrocyclopenta[b]thieno[3,2-e]pyridine, cyclohepta[b]thieno[3,2-e]pyridine and hexahydrocycloocta[b]thieno[3,2-e]pyridine were either synthesized or obtained commercially and tested for their antiproliferative activity against HCT116, MDA-MB-468 and MDA-MB-231 human cancer cell lines. The most potent eight compounds

  噻吩并[2,3-的七十九衍生物b〕喹啉，四氢[2,3- b ]喹啉，二氢环戊二烯并[ b ]噻吩并[3,2- ë ]吡啶，环庚并[ b ]噻吩并[3,2- ë ]吡啶和六氢环辛基[ b ]噻吩并[3,2- e ]吡啶是合成的或可商购的，并测试了它们对HCT116，MDA-MB-468和MDA-MB-231人癌细胞系的抗增殖活性。最有效的八种化合物对所有细胞系均具有活性，IC 50值在80–250 nM范围内。一般而言，六氢环辛基[ b ]噻吩并[3,2- e当较大的环烷基环与吡啶环稠合时，]吡啶最活跃，活性增加。