(E)-3-(4-bromophenyl)-1-(4-nitrophenyl)-2-propen-1-one | 126443-23-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-bromophenyl)-1-(4-nitrophenyl)-2-propen-1-one
• 英文别名: (E)-3-(4-bromophenyl)-1-(4-nitrophenyl)prop-2-en-1-one
• CAS: 126443-23-0
• 化学式: C₁₅H₁₀BrNO₃
• 分子量: 332.153
• InChiKey: YFLUWJRKMBXCSC-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-bromophenyl)-1-(4-nitrophenyl)-2-propen-1-one 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以56.1%的产率得到(E)-1-(4-aminophenyl)-3-(4-bromophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Structure–activity relationship of chalcones and related derivatives as ligands for detecting of β-amyloid plaques in the brain

  摘要：

  A series of novel chalcones and their related derivatives were synthesized and evaluated as beta-amyloid imaging probes. In the structure-activity relationship of binding affinities to synthetic A beta(1-42) aggregates, compound 14 displayed the highest binding affinity in vitro. Amyloid plaques in the Alzheimer's model mouse brain were visualized with 14. In biodistribution studies using normal mice, [I-125]14 showed good brain uptake (2.56% ID/g, 2 min postinjection) and rapid washout from the brain (0.21% ID/g, 60 min postinjection). These results suggest that [I-125]14 should be further investigated as a potentially useful P-amyloid imaging probe.

  DOI：

  10.1016/j.bmc.2007.06.055
• 作为产物：
  描述：

  4-硝基甲苯 在 eosin 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 生成 (E)-3-(4-bromophenyl)-1-(4-nitrophenyl)-2-propen-1-one
  参考文献：
  名称：

  芳香炔的光诱导无金属氢酰化通过 C(sp3)–H 官能化合成 α,β-不饱和酮

  摘要：

  尽管过去十年在通过过渡金属催化交叉偶联过程实现碳-碳键方面取得了显着进展，但通过 C(sp 3 )-H 官能化实现芳香族炔烃加氢酰化的无金属交叉偶联反应仍然很少见并且非常渴望。在这里，我们报告了一种无金属的可靠方法，使用 MeCN:H 2 O 作为绿色溶剂、曙红 Y 作为有机光催化剂和环境空气，通过 C(sp 3 )–H 官能化合成 α,β-不饱和酮（查尔酮）作为氧化剂。更重要的是，该策略可以有效地将各种甲基芳烃和芳香炔转化为所需的产物。该方法具有原子效率高、使用绿色溶剂、不含金属、环境友好、可见光作为可再生能源、与生物活性分子相容等优点。

  DOI：

  10.1021/acs.orglett.4c00031

文献信息

• Montmorillonite Clay-Promoted, Solvent-Free Cross-Aldol Condensations under Focused Microwave Irradiation
  作者：Damiano Rocchi、Juan González、J. Menéndez

  DOI：10.3390/molecules19067317

  日期：——

  An environmentally benign, clean and general protocol was developed for the synthesis of aryl and heteroaryl trans-chalcones. This method involved solvent-free reaction conditions under microwave irradiation in the presence of a clay-based catalyst, and afforded the target compounds in good yields and short reaction times. Furthermore, the same conditions allowed the synthesis of symmetrical, diarylmethylene-α

  为合成芳基和杂芳基反式查耳酮开发了一种环境友好、清洁和通用的协议。该方法涉及在粘土基催化剂存在下在微波辐射下的无溶剂反应条件，并以良好的收率和较短的反应时间提供目标​​化合物。此外，相同的条件允许从芳香醛和酮合成对称的二芳基亚甲基-α,β-不饱和酮。
• COMPOSITION FOR DIAGNOSIS OF AMYLOID-RELATED DISEASE
  申请人：Nakayama Morio

  公开号：US20100278733A1

  公开（公告）日：2010-11-04

  There is provided a composition comprising a compound represented by general formula (I), wherein R l represents a 5-iodothiophen-2-yl group or the like, and R 2 represents a 4-dimethylaminophenyl group or the like. This composition is useful for diagnosis of an amyloid-related disease such as Alzheimer's disease because the compound has high binding specificity to amyloid β protein, high permeability through the blood-brain barrier, and a property of being rapidly eliminated from sites other than senile plaques in the brain.

  提供了一种化合物组合物，其由一般式(I)所代表的化合物组成，其中R1代表5-碘噻吩-2-基基团或类似物，R2代表4-二甲氨基苯基基团或类似物。该组合物对于诊断与淀粉样蛋白相关的疾病，如阿尔茨海默病，具有高结合特异性，高透过血脑屏障的渗透性，以及在大脑老年斑以外的部位迅速被排除的特性。
• COMPOSITION FOR DIAGNOSING AMYLOID-RELATED DISEASE
  申请人：Nagasaki University

  公开号：EP2030635A1

  公开（公告）日：2009-03-04

  There is provided a composition comprising a compound represented by general formula (I), wherein R1 represents a 5-iodothiophen-2-yl group or the like, and R2 represents a 4-dimethylaminophenyl group or the like. This composition is useful for diagnosis of an amyloid-related disease such as Alzheimer's disease because the compound has high binding specificity to amyloid β protein, high permeability through the blood-brain barrier, and a property of being rapidly eliminated from sites other than senile plaques in the brain.

  提供了一种化合物组合物，其由一般式（I）表示的化合物组成，其中R1代表5-碘噻吩-2-基基团或类似物，R2代表4-二甲氨基苯基团或类似物。该组合物对于诊断与淀粉样蛋白相关的疾病，如阿尔茨海默病，具有高结合特异性，高透过血脑屏障的渗透性，以及在大脑老年斑以外部位迅速被排除的特性。
• Enantioselective Hydrophosphination of Enones with Diphenylphosphine Catalyzed by Bis(imidazoline) NCN Pincer Palladium(II) Complexes
  作者：Xin-Qi Hao、Yong-Wei Zhao、Jing-Jing Yang、Jun-Long Niu、Jun-Fang Gong、Mao-Ping Song

  DOI：10.1021/om500144b

  日期：2014.4.14

  chiral NCN pincer Pd(II) complexes with 1,3-bis(2′-imidazolinyl)phenyl (Phebim) ligands were synthesized via the C–H activation or oxidative addition method. A dinuclear macrocyclic Pd(II) complex was also prepared by reaction of the Phebim-H ligand with PdCl2. All of the new compounds were fully characterized, and X-ray single-crystal structures were obtained for two of the complexes. The Pd(II) complexes

  通过C–H活化或氧化加成法合成了具有1,3-双（2'-咪唑啉基）苯基（Phebim）配体的一系列手性NCN钳形Pd（II）配合物。还通过Phebim-H配体与PdCl 2反应制备了双核大环Pd（II）配合物。所有的新化合物均得到了充分表征，并为其中两种配合物获得了X射线单晶结构。Pd（II）配合物已成功应用于二苯膦对多种烯类的对映选择性氢磷酸化反应，以高收率提供了光学活性的膦衍生物，对映选择性高达94％ee。
• Synthesis and biological activity of new chalcone scaffolds as prospective antimicrobial agents
  作者：Sangeeta Narwal、Sanjiv Kumar、Prabhakar Kumar Verma

  DOI：10.1007/s11164-020-04359-6

  日期：2021.4

  group which is liable for the antimicrobial activity of the chalcone is additionally of vast use in further chemical modification into a variety of heterocyclic compounds. A new series of chalcone derivatives was synthesized and characterized by spectral analysis (IR, 1H-NMR, 13C-NMR, MS and elemental analysis) and evaluated for its in vitro antimicrobial activity against bacterial (Gram negative and Gram

  Chalcones是含有两个芳香环的开链类黄酮，由3个碳原子的α-，β-不饱和羰基链连接。的，β对查尔酮的抗微生物活性负责的不饱和酮基在进一步化学修饰成各种杂环化合物中还具有广泛的用途。合成了一系列新的查尔酮衍生物，并通过光谱分析（IR，1H-NMR，13C-NMR，MS和元素分析）进行了表征，并使用以下方法评估了其对细菌（革兰氏阴性和革兰氏阳性）和真菌菌株的体外抗菌活性管稀释法。抗菌筛查结果显示，一些化合物系列1（MICpa = 1.16 µM），3（MICbs = 1.82 µM），6（MICan = 2.09 µM），8（MICec和se = 0.94和1.88 µM）和17（MICsa （ca = 0.91和1.81 µM）对革兰氏阳性和革兰氏阴性细菌和真菌菌株均显示出最有希望的抗菌活性，

表征谱图