4'-chloro-4-aminochalcone | 30278-82-1

• 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: 4'-chloro-4-aminochalcone
• 英文别名: 4'-Chlor-4-aminochalkon；3-(4-Aminophenyl)-1-(4-chlorophenyl)prop-2-en-1-one
• CAS: 30278-82-1
• 化学式: C₁₅H₁₂ClNO
• 分子量: 257.719
• InChiKey: VQZFCSWNYVWDQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  154 °C
• 沸点：
  458.5±45.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 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：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-chloro-4-aminochalcone 、 对甲苯异氰酸酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以80%的产率得到4-(4"-methylphenylurenyl)-4'-chlorochalcone
  参考文献：
  名称：

  Evaluation of new chalcone derivatives as polyphenol oxidase inhibitors

  摘要：

  A newly series of 4-(phenylurenyl) chalcone (4a-j) and 4'-(phenylurenyl/thiourenyl)chalcone (9a-l) derivatives were synthesized and their inhibitory effects on the diphenolase activity of banana tyrosinase were evaluated. Tyrosinase has been purified from banana on an affinity gel comprised of Sepharose 4B-L-tyrosine-p-aminobenzoic acid. The result showed that 4a-j inhibited the PPO enzyme activity. Conversely, 9a-h and 9i-l showed activator effect on tyrosinase enzyme activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.130
• 作为产物：
  描述：

  1-(4-chlorophenyl)-3-(4-nitrophenyl)prop-2-en-1-one 在 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以79%的产率得到4'-chloro-4-aminochalcone
  参考文献：
  名称：

  Evaluation of new chalcone derivatives as polyphenol oxidase inhibitors

  摘要：

  A newly series of 4-(phenylurenyl) chalcone (4a-j) and 4'-(phenylurenyl/thiourenyl)chalcone (9a-l) derivatives were synthesized and their inhibitory effects on the diphenolase activity of banana tyrosinase were evaluated. Tyrosinase has been purified from banana on an affinity gel comprised of Sepharose 4B-L-tyrosine-p-aminobenzoic acid. The result showed that 4a-j inhibited the PPO enzyme activity. Conversely, 9a-h and 9i-l showed activator effect on tyrosinase enzyme activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.130

文献信息

• Synthesis, In vivo, and In silico Evaluation of New Pyrazoline‐Benzothiazole Conjugates as Antiepileptic Agents
  作者：Himanshu Singh、Rajnish Kumar、Avijit Mazumder、Salahuddin、Ranjeet Kumar Yadav、Neelima Kukreti、Mohd. Mustaqeem Abdullah、Pankaj Kumar Tyagi、MVNL Chaitanya

  DOI：10.1002/cbdv.202400642

  日期：2024.8

  New 2‐(4‐benzothiazol‐2‐yl‐phenoxy)‐1‐(3,5‐diphenyl‐4,5‐dihydro‐pyrazol‐1‐yl)‐ethanones (9a‐o) have been designed and synthesized. The antiepileptic potential of the synthesized compounds has been tested by following standard animal screening models which include maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) models. The study concluded that compounds 9c, 9d, 9f, 9i, 9n, and 9o possessed good antiepileptic potential when compared with standard drugs like carbamazepine and phenytoin. The results of the rotarod performance test also established them without any neurotoxicity. The motor impairment test yielded that the synthesized compounds are also good antidepressants. In‐silico studies have been performed to determine the eligibility of synthesized compounds as orally administered molecules and interactions with the target proteins. The result of in‐silico studies reinforced results obtained by in vivo study of the synthesized compounds along with their possible mechanism of antiepileptic action i.e. via inhibiting voltage‐gated sodium channels (VGSCs) and gamma‐aminobutyric acid‐A receptor.