4'-methoxy-4-aminochalcone | 30278-80-9

• 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'-methoxy-4-aminochalcone
• 英文别名: 4-amino-4'-methoxy-chalcone；4-Methoxy-ω-(4-amino-benzyliden)-acetophenon；4-Amino-4'-methoxy-chalkon；4'-Methoxy-4-aminochalkon；4-Amino-4'-methoxichalkon；3-(4-Aminophenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 30278-80-9
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: TZCMYPASAIZADP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-methoxy-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85%的产率得到4-(4"-methylphenylurenyl)-4'-methoxychalcone
  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：

  对甲氧基苯乙酮 在 tin(II) chloride dihdyrate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 4'-methoxy-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

• Pfeiffer, Justus Liebigs Annalen der Chemie, 1925, vol. 441, p. 245
  作者：Pfeiffer

  DOI：——

  日期：——
• Monga, Vikramdeep; Nayak, Surendra Kumar; Singh, Gurpreet, Indian Journal of Heterocyclic Chemistry, 2017, vol. 27, # 2, p. 143 - 149
  作者：Monga, Vikramdeep、Nayak, Surendra Kumar、Singh, Gurpreet

  DOI：——

  日期：——
• Dual inhibition of the α-glucosidase and butyrylcholinesterase studied by Molecular Field Topology Analysis
  作者：Farukh Jabeen、Polina V. Oliferenko、Alexander A. Oliferenko、Girinath G. Pillai、Farzana Latif Ansari、C. Dennis Hall、Alan R. Katritzky

  DOI：10.1016/j.ejmech.2014.04.018

  日期：2014.6

  A striking dual inhibition of enzymes α-glucosidase and butyrylcholinesterase by small drug-like molecules, including 1,4-disubstituted-1,2,3-triazoles, chalcones, and benzothiazepines, was rationalized with the help of Molecular Field Topology Analysis, a 3D QSAR technique similar to CoMFA. A common pharmacophore supported the concept of a link existing between type-2 diabetes mellitus and Alzheimer's disease. These findings will be instrumental for rational design of drug candidates for both of these conditions.
• Dilthey; Berres, Journal fur praktische Chemie (Leipzig 1954), 1925, vol. <2> 111, p. 352
  作者：Dilthey、Berres

  DOI：——

  日期：——
• Dilthey; Berres, Journal fur praktische Chemie (Leipzig 1954), 1926, vol. <2> 112, p. 311
  作者：Dilthey、Berres

  DOI：——

  日期：——