4-methylbenzoic acid 2'-acetyl-5'-methoxyphenyl ester | 849367-91-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-methylbenzoic acid 2'-acetyl-5'-methoxyphenyl ester
• 英文别名: (2-acetyl-5-methoxyphenyl) 4-methylbenzoate
• CAS: 849367-91-5
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: PNKOEAWNYASGDU-UHFFFAOYSA-N

物化性质

• 熔点：
  77-80 °C
• 沸点：
  471.7±45.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-methylbenzoic acid 2'-acetyl-5'-methoxyphenyl ester 在 吡啶 、 氢氧化钾 作用下， 反应 1.0h， 以63.4%的产率得到1-(2-hydroxy-4-methoxyphenyl)-3-(4-methylphenyl)-1,3-propanedione
  参考文献：
  名称：

  一些带有novel基苯并咪唑的新型2-苯基或甲基-4H-1-苯并吡喃-4-酮的合成及强效抗菌活性。

  摘要：

  合成了一系列在不同位置带有单或二mid基二苯并咪唑类的黄酮和甲基-4H-1-苯并吡喃-4-酮，并评估了其对大肠杆菌，金黄色葡萄球菌，MRSA（耐甲氧西林的金黄色葡萄球菌）的抗菌和抗真菌活性， MRSE（耐甲氧西林的表皮葡萄球菌），粪链球菌和白色念珠菌，克鲁斯氏菌。结果表明，尽管所有的二am都是不活泼的，但是在2-苯基-4H-1-苯并吡喃-4-酮的C-6位具有单ami基苯并咪唑的化合物具有有效的抗菌活性，特别是对革兰氏阳性细菌。化合物23和22表现出最好的抑制活性，其对金黄色葡萄球菌，MRSA，MRSE的MIC值为1.56μg/ ml，对白色念珠菌的MIC值为3.12μg/ ml。

  DOI：

  10.1016/j.bmc.2004.12.006
• 作为产物：
  描述：

  丹皮酚 、 对甲基苯甲酸 在 吡啶 、 三氯氧磷 作用下， 反应 2.0h， 生成 4-methylbenzoic acid 2'-acetyl-5'-methoxyphenyl ester
  参考文献：
  名称：

  Assessment of antiplatelet activity of 2-aminopyrimidines

  摘要：

  A series of 4,6-diaryl-2-aminopyrimidines was developed as antiplatelet agents and their potency was evaluated by in vitro assay. Compound 14k was found to be two times more potent than aspirin. These encouraging results could be helpful for the development of new antiplatelet compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.035

文献信息

• Extensive SAR and Computational Studies of 3-{4-[(Benzylmethylamino)methyl]phenyl}-6,7-dimethoxy-2<i>H</i>-2-chromenone (AP2238) Derivatives
  作者：Lorna Piazzi、Andrea Cavalli、Federica Belluti、Alessandra Bisi、Silvia Gobbi、Stefano Rizzo、Manuela Bartolini、Vincenza Andrisano、Maurizio Recanatini、Angela Rampa

  DOI：10.1021/jm070100g

  日期：2007.8.1

  AP2238 was the first compound published to bind both anionic sites of the human acetylcholinesterase, allowing the simultaneous inhibition of the catalytic and the amyloid-beta pro-aggregating activities of AChE. Here we attempted to derive a comprehensive structure-activity relationship picture for this molecule, affording 28 derivatives for which AChE and BChE inhibitory activities were evaluated. Selected compounds were also tested for their ability to prevent the AChE-induced A beta-aggregation. Moreover, docking simulations and molecular orbital calculations were performed.
• Synthesis of novel 4,6-diaryl-2-aminopyrimidines as potential antiplasmodial agents
  作者：Rajani Giridhar、Riyaj S. Tamboli、Dhaval G. Prajapati、Sanket Soni、Sarita Gupta、M. R. Yadav

  DOI：10.1007/s00044-012-0328-z

  日期：2013.7

  A novel series of 4,6-diaryl-2-aminopyrimidines 8a-o has been synthesized and evaluated for in vitro antiplasmodial activity against Plasmodium falciparum. Out of the 15 compounds synthesized and tested, 6 compounds have shown IC50 values in the range of 1.61-9.53 mu g/mL. These compounds are several times more potent than chloroquine and quinine, the two standard drugs used for the purpose of comparison.