propionic acid phenyl-(4-propionyloxyphenyl)methyl ester | 1172130-61-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: propionic acid phenyl-(4-propionyloxyphenyl)methyl ester
• 英文别名: Phenyl(4-(propionyloxy)phenyl)methyl propionate；[4-[phenyl(propanoyloxy)methyl]phenyl] propanoate
• CAS: 1172130-61-8
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: HPHFSKDGZQIKBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基-二苯甲酮 在 吡啶 、 sodium tetrahydroborate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 propionic acid phenyl-(4-propionyloxyphenyl)methyl ester
  参考文献：
  名称：

  Discovery of new benzhydrol biscarbonate esters as potent and selective apoptosis inducers of human melanomas bearing the activated ERK pathway: SAR studies on an ERK MAPK signaling modulator, ACA-28

  摘要：

  The recent discovery that an ERK signaling modulator [ACA-28 (2a)] preferentially kills human melanoma cell lines by inducing ERK-dependent apoptosis has generated significant interest in the field of anti-cancer therapy. In the first SAR study on 2a, here, we successfully developed candidates (2b, 2c) both of which induce more potent and selective apoptosis towards ERK-active melanoma cells than 2a, thus revealing the structural basis for inducing the ERK-dependent apoptosis and proposing the therapeutic prospect of these candidates against ERK-dependent cancers represented by melanoma.

  DOI：

  10.1016/j.bioorg.2020.104137

文献信息

• Acetoxybenzhydrols as highly active and stable analogues of 1′S-1′-acetoxychavicol, a potent antiallergic principal from Alpinia galanga
  作者：Tomohisa Yasuhara、Yoshiaki Manse、Takayuki Morimoto、Wang Qilong、Hisashi Matsuda、Masayuki Yoshikawa、Osamu Muraoka

  DOI：10.1016/j.bmcl.2009.04.065

  日期：2009.6

  Through SAR studies on 1'S-1'-acetoxychavicol acetate (1) against Type I antiallergic activity by indexing release of beta-hexosaminidase, a marker of antigen-IgE-mediated degranulation in RBL-2H3 cells, more stable and potent analogue, 4-(methoxycarbonyloxyphenylmethyl) phenyl acetate (16), has been developed. The compound 16 also strongly inhibited the antigen-IgE-mediated TNF-alpha and IL-4 production. (C) 2009 Elsevier Ltd. All rights reserved.
• Discovery of new benzhydrol biscarbonate esters as potent and selective apoptosis inducers of human melanomas bearing the activated ERK pathway: SAR studies on an ERK MAPK signaling modulator, ACA-28
  作者：Ryosuke Satoh、Naoya Hamada、Ami Yamada、Yuki Kanda、Fumihiro Ishikawa、Teruaki Takasaki、Genzoh Tanabe、Reiko Sugiura

  DOI：10.1016/j.bioorg.2020.104137

  日期：2020.10

  The recent discovery that an ERK signaling modulator [ACA-28 (2a)] preferentially kills human melanoma cell lines by inducing ERK-dependent apoptosis has generated significant interest in the field of anti-cancer therapy. In the first SAR study on 2a, here, we successfully developed candidates (2b, 2c) both of which induce more potent and selective apoptosis towards ERK-active melanoma cells than 2a, thus revealing the structural basis for inducing the ERK-dependent apoptosis and proposing the therapeutic prospect of these candidates against ERK-dependent cancers represented by melanoma.