乙基3-(1,3-二恶烷-2-基)丙酸酯 | 86178-21-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 乙基3-(1,3-二恶烷-2-基)丙酸酯
• 英文名称: 3-[1,3]Dioxan-2-yl-propionic acid ethyl ester
• 英文别名: Ethyl 3-(1,3-dioxan-2-YL)propionate；ethyl 3-(1,3-dioxan-2-yl)propanoate
• CAS: 86178-21-4
• 化学式: C₉H₁₆O₄
• mdl: MFCD07700157
• 分子量: 188.224
• InChiKey: NCWBCOWCCBTDJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二氢苯并呋喃-5-甲醛 、 乙基3-(1,3-二恶烷-2-基)丙酸酯 在 lithium diisopropyl amide 、 PPA 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.5h， 以26%的产率得到ethyl 2,3-dihydronaphtho[2,3-b]furan-6-carboxylate
  参考文献：
  名称：

  C17,20-lyase inhibitors. Part 2: Design, synthesis and structure–activity relationships of (2-naphthylmethyl)-1H-imidazoles as novel C17,20-lyase inhibitors

  摘要：

  A series of 1- and 4-(2-naphthylmethyl)-1H-imidazoles (3 and 4) has been synthesized and evaluated as C-17,C-20-lyase inhibitors. Several 6-methoxynaphthyl derivatives showed potent C-17,C-20-lyase inhibition, suppression of testosterone biosynthesis in rats and reduction in the weight of prostate and seminal vesicles in rats, whereas most of these compounds increased the liver weight after consecutive administrations. The effect on the liver weight was removed by incorporation of a hydroxy group and an isopropyl group at the methylene bridge, as seen in (S)-28d and (S)-42. Selectivity for C-17,C-20-lyase over 11beta-hydroxylase is also discussed, and (S)-42 was found to be a more than 260-fold selective inhibitor. Furthermore, (S)-42 showed a potent suppression of testosterone biosynthesis after a single oral administration in monkeys. These data suggest that (S)-42 may be a promising agent for the treatment of androgen-dependent prostate cancer. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.016
• 作为产物：
  描述：

  (1,3-dioxan-2-yl)ethylmagnesium bromide 、 氯甲酸乙酯 在 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到乙基3-(1,3-二恶烷-2-基)丙酸酯
  参考文献：
  名称：

  用格氏试剂和氯甲酸酯合成酯类的新方法

  摘要：

  氯甲酸酯与衍生自格氏试剂、溴化亚铜和溴化锂的有机铜试剂的交叉偶联反应为酯的合成提供了一种快速而直接的方法。

  DOI：

  10.1055/s-2007-973861

文献信息

• FUSED RING ANALOGUES OF ANTI-FIBROTIC AGENTS
  申请人：Williams Spencer John

  公开号：US20120270863A1

  公开（公告）日：2012-10-25

  The present invention relates to arylcarbonyl and heteroarylcarbonyl anthranilate compounds that may be useful as anti-fibrotic agents. The present invention also relates to methods for their preparation, pharmaceutical compositions containing these compounds and uses of these compounds in the treatment disorders.

  本发明涉及芳基羰基和杂环芳基羰基蒽酰胺化合物，可用作抗纤维化剂。本发明还涉及它们的制备方法，含有这些化合物的制药组合物以及这些化合物在治疗疾病中的用途。
• Synthesis of 10,10′-bis(trifluoromethyl) marinopyrrole A derivatives and evaluation of their antiviral activities in vitro
  作者：Yaxin Xiao、Jingjing Yang、Liangjing Zou、Pingzhou Wu、Wei Li、Yunzheng Yan、Yuexiang Li、Song Li、Hao Song、Wu Zhong、Yong Qin

  DOI：10.1016/j.ejmech.2022.114436

  日期：2022.8

  emerge unexpectedly in human populations and cause a spectrum of potentially severe diseases or even death. Since effective vaccine is currently unavailable against most of these deadly viruses, antiviral chemical drugs remain in urgent need. To meet this unmet demand, we developed a series of 10,10′-bis(trifluoromethyl) marinopyrrole A derivates bearing various substituents at C5′-positions, which

  黄病毒和肠道病毒会在人群中意外出现，并导致一系列潜在的严重疾病甚至死亡。由于目前还没有针对大多数这些致命病毒的有效疫苗，因此仍然迫切需要抗病毒化学药物。为了满足这一未满足的需求，我们开发了一系列在 C5'-位置带有各种取代基的 10,10'-双（三氟甲基）marinopyrrole A 衍生物，它们在体外对黄病毒（ZIKV、DENV、YFV、JEV）和肠道病毒（EV71、CA6、CA16）。先导化合物 10,10'-双（三氟甲基）marinopyrrole A 3在培养细胞中对肠道病毒 EV71 和 CA16 非常有效，但对黄病毒的抑制活性较低。由化合物精心修饰如图3所示，具有巯基脂肪链的化合物32和33被发现是有希望的ZIKV和DENV抑制剂；含有吡嗪的化合物19是一种有效的广谱黄病毒抑制剂；除了广谱肠道病毒抑制作用外，噻吩化合物15对JEV-SA14、YFV-17D表现出显着的选择性抑制作用。因此，这些结果表明，10
• US9062076B2
  申请人：——

  公开号：US9062076B2

  公开（公告）日：2015-06-23
• US9951087B2
  申请人：——

  公开号：US9951087B2

  公开（公告）日：2018-04-24
• C17,20-lyase inhibitors. Part 2: Design, synthesis and structure–activity relationships of (2-naphthylmethyl)-1H-imidazoles as novel C17,20-lyase inhibitors
  作者：Nobuyuki Matsunaga、Tomohiro Kaku、Akio Ojida、Toshimasa Tanaka、Takahito Hara、Masuo Yamaoka、Masami Kusaka、Akihiro Tasaka

  DOI：10.1016/j.bmc.2004.06.016

  日期：2004.8

  A series of 1- and 4-(2-naphthylmethyl)-1H-imidazoles (3 and 4) has been synthesized and evaluated as C-17,C-20-lyase inhibitors. Several 6-methoxynaphthyl derivatives showed potent C-17,C-20-lyase inhibition, suppression of testosterone biosynthesis in rats and reduction in the weight of prostate and seminal vesicles in rats, whereas most of these compounds increased the liver weight after consecutive administrations. The effect on the liver weight was removed by incorporation of a hydroxy group and an isopropyl group at the methylene bridge, as seen in (S)-28d and (S)-42. Selectivity for C-17,C-20-lyase over 11beta-hydroxylase is also discussed, and (S)-42 was found to be a more than 260-fold selective inhibitor. Furthermore, (S)-42 showed a potent suppression of testosterone biosynthesis after a single oral administration in monkeys. These data suggest that (S)-42 may be a promising agent for the treatment of androgen-dependent prostate cancer. (C) 2004 Elsevier Ltd. All rights reserved.