5-(4-甲氧基苯基)呋喃-3-羧酸 | 87645-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 5-(4-甲氧基苯基)呋喃-3-羧酸
• 英文名称: 2-(p-Anisyl)furan-4-carboxylic acid
• 英文别名: 5-(4-Methoxyphenyl)furan-3-carboxylic acid
• CAS: 87645-58-7
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: KGKSJJKOSONHJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1-((4-(2-(4-aminophenyl)-1H-imidazol-1-yl)pyrimidin-2-yl)amino)propan-2-ol 、 5-(4-甲氧基苯基)呋喃-3-羧酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[4-[1-[2-[[(2S)-2-hydroxypropyl]amino]pyrimidin-4-yl]imidazol-2-yl]phenyl]-5-(4-methoxyphenyl)furan-3-carboxamide
  参考文献：
  名称：

  Discovery and initial SAR of pyrimidin-4-yl-1H-imidazole derivatives with antiproliferative activity against melanoma cell lines

  摘要：

  The synthesis of a novel series of pyrimidin-4-yl-1H-imidazol-2-yl derivatives 7, 8, 9 and their antiproliferative activities against A375P human melanoma cell line and WM3629 cell line were described. Most compounds showed superior antiproliferative activities compared to Sorafenib, the well-known RAF inhibitor. Among them, 7a exhibited potent activities on both cell lines (IC50 = 0.62 and 4.49 mu M, respectively) and turned out to be a selective and potent CRAF inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.064
• 作为产物：
  描述：

  dimethyl 2-(4-methoxyphenyl)furan-3,4-dicarboxylate 在 sodium hydroxide 作用下， 反应 4.0h， 生成 5-(4-甲氧基苯基)呋喃-3-羧酸
  参考文献：
  名称：

  2-芳基-3,4-双(羧基)呋喃衍生物的合成及抗菌活性

  摘要：

  2-芳基-3,4-双（碳甲氧基）呋喃（IIIa 和 5）的衍生物得到相应的酸 la 和 b，在催化量的 DMFA 存在下，它们与亚硫酰氯一起转化为酰二氯（IIa 和b)。在不存在 DMFA 的情况下，Ib 形成 2-(对-茴香基)-3,4-双(羧基)呋喃的酸酐。二胺(IVa和b)从IIa和b获得。使用肼，IIa 和 b 被转化为环状酰肼（Va 和 b）。

  DOI：

  10.1007/bf01150722

文献信息

• OLEJNIK, A. F.;ADAMSKAYA, E. V.;OKINSHEVICH, O. V.;PERSHIN, G. N., XIM.FARMATS. ZH., 1983, 17, N 6, 683-685
  作者：OLEJNIK, A. F.、ADAMSKAYA, E. V.、OKINSHEVICH, O. V.、PERSHIN, G. N.

  DOI：——

  日期：——
• <i>De Novo</i> Design of Nurr1 Agonists <i>via</i> Fragment-Augmented Generative Deep Learning in Low-Data Regime
  作者：Marco Ballarotto、Sabine Willems、Tanja Stiller、Felix Nawa、Julian A. Marschner、Francesca Grisoni、Daniel Merk

  DOI：10.1021/acs.jmedchem.3c00485

  日期：2023.6.22
• Discovery and initial SAR of pyrimidin-4-yl-1H-imidazole derivatives with antiproliferative activity against melanoma cell lines
  作者：Junghun Lee、Hwan Kim、Hana Yu、Jae Yoon Chung、Chang-Hyun Oh、Kyung Ho Yoo、Taebo Sim、Jung-Mi Hah

  DOI：10.1016/j.bmcl.2010.01.064

  日期：2010.3

  The synthesis of a novel series of pyrimidin-4-yl-1H-imidazol-2-yl derivatives 7, 8, 9 and their antiproliferative activities against A375P human melanoma cell line and WM3629 cell line were described. Most compounds showed superior antiproliferative activities compared to Sorafenib, the well-known RAF inhibitor. Among them, 7a exhibited potent activities on both cell lines (IC50 = 0.62 and 4.49 mu M, respectively) and turned out to be a selective and potent CRAF inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis and antimicrobial activity of derivatives of 2-aryl-3,4-bis(carboxy)furans
  作者：A. F. Oleinik、E. V. Adamskaya、O. V. Okinshevich、G. N. Pershin

  DOI：10.1007/bf01150722

  日期：1983.6

  2-aryl-3,4-bis(carbomethoxy)furans (Ilia and 5) gave the corresponding acids la and b, which with thionyl chloride in the presence of a catalytic amount of DMFA were converted to the acid dichlorides (lla and b). In the absence of DMFA, Ib formed the anhydride of 2-(p-anisyl)-3,4-bis(carboxy)furan. The diamines (IVa and b) were obtained from lla and b. With hydrazine, lla and b were converted into the cyclic

  2-芳基-3,4-双（碳甲氧基）呋喃（IIIa 和 5）的衍生物得到相应的酸 la 和 b，在催化量的 DMFA 存在下，它们与亚硫酰氯一起转化为酰二氯（IIa 和b)。在不存在 DMFA 的情况下，Ib 形成 2-(对-茴香基)-3,4-双(羧基)呋喃的酸酐。二胺(IVa和b)从IIa和b获得。使用肼，IIa 和 b 被转化为环状酰肼（Va 和 b）。