4-(furan-2-ylmethoxy)benzaldehyde | 149806-87-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(furan-2-ylmethoxy)benzaldehyde
• 英文别名: 4-(2-Furanylmethoxy)benzaldehyde
• CAS: 149806-87-1
• 化学式: C₁₂H₁₀O₃
• 分子量: 202.21
• InChiKey: OSJFBUXVQQTASA-UHFFFAOYSA-N

物化性质

• 沸点：
  343.1±22.0 °C(predicted)
• 密度：
  1.199±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  金刚烷胺 、 4-(furan-2-ylmethoxy)benzaldehyde 以a white solid (83%) is obtained的产率得到adamantan-1-yl-[4-(furan-2-ylmethoxy)benzyl]amine
  参考文献：
  名称：

  INHIBITORS TARGETING DRUG-RESISTANT INFLUENZA A

  摘要：

  提供了符合公式（Ia）或（Ib）的化合物，可以通过与M2跨膜蛋白和其他类似的病毒孔蛋白相互作用，调节流感病毒（例如流感A病毒）的活性。还提供了一种治疗流感A受影响的疾病状态或感染的方法，包括给予含有一个或多个符合公式（Ia′）或（Ib）的化合物的组合物。

  公开号：

  US20150191439A1
• 作为产物：
  描述：

  糠醇 、 对羟基苯甲醛 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 4-(furan-2-ylmethoxy)benzaldehyde
  参考文献：
  名称：

  发现针对150腔的高效选择性流感病毒神经氨酸酶抑制剂

  摘要：

  在我们较早发现N1选择性抑制剂的鼓舞下，可以进一步利用150腔流感病毒神经氨酸酶（NAs）来产生更有效的奥司他韦衍生物。在这里，我们通过靶向150腔的奥司他韦的C 5 -NH 2结构修饰，报道了一系列新型奥司他韦衍生物的设计，合成和生物学评估。其中，带有4-（3-甲氧基苄氧基）苄基的化合物5c表现出最强的活性，它比奥司他韦羧酸盐（OSC）对N1（H1N1），N1（H5N1）和N1（H5N1-H274Y）的活性低或适度提高）。具体而言，针对野生型菌株H1N1的活性损失了30倍。但是5c与OSC相比，其针对H5N1-H274Y NA的活性高4.85倍。同样，5c在体外显示出低细胞毒性，在小鼠中没有急性毒性。分子对接研究提供了对5c对N1和N1-H274Y突变型NAs的高效力的见解。另外，对代表性化合物的理化性质和CYP酶抑制能力进行了计算机模拟预测，以评价其类药物性质。

  DOI：

  10.1016/j.ejmech.2020.113097

文献信息

• NOVEL THIAZOLIDINEDIONE DERIVATIVE AND USE THEREOF
  申请人：Cho Hoon

  公开号：US20110269954A1

  公开（公告）日：2011-11-03

  The present invention relates to novel thiazolidinedione derivatives expressed by the following formula (I) and the uses thereof. More specifically, the present invention relates to novel thiazolidinedione derivatives expressed by the following formula (I) and a pharmaceutical composition comprising the same. The novel thiazolidinedione derivatives of formula (I) according to the present invention can be effectively used for the prevention or treatment of cardiovascular disease, gastrointestinal disease and renal disease by inhibiting the activity of 15-hydroxyprostaglandin dehydrogenase (15-PGDH) that decomposes prostaglandins as well as useful for the prevention of hair loss and the stimulation of hair growth, and osteogenic stimulation and wound healing.

  本发明涉及由以下式（I）表示的新型噻唑烷二酮衍生物及其用途。更具体地说，本发明涉及由以下式（I）表示的新型噻唑烷二酮衍生物以及包含其的药物组合物。根据本发明的式（I）的新型噻唑烷二酮衍生物可以通过抑制分解前列腺素的15-羟基前列腺素脱氢酶（15-PGDH）的活性，有效用于预防或治疗心血管疾病、胃肠道疾病和肾脏疾病，同时也用于预防脱发和促进头发生长，以及促进骨生成和伤口愈合。
• [EN] INHIBITORS TARGETING DRUG-RESISTANT INFLUENZA A<br/>[FR] INHIBITEURS CIBLANT LA GRIPPE A PHARMACORÉSISTANTE
  申请人：UNIV PENNSYLVANIA

  公开号：WO2013086131A1

  公开（公告）日：2013-06-13

  Provided are compounds according to formula (la) or (lb) as described herein, that are capable of modulating the activity of influenza viruses (e.g., influenza A virus), for example, via interaction with the M2 transmembrane protein, and other similar viroporins. Also provided are methods for treating an influenza A-affected disease state or infection comprising administering a composition comprising one or more compounds according to according to formulas (la') or (lb), as described herein.

  根据本文描述的公式（la）或（lb），提供了一些化合物，这些化合物能够调节流感病毒（例如流感A病毒）的活性，例如通过与M2跨膜蛋白以及其他类似的病毒孔蛋白相互作用。还提供了一种治疗流感A感染疾病状态或感染的方法，包括通过给予包含根据本文描述的公式（la'）或（lb）的一个或多个化合物的组合物进行治疗。
• Synthesis and SAR of thiazolidinedione derivatives as 15-PGDH inhibitors
  作者：Ying Wu、Hsin-Hsiung Tai、Hoon Cho

  DOI：10.1016/j.bmc.2010.01.016

  日期：2010.2

  Prostaglandins have a short life in vivo because they are metabolized rapidly by oxidation to 15-ketoprostaglandins catalyzed by a cytosolic enzyme known as NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase (15-PGDH). Previously, CT-8, a thiazolidinedione analogue, was found to be a potent inhibitor of 15-PGDH. Structure-activity analysis indicated that the N-methylation of thiazolidine-2,4-dione, CT-8, abolished the inhibitory activity, whereas the introduction of an ethyl hydroxyl group at amine in CT-8 still had a good inhibitory effect. Based on the structures of the thiazolidinediones analogues and inhibitory activity, a range of benzylidene thiazolidinedione derivatives were synthesized with different substituents on the phenyl ring and their inhibitory activity was evaluated. Replacement of the cyclohexylethyl group of CT-8 with the hetero five-member ring increased the inhibitory potency. However, replacement of the cyclohexylethyl group with a hetero six-member ring decreased the inhibitory potency significantly. It was found that compound 2 (5-(4-(2-(thiophen-2yl) ethoxy) benzylidene) thiazolidine-2,4-dione) was the most potent inhibitor that was effective in the nanomolar range. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis and Anticonvulsant Activity of a New Class of 2-[(Arylalkyl)amino]alkanamide Derivatives
  作者：Paolo Pevarello、Alberto Bonsignori、Philippe Dostert、Franco Heidempergher、Vittorio Pinciroli、Maristella Colombo、Robert A. McArthur、Patricia Salvati、Claes Post、Ruggero G. Fariello、Mario Varasi

  DOI：10.1021/jm970599m

  日期：1998.2.1

  Although most epilepsies are adequately treated by conventional antiepileptic therapy, there remains an unfulfilled need for safer and more effective anticonvulsant agents. Starting from milacemide, a weak anticonvulsant, and trying to elucidate its mechanism of action, we discovered a structurally novel class of potent and preclinically safe anticonvulsants. Here we report the structure-activity relationship (SAR) study within this series of compounds. Different parts of the structural lead 2-[[4-(3-chlorobenzoxy)benzyl]amino] acetamide (6) were thus varied (Figure 1), and many potent anticonvulsants were found. As an outcome of this study, 57 ((S)-2-[[4-(3-fluorobenzoxy)benzyl]amino]propanamide methanesulfonate, PNU-151774E) emerged as a promising candidate for further development for its potent anticonvulsant activity and outstanding therapeutic indexes (TIs) in different animal tests.
• Derivative of cinnamic acid inhibits T3SS of Xanthomonas oryzae pv. oryzae through the HrpG-HrpX regulatory cascade
  作者：Yu Shi、Lan-Tu Xiong、Hui Li、Wen-Long Li、Dylan O'Neill Rothenberg、Li-Sheng Liao、Xin Deng、Gao-Peng Song、Zi-Ning Cui

  DOI：10.1016/j.bioorg.2023.106871

  日期：2023.12