萘[2,1-b]呋喃-2-羧酸乙酯 | 32730-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 中文名称: 萘[2,1-b]呋喃-2-羧酸乙酯
• 英文名称: ethyl naphtho[2,1-b]furan-2-carboxylate
• 英文别名: ethyl benzo[e][1]benzofuran-2-carboxylate
• CAS: 32730-03-3
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: WCLJZIQDNPSVDJ-UHFFFAOYSA-N

物化性质

• 熔点：
  113-114°C

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  萘[2,1-b]呋喃-2-羧酸乙酯 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 76.17h， 生成 2-acetossi-2-(nafto<2,1-b>furan-2-il)-N-t-butilacetamide
  参考文献：
  名称：

  Giovanninetti; Garuti; Chiarini, Farmaco, Edizione Scientifica, 1981, vol. 36, # 2, p. 94 - 101

  摘要：

  DOI：
• 作为产物：
  描述：

  2-萘酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 萘[2,1-b]呋喃-2-羧酸乙酯
  参考文献：
  名称：

  Kusuma; Vaidya; Nagashree, Indian Journal of Heterocyclic Chemistry, 2012, vol. 21, # 4, p. 309 - 314

  摘要：

  DOI：

文献信息

• NOVEL TUBULIN POLYMERIZATION INHIBITOR AND METHOD FOR SYNTHESIZING SAME
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20160102078A1

  公开（公告）日：2016-04-14

  The present invention relates to (E)-ethyl 2-(2-methyl-3-((2-(naphtho[2,1-b]furan-2-carbonyl)hydrazono)methyl)-1H-indol-1-yl)acetate as a novel tubulin polymerization inhibitor and a method for synthesizing the same. The compound of the present invention can inhibit mitosis and induce apoptosis and thus be used as an anticancer agent, by binding to tubulin to inhibit microtube polymerization. According to the synthesis method of the present invention, the reaction is simplified and the efficiency is 60%, or higher, leading to a very high yield, thereby providing an effective synthesis method.

  本发明涉及(E)-乙基2-(2-甲基-3-((2-(萘并[2,1-b]呋喃-2-甲酰)肼基)甲基)-1H-吲哚-1-基)乙酸乙酯作为一种新型微管聚合抑制剂及其合成方法。本发明的化合物可以通过结合微管抑制微管聚合来抑制有丝分裂并诱导凋亡，因此可用作抗癌剂。根据本发明的合成方法，反应简化且效率达到60%或更高，产率非常高，从而提供了一种有效的合成方法。
• An efficient synthesis of benzofuran derivatives under conventional/non-conventional method
  作者：Suryakant B. Sapkal、Kiran F. Shelke、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.cclet.2010.06.038

  日期：2010.12

  Abstract 1-Methyl-3-ethyl imidazolium bromide [meim]Br/basic alumina (Al 2 O 3 ) has been found to promote the cyclocondensation of chloroacetone/chloroethyl acetate with salicylaldehydes under conventional as well as microwave irradiation to yield benzofuran derivatives.

  摘要发现1-甲基-3-乙基溴化咪唑鎓[meim] Br /碱性氧化铝（Al 2 O 3）在常规和微波辐射下可促进氯丙酮/氯乙酸乙酯与水杨醛的环缩合反应，生成苯并呋喃衍生物。
• Synthesis of novel nitrogen containing naphtho[2,1-b]furan derivatives and investigation of their anti microbial activities
  作者：Gundibasappa K. Nagaraja、Gowdara K. Prakash、Marlingaplara N. Kumaraswamy、Vijayavittala P. Vaidya、Kittappa M. Mahadevan

  DOI：10.3998/ark.5550190.0007.f19

  日期：——

  Ethyl naphtho(2,1-b)furan-2-carboxylate has been prepared from 2-hydroxy-1- naphthaldehyde 1 and ethyl chloroacetate, which on further treatment with hydrazine hydrate gave naphtha(2,1- b)furan-2-carbohydrazide 3. The resulting compound 3 was treated with substituted aldehydes of 2-chloro-3-formylquinolines to give the Schiff base, which on treatment with chloro acetyl chloride gave the title compounds

  萘并（2,1-b）呋喃-2-羧酸乙酯已由 2-羟基-1-萘醛 1 和氯乙酸乙酯制备，再用水合肼进一步处理得到石脑油（2,1-b）呋喃-2-碳酰肼3。所得化合物3用2-氯-3-甲酰基喹啉的取代醛处理得到席夫碱，其用氯乙酰氯处理得到标题化合物。化合物的结构已通过元素分析和光谱研究得到证实。筛选合成的化合物的抗菌和抗真菌活性。
• A highly selective PET-based chemosensor for instant detecting of Zn²⁺
  作者：Jie Guan、Peng Zhang、Tai-bao Wei、Qi Lin、Hong Yao、You-ming Zhang

  DOI：10.1039/c4ra04130e

  日期：——

  A simple Zn2+-selective chemosensor system based on acylhydrazone was designed and synthesized, which could detect Zn2+ ions in aqueous solution with high selectivity and sensitivity over a wide pH range by the mechanism of photo-induced electron transfer (PET). The obvious color changes and pronounced OFF-ON-type fluorescent signaling behavior can be seen by the naked eye. The detection limit of L2 for Zn2+ ion was as low as 0.13 μM. In addition, L2–Zn2+ complex can be used as an ON-OFF chemosensor candidate for Cu2+, as the Zn2+-induced emission can be quenched upon addition of Cu2+. Moreover, test strips for Zn2+ based on L2 were also fabricated, which could be used as a convenient and efficient test kit for instantly detecting Zn2+ in aqueous solution.

  设计并合成了一种基于酰腙的简单Zn2+选择性化学传感器系统，该系统通过光诱导电子转移（PET）机制，在水溶液中对Zn2+离子具有高选择性和灵敏度，适用于广泛的pH范围。通过肉眼可以观察到明显的颜色变化和显著的OFF-ON型荧光信号行为。L2对Zn2+离子的检测限低至0.13 μM。此外，L2-Zn2+复合物可以作为Cu2+的ON-OFF型化学传感器候选物，因为Zn2+诱导的发射在加入Cu2+后会被淬灭。此外，还制备了基于L2的Zn2+测试条，可以作为方便高效的试剂盒，用于即时检测水溶液中的Zn2+。
• Rapid and Selective Detection of Cyanide Anion by Enhanced Fluorescent Emission and Colorimetric Color Changes at Micromole Levels in Aqueous Medium
  作者：Wen-Juan Qu、Wen-Ting Li、Hai-Li Zhang、Tai-Bao Wei、Qi Lin、Hong Yao、You-Ming Zhang

  DOI：10.1002/jhet.3113

  日期：2018.4

  main source of cyanide (CN−) exposure for mammals is through the plant consumption; thus, the sensitive and selective cyanide detection in plant tissue is a significant and urgent work. Here, a simple sensor N′‐(2,4‐dihydroxybenzylidene)naphtha[2,1‐b]furan‐2‐carbohydrazide (Q1‐3) was designed and synthesized for selective and sensitive dual‐channel detection of cyanide in aqueous medium (DMSO/H2O, 1:9

  氰化物的一个主要来源（CN - ）曝光对哺乳动物是通过植物消耗; 因此，植物组织中氰化物的灵敏和选择性检测是一项重要而紧迫的工作。在此，设计并合成了一种简单的传感器N '-（2,4-二羟基苄叉）石脑油[ 2,1- b ]呋喃-2-碳酰肼（Q1-3），用于选择性和灵敏的双通道检测水介质中的氰化物（DMSO / H 2 O，1：9，v / v）。酰腙和酚羟基Q1-3是识别位点，萘并呋喃组是信号报告组。由于传感器Q1-3上的吸电子基团（羟基），苯基和萘呋喃基团之间的分子内电荷转移受到阻碍。有趣的是，传感器Q1-3分别在400 nm和500 nm处表现出分子内电荷转移吸收带，在氰化阴离子在水介质中（DMSO / H）引起的去质子化过程之后，直接实现了“ OFF-ON”响应。2个O，1：9，v / v）。值得注意的是，该传感器已成功应用于食品样品中氰化物阴离子的检测，这证明了它是用于农业样品中氰化物