(4-chlorophenyl)(7-ethoxybenzofuran-2-yl)methanone | 82158-39-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-chlorophenyl)(7-ethoxybenzofuran-2-yl)methanone
• 英文别名: (7-ethoxybenzofuran-2-yl)(p-chlorophenyl)ketone；(4-chlorophenyl)-(7-ethoxy-1-benzofuran-2-yl)methanone
• CAS: 82158-39-2
• 化学式: C₁₇H₁₃ClO₃
• 分子量: 300.741
• InChiKey: UEULSYKXKYYCOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (4-chlorophenyl)(7-ethoxybenzofuran-2-yl)methanone 、 硼氢化钠 以58%的产率得到
  参考文献：
  名称：

  PESTELLINI, VITTORIO;GIOLITTI, ALESSANDRO;PASQUII, FRANCO;ABELLI, LUIGI;C+, EUR. J. MED. CHEM., 23,(1988) N 2, 203-206

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙氧基水杨醛 、 2'-溴-4-氯苯乙酮 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以93%的产率得到(4-chlorophenyl)(7-ethoxybenzofuran-2-yl)methanone
  参考文献：
  名称：

  基于苯并呋喃-2-基（苯基）甲酮衍生物的强力α-淀粉酶抑制剂和自由基（DPPH和ABTS）清除剂：合成，体外，动力学和计算机模拟研究。

  摘要：

  三十苯并呋喃-2-基（苯基）甲酮1 - 30合成，并通过光谱技术，其特征在于它们的结构。取代的苯甲酰甲基溴和无水K的存在下处理2-羟基-苯甲醛的不同衍生物2 CO 3在室温下在乙腈中反应，得到所需的苯并呋喃1 - 30。筛选所有化合物的体外α-淀粉酶抑制和自由基清除（DPPH和ABTS）活性。结果表明，对位取代的化合物比α-的IC 50值范围大的活性更高。-淀粉酶抑制（IC 50  = 18.04–48.33 µM），DPPH（IC 50  = 16.04–32.33 µM）和ABTS（IC 50  = 16.99–33.01 µM）自由基清除活性。将活性结果分别与α-淀粉酶的标准阿卡波糖（IC 50  = 16.08±0.07  µM），DPPH和ABTS自由基清除活性的抗坏血酸（IC 50 = 15.08±0.03和15.09±0.17 µM）进行比较。动力学研究预测，所有化合物均遵循

  DOI：

  10.1016/j.bioorg.2020.104238

文献信息

• Potent α-amylase inhibitors and radical (DPPH and ABTS) scavengers based on benzofuran-2-yl(phenyl)methanone derivatives: Syntheses, in vitro, kinetics, and in silico studies
  作者：Irfan Ali、Rafaila Rafique、Khalid Mohammed Khan、Sridevi Chigurupati、Xingyue Ji、Abdul Wadood、Ashfaq Ur Rehman、Uzma Salar、Muhammad Shahid Iqbal、Muhammad Taha、Shahnaz Perveen、Basharat Ali

  DOI：10.1016/j.bioorg.2020.104238

  日期：2020.11

  Thirty benzofuran-2-yl(phenyl)methanones 1–30 were synthesized and characterized their structures by spectroscopic techniques. Substituted phenacyl bromide and different derivatives of 2-hydroxy-benzaldehyde treated in the presence of anhydrous K2CO3 in acetonitrile at room temperature to afford the desired benzofurans 1–30. All compounds were screened for their in vitro α-amylase inhibitory and radical

  三十苯并呋喃-2-基（苯基）甲酮1 - 30合成，并通过光谱技术，其特征在于它们的结构。取代的苯甲酰甲基溴和无水K的存在下处理2-羟基-苯甲醛的不同衍生物2 CO 3在室温下在乙腈中反应，得到所需的苯并呋喃1 - 30。筛选所有化合物的体外α-淀粉酶抑制和自由基清除（DPPH和ABTS）活性。结果表明，对位取代的化合物比α-的IC 50值范围大的活性更高。-淀粉酶抑制（IC 50  = 18.04–48.33 µM），DPPH（IC 50  = 16.04–32.33 µM）和ABTS（IC 50  = 16.99–33.01 µM）自由基清除活性。将活性结果分别与α-淀粉酶的标准阿卡波糖（IC 50  = 16.08±0.07  µM），DPPH和ABTS自由基清除活性的抗坏血酸（IC 50 = 15.08±0.03和15.09±0.17 µM）进行比较。动力学研究预测，所有化合物均遵循
• N-[(Benzofuran-2-yl)(phenyl)methyl]-alkylene diamines useful in treating
  申请人：A. Menarini S.A.S.

  公开号：US04485112A1

  公开（公告）日：1984-11-27

  A 2-substituted benzofuran derivative of general formula I or II ##STR1## in which R.sub.1 and R.sub.2, can be the same or different, and are a hydrogen atom, a halogen atom, an alkyl group containing 1 to 4 carbon atoms, an arylalkyl group, an aryl group, a hydroxyl group, an alkoxy group, or an NH.sub.2, NH-alkyl, N(alkyl).sub.2, NH(CO-alkyl), NH(CO-aryl) or NO.sub.2 group, or R.sub.1 and R.sub.2 can together form a ring of 5-8 carbon atoms; R.sub.3 is a hydrogen atom, an alkyl group containing 1 to 4 carbon atoms or an aryl group; R.sub.4 is a hydrogen atom, an alkyl group, an aryl or an arylalkyl group, R.sub.5 is a hydroxyl group, an alkoxy group, an OCO-aryl an OCO-alkyl, OCONH-alkyl or OCONH-aryl group, ##STR2## where n is a number between 1 and 4, R.sub.7 is a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms, and R.sub.8 and R.sub.9, which can be the same or different, represent a hydrogen atom, an alkyl group, an aryl group, an alkoyl group, arylalkoyl group or an aroyl group, or can together form a heterocyclic ring which can contain supplementary heteratoms, and R.sub.6 is a hydrogen or halogen atom, an alkyl group, an arylalkyl group, an aryl group, a hydroxyl group, an alkoxy group, or an NH.sub.2, NH-alkyl, N(alkyl).sub.2, NHCO-alkyl, NHCO-aryl or NO.sub.2 group. The compounds are useful for treating arrhythmic, histaminic and tussive conditions.

  一种通式I或II的2-取代苯并呋喃衍生物，其中R.sub.1和R.sub.2可以相同或不同，是氢原子、卤素原子、含1到4个碳原子的烷基、芳基烷基、芳基、羟基、烷氧基、或NH.sub.2、NH-烷基、N(烷基).sub.2、NH(CO-烷基)、NH(CO-芳基)或NO.sub.2基团，或R.sub.1和R.sub.2可以共同形成一个含有5-8个碳原子的环；R.sub.3是氢原子、含1到4个碳原子的烷基或芳基；R.sub.4是氢原子、烷基、芳基或芳基烷基；R.sub.5是羟基、烷氧基、OCO-芳基、OCO-烷基、OCONH-烷基或OCONH-芳基基团，其中n是1到4之间的数字，R.sub.7是氢原子或含1到4个碳原子的烷基，而R.sub.8和R.sub.9可以相同或不同，代表氢原子、烷基、芳基、酰基、芳基酰基或可以共同形成含有补充杂原子的杂环，而R.sub.6是氢或卤素原子、烷基、芳基烷基、芳基、羟基、烷氧基或NH.sub.2、NH-烷基、N(烷基).sub.2、NHCO-烷基、NHCO-芳基或NO.sub.2基团。这些化合物可用于治疗心律失常、组胺和咳嗽等疾病。
• 2-substituted benzofuran derivatives useful in treating cardiac
  申请人：A. Menarini S.A.S.

  公开号：US04604392A1

  公开（公告）日：1986-08-05

  A 2-substituted benzofuran derivative of general formula I or II ##STR1## in which R.sub.1 and R.sub.2, can be the same or different, and are a hydrogen atom, a halogen atom, an alkyl group containing 1 to 4 carbon atoms, an arylalkyl group, an aryl group, a hydroxyl group, an alkoxy group, or an NH.sub.2, NH-alkyl, N(alkyl).sub.2, NH(CO-alkyl), NH(CO-aryl) or NO.sub.2 group, or R.sub.1 and R.sub.2 can together form a ring of 5-8 carbon atoms; R.sub.3 is a hydrogen atom, an alkyl group containing 1 to 4 carbon atoms or an aryl group; R.sub.4 is a hydrogen atom, an alkyl group, an aryl or an arylalkyl group, R.sub.5 is a hydroxyl group, an alkoxy group, an OCO-alkyl, an OCO-aryl, OCOHN-alkyl or OCONH-aryl group, ##STR2## where n is a number between 1 and 4, R.sub.7 is a hydrogen atom or an alkyl group containing 1 to 4 carbon atoms, and R.sub.8 and R.sub.9, which can be the same or different, represent a hydrogen atom, an alkyl group, an aryl group, an alkoyl group, arylalkoyl group or an aroyl group, or can together form a heterocyclic ring which can contain supplementary heteratoms, and R.sub.6 is a hydrogen or halogen atom, an alkyl group, an arylalkyl group, an aryl group, a hydroxyl group, an alkoxy group, or an NH.sub.2, NH-alkyl, (N(alkyl).sub.2, NHCO-alkyl, NHCO-aryl or NO.sub.2 group. The compounds are useful for treating cardiac arrhythmic, histaminic and tussive conditions.

  通式I或II的2-取代苯并呋喃衍生物，其中R1和R2可以相同也可以不同，是氢原子、卤素原子、含有1至4个碳原子的烷基、芳基烷基、芳基、羟基、烷氧基、或NH2、NH-烷基、N(烷基)2、NH(CO-烷基)、NH(CO-芳基)或NO2基，或R1和R2可以一起形成一个5-8个碳原子的环；R3是氢原子、含有1至4个碳原子的烷基或芳基；R4是氢原子、烷基、芳基或芳基烷基；R5是羟基、烷氧基、OCO-烷基、OCO-芳基、OCOHN-烷基或OCONH-芳基基团，其中n是1至4之间的数字，R7是氢原子或含有1至4个碳原子的烷基，R8和R9可以相同也可以不同，表示氢原子、烷基、芳基、酰基、芳基酰基或者可以一起形成一个含有补充杂原子的杂环，R6是氢或卤素原子、烷基、芳基烷基、芳基、羟基、烷氧基或NH2、NH-烷基、N(烷基)2、NHCO-烷基、NHCO-芳基或NO2基。这些化合物可用于治疗心律失常、组胺和咳嗽疾病。
• PESTELLINI, V.;GHELARDONI, M.;MAGGI, C. A.;RONCUCCI, G.;MELI, A.
  作者：PESTELLINI, V.、GHELARDONI, M.、MAGGI, C. A.、RONCUCCI, G.、MELI, A.

  DOI：——

  日期：——
• PESTELLINI, VITTORIO;GIOLITTI, ALESSANDRO;PASQUII, FRANCO;ABELLI, LUIGI;C+, EUR. J. MED. CHEM., 23,(1988) N 2, 203-206
  作者：PESTELLINI, VITTORIO、GIOLITTI, ALESSANDRO、PASQUII, FRANCO、ABELLI, LUIGI、C+

  DOI：——

  日期：——