(hydroxy-3 methoxy-5 benzofuryl-2)-carboxylate de methyle | 104796-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (hydroxy-3 methoxy-5 benzofuryl-2)-carboxylate de methyle
• 英文别名: methyl 3-hydroxy-5-methoxy-2-benzofurancarboxylate；methyl 3-hydroxy-5-methoxybenzofuran-2-carboxylate；3-hydroxy-5-methoxybenzofuran-2-carboxylic acid methyl ester；Methyl 3-hydroxy-5-methoxy-1-benzofuran-2-carboxylate
• CAS: 104796-33-0
• 化学式: C₁₁H₁₀O₅
• 分子量: 222.197
• InChiKey: BLAJAZMIQTVYAI-UHFFFAOYSA-N

物化性质

• 熔点：
  183 °C
• 沸点：
  327.9±37.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  68.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (hydroxy-3 methoxy-5 benzofuryl-2)-carboxylate de methyle 在 氢氧化钾 、 potassium tert-butylate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 10.0h， 生成 5-甲氧基-3-(1-甲基乙氧基)-2-苯并呋喃羧酸
  参考文献：
  名称：

  Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic activity of a series of novel benzothiophene-, benzofuran-, and naphthalenecarbox-amidotetrazoles are described. A number of the compounds inhibit the release of histamine from anti-IgE stimulated basophils obtained from allergic donors. Optimal inhibition is exhibited in benzothiophenes with a 3-alkoxy substituent in combination with a 5-methoxy, 6-methoxy, or a 5,6-dimethoxy group. Compounds 13c (CI-959) also inhibited respiratory burst of human neutrophils and the release of mediators from anti-IgE-stimulated human chopped lung.

  DOI：

  10.1021/jm00083a023
• 作为产物：
  描述：

  methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以87%的产率得到(hydroxy-3 methoxy-5 benzofuryl-2)-carboxylate de methyle
  参考文献：
  名称：

  牛乳菌素的全合成。

  摘要：

  报道了真菌天然产物suillusin的第一个全合成。合成的关键特征包括迈克尔-安息香的多催化级联反应，可在一个步骤中组装整个碳骨架，以及Rubottom-Swern氧化顺序，可产生核心骨架所需的二酮氧化态。溶菌素的这一10个步骤的合成将允许进一​​步评估真菌代谢产物的生物发生和生物学活性。

  DOI：

  10.1021/acs.orglett.8b03234

文献信息

• 3-thio or amino substituted-benzo[b]thiophene-2-carboxamides and
  申请人：Warner-Lambert Company

  公开号：US05350748A1

  公开（公告）日：1994-09-27

  3-Thio or amino substituted benzo[b]thiophene-2-carboxamides and 3-oxygen, thio, or amino substituted benzofuran-2-carboxamides are described as agents which inhibit leukocyte adherence to vascular endothelium and, as such, are effective therapeutic agents for treating inflammatory diseases. Certain of these compounds are novel and methods of manufacture are also described. The same benzo[b]thiophene and benzofuran-2-carboxamides also inhibit the activation of human immunodeficiency virus (HIV), latent in infected mammals.

  3-硫代或氨基取代的苯并[b]噻吩-2-羧酰胺和3-氧、硫或氨基取代的苯并呋喃-2-羧酰胺被描述为抑制白细胞粘附于血管内皮的药剂，并因此是治疗炎症性疾病的有效治疗药剂。其中某些化合物是新颖的，还描述了其制造方法。同样的苯并[b]噻吩和苯并呋喃-2-羧酰胺也抑制人类免疫缺陷病毒（HIV）在感染的哺乳动物中的潜伏活化。
• Synthesis and Cannabinoid Activity of a Variety of 2,3-Substituted 1-Benzo[b]thiophen Derivatives and 2,3-Substituted Benzofuran: Novel Agonists for the CB1 Receptor
  作者：Gerard P. Moloney、James A. Angus、Alan D. Robertson、Martin J. Stoermer、Michael Robinson、Lucy Lay、Christine E. Wright、Ken McRae、Arthur Christopoulos

  DOI：10.1071/ch07412

  日期：——

  have discovered a novel series of compounds, which contain a 1-benzo[b]thiophen or a benzofuran group as the central aromatic group. Our investigation of this series of compounds has enhanced our understanding of the importance of binding sites within the CB1 receptor for favourable CB1 potency. Our understanding of these factors allowed us to modify the structure of a 1-benzothiophen derivative and improve

  已经进行了探索性的化学努力，以开发一系列新的化合物作为选择性 CB1 激动剂。希望这种类型的化合物在中风或颅脑外伤后的疼痛控制和脑缺血方面具有临床应用价值。我们在此报告旨在研究几类 1-苯并[b]噻吩和苯并呋喃衍生物作为新型 CB1 激动剂的药物化学研究。我们发现了一系列新的化合物，其中包含一个 1-苯并[b]噻吩或苯并呋喃基团作为中心芳族基团。我们对这一系列化合物的研究增强了我们对 CB1 受体内结合位点对有利 CB1 效力的重要性的理解。
• [EN] TETRAZOL BENZOFURANCARBOXAMIDES WITH P13K AKTIVITY AS THERAPEUTIC AGENTS<br/>[FR] BENZOFURANCARBOXAMIDES DE TETRAZOLE ACTIFS PAR RAPPORT AUX P13K, UTILES COMME AGENTS THERAPEUTIQUES
  申请人：WARNER LAMBERT CO

  公开号：WO2004108709A1

  公开（公告）日：2004-12-16

  The present invention provides benzofurans of Formula (I): wherein R1, R2, R3, and L have any of the values defined therefor in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, cardiovascular diseases, and cancers. Also provided are pharmaceutical compositions comprising one or more compounds of Formula (I).

  本发明提供了如下式（I）的苯并呋喃化合物：其中R1、R2、R3和L具有规范中定义的任何值，以及其药用可接受的盐，这些化合物可用作治疗疾病和病症的药物，包括炎症性疾病、心血管疾病和癌症。还提供了包含一个或多个如下式（I）化合物的药物组合物。
• Benzothiophenes and benzofurans and antiallergic use thereof
  申请人：Warner-Lambert Company

  公开号：US04703053A1

  公开（公告）日：1987-10-27

  Novel benzothiophene and benzofuran derivatives having antiallergic activity are described as well as a method of manufacture, pharmaceutical compositions, and methods of use therefor. The disclosure describes the use of derivatives for prevention of the release of mediators including histamine and leukotrienes from basophils and mast cells, and prevent respiratory burst in neutrophils providing activity useful in cardiovascular disorders as well as in antiinflammatory, psoriasis, and antimigraine treatment.

  本发明涉及具有抗过敏活性的新型苯并噻吩和苯并呋喃衍生物，以及制备方法、药物组合物和使用方法。本发明描述了使用衍生物预防嗜碱性粒细胞和肥大细胞释放组织胺和白三烯等介质，并防止嗜中性粒细胞呼吸爆发，从而提供在心血管疾病、抗炎、银屑病和抗偏头痛治疗中有用的活性。
• 3-Substituted benzofurans as therapeutic agents
  申请人：Gogliotti Dean Rocco

  公开号：US20050020631A1

  公开（公告）日：2005-01-27

  The present invention provides benzofurans of Formula I: wherein R 1 , R 2 , R 3 , and L have any of the values defined therefor in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, cardiovascular diseases, and cancers. Also provided are pharmaceutical compositions comprising one or more compounds of Formula I.

  本发明提供了公式I的苯并呋喃：其中R1、R2、R3和L具有规范中定义的任何值，以及其药学上可接受的盐，可用作治疗疾病和病症的药物，包括炎症性疾病、心血管疾病和癌症。还提供了包含一个或多个公式I化合物的制药组合物。