5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylic acid | 122024-66-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylic acid
• 英文别名: 5,6-dimethoxy-3-phenoxy-benzo[b]thiophene-2-carboxylic acid；5,6-Dimethoxy-3-phenoxy-1-benzothiophene-2-carboxylic acid
• CAS: 122024-66-2
• 化学式: C₁₇H₁₄O₅S
• 分子量: 330.361
• InChiKey: RJXUGUBKNZNIJV-UHFFFAOYSA-N

物化性质

• 熔点：
  208 °C (decomp)(Solv: ethanol (64-17-5))
• 沸点：
  491.9±45.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylic acid 生成 5,6-Dimethoxy-3-phenoxy-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide
  参考文献：
  名称：

  CONNOR, DAVID T.;MULLICAN, MICHAEL D.;SORENSON, RODERICK J.;THUESON, DAVI+

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium phenolate 在 sodium hydroxide 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylic acid
  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

文献信息

• Novel benzothiophenes having antiallergic activity and both novel and other selected benzothiophenes having activity for treating acute respiratory distress syndrome
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0299457A2

  公开（公告）日：1989-01-18

  Novel benzothiophenes having antiallergic activity and both novel and other selected benzo­thiophenes having activity for treating acute respiratory distress syndrome. The benzothiophenes of the present invention are particularly 2-tetrazolyl­carboxamides of the benzothiophenes.

  具有抗过敏活性的新型苯并噻吩，以及具有治疗急性呼吸窘迫综合征活性的新型苯并噻吩和其他精选苯并噻吩。本发明的苯并噻吩尤其是苯并噻吩的 2-四唑甲酰胺。
• CONNOR, DAVID T.;MULLICAN, MICHAEL D.;SORENSON, RODERICK J.;THUESON, DAVI+
  作者：CONNOR, DAVID T.、MULLICAN, MICHAEL D.、SORENSON, RODERICK J.、THUESON, DAVI+

  DOI：——

  日期：——
• US4910317A
  申请人：——

  公开号：US4910317A

  公开（公告）日：1990-03-20
• US4931459A
  申请人：——

  公开号：US4931459A

  公开（公告）日：1990-06-05
• Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents
  作者：David T. Connor、Wiaczeslaw A. Cetenko、Michael D. Mullican、Roderick J. Sorenson、Paul C. Unangst、Robert J. Weikert、Richard L. Adolphson、John A. Kennedy、David O. Thueson

  DOI：10.1021/jm00083a023

  日期：1992.3

  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.