6-(carboxymethoxy)benzothiophene-2-sulfonamide | 96803-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(carboxymethoxy)benzothiophene-2-sulfonamide
• 英文别名: 6-[(Carboxy)methoxy]-2-sulfamoylbenzo[b]thiophene；2-[(2-Sulfamoyl-1-benzothiophen-6-yl)oxy]acetic acid
• CAS: 96803-76-8
• 化学式: C₁₀H₉NO₅S₂
• 分子量: 287.317
• InChiKey: QVKQHWLCTCZPOP-UHFFFAOYSA-N

物化性质

• 熔点：
  205-208 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  578.3±58.0 °C(Predicted)
• 密度：
  1.622±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-甲氧基苯硫酚 在 sodium hydroxide 、 吡啶盐酸盐 、 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 18.5h， 生成 6-(carboxymethoxy)benzothiophene-2-sulfonamide
  参考文献：
  名称：

  Topically active carbonic anhydrase inhibitors. 2. Benzo[b]thiophenesulfonamide derivatives with ocular hypotensive activity

  摘要：

  Derivatives of benzo[b]thiophene-2-sulfonamide were prepared to investigate their potential utility as topically active inhibitors of ocular carbonic anhydrase. Such an agent would be useful in the treatment of glaucoma. Among the compounds described are 6-hydroxybenzo[b]thiophene-2-sulfonamide (16) and its acetate ester (23), which are among the most potent ocular hypotensive agents in this class, as assessed in the alpha-chymotrypsinized rabbit. These compounds were selected for clinical evaluation.

  DOI：

  10.1021/jm00132a009

文献信息

• Elevated intraocular pressure lowering benzo-[b]-thiophene-2-sulfonamide
  申请人：Merck & Co., Inc.

  公开号：US04668697A1

  公开（公告）日：1987-05-26

  Novel 2-sulfamoylbenzo[b]thiophenes and derivatives thereof are shown to be useful for the treatment of elevated intraocular pressure in compositions including ophthalmic drops and inserts.

  小说2-磺胺基苯并噻吩及其衍生物被证明在包括眼科滴剂和插入物的组合中用于治疗眼压升高是有效的。
• 2-Sulfamoylbenzo (b) thiophene derivatives, their preparation and pharmaceutical composition for the treatment of elevated intraocular pressure
  申请人：Merck & Co., Inc.

  公开号：EP0129478A2

  公开（公告）日：1984-12-27

  Novel 2-suifamoylbenzo [b]thiophenes and derivatives thereof are shown to be useful for the treatment of elevated intraocular pressure in compositions including ophthalmic drops and inserts.

  新型 2-suifamoylbenzo[b]噻吩及其衍生物可用于治疗眼压升高，其成分包括滴眼液和眼药水。
• SHEPARD, K. L.;GRAHAM, S. L.
  作者：SHEPARD, K. L.、GRAHAM, S. L.

  DOI：——

  日期：——
• GRAHAM, SAMUEL L.;SHEPARD, KENNETH L.;ANDERSON, PAUL S.;BALDWIN, JOHN J.;+, J. MED. CHEM., 32,(1989) N2, C. 2548-2554
  作者：GRAHAM, SAMUEL L.、SHEPARD, KENNETH L.、ANDERSON, PAUL S.、BALDWIN, JOHN J.、+

  DOI：——

  日期：——
• US4668697A
  申请人：——

  公开号：US4668697A

  公开（公告）日：1987-05-26