3-Methyl-5-nitro-benzofuran-2-carboxylic acid | 87977-34-2

• 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: 3-Methyl-5-nitro-benzofuran-2-carboxylic acid
• 英文别名: 3-methyl-5-nitro-1-benzofuran-2-carboxylic acid
• CAS: 87977-34-2
• 化学式: C10H7NO5
• 分子量: 221.17
• InChiKey: BFOGZBLYCKTATH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  96.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Methyl-5-nitro-benzofuran-2-carboxylic acid 、 重氮甲烷 生成 3-甲基-5-硝基苯并呋喃-2-甲酸甲酯
  参考文献：
  名称：

  SUZUKI, TSUNEO, BULL. CHEM. SOC. JAP., 1985, 58, N 10, 2821-2825

  摘要：

  DOI：
• 作为产物：
  描述：

  (2S,3R)-3-hydroxy-3-methyl-5-nitro-2H-1-benzofuran-2-carboxylic acid 、 乙酸酐 以29%的产率得到
  参考文献：
  名称：

  HORAGUCHI, TAKAAKI;MATSUDA, SHINICHI;TANEMURA, KIYOSHI;SUZUKI, TSUNCO, J. HETEROCYCL. CHEM., 24,(1987) N 4, 965-969

  摘要：

  DOI：

文献信息

• Benzoxazole sulfonamide anti-arrhythmic agents
  申请人：Pfizer Inc.

  公开号：US05158964A1

  公开（公告）日：1992-10-27

  A series of novel N-alkyl N-(alkanesulphonamidoheterocyclicmethyl)-4-alkanesulphonamidophenethylamin es have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzo-fused heterocyclic group derived from either benzofuran, benzothiophene, benzoxazole or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Preferred member compounds include N-methyl-N-(5 methanesulphonamidobenzofur-2-ylmethyl)-4-methanesulphonamidophenethylamin e and N-methyl-N-(6 methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine. Methods for preparing all these compounds from known starting materials are provided.

  一系列新型的N-烷基N-(烷基磺酰胺杂环甲基)-4-烷基磺酰胺苯乙胺已被制备，包括它们的药学上可接受的盐和各种关键的新型中间体。这些化合物中存在的杂环基团是从苯并呋喃、苯并噻吩、苯并噁唑或喹啉中派生出来的苯并杂环基团，并且通过可用的环碳原子与分子中毗邻的甲基基团连接，该环碳原子位于杂原子α位。这些特定的化合物在治疗中是有用的，因为它们是高效的抗心律失常药物，因此对于治疗各种心脏心律失常具有价值。首选的成员化合物包括N-甲基-N-(5-甲烷磺酰胺基苯并呋喃-2-基甲基)-4-甲烷磺酰胺苯乙胺和N-甲基-N-(6-甲烷磺酰胺基喹啉-2-基甲基)-4-甲烷磺酰胺苯乙胺。提供了从已知起始材料制备所有这些化合物的方法。
• Sulfonamide anti-arrhythmic agents
  申请人：Pfizer Inc.

  公开号：US04956382A1

  公开（公告）日：1990-09-11

  A series of novel N-alkyl-N-(alkanesulphonamidoheterocyclicmethyl)-4-alkanesulphonamidophene tyl mines have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzo-fused heterocyclic group derived from either benzofuran, benzothiophene, benzoxazole or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Preferred member compounds include N-methyl-N-(5-methanesulphonamidobenzofur-2-ylmethyl)-4-methanesulphonamid op henethylamine and N-methyl-N-(6-methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidop hen thylamine. Methods for preparing all these compounds from known starting materials are provided.

  一系列新型N-烷基-N-(烷基磺酰胺杂环甲基)-4-烷基磺酰胺苯基矿物已经制备出来，包括它们的药学可接受的盐和各种重要的新型中间体。这些化合物中的杂环基团是从苯并呋喃、苯并噻吩、苯并噁唑或喹啉中衍生出来的苯并杂环基团，并且通过分子中可用的环碳原子与异原子相邻的甲基基团相连。这些特定化合物在治疗中是非常有效的抗心律失常剂，因此对于治疗各种心脏心律失常具有价值。首选的成员化合物包括N-甲基-N-(5-甲烷磺酰胺基苯并呋喃-2-基甲基)-4-甲烷磺酰胺苯基乙胺和N-甲基-N-(6-甲烷磺酰胺基喹啉-2-基甲基)-4-甲烷磺酰胺苯基乙胺。提供了从已知起始材料制备所有这些化合物的方法。
• Quinolinyl sulfonamide anti-arrhythmic agents and use thereas
  申请人：Pfizer Inc.

  公开号：US05055473A1

  公开（公告）日：1991-10-08

  A series of novel N-alkyl-N-(alkanesulphonamidoheterocyclicmethyl) -4-alkanesulphonamidophenethylamines have been prepared, including their pharmaceutically acceptable salts and various key novel intermediates therefor. The heterocyclic moiety present in these compounds is a benzo-fused heterocyclic group derived from either benzofuran, benzothiophene, benzoxazole or quinoline, and it is attached to the adjacent methyl group of the molecule by means of the available ring carbon atom which is situated alpha to the hetero atom. These particular compounds are useful in therapy as highly effective anti-arrhythmic agents and therefore, are of value in the treatment of various cardiac arrhythmias. Preferred member compounds include N-methyl-N-(5-methanesulphonamidobenzofur-2-ylmethyl)-4 -methanesulphonamidophenethylamine and N-methyl-N-(6- methanesulphonamidoquinol-2-ylmethyl)-4-methane-sulphonamidophenethylamine . Methods for preparing all these compounds from known starting materials are provided.

  一系列新型N-烷基-N-(烷磺酰胺杂环甲基)-4-烷磺酰胺基苯乙胺已经制备出来，包括它们的药学上可接受的盐和各种关键的新型中间体。这些化合物中存在的杂环基团是从苯并呋喃、苯并噻吩、苯并噁唑或喹啉中派生出来的苯并杂环基团，并通过位于杂原子α位的可用环碳原子连接到分子的相邻甲基基团上。这些特定的化合物在治疗中是有用的，因为它们是高效的抗心律失常剂，因此对于治疗各种心脏心律失常具有价值。优选的成员化合物包括N-甲基-N-(5-甲烷磺酰胺基苯并呋喃-2-基甲基)-4-甲烷磺酰胺基苯乙胺和N-甲基-N-(6-甲烷磺酰胺基喹啉-2-基甲基)-4-甲烷磺酰胺基苯乙胺。提供了从已知起始材料制备所有这些化合物的方法。
• Antiarrythmic agents
  申请人：Pfizer Limited

  公开号：EP0281254A1

  公开（公告）日：1988-09-07

  Compounds of the formula:- and their salts, where R is -NHSO₂(C₁-C₄ alkyl), -NH₂ or -NO₂;     R¹ is C₁-C₄ alkyl; and "Het" is a group of the formula:- where R² is H, CH₃ or C₂H₅;     R³ is -NHSO₂(C₁-C₄ alkyl), -NH₂ or -NO₂; and X is O, S or NR⁴ where R⁴ is H or CH₃; with the proviso that when one of R and R³ is -NO₂, then the other is not -NH₂. The compounds of the formula (A) in which both R and R³ are -NHSO₂(C₁-C₄ alkyl) are antiarrhythmic agents. The reamining compounds of the formula (A) are synthetic intermediates.

  式中的化合物 及其盐类、 其中 R 是-NHSO₂(C₁-C₄烷基)、-NH₂或-NO₂； R¹ 是 C₁-C₄ 烷基； 和 "Het "是式中的基团：- 其中 R² 是 H、CH₃ 或 C₂H₅； R³ 是-NHSO₂（C₁-C₄ 烷基）、-NH₂ 或 -NO₂； X 是 O、S 或 NR⁴，其中 R⁴ 是 H 或 CH₃； 但当 R 和 R³ 中的一个是-NO₂时，另一个不是-NH₂。 其中 R 和 R³ 均为-NHSO₂(C₁-C₄烷基)的式 (A) 化合物是抗心律失常剂。式（A）的再胺化合物是合成中间体。
• SUZUKI, TSUNEO;HORAGUCHI, TAKAAKI;SHIMIZU, TAKAHACHI;ABE, TEISHIRO, BULL. CHEM. SOC. JAP., 1983, 56, N 9, 2762-2767
  作者：SUZUKI, TSUNEO、HORAGUCHI, TAKAAKI、SHIMIZU, TAKAHACHI、ABE, TEISHIRO

  DOI：——

  日期：——