甲基4-氰基-2,5-二氢-3-呋喃羧酸酯 | 57595-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: 甲基4-氰基-2,5-二氢-3-呋喃羧酸酯
• 英文名称: 3-Carbomethoxy-4-cyano-2,5-dihydrofuran
• 英文别名: 4-cyano-2,5-dihydro-furan-3-carboxylic acid methyl ester；4-cyano-2,5-dihydro furane 3-carboxylic acid methyl ester；Methyl 4-cyano-2,5-dihydro-3-furancarboxylate；methyl 4-cyano-2,5-dihydrofuran-3-carboxylate
• CAS: 57595-24-1
• 化学式: C₇H₇NO₃
• 分子量: 153.137
• InChiKey: OIRPAPQLLAVIEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基4-氰基-2,5-二氢-3-呋喃羧酸酯 以 乙酸乙酯 为溶剂， 生成 2,5-二氢呋喃-3,4-二羧酸
  参考文献：
  名称：

  Novel compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents

  摘要：

  本发明涉及可用作抗炎、免疫调节和抗增殖剂的新化合物。具体而言，该发明涉及抑制二氢乳酸脱氢酶（DHODH）的新化合物，以及制造它们的方法、含有它们的药物组合物，以及它们用于治疗和预防疾病的用途，特别是在需要抑制二氢乳酸脱氢酶（DHODH）的疾病中的用途。

  公开号：

  US20030203951A1
• 作为产物：
  描述：

  4-氧代四氢呋喃-3-羧酸甲酯 在 硫酸 作用下， 以 乙醚 、 水 为溶剂， 反应 18.0h， 生成 甲基4-氰基-2,5-二氢-3-呋喃羧酸酯
  参考文献：
  名称：

  SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors

  摘要：

  Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Also, the hydrophobic biphenyl side chain was replaced with benzyloxy phenyl groups. Activities on human, rat, and mouse enzymes indicate a species specificity of these inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.053

文献信息

• Novel compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents
  申请人：4SC AG

  公开号：US20030203951A1

  公开（公告）日：2003-10-30

  The present invention relates to novel compounds that can be used as antiinflammatory, immunomodulatory and antiproliferatory agents. In particular the invention refers to new compounds which inhibit dihydroorotate dehydrogenase (DHODH), a process for their manufacture, pharmaceutical compositions containing them and to their use for the treatment and prevention of diseases, in particular their use in diseases where there is an advantage in inhibiting dihydroorotate dehydrogenase (DHODH).

  本发明涉及可用作抗炎、免疫调节和抗增殖剂的新化合物。具体而言，该发明涉及抑制二氢乳酸脱氢酶（DHODH）的新化合物，以及制造它们的方法、含有它们的药物组合物，以及它们用于治疗和预防疾病的用途，特别是在需要抑制二氢乳酸脱氢酶（DHODH）的疾病中的用途。
• Compounds as anti-inflammatory, immunomodulatory and anti-proliferatory agents
  申请人：4SC AG

  公开号：US07176241B2

  公开（公告）日：2007-02-13

  The present invention relates to novel compounds that can be used as antiinflammatory, immunomodulatory and antiproliferatory agents. In particular the invention refers to new compounds which inhibit dihydroorotate dehydrogenase (DHODH), a process for their manufacture, pharmaceutical compositions containing them and to their use for the treatment and prevention of diseases, in particular their use in diseases where there is an advantage in inhibiting dihydroorotate dehydrogenase (DHODH).

  本发明涉及新型化合物，可用作抗炎、免疫调节和抗增殖剂。具体地，本发明涉及新型化合物，其抑制二氢乳酸脱氢酶（DHODH）的过程，其制造方法，包含它们的制药组合物以及它们用于治疗和预防疾病的用途，特别是在抑制二氢乳酸脱氢酶（DHODH）具有优势的疾病中使用的用途。
• SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors
  作者：Johann Leban、Martin Kralik、Jan Mies、Michael Gassen、Karin Tentschert、Roland Baumgartner

  DOI：10.1016/j.bmcl.2005.07.053

  日期：2005.11

  Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Also, the hydrophobic biphenyl side chain was replaced with benzyloxy phenyl groups. Activities on human, rat, and mouse enzymes indicate a species specificity of these inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.