4-(Biphenyl-4-ylcarbamoyl)-2,5-dihydro-thiophene-3-carboxylic acid | 867287-84-1

• 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: 4-(Biphenyl-4-ylcarbamoyl)-2,5-dihydro-thiophene-3-carboxylic acid
• 英文别名: 4-[(4-phenylphenyl)carbamoyl]-2,5-dihydrothiophene-3-carboxylic acid
• CAS: 867287-84-1
• 化学式: C₁₈H₁₅NO₃S
• 分子量: 325.388
• InChiKey: OSHPEKARXXEJSE-UHFFFAOYSA-N

物化性质

• 沸点：
  604.7±55.0 °C(Predicted)
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(Biphenyl-4-ylcarbamoyl)-2,5-dihydro-thiophene-3-carboxylic acid 生成 4-(Biphenyl-4-ylcarbamoyl)-1,1-dioxo-2,5-dihydro-1H-1lambda*6*-thiophene-3-carboxylic acid
  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
• 作为产物：
  描述：

  4-氧四氢噻酚-3-羧酸甲酯 在 盐酸 、 乙酸酐 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 32.0h， 生成 4-(Biphenyl-4-ylcarbamoyl)-2,5-dihydro-thiophene-3-carboxylic acid
  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。
• NOVEL COMPOUNDS AS ANTI-INFLAMMATORY, IMMUNOMODULATORY AND ANTI-PROLIFERATORY AGENTS
  申请人：4SC AG

  公开号：EP1392642A2

  公开（公告）日：2004-03-03
• NOVEL METHODS FOR TREATING NEURODEGENERATIVE DISEASES
  申请人：GENZYME CORPORATION

  公开号：US20160287549A1

  公开（公告）日：2016-10-06

  The invention relates to dihydroorate dehydrogenase (DHODH) inhibitors useful for the treatment of neurodegenerative diseases, such as amyotrophic lateral sclerosis.
• US7176241B2
  申请人：——

  公开号：US7176241B2

  公开（公告）日：2007-02-13
• US7423057B2
  申请人：——

  公开号：US7423057B2

  公开（公告）日：2008-09-09