2-(Biphenyl-4-ylcarbamoyl)-cyclopent-1-enecarboxylic acid

• 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: 2-(Biphenyl-4-ylcarbamoyl)-cyclopent-1-enecarboxylic acid
• 英文别名: 2-[(4-Phenylphenyl)carbamoyl]cyclopent-1-ene-1-carboxylic acid；2-[(4-phenylphenyl)carbamoyl]cyclopentene-1-carboxylic acid
• 化学式: C₁₉H₁₇NO₃
• 分子量: 307.349
• InChiKey: KKMNLDWJDASMGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-环戊烯-1,2-二羧酸酐 、 4-氨基联苯 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 2-(Biphenyl-4-ylcarbamoyl)-cyclopent-1-enecarboxylic acid
  参考文献：
  名称：

  Discovery of a novel series of DHODH inhibitors by a docking procedure and QSAR refinement

  摘要：

  A novel series of DHODH inhibitors was developed based on a lead which was obtained by a docking procedure and a medicinal chemistry exploration. The activity of the initial lead was improved by a QSAR method to yield low nanomolar inhibitors. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.021

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。
• [EN] NOVEL CALCIUM SALTS OF COMPOUND AS ANTI-INFLAMMATORY, IMMUNOMODULATORY AND ANTI-PROLIFERATORY AGENTS<br/>[FR] NOUVEAUX SELS DE CALCIUM DE COMPOSÉS EN TANT QU'AGENTS ANTI-INFLAMMATOIRES, IMMUNOMODULATEURS ET ANTIPROLIFÉRATIFS
  申请人：4SC AG

  公开号：WO2012001148A1

  公开（公告）日：2012-01-05

  The present invention relates to calcium salts of compounds of the general formula (I) wherein X is selected from the group consisting of CH2, S, or O; D is O or S; R8 is hydrogen or alkyl; E is an optionally substituted phenylene group; Y is a monocyclic or bicyclic substituted or unsubstituted 6-9 membered ring system which may contain one or more heteroatoms selected from N or S and which contains at least one aromatic ring; n is 0 or 1, and q is 0 or 1; with the proviso that compounds wherein X = CH2, q =0, Y- unsubstituted phenyl and E = unsubstituted phenylene are excluded; or a hydrate thereof.

  本发明涉及一般式（I）化合物的钙盐，其中X从CH2，S或O组成的群体中选择；D为O或S；R8为氢或烷基；E为可选取代的苯基基团；Y为单环或双环取代或未取代的6-9成员环系，其中可以含有一个或多个从N或S中选择的杂原子，并且至少含有一个芳香环；n为0或1，q为0或1，但其中X = CH2，q = 0，Y-未取代的苯基和E = 未取代的苯基苯基团的化合物被排除在外；或其水合物。
• Discovery of a novel series of DHODH inhibitors by a docking procedure and QSAR refinement
  作者：Johann Leban、Wael Saeb、Gabriel Garcia、Roland Baumgartner、Bernd Kramer

  DOI：10.1016/j.bmcl.2003.10.021

  日期：2004.1

  A novel series of DHODH inhibitors was developed based on a lead which was obtained by a docking procedure and a medicinal chemistry exploration. The activity of the initial lead was improved by a QSAR method to yield low nanomolar inhibitors. (C) 2003 Elsevier Ltd. All rights reserved.
• 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 SALTS AS ANTI-INFLAMMATORY, IMMUNOMODULATORY AND ANTI-PROLIFERATORY AGENTS
  申请人：4SC AG

  公开号：EP2588447A1

  公开（公告）日：2013-05-08