3-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-2H-chromene-7-carboxylic acid | 183152-91-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-2H-chromene-7-carboxylic acid
• 英文别名: 3-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)-2H-chromene-7-carboxylic acid
• CAS: 183152-91-2
• 化学式: C₂₄H₂₆O₃
• 分子量: 362.469
• InChiKey: NOHAYALABUMJRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-2H-chromene-7-carboxylic acid 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 3-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-chroman-7-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological activities of new heterocyclic aromatic retinoids

  摘要：

  A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl-naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RAR beta binding profile. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00405-8
• 作为产物：
  描述：

  3-羟基-4-(羟基甲基)-苯甲酸甲酯 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 生成 3-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-2H-chromene-7-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological activities of new heterocyclic aromatic retinoids

  摘要：

  A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl-naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RAR beta binding profile. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00405-8

文献信息

• US5849798A
  申请人：——

  公开号：US5849798A

  公开（公告）日：1998-12-15
• Synthesis and biological activities of new heterocyclic aromatic retinoids
  作者：P. Diaz、S. Michel、L. Stella、B. Charpentier

  DOI：10.1016/s0960-894x(97)00405-8

  日期：1997.9

  A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl-naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RAR beta binding profile. (C) 1997 Elsevier Science Ltd.