1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-cyclopropaneacetaldehyde | 252556-08-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-cyclopropaneacetaldehyde
• 英文别名: 2-[1-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)cyclopropyl]acetaldehyde
• CAS: 252556-08-4
• 化学式: C₁₉H₂₆O
• 分子量: 270.415
• InChiKey: SEZTXFUULQKFII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-cyclopropaneacetaldehyde 在 N,N-二甲基丙烯基脲 、 氢氧化钾 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (2E,4E)-3-Methyl-6-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-cyclopropyl]-hexa-2,4-dienoic acid
  参考文献：
  名称：

  Retinoic acid receptor ligands based on the 6-cyclopropyl-2,4-hexadienoic acid

  摘要：

  A series of novel cyclopropanyl methyl hexadienoic acid retinoids was designed and prepared. These compounds exhibited either selective activity as RXR agonists or pan-agonists on one or more of each of the RAR and RXR isoforms. The most potent pan-agonist 5a (RAR's EC50 = 17-59 nM; RXR's EC50 6-14 nM) showed good antiproliferative properties in the in vitro cancer cell lines, ME 180 and RPMI 8226. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00924-1
• 作为产物：
  描述：

  (5,5,8,8-四甲基-5,6,7,8-四氢萘-2-基)硼酸 在 四(三苯基膦)钯 、 diethylzinc 、 sodium carbonate 、 pyridinium chlorochromate 作用下， 以 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 生成 1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-cyclopropaneacetaldehyde
  参考文献：
  名称：

  Retinoic acid receptor ligands based on the 6-cyclopropyl-2,4-hexadienoic acid

  摘要：

  A series of novel cyclopropanyl methyl hexadienoic acid retinoids was designed and prepared. These compounds exhibited either selective activity as RXR agonists or pan-agonists on one or more of each of the RAR and RXR isoforms. The most potent pan-agonist 5a (RAR's EC50 = 17-59 nM; RXR's EC50 6-14 nM) showed good antiproliferative properties in the in vitro cancer cell lines, ME 180 and RPMI 8226. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00924-1

文献信息

• Retinoids, methods for their production and use
  申请人：——

  公开号：US06005007A1

  公开（公告）日：1999-12-21

  Dienoic retinoids having activity for retinoid X receptors or are panagonists on retinoic acid receptors and retinoid X receptors are provided. Also provided are pharmaceutical compositions incorporating such compounds and methods for their therapeutic use.

  提供了具有对视黄酸X受体活性或是对视黄酸受体和视黄酸X受体都具有全激动作用的二烯酸类视黄醇。同时还提供了包含这些化合物的制药组合物和它们的治疗用途的方法。
• US6005007A
  申请人：——

  公开号：US6005007A

  公开（公告）日：1999-12-21
• [EN] NOVEL RETINOIDS, METHODS FOR THEIR PRODUCTION AND USE<br/>[FR] NOUVEAUX RETINOIDES ET TECHNIQUES DE LEUR PRODUCTION ET UTILISATION
  申请人：LIGAND PHARM INC

  公开号：WO2000026173A1

  公开（公告）日：2000-05-11

  Dienoic retinoids having activity for retinoid X receptors or being panagonists on retinoic acid receptors and retinoid X receptors are provided. Also provided are pharmaceutical compositions incorporating such compounds and methods for their therapeutic use.