2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-2-en-1-ol | 199988-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-2-en-1-ol
• 英文别名: 2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)prop-2-en-1-ol
• CAS: 199988-65-3
• 化学式: C₁₇H₂₄O
• 分子量: 244.377
• InChiKey: BPUYMFNJZIKWJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-2-en-1-ol 在 DCE 、 diethylzinc 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 1-(5,5,8,8-Tetramethyl-6,7-dihydronaphthalen-2-yl)cyclopropane-1-carbaldehyde
  参考文献：
  名称：

  Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands

  摘要：

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10079-8
• 作为产物：
  描述：

  1,1,4,4-tetramethyl-6-(prop-1-en-2-yl)-1,2,3,4-tetrahydronaphthalene 在 叔丁基过氧化氢 、 selenium(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-2-en-1-ol
  参考文献：
  名称：

  Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands

  摘要：

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10079-8

文献信息

• Benzofuran-acrylic acid derivatives and their use as modulators of RXRs
  申请人：Centre International de Recherches Dermatologioues galderma

  公开号：US06030952A1

  公开（公告）日：2000-02-29

  The present invention provides novel heteroaryl compounds having the general formula (I): ##STR1## their pharmaceutical compositions to be used as human and veterinary medicine, particularly in the treatment of dermatological, rheumatic, respiratory, cardiovascular and ophthalmologic conditions, and their use in cosmetic compositions.

  本发明提供了具有一般式(I)的新型杂环烷基化合物：##STR1##它们的药物组合物可用作人类和兽医药物，特别用于治疗皮肤病、风湿病、呼吸系统疾病、心血管疾病和眼科疾病，并且它们在化妆品组合物中的应用。
• DERIVES D'ACIDES BENZOFURANNE-ACRYLIQUES ET LEUR UTILISATION COMME MODULATEURS DES RECEPTEURS RXRS OU RARS
  申请人：CENTRE INTERNATIONAL DE RECHERCHES DERMATOLOGIQUES GALDERMA, ( CIRD GALDERMA)

  公开号：EP0882033A1

  公开（公告）日：1998-12-09
• US6030952A
  申请人：——

  公开号：US6030952A

  公开（公告）日：2000-02-29
• [EN] BENZOFURAN-ACRYLIC ACID DERIVATIVES AND THEIR USE AS MODULATORS OF RXRS OR RARS RECEPTORS<br/>[FR] DERIVES D'ACIDES BENZOFURANNE-ACRYLIQUES ET LEUR UTILISATION COMME MODULATEURS DES RECEPTEURS RXRS OU RARS
  申请人：CENTRE INTERNATIONAL DE RECHERCHES DERMATOLOGIQUES GALDERMA (C.I.R.D. GALDERMA)

  公开号：WO1998024778A1

  公开（公告）日：1998-06-11

  (EN) The invention concerns novel heteroaryl compounds of general formula (I) and their use in pharmaceutical compositions to be used as human or veterinary medicine (in particular for treating dermatological, rheumatic, respiratory, cardiovascular and ophthalmologic complaints) or in cosmetic compositions.(FR) L'invention concerne de nouveaux composés hétéroaryles qui présentent comme formule générale (I), ainsi que l'utilisation de ces derniers dans des compositions pharmaceutiques destinées à un usage en médecine humaine ou vétérinaire (affections dermatologiques, rhumatismales, respiratoires, cardiovasculaires et ophtalmologiques notamment), ou bien encore dans des compositions cosmétiques.
• Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands
  作者：Luc J. Farmer、Lin Zhi、Susan Jeong、E. Adam Kallel、Glenn Croston、Karen S. Flatten、Rich A. Heyman、Alex M. Nadzan

  DOI：10.1016/s0960-894x(97)10079-8

  日期：1997.11

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.