3-(1-methylcyclohexylmethoxy)benzaldehyde | 1020066-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(1-methylcyclohexylmethoxy)benzaldehyde
• 英文别名: 3-(1-methyl-cyclohexylmethoxy)-benzaldehyde；3-[(1-methylcyclohexyl)methoxy]benzaldehyde
• CAS: 1020066-86-7
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: NJTIUGJNHSUFDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-噻唑烷二酮 、 3-(1-methylcyclohexylmethoxy)benzaldehyde 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以67%的产率得到5-[3-(1-methyl-cyclohexylmethoxy)-benzylidene]-thiazolidine-2,4-dione
  参考文献：
  名称：

  [EN] ANDROGEN RECEPTOT-ABLATIVE AGENTS
  [FR] AGENTS ABLATIFS DU RÉCEPTEUR ANDROGÈNE

  摘要：

  提供了噻唑烷二酮家族的化合物，并证明其是有效的雄激素受体消融剂，可用于治疗或预防癌症或癌前病变，包括前列腺癌的方法。还提供了通过向需要此类治疗的受试者施用治疗有效量的雄激素受体消融剂的方法，用于治疗或预防癌症的方法。

  公开号：

  WO2009105621A1
• 作为产物：
  描述：

  1-羟基甲基-1-甲基环己烷 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 3-(1-methylcyclohexylmethoxy)benzaldehyde
  参考文献：
  名称：

  [EN] ANDROGEN RECEPTOT-ABLATIVE AGENTS
  [FR] AGENTS ABLATIFS DU RÉCEPTEUR ANDROGÈNE

  摘要：

  提供了噻唑烷二酮家族的化合物，并证明其是有效的雄激素受体消融剂，可用于治疗或预防癌症或癌前病变，包括前列腺癌的方法。还提供了通过向需要此类治疗的受试者施用治疗有效量的雄激素受体消融剂的方法，用于治疗或预防癌症的方法。

  公开号：

  WO2009105621A1

文献信息

• ANDROGEN RECEPTOR-ABLATIVE AGENTS
  申请人：Chen Ching-Shih

  公开号：US20090291992A1

  公开（公告）日：2009-11-26

  Compounds of the thiazolidinedione family are provided and shown to be effective androgen receptor ablative agents that can be used in methods of treating or preventing cancer or precancer, including prostate cancer. Also provided are methods of treating or preventing cancer by administering a therapeutically effective amount of one of the androgen receptor ablative agents to a subject in need of such treatment.

  提供了噻唑烷二酮家族的化合物，并证明其是有效的雄激素受体抑制剂，可用于治疗或预防癌症或癌前状态，包括前列腺癌的方法。还提供了通过向需要此类治疗的受试者施用治疗剂量的雄激素受体抑制剂之一来治疗或预防癌症的方法。
• Androgen receptor-ablative agents
  申请人：The Ohio State University Research Foundation

  公开号：US07973062B2

  公开（公告）日：2011-07-05

  Compounds of the thiazolidinedione family are provided and shown to be effective androgen receptor ablative agents that can be used in methods of treating or preventing cancer or precancer, including prostate cancer. Also provided are methods of treating or preventing cancer by administering a therapeutically effective amount of one of the androgen receptor ablative agents to a subject in need of such treatment.

  提供了噻唑烷二酮家族的化合物，并显示其为有效的雄激素受体消融剂，可用于治疗或预防癌症或癌前病变，包括前列腺癌的方法。还提供了通过向需要此类治疗的受试者投予治疗有效量的雄激素受体消融剂来治疗或预防癌症的方法。
• Pharmacological Exploitation of the Peroxisome Proliferator-Activated Receptor γ Agonist Ciglitazone To Develop a Novel Class of Androgen Receptor-Ablative Agents
  作者：Jian Yang、Shuo Wei、Da-Sheng Wang、Yu-Chieh Wang、Samuel K. Kulp、Ching-Shih Chen

  DOI：10.1021/jm701212m

  日期：2008.4.1

  On the basis of our finding that the peroxisome proliferator-activated receptor gamma (PPAR gamma) agonist ciglitazone at high doses was able to mediate PPAR gamma-independent transcriptional repression of androgen receptor (AR) in a tumor cell-specific manner, we used Delta 2CG, a PPAR gamma-inactive analogue of ciglitazone, to conduct lead optimization to develop a novel class of AR-ablative agents. Structure-activity analysis indicates a high degree of flexibility in realigning Delta 2CG's structural moieties without compromising potency in AR repression, as evidenced by the higher AR-ablative activity of the permuted isomer 9 [(Z)-5-(4-hydroxybenzylidene)3-(1-methylcyclohexylmethyl)thiazolidine-2,4-dione]. Further modificiations of 9 gave rise to 12 [(Z)-5-(4-hydroxy-3-trifluoromethylbenzylidene)-3-(1-methylcyclohexylmethyl)thiazolidine-2,4-dione], which completely inhibited AR expression in LNCaP cells at low micromolar concentrations. This AR down-regulation led to growth inhibition in LNCaP cells through apoptosis induction. Moreover, the role of AR repression in the antiproliferative effect of compound 12 was validated by the differential inhibition of cell viability between androgen-responsive and androgen-nonresponsive cells.
• US7973062B2
  申请人：——

  公开号：US7973062B2

  公开（公告）日：2011-07-05
• [EN] ANDROGEN RECEPTOT-ABLATIVE AGENTS<br/>[FR] AGENTS ABLATIFS DU RÉCEPTEUR ANDROGÈNE
  申请人：UNIV OHIO STATE RES FOUND

  公开号：WO2009105621A1

  公开（公告）日：2009-08-27

  Compounds of the thiazolidinedione family are provided and shown to be effective androgen receptor ablative agents that can be used in methods of treating or preventing cancer or precancer, including prostate cancer. Also provided are methods of treating or preventing cancer by administering a therapeutically effective amount of one of the androgen receptor ablative agents to a subject in need of such treatment.

  提供了噻唑烷二酮家族的化合物，并证明其是有效的雄激素受体消融剂，可用于治疗或预防癌症或癌前病变，包括前列腺癌的方法。还提供了通过向需要此类治疗的受试者施用治疗有效量的雄激素受体消融剂的方法，用于治疗或预防癌症的方法。