1-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-phenyl-cyclohexanecarboxylic acid methyl ester | 868140-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-phenyl-cyclohexanecarboxylic acid methyl ester
• CAS: 868140-54-9
• 化学式: C₂₉H₂₉NO₄
• 分子量: 455.554
• InChiKey: PFPJNUIWOVMPFW-BXDARHBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-phenyl-cyclohexanecarboxylic acid methyl ester 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以98%的产率得到1-Amino-4-phenyl-cyclohexanecarboxylic acid methyl ester
  参考文献：
  名称：

  Discovery of 1-amino-4-phenylcyclohexane-1-carboxylic acid and its influence on agonist selectivity between human melanocortin-4 and -1 receptors in linear pentapeptides

  摘要：

  Linear pentapeptides (Penta-cis-Apc-DPhe-Arg-Trp-Gly-NH2) containing 1-amino-4-phenylcyclohexane-1-carboxylic acid (cis-Apc) and substituted Apc are potent hMC4R agonists and they are inactive or weakly active in hMC1R, hMC3R, and hMC5R agonist assays. This study, together with our earlier report on 5-BrAtc, demonstrated the importance of replacing His6 with phenyl-containing rigid templates in achieving good hMC4R agonist potency and selectivity against hMC1R in linear pentapeptides.

  DOI：

  10.1016/j.bmcl.2005.08.012
• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 以 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 0.5h， 生成 1-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-phenyl-cyclohexanecarboxylic acid methyl ester
  参考文献：
  名称：

  Discovery of 1-amino-4-phenylcyclohexane-1-carboxylic acid and its influence on agonist selectivity between human melanocortin-4 and -1 receptors in linear pentapeptides

  摘要：

  Linear pentapeptides (Penta-cis-Apc-DPhe-Arg-Trp-Gly-NH2) containing 1-amino-4-phenylcyclohexane-1-carboxylic acid (cis-Apc) and substituted Apc are potent hMC4R agonists and they are inactive or weakly active in hMC1R, hMC3R, and hMC5R agonist assays. This study, together with our earlier report on 5-BrAtc, demonstrated the importance of replacing His6 with phenyl-containing rigid templates in achieving good hMC4R agonist potency and selectivity against hMC1R in linear pentapeptides.

  DOI：

  10.1016/j.bmcl.2005.08.012

文献信息

• Discovery of 1-amino-4-phenylcyclohexane-1-carboxylic acid and its influence on agonist selectivity between human melanocortin-4 and -1 receptors in linear pentapeptides
  作者：Xin-Jie Chu、David Bartkovitz、Waleed Danho、Joseph Swistok、Adrian Wai-Hing Cheung、Grazyna Kurylko、Karen Rowan、Mitch Yeon、Lucia Franco、Lida Qi、Li Chen、Keith Yagaloff

  DOI：10.1016/j.bmcl.2005.08.012

  日期：2005.11

  Linear pentapeptides (Penta-cis-Apc-DPhe-Arg-Trp-Gly-NH2) containing 1-amino-4-phenylcyclohexane-1-carboxylic acid (cis-Apc) and substituted Apc are potent hMC4R agonists and they are inactive or weakly active in hMC1R, hMC3R, and hMC5R agonist assays. This study, together with our earlier report on 5-BrAtc, demonstrated the importance of replacing His6 with phenyl-containing rigid templates in achieving good hMC4R agonist potency and selectivity against hMC1R in linear pentapeptides.