5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-furan-2-carboxylic acid {3-[(2,2,2-trifluoro-acetylamino)-methyl]-cyclohexylmethyl}-amide | 263848-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-furan-2-carboxylic acid {3-[(2,2,2-trifluoro-acetylamino)-methyl]-cyclohexylmethyl}-amide
• 英文别名: N-[3-(Trifluoroacetylaminomethyl)cyclohexylmethyl]-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-ylmethyl)-2-furancarboxamide；5-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)methyl]-N-[[3-[[(2,2,2-trifluoroacetyl)amino]methyl]cyclohexyl]methyl]furan-2-carboxamide
• CAS: 263848-57-3
• 化学式: C₃₁H₄₁F₃N₂O₃
• 分子量: 546.673
• InChiKey: IVJALXBXDAWLCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  71.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-furan-2-carboxylic acid {3-[(2,2,2-trifluoro-acetylamino)-methyl]-cyclohexylmethyl}-amide 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-furan-2-carboxylic acid (3-aminomethyl-cyclohexylmethyl)-amide
  参考文献：
  名称：

  Characterization of mono- and diaminopyrimidine derivatives as novel, nonpeptide gonadotropin releasing hormone (GnRH) receptor antagonists

  摘要：

  A novel series of derivatives of mono- and diaminopyrimidines 1 potently displaced binding of a radiolabeled GnRH analogue to human and rat GnRH receptors. Analogues from these series competitively antagonized GnRH-stimulated increases in extracellular acidification in vitro and suppressed GnRH-mediated increases in circulating luteinizing hormone (LH) in castrated rats and testosterone in intact rats. These compounds or their analogues may be useful in treating sex hormone-dependent disease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00756-4
• 作为产物：
  描述：

  N-(3-Aminomethyl-cyclohexylmethyl)-2,2,2-trifluoro-acetamide 、 5-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]-2-furoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-furan-2-carboxylic acid {3-[(2,2,2-trifluoro-acetylamino)-methyl]-cyclohexylmethyl}-amide
  参考文献：
  名称：

  Characterization of mono- and diaminopyrimidine derivatives as novel, nonpeptide gonadotropin releasing hormone (GnRH) receptor antagonists

  摘要：

  A novel series of derivatives of mono- and diaminopyrimidines 1 potently displaced binding of a radiolabeled GnRH analogue to human and rat GnRH receptors. Analogues from these series competitively antagonized GnRH-stimulated increases in extracellular acidification in vitro and suppressed GnRH-mediated increases in circulating luteinizing hormone (LH) in castrated rats and testosterone in intact rats. These compounds or their analogues may be useful in treating sex hormone-dependent disease. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00756-4

文献信息

• Characterization of mono- and diaminopyrimidine derivatives as novel, nonpeptide gonadotropin releasing hormone (GnRH) receptor antagonists
  作者：David R Luthin、Yufeng Hong、Eileen Tompkins、Kenna L Anderes、Genevieve Paderes、Eugenia A Kraynov、Mary A Castro、Karen D Nared-Hood、Rosemary Castillo、Margaret Gregory、Haresh Vazir、John M May、Mark B Anderson

  DOI：10.1016/s0960-894x(02)00756-4

  日期：2002.12

  A novel series of derivatives of mono- and diaminopyrimidines 1 potently displaced binding of a radiolabeled GnRH analogue to human and rat GnRH receptors. Analogues from these series competitively antagonized GnRH-stimulated increases in extracellular acidification in vitro and suppressed GnRH-mediated increases in circulating luteinizing hormone (LH) in castrated rats and testosterone in intact rats. These compounds or their analogues may be useful in treating sex hormone-dependent disease. (C) 2002 Elsevier Science Ltd. All rights reserved.