5-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)methyl]-N-(3-{[(trifluroacetyl)amino]methyl}benzyl)-2-furamide | 263848-67-5

• 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-2-naphthalenyl)methyl]-N-(3-{[(trifluroacetyl)amino]methyl}benzyl)-2-furamide
• 英文别名: 5-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)methyl]-N-[[3-[[(2,2,2-trifluoroacetyl)amino]methyl]phenyl]methyl]furan-2-carboxamide
• CAS: 263848-67-5
• 化学式: C₃₁H₃₅F₃N₂O₃
• 分子量: 540.626
• InChiKey: OAYBJWCVSBBUQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 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-2-naphthalenyl)methyl]-N-(3-{[(trifluroacetyl)amino]methyl}benzyl)-2-furamide 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 氯苯 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-{[4-(3-methoxy-propylamino)-pyrimidin-2-ylamino]-methyl}-benzylamide
  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：

  间苯二甲胺 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 5-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)methyl]-N-(3-{[(trifluroacetyl)amino]methyl}benzyl)-2-furamide
  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

• NON-PEPTIDE GnRH AGENTS, METHODS AND INTERMEDIATES FOR THEIR PREPARATION
  申请人：AGOURON PHARMACEUTICALS, INC.

  公开号：EP1105120B1

  公开（公告）日：2005-03-23
• EP1105120A4
  申请人：——

  公开号：EP1105120A4

  公开（公告）日：2001-12-19
• US7101878B1
  申请人：——

  公开号：US7101878B1

  公开（公告）日：2006-09-05
• [EN] NON-PEPTIDE GnRH AGENTS, METHODS AND INTERMEDIATES FOR THEIR PREPARATION<br/>[FR] AGENTS NON PEPTIDIQUES DE L'HORMONE DE LIBERATION DE LA GONADOTROPHINE ET INTERMEDIAIRES UTILES POUR LES PREPARER
  申请人：AGOURON PHARMA

  公开号：WO2000020358A2

  公开（公告）日：2000-04-13

  Non-peptide GnRH agents capable of inhibiting the effect of gonadotropin-releasing hormone are described. Such compounds and their pharmaceutically acceptable salts, multimers, prodrugs, and active metabolites are suitable for treating mammalian reproductive disorders and steroid hormone-dependent tumors as well as for regulating fertility, where suppression of gonadotropin release is indicated. Methods for synthesizing the compounds and intermediates useful in their preparation are also described.
• 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.