3-[2(R)-tert-butoxycarbonylamino-2-phenylethyl]-5-(3-hydroxyphenyl)-1-[2-fluoro-6-trifluoromethylbenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione | 1062642-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-[2(R)-tert-butoxycarbonylamino-2-phenylethyl]-5-(3-hydroxyphenyl)-1-[2-fluoro-6-trifluoromethylbenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione
• 英文别名: tert-butyl N-[(1R)-2-[3-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-5-(3-hydroxyphenyl)-4-methyl-2,6-dioxopyrimidin-1-yl]-1-phenylethyl]carbamate
• CAS: 1062642-66-3
• 化学式: C₃₂H₃₁F₄N₃O₅
• 分子量: 613.609
• InChiKey: SSONCOXATSJZGF-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  99.2
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-[2(R)-tert-butoxycarbonylamino-2-phenylethyl]-5-(3-hydroxyphenyl)-1-[2-fluoro-6-trifluoromethylbenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione 、 6-溴己酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Zwitterionic uracil derivatives as potent GnRH receptor antagonists with improved pharmaceutical properties

  摘要：

  A novel series of potent zwitterionic uracil GnRH antagonists were discovered that showed reduced liability for CYP3A4 enzyme inhibition. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.059
• 作为产物：
  描述：

  、 二碳酸二叔丁酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-[2(R)-tert-butoxycarbonylamino-2-phenylethyl]-5-(3-hydroxyphenyl)-1-[2-fluoro-6-trifluoromethylbenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Zwitterionic uracil derivatives as potent GnRH receptor antagonists with improved pharmaceutical properties

  摘要：

  A novel series of potent zwitterionic uracil GnRH antagonists were discovered that showed reduced liability for CYP3A4 enzyme inhibition. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.059

文献信息

• Gonadotropin-releasing hormone receptor antagonists and methods relating thereto
  申请人：Zhu Yun-Fei

  公开号：US20050043338A1

  公开（公告）日：2005-02-24

  GnRH receptor antagonists are disclosed that have utility in the treatment of a variety of sex-hormone related conditions in both men and women. The compounds of this invention have the structure: wherein R 1a , R 1b , R 2a , R 2b , R 3 , R 4 , R 5 , R 6 , R 7 and X are as defined herein, including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for antagonizing gonadotropin-releasing hormone in a subject in need thereof.

  本发明披露了GnRH受体拮抗剂，可用于治疗男性和女性的各种性激素相关疾病。本发明的化合物具有以下结构：其中R1a、R1b、R2a、R2b、R3、R4、R5、R6、R7和X的定义如本文所述，包括立体异构体、前药和其药学上可接受的盐。还披露了含有本发明化合物的组合物与药学上可接受的载体，以及与其相关的方法，用于对需要拮抗促性腺激素释放激素的受体的患者进行治疗。
• PYRIMIDINE-2,4-DIONE DERIVATIVES AS GONADOTROPIN-RELEASING HORMONE RECEPTOR ANTAGONISTS
  申请人：NEUROCRINE BIOSCIENCES, INC.

  公开号：EP1660091B1

  公开（公告）日：2009-04-15
• US7071200B2
  申请人：——

  公开号：US7071200B2

  公开（公告）日：2006-07-04
• US7329669B2
  申请人：——

  公开号：US7329669B2

  公开（公告）日：2008-02-12
• Zwitterionic uracil derivatives as potent GnRH receptor antagonists with improved pharmaceutical properties
  作者：Colin F. Regan、Zhiqiang Guo、Yongsheng Chen、Charles Q. Huang、Mi Chen、Wanlong Jiang、Jaimie K. Rueter、Timothy Coon、Chen Chen、John Saunders、Michael S. Brown、Steve F. Betz、R. Scott Struthers、Chun Yang、Jenny Wen、Ajay Madan、Yun-Fei Zhu

  DOI：10.1016/j.bmcl.2008.07.059

  日期：2008.8

  A novel series of potent zwitterionic uracil GnRH antagonists were discovered that showed reduced liability for CYP3A4 enzyme inhibition. (c) 2008 Elsevier Ltd. All rights reserved.