N-(2-fluoro-3-methoxyphenyl)-N'-(2,6-difluorobenzyl)urea | 496929-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-fluoro-3-methoxyphenyl)-N'-(2,6-difluorobenzyl)urea
• 英文别名: 1-[(2,6-difluorophenyl)methyl]-3-(2-fluoro-3-methoxyphenyl)urea
• CAS: 496929-86-3
• 化学式: C₁₅H₁₃F₃N₂O₂
• 分子量: 310.276
• InChiKey: RRGBQIXYGXFRSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-fluoro-3-methoxyphenyl)-N'-(2,6-difluorobenzyl)urea 在 偶氮二甲酸二叔丁酯 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 [2-[3-(2,6-Difluoro-benzyl)-5-(2-fluoro-3-methoxy-phenyl)-2,4,6-trioxo-[1,3,5]triazinan-1-yl]-1-(2-fluoro-phenyl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Structure–activity relationships of 1,3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists

  摘要：

  SAR studies of 1, 3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists resulted in potent compounds. The best compound from the series had a binding affinity of 2 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.038
• 作为产物：
  描述：

  2-氟-3-甲氧基苯基异氰酸酯 、 2,6-二氟苄胺 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-(2-fluoro-3-methoxyphenyl)-N'-(2,6-difluorobenzyl)urea
  参考文献：
  名称：

  Structure–activity relationships of 1,3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists

  摘要：

  SAR studies of 1, 3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists resulted in potent compounds. The best compound from the series had a binding affinity of 2 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.038

文献信息

• Gonadotropin-releasing hormone receptor antagonists and methods relating thereto
  申请人：Neurocrine Biosciences, Inc.

  公开号：US20030130282A1

  公开（公告）日：2003-07-10

  GnRH receptor antagonists are disclosed which 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: 1 wherein R 1 , R 2 , R 3a , R 3b , R 4 , R 5 , and n 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.

  本发明揭示了具有治疗男性和女性的各种性激素相关疾病的效用的GnRH受体拮抗剂。本发明的化合物具有以下结构：其中R1、R2、R3a、R3b、R4、R5和n如本文所定义，包括立体异构体、前药和其药物学上可接受的盐。还揭示了含有本发明化合物的组合物与药物学可接受载体的组成物，以及与此相关的方法，用于在需要拮抗促性腺激素释放激素的受试者中使用。
• 1,3,5-TRIAZINE-2,4,6-TRIONES, PREPARATION AND USE AS GONADOTROPIN-RELEASING HORMONE RECEPTOR ANTAGONISTS
  申请人：Neurocrine Biosciences, Inc.

  公开号：EP1412338A1

  公开（公告）日：2004-04-28
• US6677340B2
  申请人：——

  公开号：US6677340B2

  公开（公告）日：2004-01-13
• [EN] 1,3,5-TRIAZINE-2,4,6-TRIONES, PREPARATION AND USE AS GONADOTROPIN-RELEASING HORMONE RECEPTOR ANTAGONISTS<br/>[FR] 1,3,5-TRIAZINE-2,4,6-TRIONES, PREPARATION ET UTILISATION DE CES DERNIERS EN TANT QU'ANTAGONISTES DU RECEPTEUR DE LA GONADOLIBERINE
  申请人：NEUROCRINE BIOSCIENCES INC

  公开号：WO2003011839A1

  公开（公告）日：2003-02-13

  GnRH receptor antagonists of formula I are disclosed which have utility in the treatment of a variety of sex-hormone related conditions in both men and women. 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.
• Structure–activity relationships of 1,3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists
  作者：Zhiqiang Guo、Dongpei Wu、Yun-Fei Zhu、Fabio C. Tucci、Collin F. Regan、Martin W. Rowbottom、R. Scott Struthers、Qiu Xie、Shelby Reijmers、Susan K. Sullivan、Yang Sai、Chen Chen

  DOI：10.1016/j.bmcl.2005.05.038

  日期：2005.8

  SAR studies of 1, 3,5-triazine-2,4,6-triones as human gonadotropin-releasing hormone receptor antagonists resulted in potent compounds. The best compound from the series had a binding affinity of 2 nM. (c) 2005 Elsevier Ltd. All rights reserved.