2-(2,6-difluorobenzyl)-6-phenyl-1,2,4-triazine-3,5-(2H)-dione | 496913-05-4

• 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: 2-(2,6-difluorobenzyl)-6-phenyl-1,2,4-triazine-3,5-(2H)-dione
• 英文别名: 2-[(2,6-difluorophenyl)methyl]-6-phenyl-1,2,4-triazine-3,5-dione
• CAS: 496913-05-4
• 化学式: C₁₆H₁₁F₂N₃O₂
• 分子量: 315.279
• InChiKey: ZZESIKLBQLKANW-UHFFFAOYSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,6-difluorobenzyl)-6-phenyl-1,2,4-triazine-3,5-(2H)-dione 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.5h， 生成 4-[(2R)-2-amino-2-phenylethyl]-2-[(2,6-difluorophenyl)methyl]-6-phenyl-1,2,4-triazine-3,5-dione
  参考文献：
  名称：

  Synthesis of aryl-1,2,4-triazine-3,5-diones as antagonists of the gonadotropin-releasing hormone receptor

  摘要：

  Several efficient synthetic routes for 2-, 4-, and 6-aryl-1,2,4-triazine-3,5-diones were developed. Derivatives were synthesized and studied as gonadotropin-releasing hormone antagonists in an effort to understand structure-activity relationships of the monocyclic compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.057
• 作为产物：
  描述：

  Phenylglyoxylsaeure-semicarbazon 在 N,O-双三甲硅基乙酰胺 、 sodium ethanolate 作用下， 以 乙二醇 、 乙腈 为溶剂， 反应 33.0h， 生成 2-(2,6-difluorobenzyl)-6-phenyl-1,2,4-triazine-3,5-(2H)-dione
  参考文献：
  名称：

  Synthesis of aryl-1,2,4-triazine-3,5-diones as antagonists of the gonadotropin-releasing hormone receptor

  摘要：

  Several efficient synthetic routes for 2-, 4-, and 6-aryl-1,2,4-triazine-3,5-diones were developed. Derivatives were synthesized and studied as gonadotropin-releasing hormone antagonists in an effort to understand structure-activity relationships of the monocyclic compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.057

文献信息

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

  公开号：US20030114455A1

  公开（公告）日：2003-06-19

  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.

  本发明披露了GnRH受体拮抗剂，其在治疗男性和女性的各种性激素相关疾病方面具有用途。本发明的化合物具有以下结构：其中R1、R2、R3a、R3b、R4、R5和n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。此外，本发明还披露了含有本发明化合物与药学上可接受的载体结合的组合物，以及与拮抗性促性腺激素释放激素有关的使用方法，用于需要这种方法的受体。
• 1,2,4-TRIAZIN-3,5-DIONES AS GONADOTROPIN-RELEASING HORMONE RECEPTOR (GNRH) ANTAGONISTS
  申请人：Neurocrine Biosciences, Inc.

  公开号：EP1414808A1

  公开（公告）日：2004-05-06
• US6673796B2
  申请人：——

  公开号：US6673796B2

  公开（公告）日：2004-01-06
• US6951858B2
  申请人：——

  公开号：US6951858B2

  公开（公告）日：2005-10-04
• [EN] 1,2,4-TRIAZIN-3,5-DIONES AS GONADOTROPIN-RELEASING HORMONE RECEPTOR (GNRH) ANTAGONISTS<br/>[FR] 1,2,4-TRIAZIN-3,5-DIONES COMME ANTAGONISTES DU RECEPTEUR DE L'HORMONE DE LIBERATION DES GONADOTROPHINES (GNRH)
  申请人：NEUROCRINE BIOSCIENCES INC

  公开号：WO2003011841A1

  公开（公告）日：2003-02-13

  GnRH receptor antagonists 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.