5,6-diamino-3-(2-fluoro-benzyl)-1H-pyrimidine-2,4-dione | 639780-61-3

• 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: 5,6-diamino-3-(2-fluoro-benzyl)-1H-pyrimidine-2,4-dione
• 英文别名: 5,6-diamino-3-[(2-fluorophenyl)methyl]-1H-pyrimidine-2,4-dione
• CAS: 639780-61-3
• 化学式: C₁₁H₁₁FN₄O₂
• 分子量: 250.232
• InChiKey: MXAZAHMDWKYWOA-UHFFFAOYSA-N

物化性质

• 密度：
  1.442±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6-diamino-3-(2-fluoro-benzyl)-1H-pyrimidine-2,4-dione 在 咪唑 、 4-二甲氨基吡啶 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[5-[2-(4-Acetylamino-phenyl)-acetylamino]-6-amino-3-(2-fluoro-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-propionic acid
  参考文献：
  名称：

  X-ray Structures of two xanthine inhibitors bound to PEPCK and N -3 modifications of substituted 1,8-Dibenzylxanthines

  摘要：

  The analysis of the X-ray structures of two xanthine inhibitors bound to PEPCK and a comparison to the X-ray structure of GTP bound to PEPCK are reported. The SAR at N-1, N-7 and developing SAR at C-8 are consistent with information gained from the X-ray structures of compounds I and 2 bound to PEPCK. Representative N-3 modifications of compound 2 that led to the discovery of 3-cyclopropylmethyl and its carboxy analogue as optimal N-3 groups are presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00723-6
• 作为产物：
  描述：

  2-氟溴苄 在 platinum(IV) oxide 硫酸氢铵 、 氢气 、 溶剂黄146 、 六甲基二硅氮烷 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 85.0~100.0 ℃ 、365.42 kPa 条件下， 生成 5,6-diamino-3-(2-fluoro-benzyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  X-ray Structures of two xanthine inhibitors bound to PEPCK and N -3 modifications of substituted 1,8-Dibenzylxanthines

  摘要：

  The analysis of the X-ray structures of two xanthine inhibitors bound to PEPCK and a comparison to the X-ray structure of GTP bound to PEPCK are reported. The SAR at N-1, N-7 and developing SAR at C-8 are consistent with information gained from the X-ray structures of compounds I and 2 bound to PEPCK. Representative N-3 modifications of compound 2 that led to the discovery of 3-cyclopropylmethyl and its carboxy analogue as optimal N-3 groups are presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00723-6

文献信息

• [EN] SULFONAMIDE SUBSTITUTED XANTHINE DERIVATIVES FOR USE AS PEPCK INHIBITORS<br/>[FR] DERIVES DE XANTHINE SUBSTITUES PAR DES SULFONAMIDES ET UTILES COMME INHIBITEURS DE PEPCK
  申请人：HOFFMANN LA ROCHE

  公开号：WO2004074288A1

  公开（公告）日：2004-09-02

  The present invention is concerned with sulfonamide substituted xanthine derivatives of formula (I) or a pharmaceutically acceptable salts or prodrugs thereof, wherein R1, R2 and R3 are as defined in the specification. Compounds of formula (I) and pharmaceutically acceptable salts or prodrugs thereof show activity as modulators of gluconeogenesis.

  本发明涉及式(I)的磺酰胺取代的黄嘌呤衍生物或其药用可接受的盐或前药，其中R1、R2和R3如说明书中所定义。式(I)的化合物及其药用可接受的盐或前药作为糖异生调节剂显示出活性。
• Sulfonamide substituted xanthine derivatives
  申请人：——

  公开号：US20040192708A1

  公开（公告）日：2004-09-30

  The present invention is a sulfonamide substituted xanthine derivative of formula I 1 or a pharmaceutically acceptable salt thereof, wherein R 1 , R 2 and R 3 are as defined in the specification. Compounds of formula I and pharmaceutically acceptable salts or prodrugs thereof show activity as modulators of gluconeogenesis.

  本发明是一种公式I1的磺酰胺取代黄嘌呤衍生物或其药学上可接受的盐，其中R1、R2和R3如规范中所定义。公式I的化合物及其药学上可接受的盐或前药显示出调节糖异生的活性。
• Hayallah, Alaa M.; Famulok, Michael, Heterocycles, 2007, vol. 74, # C, p. 369 - 382
  作者：Hayallah, Alaa M.、Famulok, Michael

  DOI：——

  日期：——
• SULFONAMIDE SUBSTITUTED XANTHINE DERIVATIVES FOR USE AS PEPCK INHIBITORS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1599477A1

  公开（公告）日：2005-11-30
• US7148229B2
  申请人：——

  公开号：US7148229B2

  公开（公告）日：2006-12-12