2-acetylamino-6-(3,4-dimethoxyphenyl)pterine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 2-acetylamino-6-(3,4-dimethoxyphenyl)pterine
• 英文别名: N-[6-(3,4-dimethoxyphenyl)-4-oxo-3H-pteridin-2-yl]acetamide
• 化学式: C₁₆H₁₅N₅O₄
• 分子量: 341.326
• InChiKey: QCIXYMOSQCOPAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-三唑 、 2-acetylamino-6-(3,4-dimethoxyphenyl)pterine 在 吡啶 、 三氯氧磷 作用下， 反应 4.0h， 以80%的产率得到2-acetylamino-4-(1,2,4-triazolyl)-6-(3,4-dimethoxyphenyl)pteridine
  参考文献：
  名称：

  Immunosuppressive effects of pteridine derivatives

  摘要：

  这项发明涉及一组三取代和四取代的嘌呤衍生物，它们的药用盐、N-氧化物、溶剂化物、二氢和四氢衍生物及对映异构体，具有意想不到的、令人满意的药理性质，尤其是作为高度活性的免疫抑制剂，因此可用于治疗移植排斥反应和/或治疗某些炎症性疾病。这些化合物还用于预防或治疗心血管疾病、过敏性疾病、中枢神经系统疾病和细胞增殖紊乱。

  公开号：

  US20040077859A1
• 作为产物：
  描述：

  2-amino-6-(3,4-dimethoxyphenyl)pterine 、 乙酸酐 以 乙酸酐 为溶剂， 反应 1.0h， 以77%的产率得到2-acetylamino-6-(3,4-dimethoxyphenyl)pterine
  参考文献：
  名称：

  Immunosuppressive effects of pteridine derivatives

  摘要：

  这项发明涉及一组三取代和四取代的嘌呤衍生物，它们的药用盐、N-氧化物、溶剂化物、二氢和四氢衍生物及对映异构体，具有意想不到的、令人满意的药理性质，尤其是作为高度活性的免疫抑制剂，因此可用于治疗移植排斥反应和/或治疗某些炎症性疾病。这些化合物还用于预防或治疗心血管疾病、过敏性疾病、中枢神经系统疾病和细胞增殖紊乱。

  公开号：

  US20040077859A1

文献信息

• Synthesis and in vitro evaluation of 2-amino-4-N-piperazinyl-6-(3,4-dimethoxyphenyl)-pteridines as dual immunosuppressive and anti-inflammatory agents
  作者：Steven De Jonghe、Arnaud Marchand、Ling-Jie Gao、Agnes Calleja、Eva Cuveliers、Ilse Sienaert、Jean Herman、Gavin Clydesdale、Hassane Sefrioui、Yuan Lin、Wolfgang Pfleiderer、Mark Waer、Piet Herdewijn

  DOI：10.1016/j.bmcl.2010.11.053

  日期：2011.1

  Screening of a pteridine-based compound library led to the identification of compounds exhibiting immunosuppressive as well as anti-inflammatory activity. Optimization afforded a series of 2-amino-4-N-piperazinyl-6-(3,4-dimethoxyphenyl)pteridine analogues. The most potent congeners in this series displayed low nM IC50 values in the Mixed Lymphocyte Reaction (MLR) assay. In addition, these compounds also have potent anti-inflammatory activity as measured in the Tumor Necrosis Factor (TNF) assay. (C) 2010 Elsevier Ltd. All rights reserved.
• IMMUNOSUPPRESSIVE EFFECTS OF PTERIDINE DERIVATIVES
  申请人：4 AZA Bioscience nv

  公开号：EP1144412B1

  公开（公告）日：2004-09-29
• PTERIDINE DERIVATIVES FOR THE TREATMENT OF SEPTIC SHOCK AND TNF-ALPHA-RELATED DISEASES.
  申请人：4 AZA Bioscience nv

  公开号：EP1663244A2

  公开（公告）日：2006-06-07
• [EN] IMMUNOSUPPRESSIVE EFFECTS OF PTERIDINE DERIVATIVES<br/>[FR] EFFETS IMMUNOSUPPRESSEURS DE DERIVES DE LA PTERIDINE
  申请人：LEUVEN K U RES & DEV

  公开号：WO2000039129A1

  公开（公告）日：2000-07-06

  The invention relates to a pharmaceutical composition for the treatment of autoimmune disorders or for the treatment and/or prevention of transplant-rejections and/or for the treatment of inflammatory diseases comprising as an active principle at least one pteridine derivative having general formula (I). The invention further relates to a compound having said general formula and to the use of a compound as a medicament and for the manufacture of a medicament for the treatment of autoimmune disorders, for the prevention of transplant-rejections and for the treatment of inflammatory diseases.
• [EN] IMMUNOSUPPRESSIVE EFFECTS OF PTERIDINE DERIVATIVES<br/>[FR] EFFETS IMMUNOSUPPRESSIFS DE DERIVES DE PTERIDINE
  申请人：4 AZA BIOSCIENCE NV

  公开号：WO2005021003A2

  公开（公告）日：2005-03-10

  This invention relates to a group of trisubstituted and tetrasubstituted pteridine derivatives, their pharmaceutically acceptable salts, N-oxides, solvates, dihydro- and tetrahydro- derivatives and enantiomers, possessing unexpectedly desirable pharmaceutical properties, in particular which are highly active immunosuppressive agents, and as such are useful in the treatment in transplant rejection and/or in the treatment of certain inflammatory diseases. These compounds are also useful in preventing or treating cardiovascular disorders, allergic conditions, disorders of the central nervous system and cell proliferative disorders.