ethyl 2-[4-(2,4-dioxo-3-propyl-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyloxy]acetate | 1234708-14-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 2-[4-(2,4-dioxo-3-propyl-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyloxy]acetate
• 英文别名: Ethyl 2-[4-(2,4-dioxo-3-propyl-1,5-dihydropyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]acetate
• CAS: 1234708-14-5
• 化学式: C₁₉H₂₁N₃O₅
• 分子量: 371.393
• InChiKey: SCYDYGZOHPGBSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-[4-(2,4-dioxo-3-propyl-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyloxy]acetate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以82%的产率得到2-[4-(2,4-dioxo-3-propyl-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyloxy]acetic acid
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of novel substituted 9-deazaxanthines as A2B receptor antagonists

  摘要：

  A new series of 9-deazaxanthine derivatives with various substituents at the heterocyclic system were synthesized and evaluated for their binding affinities for the four human recombinant adenosine receptors, A(1)-A(3) subtypes. A number of the 9-deazaxanthines derivatives 3a-m showed moderate-to-high affinity for hA(2B) receptors, with compound 3f showing a 32-fold selectivity for A(2B) over A(1) and a 2750-fold selectivity for A(2B) over A(2A). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.011
• 作为产物：
  描述：

  ethyl 2-(4-[(E)-2-(5-nitro-2,6-dioxo-1-propyl-1,2,3,6-tetrahydropyrimidin-4-yl)ethenyl]phenyloxy)acetate 在 甲酸 、 sodium dithionite 作用下， 反应 18.0h， 以75%的产率得到ethyl 2-[4-(2,4-dioxo-3-propyl-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyloxy]acetate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of novel substituted 9-deazaxanthines as A2B receptor antagonists

  摘要：

  A new series of 9-deazaxanthine derivatives with various substituents at the heterocyclic system were synthesized and evaluated for their binding affinities for the four human recombinant adenosine receptors, A(1)-A(3) subtypes. A number of the 9-deazaxanthines derivatives 3a-m showed moderate-to-high affinity for hA(2B) receptors, with compound 3f showing a 32-fold selectivity for A(2B) over A(1) and a 2750-fold selectivity for A(2B) over A(2A). (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.011

文献信息

• Synthesis and pharmacological evaluation of novel substituted 9-deazaxanthines as A2B receptor antagonists
  作者：María Isabel Nieto、María Carmen Balo、José Brea、Olga Caamaño、Franco Fernández、Xerardo García-Mera、Carmen López、María Isabel Loza、José Enrique Rodríguez-Borges、Bernat Vidal

  DOI：10.1016/j.ejmech.2010.03.011

  日期：2010.7

  A new series of 9-deazaxanthine derivatives with various substituents at the heterocyclic system were synthesized and evaluated for their binding affinities for the four human recombinant adenosine receptors, A(1)-A(3) subtypes. A number of the 9-deazaxanthines derivatives 3a-m showed moderate-to-high affinity for hA(2B) receptors, with compound 3f showing a 32-fold selectivity for A(2B) over A(1) and a 2750-fold selectivity for A(2B) over A(2A). (C) 2010 Elsevier Masson SAS. All rights reserved.