2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-oxoisoquinoline-6-carbonitrile | 444898-98-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-oxoisoquinoline-6-carbonitrile
• CAS: 444898-98-0
• 化学式: C₁₅H₁₄N₂O₅
• 分子量: 302.287
• InChiKey: RXUGSOYGUDTKNS-RGCMKSIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-oxoisoquinoline-6-carbonitrile 在 Proton Sponge 、 三甲氧基磷 、 三氯氧磷 、 三正丁胺 、 tri-n-butylamine pyrophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ({[({[(2R,3S,4R,5R)-5-(6-cyano-1-oxo-1,2-dihydroisoquinolin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
  参考文献：
  名称：

  Novel nucleotide triphosphates as potent P2Y2 agonists

  摘要：

  The synthesis and P2Y(2) activities of a novel series of nucleoside triphosphates are described. Many of these compounds were potent agonists of the P2Y(2) receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.017
• 作为产物：
  描述：

  6-溴-2H-异喹啉-1-酮 在 sodium methylate 、 牛血清白蛋白 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-oxoisoquinoline-6-carbonitrile
  参考文献：
  名称：

  Novel nucleotide triphosphates as potent P2Y2 agonists

  摘要：

  The synthesis and P2Y(2) activities of a novel series of nucleoside triphosphates are described. Many of these compounds were potent agonists of the P2Y(2) receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.017

文献信息

• Non-natural nucleotides and dinucleotides
  申请人：——

  公开号：US20040122223A1

  公开（公告）日：2004-06-24

  Nucleotide derivatives of formula (1) are described: wherein: G is a hydrogen atom or an optionally substituted aliphatic, heteroaliphatic, cycloaliphatic, polycycloaliphatic, aromatic or heteroaromatic group or a non-natural nucleoside as defined herein; G′ is a non-natural necleoside as defined herein; n is zero, or the integer 1 or 2; m is zero or the integer 1 or 2; and the salts, solvates, hydrates and N-oxides thereof. The compounds are P2Y receptor agonists and are of use in the prophylaxis and treatment of diseases and disorders involving abnormal secretory mechanisms such as inadequate functioning of mucociliary clearance mechanisms or abnormal tear secretion or in the treatment of diseases involving inappropriate cellular glucose uptake.

  公式（1）的核苷酸衍生物被描述如下：其中：G是氢原子或可选择取代的脂肪，杂脂肪，环脂肪，多环脂肪，芳香或杂芳基团或非天然核苷酸，如此处所定义；G'是如此处所定义的非天然核苷酸；n为零或整数1或2；m为零或整数1或2；以及其盐，溶剂化合物，水合物和N-氧化物。这些化合物是P2Y受体激动剂，用于预防和治疗涉及异常分泌机制的疾病和障碍，如粘液纤毛清除机制功能不足或泪液分泌异常，或用于治疗涉及不适当的细胞葡萄糖摄取的疾病。
• Novel nucleotide triphosphates as potent P2Y2 agonists
  作者：Daniel Brookings、Richard J. Davenport、Jeremy Davis、Frances C.A. Galvin、Steve Lloyd、Stephen R. Mack、Ray Owens、Verity Sabin、Joanne Wynn

  DOI：10.1016/j.bmcl.2006.09.017

  日期：2007.1

  The synthesis and P2Y(2) activities of a novel series of nucleoside triphosphates are described. Many of these compounds were potent agonists of the P2Y(2) receptor. (c) 2006 Elsevier Ltd. All rights reserved.