4-(2-Amino-6-chloropurin-7-yl)butyl acetate | 108437-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 4-(2-Amino-6-chloropurin-7-yl)butyl acetate
• CAS: 108437-70-3
• 化学式: C₁₁H₁₄ClN₅O₂
• 分子量: 283.717
• InChiKey: CAVJWKURQRJMHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  95.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-溴丁基乙酸酯 、 2-氨基-6-氯嘌呤 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以76%的产率得到4-(2-amino-6-chloropurin-9-yl)butyl acetate
  参考文献：
  名称：

  Adenine-Based Acyclic Nucleotides as Novel P2X₃ Receptor Ligands

  摘要：

  A new series of acyclic nucleotides based on the adenine skeleton and bearing in 9-position a phosphorylated four carbon chain has been synthesized. Various substituents were introduced in 2-position of the adenine core. The new compounds were evaluated on rat P2X(3) receptors, using patch clamp recording from HEK transfected cells and the full P2X(3) agonist alpha,beta-meATP as reference compound. The results suggest that certain acyclic nucleotides, in particular compounds 28 and 29, are endowed with modest partial agonism on P2X(3) receptors. This is an interesting property that call depress the function of P2X(3) receptors, whose activation is believed to be involved in a number of chronic pain conditions including neuropathic pain and migraine. In fact, the new acyclic nucleotides are able to persistently block (by desensitization) P2X(3) receptor activity after a brief, modest activation, yet leaving the ability of sensory neurons to mediate responses to standard painful stimuli via a lower level of signaling.

  DOI：

  10.1021/jm900131v

文献信息

• [EN] ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX
  申请人：COMMW SCIENT IND RES ORG

  公开号：WO2001094348A1

  公开（公告）日：2001-12-13

  This invention relates to a compound of general formula (I) wherein: R1 is hydrogen, halogen, hydroxy, azide, optionally substituted alkoxy, optionally substituted aryloxy, mercapto, optionally substituted thio, optionally substituted amino, optionally substituted hydrazino, or optionally substituted seleno; R2 is hydrogen, halogen, hydroxy, azide, mercapto, optionally substituted thio, or optionally substituted amino; R3 is selected from hydrogen, halogen, hydroxy, optionally substituted alkyl, optionally substituted alkoxy, optionally substituted alkenyl, optionally substituted alkenyloxy, optionally substituted alkenyloxyalkyl, mercapto, optionally substituted thio, optionally substituted amino, azide, optionally substituted aryloxy, optionally substituted acyl, optionally substituted acyloxy, carboxylic acid, optionally substituted carboxylic ester, optionally substituted carboxylic amide, optionally substituted thioester, optionally substituted sulphonyl, or -O-alkyl-P(O)(OR5)(OR6) or -O-alkyl-P-alkyl-(O)(OR5), wherein R?5 and R6¿ are independently selected from hydrogen, alkyl, ammonium, triethylammonium or an alkali metal or alkaline earth metal ion; R4 together with the oxygen atom to which it is attached forms a hydroxy group, an ester, a carbonate, a carbamate, or a thiocarbonate and salts thereof or -O-alkyl-P(O)(OR5)(OR6) or -O-alkyl-P-alkyl(O)(OR5)(OR6), wherein R?5 and R6¿ are defined above; and n is an integer from 0 to 3, or salts, derivatives, prodrugs, tautomers and/or isomers thereof.