8-(4-chlorophenylthio)adenosine 3′:5′-cyclic monophosphate sodium salt | 93882-12-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: 8-(4-chlorophenylthio)adenosine 3′:5′-cyclic monophosphate sodium salt
• 英文别名: 8-(4-chlorophenylthio)adenosine-3′,5′-cyclic monophosphate sodium salt；8-(4-chlorophenylthio)-adenosine-3',5'-monophosphate cyclic monosodium salt；8-(4-chlorophenylthio)adenosine 3',5'-cyclic monophosphate sodium salt；dibutyryl-cyclic adenosine-3',5'-monophosphate monosodium salt；8-(4-chlorophenylthio)-cAMP sodium salt；chlorophenylthio(CPT)-cAMP sodium；8-Cpt-camp；sodium;(4aR,6R,7R,7aS)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
• CAS: 93882-12-3
• 化学式: C₁₆H₁₄ClN₅O₆PS*Na
• 分子量: 493.8
• InChiKey: YIJFVHMIFGLKQL-DNBRLMRSSA-M

物化性质

• 熔点：
  227 - 232°C
• 溶解度：
  在水中的溶解度25 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  -1.64
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  183
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  溴甲基乙酸酯 、 8-(4-chlorophenylthio)adenosine 3′:5′-cyclic monophosphate sodium salt 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以26%的产率得到[(4aR,6R,7R,7aS)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-7-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxymethyl acetate
  参考文献：
  名称：

  Bioactivatable derivatives of 8-substituted cAMP-analogues

  摘要：

  Four 8-substituted derivatives of cAMP were converted into their membrane-permeant acetoxymethyl esters (AM-esters). The activity of these bioactivatable compounds to induce chloride secretion of T-84 cells was up to 100-fold increased compared to the non-modified cAMP derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00136-4

文献信息

• Bioactivatable derivatives of 8-substituted cAMP-analogues
  作者：Jens Kruppa、Stephen Keely、Frank Schwede、Carsten Schultz、Kim E. Barrett、Bernd Jastorff

  DOI：10.1016/s0960-894x(97)00136-4

  日期：1997.1

  Four 8-substituted derivatives of cAMP were converted into their membrane-permeant acetoxymethyl esters (AM-esters). The activity of these bioactivatable compounds to induce chloride secretion of T-84 cells was up to 100-fold increased compared to the non-modified cAMP derivatives. (C) 1997 Elsevier Science Ltd.