摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

9-(2-hydroxypropyl)purine-6(1H)-thione | 2715-59-5

中文名称
——
中文别名
——
英文名称
9-(2-hydroxypropyl)purine-6(1H)-thione
英文别名
9-(2-hydroxypropyl)-3H-purine-6-thione
9-(2-hydroxypropyl)purine-6(1H)-thione化学式
CAS
2715-59-5
化学式
C8H10N4OS
mdl
——
分子量
210.26
InChiKey
RYNTUTZGVHDPEY-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    -0.3
  • 重原子数:
    14
  • 可旋转键数:
    2
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.38
  • 拓扑面积:
    94.5
  • 氢给体数:
    2
  • 氢受体数:
    3

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    9-(2-hydroxypropyl)purine-6(1H)-thione 在 Varicella-Zoster thymidine kinase 、 magnesium5’-三磷酸腺苷 作用下, 以 为溶剂, 反应 1.0h, 生成 Phosphoric acid mono-[1-methyl-2-(6-thioxo-1,6-dihydro-purin-9-yl)-ethyl] ester
    参考文献:
    名称:
    Synthesis, Kinetics, and Molecular Docking of Novel 9-(2-Hydroxypropyl)purine Nucleoside Analogs as Ligands of Herpesviral Thymidine Kinases
    摘要:
    In the context of broadening the knowledge on substrate specificity of Herpes simplex virus type I thymidine kinase (HSV-1 TK) and Varicella-Zoster virus thymidine kinase (VZV TK), new derivatives of 9-(2-hydroxypropyl)-substituted adenine, chloropurine, hypoxanthine, guanine, thiopurine, and (methylsulfanyl)purine were synthesized and, subjected to in vitro phosphorylation and binding affinity assays. The interactions between the compounds and the crystallographically determined active site residues of HSV-1 TK have been studied by molecular modeling with the Lamarckian genetic algorithm of docking program AutoDock 3.0. All compounds mentioned bind to both enzymes in the low mm to sub-mM range, comparable to binding affinities of existing prodrugs. Findings from the docking procedure indicate multiple binding modes for all of the compounds and are in accordance with the results of phosphorylation and binding-affinity studies. Furthermore, the studies reveal that hypoxanthine derivatives represent a new class of TK substrates and thiopurine derivatives a new class of TK inhibitors.
    DOI:
    10.1002/1522-2675(200210)85:10<3237::aid-hlca3237>3.0.co;2-3
  • 作为产物:
    描述:
    6-Chlor-9-<2-hydroxy-propyl>-purin甲酸硫脲 作用下, 以 乙醇 为溶剂, 反应 1.0h, 以29%的产率得到9-(2-hydroxypropyl)purine-6(1H)-thione
    参考文献:
    名称:
    Synthesis, Kinetics, and Molecular Docking of Novel 9-(2-Hydroxypropyl)purine Nucleoside Analogs as Ligands of Herpesviral Thymidine Kinases
    摘要:
    In the context of broadening the knowledge on substrate specificity of Herpes simplex virus type I thymidine kinase (HSV-1 TK) and Varicella-Zoster virus thymidine kinase (VZV TK), new derivatives of 9-(2-hydroxypropyl)-substituted adenine, chloropurine, hypoxanthine, guanine, thiopurine, and (methylsulfanyl)purine were synthesized and, subjected to in vitro phosphorylation and binding affinity assays. The interactions between the compounds and the crystallographically determined active site residues of HSV-1 TK have been studied by molecular modeling with the Lamarckian genetic algorithm of docking program AutoDock 3.0. All compounds mentioned bind to both enzymes in the low mm to sub-mM range, comparable to binding affinities of existing prodrugs. Findings from the docking procedure indicate multiple binding modes for all of the compounds and are in accordance with the results of phosphorylation and binding-affinity studies. Furthermore, the studies reveal that hypoxanthine derivatives represent a new class of TK substrates and thiopurine derivatives a new class of TK inhibitors.
    DOI:
    10.1002/1522-2675(200210)85:10<3237::aid-hlca3237>3.0.co;2-3
点击查看最新优质反应信息

文献信息

  • Synthesis, Kinetics, and Molecular Docking of Novel 9-(2-Hydroxypropyl)purine Nucleoside Analogs as Ligands of Herpesviral Thymidine Kinases
    作者:Pavel Pospisil、Beatrice D. Pilger、Stefania Marveggio、Pierre Schelling、Christine Wurth、Leonardo Scapozza、Gerd Folkers、Mario Pongracic、Mladen Mintas、Silvana Raic Malic
    DOI:10.1002/1522-2675(200210)85:10<3237::aid-hlca3237>3.0.co;2-3
    日期:2002.10
    In the context of broadening the knowledge on substrate specificity of Herpes simplex virus type I thymidine kinase (HSV-1 TK) and Varicella-Zoster virus thymidine kinase (VZV TK), new derivatives of 9-(2-hydroxypropyl)-substituted adenine, chloropurine, hypoxanthine, guanine, thiopurine, and (methylsulfanyl)purine were synthesized and, subjected to in vitro phosphorylation and binding affinity assays. The interactions between the compounds and the crystallographically determined active site residues of HSV-1 TK have been studied by molecular modeling with the Lamarckian genetic algorithm of docking program AutoDock 3.0. All compounds mentioned bind to both enzymes in the low mm to sub-mM range, comparable to binding affinities of existing prodrugs. Findings from the docking procedure indicate multiple binding modes for all of the compounds and are in accordance with the results of phosphorylation and binding-affinity studies. Furthermore, the studies reveal that hypoxanthine derivatives represent a new class of TK substrates and thiopurine derivatives a new class of TK inhibitors.
查看更多