3-甲基-6-甲硫基嘌呤 | 1008-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 3-甲基-6-甲硫基嘌呤
• 英文名称: 3-Methyl-6-methylthiopurin
• 英文别名: 3-Methyl-6-methylmercapto-purin；6-Methylthio-3-methylpurin；3-Methyl-6-methylthiopurine；3-methyl-6-methylsulfanylpurine
• CAS: 1008-08-8
• 化学式: C₇H₈N₄S
• 分子量: 180.233
• InChiKey: JZJPPRVXJHAHQM-UHFFFAOYSA-N

物化性质

• 沸点：
  267.9±50.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-甲基-6-甲硫基嘌呤 在 氯 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以29%的产率得到6-chloro-3-methyl-9H-purin-3-ium chloride
  参考文献：
  名称：

  Isolation, Synthesis, and Biological Activity of Aphrocallistin, an Adenine-Substituted Bromotyramine Metabolite from the Hexactinellida Sponge Aphrocallistes beatrix

  摘要：

  A new adenine-substituted bromotyrosine-derived metabolite designated as aphrocallistin (1) has been isolated from the deep-water Hexactinellida sponge Aphrocallistes beatrix. Its structure was elucidated on the basis of spectral data and confirmed through a convergent, modular total synthetic route that is amenable toward future analogue preparation. Aphrocallistin inhibits the growth of a panel of human tumor cell lines with IC50 values ranging from 7.5 to > 100 mu M and has been shown to induce G1 cell cycle arrest in the PANC-1 pancreatic carcinoma cell line. Aphrocallistin has been fully characterized in the NCI cancer cell line panel and has undergone in vitro ADME pharmacological profiling.

  DOI：

  10.1021/np900183v
• 作为产物：
  描述：

  3-甲基-3H-嘌呤-6(9H)-硫酮 、 碘甲烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以61%的产率得到3-甲基-6-甲硫基嘌呤
  参考文献：
  名称：

  Isolation, Synthesis, and Biological Activity of Aphrocallistin, an Adenine-Substituted Bromotyramine Metabolite from the Hexactinellida Sponge Aphrocallistes beatrix

  摘要：

  A new adenine-substituted bromotyrosine-derived metabolite designated as aphrocallistin (1) has been isolated from the deep-water Hexactinellida sponge Aphrocallistes beatrix. Its structure was elucidated on the basis of spectral data and confirmed through a convergent, modular total synthetic route that is amenable toward future analogue preparation. Aphrocallistin inhibits the growth of a panel of human tumor cell lines with IC50 values ranging from 7.5 to > 100 mu M and has been shown to induce G1 cell cycle arrest in the PANC-1 pancreatic carcinoma cell line. Aphrocallistin has been fully characterized in the NCI cancer cell line panel and has undergone in vitro ADME pharmacological profiling.

  DOI：

  10.1021/np900183v

文献信息

• Purine based fluorescent dyes
  申请人：Szczepanik Maciej

  公开号：US20060269931A1

  公开（公告）日：2006-11-30

  The present invention provides novel purine-based fluorescent dyes that may be used for staining, localizing and otherwise labeling target molecules, such as nucleic acids, for detection, amplification and quantification.

  本发明提供了一种新型的嘌呤基荧光染料，可用于染色、定位和标记目标分子，如核酸，以便于检测、扩增和定量。
• Synthesis, ring opening, and glycosidic bond cleavage of 3-methyl-2′-deoxyadenosine
  作者：Tozo Fujii、Tohru Saito、Tsuyoshi Nakasaka

  DOI：10.1039/c39800000758

  日期：——

  of N′-benzyloxy-1-(2-deoxy-β-D-ribofuranosyl)-5-formamidoimidazole-4-carboxamidine (2a) followed by hydrogenolysis of the N′-benzyloxy-group and cyclization produced the hitherto unknown 3-methyl-2′-deoxyadenosine (5a), which was readily hydrolysed to 3-methyladenine (6) in H2)O at pH ⩽7·0 and to (6) and the imidazole-(2-deoxy)riboside (4a) at pH 8·98.

  的甲基化Ñ ' -苄氧基-1-（2-脱氧β - d呋喃核糖基）-5- formamidoimidazole -4-甲脒（2A随后的氢解）ñ -苄氧基的基团和环化'制作的迄今未知的3-甲基2'-脱氧腺苷（5a），在pH⩽7·0的H 2）O中容易水解为3-甲基腺嘌呤（6），并在（6）和咪唑-（2-脱氧）核糖苷（4a）中水解在pH 8·98下。
• Novel fluorescent dye
  申请人：Becton, Dickinson and Company

  公开号：US04937198A1

  公开（公告）日：1990-06-26

  A novel fluorescent dye, PUR-1, having the structural formula ##STR1## is disclosed that will preferentially stain nucleic acids.

  揭示了一种新型荧光染料PUR-1，其结构式为##STR1##，其将优先染色核酸。
• FUJII, TOZO;SAITO, TOHRU;NAKASAKA, TSUYOSHI, CHEM. AND PHARM. BULL., 1983, 31, N 10, 3521-3527
  作者：FUJII, TOZO、SAITO, TOHRU、NAKASAKA, TSUYOSHI

  DOI：——

  日期：——
• EP0410806A1
  申请人：——

  公开号：EP0410806A1

  公开（公告）日：1991-01-30