heteromine K | 192189-48-3

• 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: heteromine K
• 英文别名: 6-methoxy-N,N,9-trimethylpurin-2-amine
• CAS: 192189-48-3
• 化学式: C₉H₁₃N₅O
• 分子量: 207.235
• InChiKey: RBDIFFRZCRBOLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  56.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氯甲烷 、 heteromine K 以 乙醚 、 乙腈 为溶剂， 反应 96.0h， 以55%的产率得到2-Dimethylamino-6-methoxy-7,9-dimethyl-9H-purin-7-ium; chloride
  参考文献：
  名称：

  A short and facile synthesis for Heteromine A

  摘要：

  The first and efficient synthesis of the new purinium natural product Heteromine A, involving 5-amino-4-cyano-1-methylimidazole and N,N-dimethyldichlomethyleniminium chloride is reported. (C) 1997 Eisevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00492-4
• 作为产物：
  描述：

  (9ci)-5-氨基-1-甲基-1H-咪唑-4-甲腈 在 盐酸 、 sodium methylate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.83h， 生成 heteromine K
  参考文献：
  名称：

  A short and facile synthesis for Heteromine A

  摘要：

  The first and efficient synthesis of the new purinium natural product Heteromine A, involving 5-amino-4-cyano-1-methylimidazole and N,N-dimethyldichlomethyleniminium chloride is reported. (C) 1997 Eisevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00492-4

文献信息

• The first total synthesis of heteromine B, and an improved synthesis of heteromine A; natural products with antitumor activities
  作者：Heidi Roggen、Colin Charnock、Lise-Lotte Gundersen

  DOI：10.1016/j.tet.2009.04.100

  日期：2009.7

  Efficient total syntheses of heteromines A and B (antitumor compounds previously isolated from the plant Heterostemma brownii Hayata) from commercially available 2-amino-6-chloropurine have been developed. The synthesis of heteromine A is considerably shorter than the previously reported synthesis, only requiring four steps, whereas the iodide salt of heteromine B was prepared in five steps. Heteromines

  已经开发了从可商购的2-氨基-6-氯嘌呤有效合成总的杂胺A和B（先前从植物杂种异叶菊（Heterostemma brownii Hayata）中分离的抗肿瘤化合物）。杂胺A的合成比以前报道的合成短得多，仅需要四个步骤，而杂胺B的碘盐是在五个步骤中制备的。异源A和B没有显示出明显的抗菌活性，因此对癌细胞系具有选择性。
• Two New Puriniums and Three New Pyrimidines from <i>Heterostemma brownii</i>
  作者：Yun-Lian Lin、Ray-Ling Huang、Chung-Ming Chang、Yueh-Hsiung Kuo

  DOI：10.1021/np970159y

  日期：1997.10.1

  Two new puriniums, heteromines D (4) and E (5), and three new pyrimidines, heteromines F (6), G (7), and H (8), were isolated from the aerial parts of Heterostemma brownii Hay. Their structures were determined as 7,9-dimethyl-2-(N,N-dimethylamino)guaninium chloride, 7,9-dimethyl-2-(N-methylamino)guaninium chloride, 6-methoxy-4-(N-methylamino)-2-(N,N-dimethylamino)-5-(N-methylformamido)pyrimidine, 6-methoxy-2,4-bis(N-methylamino)-5-(N-methylformamido)pyrimidine, and 2-amino-6-methoxy-4-(N-methylamino)-5-(N-methylformamido)pyrimidine, respectively.