5-azaadamantan-2-thione | 42949-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5-azaadamantan-2-thione
• 英文别名: 1-azaadamantane-4-thione；1-Aza-adamant-4-thion；1-Azatricyclo[3.3.1.13,7]decane-4-thione
• CAS: 42949-30-4
• 化学式: C₉H₁₃NS
• 分子量: 167.275
• InChiKey: PUGXKIMNTVSRSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-氮杂三环[3.3.1.1(3,7)]癸烷 在 吡啶 、 tetraphosphorus decasulfide 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 5-azaadamantan-2-thione
  参考文献：
  名称：

  COMPOUNDS CONTAINING AN ALICYCLIE STRUCTURE AND ANTI-TUMOR APPLICATION

  摘要：

  这项发明涉及含有金刚烷基团或其类似物的新化合物的抗肿瘤活性。该发明还涉及利用这种含有金刚烷基团的S、P、T结构的化合物与立体异构体、互变异构体、前药、药用盐、复杂盐或溶剂化物的结合来治疗抗肿瘤和其他疾病的药物应用，这些抗肿瘤剂具有以下一般公式：

  公开号：

  US20140045779A1

文献信息

• Face Selection in Additions to the Trigonal C2 Site in Quaternized 5-Azaadamantane Derivatives
  作者：Jacqueline Lau、Elena M. Gonikberg、Jui-te Hung、William J. le Noble

  DOI：10.1021/ja00151a005

  日期：1995.11

  The quaternary N-allyl bromide salt 5 of allyl alpha-[2-(5-azaadamantylidene)]benzyl ether upon warming gave the Claisen rearrangement products 6 is the ratio E/Z = 93:7. The epoxidation of the N-oxide 8 of 2-methylene-5-azaadamantane 7 with m-CPBA gives rise to the two diastereomeric epoxides 9 in the ratio E/Z = 19:81. Reaction of the methyl iodide salt of this olefin with bromine in water produces the E- and Z-dibromides 10 in the ratio 74:26 as well as the corresponding glycols 12 in the ratio 86:14. The same reaction in methanol gives the E- and Z-isomers of 10 alone, in the ratio of 35:65. The interpretation is that, in all of these reactions, the trigonal carbon preferably undergoes addition at that face which is antiperiplanar to the more electron-rich vicinal bonds, and does so by margins substantially in excess of those observed with the corresponding 5-fluoroadamantanes. This fact lends further strength to our previously drawn conclusion that hyperconjugative transition state stabilization is the principal factor in the electronic component of face selection.
• COMPOUNDS CONTAINING AN ALICYCLIE STRUCTURE AND ANTI-TUMOR APPLICATION
  申请人：Xu Lifeng

  公开号：US20140045779A1

  公开（公告）日：2014-02-13

  This invention relates with anti-tumor activities of new compounds containing an adamantyl group or analogs thereof. The invention also relates with the medication applications of anti-tumor and other diseases by this kind of compounds with the combination of S, P, T structures containing adamantyl group and the formation of stereoisomer, tautomers, prodrug, pharmaceutically acceptable salts, complex salts or solvates to their anticancer application and anticancer agents, which have the following general formula:

  这项发明涉及含有金刚烷基团或其类似物的新化合物的抗肿瘤活性。该发明还涉及利用这种含有金刚烷基团的S、P、T结构的化合物与立体异构体、互变异构体、前药、药用盐、复杂盐或溶剂化物的结合来治疗抗肿瘤和其他疾病的药物应用，这些抗肿瘤剂具有以下一般公式：