1,2,3,3a,4,5-六氢铁屎米酮 | 26400-25-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吲哚萘啶生物碱
• 中文名称: 1,2,3,3a,4,5-六氢铁屎米酮
• 英文名称: 1,2,3,3a,4,5-hexahydrocanthin-6-one
• 英文别名: hexahydrocanthinone；1,2,3,3a,4,5-hexahydro-indolo[3,2,1-de][1,5]naphthyridin-6-one；1,2,3,3a,4,5-Hexahydro-indolo[3,2,1-de][1,5]naphthyridin-6-on；hexahydro-canthinone；1,2,3,3a,4,5-hexahydro-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one；(+/-)-6-Oxo-2.3.3a.4.5.6-hexahydro-1H-indolo<3.2.1-de>-<1.5>naphthyridin；1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10,12,14-tetraen-2-one
• CAS: 26400-25-9
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: JWKLUJICNLQLKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,2,3,3a,4,5-六氢铁屎米酮 在 5%-palladium/activated carbon 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙腈 为溶剂， 反应 48.0h， 生成 6-Prop-2-enyl-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-6-ium-2-one;bromide
  参考文献：
  名称：

  Synthesis, in vitro antibacterial activities of a series of 3- N -substituted canthin-6-ones

  摘要：

  An improved synthetic route of canthin-6-one was accomplished. To further enhance the antibacterial potency and improve water solubility, a series of 3-N-alkylated and 3-N-benzylated canthin-6-ones were designed and synthesized, and their in vitro antibacterial activities were evaluated. A clear structure-activity relationship with peak minimal inhibitory concentration (MIC) values of 0.98 (mu g.mL(-1)) was investigated. Particularly, compounds 6i-r and 6t were found to be the most potent compounds with minimal inhibitory concentration (MIC) values lower than 1.95 (mu g.mL(-1)) against Staphylococcus aureus. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.070
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 1,2,3,3a,4,5-六氢铁屎米酮
  参考文献：
  名称：

  Hahn; Hansel, Chemische Berichte, 1938, vol. 71, p. 2163,2172

  摘要：

  DOI：

文献信息

• 铁屎米-6-酮季铵盐及其制备方法与应用
  申请人：西北农林科技大学

  公开号：CN104530047B

  公开（公告）日：2017-11-10

  本发明涉及一种铁屎米‑6‑酮季铵盐及其制备方法与应用。所涉及的化合物结构如式(I)所示，其中R为乙基、丙基、异丙基、烯丙基、正丁基、异丁基、正戊基、正辛基、非取代苄基或者，氢原子、甲基、溴甲基、三氟甲基、苄氧基、氟原子或氯原子取代的取代苄基；X为氯、溴或碘。所涉及的应用为上述化合物用于制备抗菌药物的应用。
• Naphthyridine derivatives
  申请人：Synthelabo

  公开号：US04190657A1

  公开（公告）日：1980-02-26

  The present invention relates to new indolo [3,2,1-de]-[1,5]naphthyridine derivatives and their addition salts with pharmaceutically acceptable acids, the preparation of such derivatives and salts and medicaments in which they are present as active principle.

  本发明涉及新的吲哚[3,2,1-de]-[1,5]萘啶衍生物及其与药用可接受酸形成的加合盐，以及这些衍生物和盐的制备以及它们作为活性成分存在于药物中。
• ——
  作者：

  DOI：——

  日期：——
• An Improved Synthesis of Canthin-6-one
  作者：Kevin M. Czerwinski、Craig A. Zificsak、John Stevens、Melissa Oberbeck、Christopher Randlett、Melissa King、Steve Mennen

  DOI：10.1081/scc-120017199

  日期：2003.1.5

  An improved route has been devised which provides canthin-6-one in the highest yield from tryptamine to date. Tryptamine is converted to N-b-benzyltryptamine via reaction with benzoylchloride and reduction using LAH. Pictet-Spengler condensation with 2-ketoglutaric acid, removal of the protecting group by CTH, and aromatization with MnO2 affords canthin-6-one in 48% overall yield.
• Wieland; Neeb, Justus Liebigs Annalen der Chemie, 1956, vol. 600, p. 161,168
  作者：Wieland、Neeb

  DOI：——

  日期：——