3-amino-6-isopropyl-cyclohex-2-enone | 1600523-81-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-6-isopropyl-cyclohex-2-enone
• CAS: 1600523-81-6
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: MUZLZSUUFSPBDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.09
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-amino-6-isopropyl-cyclohex-2-enone 、 8-bromo-9-(bromomethyl)-3,5,5-trimethyl-6,7-dihydro-5H-benzo[7]annulene 在 palladium diacetate 、 potassium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 potassium iodide 作用下， 以 2-甲基四氢呋喃 为溶剂， 以56 %的产率得到
  参考文献：
  名称：

  钯催化多米诺骨牌反应从雪松油中合成苯并环庚基喹啉酮类似物

  摘要：

  首次探索了溴乙烯取代的苯并环庚烯化合物作为多米诺骨牌反应合成苯并环庚喹啉酮（BCQ）类似物的前体。溴乙烯取代的苯并环庚烯是由从雪松油中提取的喜马偕烯合成的。该反应通过 C-C 键形成，然后是钯催化的 C-N 交叉偶联和脱氢芳构化，以连续且原子经济的方法合成 BCQ 类似物。此外，本方法适用于各种取代的β-烯胺酮，具有良好至中等的产率。

  DOI：

  10.1002/aoc.7514
• 作为产物：
  描述：

  4-isopropylcyclohexane-1,3-dione 在 ammonium acetate 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 3-amino-6-isopropyl-cyclohex-2-enone 、 3-amino-4-isopropyl-cyclohex-2-enone
  参考文献：
  名称：

  2,4-Dialkyl-8,9,10,11-tetrahydrobenzo[g]pyrimido[4,5-c]isoquinoline-1,3,7,12(2H,4H)-tetraones as new leads against Mycobacterium tuberculosis

  摘要：

  Given the re-emergence of tuberculosis in Europe and beyond, the search for novel bio-active compound classes against this disease is of utmost importance. As a result of a high intrinsic tolerance of the etiological agent, Mycobacterium tuberculosis, towards most antibiotics and xenobiotics, the search for such new compounds is far from trivial. Further exacerbated by the rapid generation and spread of drug resistant M. tuberculosis and fuelled by the HIV/AIDS pandemic, halting the tuberculosis epidemic is of paramount importance. As part of our program to design new 2-aza-anthraquinones with anti-mycobacterial activity, various dialkyltetrahydrobenzo[g]pyrimido[4,5-c]lisoquinolinetetraones were designed and synthesised. The compounds were submitted to a biological evaluation in which the activity against M.tb H37Rv(lux) was observed, as well as the acute toxicity towards J774 A.1 macrophages. From these results, the selectivity index was calculated. Furthermore, the activity of the most promising compounds was further studied against a multi-drug resistant LAM-1 strain and against intracellular replicating M.tb. The study was further extended with a comet assay and a VITOTOX (TM) assay to investigate the possibility of observable genotoxic effects caused by these compounds. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.024