11-methylbenzo[b]acridine-5,12-dione | 69448-86-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 11-methylbenzo[b]acridine-5,12-dione
• 英文别名: 12-methylbenzo[b]acridine-6,11-dione；12-methyl-benzo[b]acridine-6,11-dione；benzo[2,3]cleistopholine；Benz[b]acridine-6,11-dione, 12-methyl-
• CAS: 69448-86-8
• 化学式: C₁₈H₁₁NO₂
• 分子量: 273.291
• InChiKey: PZGXVTAEJLFKLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-methylbenzo[b]acridine-5,12-dione 在 水 、 二乙醇胺 作用下， 反应 0.5h， 生成 2-(6,11-Dioxobenzo[b]acridin-12-yl)acetaldehyde
  参考文献：
  名称：

  Identification of heteroarylenamines as a new class of antituberculosis lead molecules

  摘要：

  Enamine-containing analogues of heteroarylquinones were prepared based on initial screening data observed against Mycobacterium tuberculosis H(37)Rv (Mtb). Several analogues showed moderate to good inhibitory activity, with one analogue (7) also demonstrating acceptable toxic selectivity (MIC 0.39 mu g/mL, SI 15). Activity towards a range of single-drug-resistant strains of Mtb was suggestive of a novel mechanism of action for 7. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.010
• 作为产物：
  描述：

  2-(2'-acetylanilino)-1,4-naphthoquinone 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.25h， 以100%的产率得到11-methylbenzo[b]acridine-5,12-dione
  参考文献：
  名称：

  Fungicidal properties of sampangine and its analogs to agriculturally important fungal plant pathogens

  摘要：

  已发现sampangine及其相关类似物，如苯并［4,5］sampangine、4-溴sampangine和4-甲氧基sampangine，可用作植物的有效杀真菌剂。还提供了用于此目的的杀真菌植物组合物和使用这些材料的方法。

  公开号：

  US20040192721A1

文献信息

• Fungicidal properties of sampangine and its analogs to agriculturally important fungal plant pathogens
  申请人：——

  公开号：US20040192721A1

  公开（公告）日：2004-09-30

  It has been found that sampangine and related analogs such as benzo[4,5]sampangine, 4-bromosampangine and 4-methoxysampangine may be used as effective fungicidal agents for plants. Fungicidal plant compositions and methods of using the materials for such a purpose are also provided.

  已发现sampangine及其相关类似物，如苯并［4,5］sampangine、4-溴sampangine和4-甲氧基sampangine，可用作植物的有效杀真菌剂。还提供了用于此目的的杀真菌植物组合物和使用这些材料的方法。
• Compounds and compositions useful as antifungal and antimycobacterial
  申请人：The University of Mississippi

  公开号：US05227383A1

  公开（公告）日：1993-07-13

  New analogs of sampangine and cleistopholine, compositions and methods of preparation thereof, method of treating fungal and mycobacterial infections. The compounds have the general formula: ##STR1## where the R.sub.1, R.sub.2, and R.sub.5 groups are defined herein.

  新的sampangine和cleistopholine的类似物，其组成物和制备方法，治疗真菌和分枝杆菌感染的方法。这些化合物具有一般公式：##STR1##其中R.sub.1、R.sub.2和R.sub.5基团在此处被定义。
• Sampangine and derivatives useful as an antifungal agent
  申请人：University of Mississippi

  公开号：US05128344A1

  公开（公告）日：1992-07-07

  A new compound 3-Methoxysampangine and its analogs, compositions thereof, and method of using as an antifungal agent particularly effective against Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus.

  一种新的化合物3-甲氧基三叶树碱及其类似物，其组合物，以及作为抗真菌剂使用的方法，特别对白念珠菌，新生隐球菌和烟曲霉菌具有很好的抗菌效果。
• Palladium(<scp>ii</scp>)-catalysed regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles from alkenes via anti-Markovnikov selectivity
  作者：Gopal Chandru Senadi、Wan-Ping Hu、Amol Milind Garkhedkar、Siva Senthil Kumar Boominathan、Jeh-Jeng Wang

  DOI：10.1039/c5cc05196g

  日期：——

  A novel strategy has been identified for the regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles through anti-Markovnikov selectivity.

  通过反马尔科夫尼科夫选择性，已经确定了用于3,4-二取代的喹啉和2,3,5-三取代的吡咯的区域选择性合成的新策略。
• Structural Studies of Cytotoxic Marine Alkaloids: Synthesis of Novel Ring-E Analogues of Ascididemin and their in vitro and in vivo Biological Evaluation
  作者：Brent S. Lindsay、Holly C. Christiansen、Brent R. Copp

  DOI：10.1016/s0040-4020(99)01038-8

  日期：2000.1

  ascididemin and various pyridine ring-E analogues have been synthesised in an attempt to determine the pharmaceutical utility and structure-activity requirements for the parent alkaloid. All compounds synthesised were evaluated in a wide range of biological screens for selective cytotoxicity, antiviral, antifungal and antimicrobial properties. Many analogues exhibited selective cytotoxicity to human

  为了确定母体生物碱的药学用途和结构活性要求，已经合成了具有细胞毒性的海洋生物碱阿西地敏和各种吡啶环-E类似物。在广泛的生物学筛选中评估了所有合成的化合物的选择性细胞毒性，抗病毒，抗真菌和抗微生物特性。许多类似物在体外对人实体瘤细胞系表现出选择性的细胞毒性，其中一种在体内异种移植测定中也表现出中等的抗肿瘤活性。