1-bromomethylxanthen-9(9H)-one | 59292-09-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-bromomethylxanthen-9(9H)-one
• 英文别名: 1-(Bromomethyl)-9H-xanthen-9-one；1-(bromomethyl)xanthen-9-one
• CAS: 59292-09-0
• 化学式: C₁₄H₉BrO₂
• 分子量: 289.128
• InChiKey: BJOAZJXOBLJOBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-bromomethylxanthen-9(9H)-one 在 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 1-[[methyl(3-phenylprop-2-enyl)amino]methyl]xanthen-9-one
  参考文献：
  名称：

  Allylamine Type Xanthone Antimycotics

  摘要：

  A number of xanthone derivatives bearing the basic chain of naftifine and butenafine antimycotics in 1, 2, 3, and 4 nuclear positions are described. The in vitro antifungal activity against representative strains of molds and yeasts is reported. Only butenafine xanthone analogues shaw significant activity against Cryptococcus neoformans, in particular the regioisomer 4d (1.5 mu g/ml).

  DOI：

  10.1002/(sici)1521-4184(199806)331:6<225::aid-ardp225>3.0.co;2-5
• 作为产物：
  描述：

  1-methyl-9-xanthenone 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 1-bromomethylxanthen-9(9H)-one
  参考文献：
  名称：

  新型的高效和选择性非甾体芳香酶抑制剂：合成，生物学评估和结构活性关系研究。

  摘要：

  在进一步寻求有效和选择性芳香化酶抑制剂的过程中，设计并合成了一系列新分子，探索了先前鉴定的x吨酮骨架的可能结构修饰。其中，发现了在低纳摩尔范围内具有抑制活性的高效化合物。特别地，the吨酮核中的杂环氧原子被硫原子取代和/或结构柔性的增加似乎对于与酶的相互作用是有利的。

  DOI：

  10.1021/jm100319h

文献信息

• Potential antitumor agents. 58. Synthesis and structure-activity relationships of substituted xanthenone-4-acetic acids active against the colon 38 tumor in vivo
  作者：Gordon W. Rewcastle、Graham J. Atwell、Bruce C. Baguley、Stephen B. Calveley、William A. Denny

  DOI：10.1021/jm00124a012

  日期：1989.4

  In a search for compounds related to flavoneacetic acid with activity against solid tumors, a series of methyl-, methoxy-, chloro-, nitro-, and hydroxy-substituted xanthenone-4-acetic acids have been synthesized and evaluated against subcutaneously implanted colon adenocarcinoma 38 in vivo, using a short-term histology assay as a primary screening system. A major goal of this work was to identify compounds with similar profiles of activity to that of flavoneacetic acid but of higher potency. The level of activity of the compounds appeared to depend more on the nature of the substituent than its positioning, in the order Cl greater than Me, OMe greater than NO2, OH. However, the potency of the compounds was related much more to the position rather than the nature of the substitution, with 5-substituted compounds being clearly the most dose potent. 5-Methylxanthenone-4-acetic acid has a similar level of activity to that of flavoneacetic acid in the test systems employed but is more than 7-fold as dose potent.
• Valenti; Chiarini; Gasperi, Arzneimittel-Forschung/Drug Research, 1990, vol. 40, # 2, p. 122 - 125
  作者：Valenti、Chiarini、Gasperi、Budriesi

  DOI：——

  日期：——
• Synthesis and antiproliferative activity of substituted benzopyranoisoindoles: A new class of cytotoxic compounds
  作者：Christiana Hadjipavlou、Ioannis K. Kostakis、Nicole Pouli、Panagiotis Marakos、Harris Pratsinis、Dimitris Kletsas

  DOI：10.1016/j.bmcl.2006.06.074

  日期：2006.9

  A series of novel aminosubstituted benzopyranoisoindoles possessing structural analogy to an active nitracrine metabolite are reported, The compounds exhibited interesting cytotoxic activity against a panel of cell lines, which was maximized by the presence of both 1-dialkylaminoethyl and 3-nitro substituents. (c) 2006 Elsevier Ltd. All rights reserved.
• Compounds having antitumour and antibacterial properties
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0278176B1

  公开（公告）日：1994-03-09
• VALENTI, P.;CHIARINI, A.;GASPERI, F.;BUDRIESI, R., ARZNEIM.-FORSCH., 40,(1990) N, C. 122-125
  作者：VALENTI, P.、CHIARINI, A.、GASPERI, F.、BUDRIESI, R.

  DOI：——

  日期：——