2-(3-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone | 879559-91-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(3-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS: 879559-91-8
• 化学式: C₁₄H₁₁BrO₄
• 分子量: 323.143
• InChiKey: WPSJQEQFJDILNT-UHFFFAOYSA-N

物化性质

• 熔点：
  160-162 °C
• 沸点：
  492.5±14.0 °C(Predicted)
• 密度：
  1.673±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone 在 三氟化硼乙醚 、 potassium carbonate 、 甲基磺酰氯 作用下， 以 丙酮 为溶剂， 反应 18.0h， 生成 Ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxo-chromene-2-carboxylate
  参考文献：
  名称：

  Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo

  摘要：

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.

  DOI：

  10.1021/jm050973f
• 作为产物：
  描述：

  间苯三酚 、 3-溴氰苄 在 盐酸 、 zinc(II) chloride 、 edetate disodium 作用下， 以 乙醚 为溶剂， 生成 2-(3-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
  参考文献：
  名称：

  Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo

  摘要：

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.

  DOI：

  10.1021/jm050973f

文献信息

• [EN] PHENYL-SUBSTITUTED BICYCLIC HETEROCYCLYL DERIVATIVES AND THEIR USE<br/>[FR] DERIVES D'HETEROCYCLYLE BICYCLIQUE A SUBSTITUTION PHENYLE ET UTILISATION DE CES DERIVES
  申请人：NOVARTIS AG

  公开号：WO1998017662A1

  公开（公告）日：1998-04-30

  (EN) The invention relates to the use of a compound of formula (I), wherein R1 and R2, independently of each other, represent hydrogen, hydroxy or lower alkoxy, or R1 and R2 together form lower alkylenedioxy; R3 is halogen, lower alkyl, halogen-substituted lower alkyl, hydroxy, phenyloxy, C3-C7-cycloalkyloxy or lower alkoxy; any R4 is, independently of R3 and independently of any other R4 if present, selected from halogen, lower alkyl, halogen-substituted lower alkyl, hydroxy, phenyloxy, C3-C7-cycloalkyloxy or lower alkoxy; X is oxygen, imino or (halogen-substituted or unsubstituted lower alkanoyl, [lower alkyl or carboxy-, lower alkoxycarbonyl-, aminocarbonyl-, N-mono- or N,N-di-lower alkylamino carbonyl]-lower alkyl; or C6-C12-aryl)-substituted imino; and n is 0, 1, 3 or 4; or a salt thereof if at least one salt-forming group is present, in the treatment of certain diseases and the inhibition of protein kinases, as well as to new compounds of formula (I) and salts thereof.(FR) Cette invention concerne l'utilisation d'un composé de formule (I) dans laquelle R1 et R2 représentent indépendamment l'un de l'autre hydrogène, hydroxy ou alcoxy inférieur, ou bien R1 et R2 forment ensemble alkylènedioxy inférieur; R3 représente halogène, alkyle inférieur, alkyle inférieur à substitution halogène, hydroxy, phényloxy, cycloalkyloxy C3-C7 alcoxy inférieur; tout R4 indépendamment de R3 et indépendamment de tout autre R4 existant est sélectionné parmi halogène, alkyle inférieur, alkyle inférieur à substitution halogène, hydroxy, phényloxy, cycloalkyloxy C3-C7 alcoxy inférieur; X représente oxygène, imino ou imino à substitution (alcanoyle inférieur à substitution halogène ou non substitué, [alkyle inférieur ou carboxy-, alcoxycarbonyle inférieur, aminocarbonyle, N-mono- ou N,N,di-alkylamino inférieur-carbonyle] alkyle inférieur; ou aryle C6-C12); et n représente 0, 1, 3 ou 4. On peut utiliser ce composé ou un de ses sels s'il existe au moins un groupe formant un sel, dans le traitement de certaines maladies et pour inhiber des protéine kinases. Cette invention concerne également de nouveaux composés de formule (I) ainsi que leurs sels.
• Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo
  作者：Andrew V. Stachulski、Neil G. Berry、A. C. Lilian Low、Shelley L. Moores、Eleanor Row、David C. Warhurst、Ipemida S. Adagu、Jean-François Rossignol

  DOI：10.1021/jm050973f

  日期：2006.2.1

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.