3-Chloromethyleneflavanone | 78115-48-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3-Chloromethyleneflavanone
• 英文别名: (3E)-3-(chloromethylidene)-2-phenylchromen-4-one
• CAS: 78115-48-7
• 化学式: C₁₆H₁₁ClO₂
• 分子量: 270.715
• InChiKey: FFHGDVOWRPOILA-RAXLEYEMSA-N

物化性质

• 沸点：
  418.4±45.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  黄烷酮 在 盐酸 、 18-冠醚-6 、 硫酸 、 三乙胺 、 sodium chloride 作用下， 以 四氢呋喃 、 异丙醇 、 乙腈 为溶剂， 反应 528.0h， 生成 3-Chloromethyleneflavanone
  参考文献：
  名称：

  Antimicrobial 3-methylene flavanones

  摘要：

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.

  DOI：

  10.1021/jm00141a011

文献信息

• Pharmaceutical preparations containing flavanone or thioflavanone derivatives, the use thereof, novel flavanones and thioflavanones, and processes for their manufacture
  申请人：Zyma SA

  公开号：EP0139614A2

  公开（公告）日：1985-05-02

  The invention relates to pharmaceutical preparations containing compounds of formula I in which X represents unsubstituted or substituted amino or a quaternary ammonium salt; halogen, free, etherified or esterified hydroxy; free, etherified, esterified or oxidized mercapto; free or functionally modified carboxyl, free or functionally modified sulfo; acyl; nitro; an unsubstituted or substituted hydrocarbon radical or an unsubstituted or substituted heterocyclic radical, Y represents oxygen, sulfur, sulfinyl or sulfonyl but must be oxygen, sulfinyl or sulfonyl, if X is 1H-imidazol-1-yl, and rings A and B are each unsubstituted or substituted; or pharmaceutically acceptable salts of such compounds that contain a salt-forming group, and to novel compounds of formula I. The compounds are useful e.g. for the treatment of diseases of the respiratory tract and of liver diseases. They are prepared by methods known per se.

  本发明涉及含有式 I 化合物的药物制剂。 其中 X 代表未取代或取代的氨基或季铵盐；卤素；游离的、醚化的或酯化的羟基；游离的、醚化的、酯化的或氧化的巯基；游离的或功能修饰的羧基；游离的或功能修饰的磺基；酰基；硝基；未取代或取代的烃基或未取代或取代的杂环基，Y 代表氧、硫、亚砜基或磺酰基，但如果 X 是 1H-imidazol-1-yl 则必须是氧、亚砜基或磺酰基，且环 A 和 B 各自是未取代或取代的；或含有成盐基团的此类化合物的药学上可接受的盐，以及式 I 的新型化合物。这些化合物可用于治疗呼吸道疾病和肝脏疾病等。它们的制备方法本身是已知的。
• Litkei, Gyoergy; Patonay, Tamas; Szilagyi, Laszlo, Organic Preparations and Procedures International, 1991, vol. 23, # 6, p. 741 - 748
  作者：Litkei, Gyoergy、Patonay, Tamas、Szilagyi, Laszlo、Dinya, Zoltan

  DOI：——

  日期：——
• US4885298A
  申请人：——

  公开号：US4885298A

  公开（公告）日：1989-12-05
• Antimicrobial 3-methylene flavanones
  作者：Frederick E. Ward、David L. Garling、Robert T. Buckler、David M. Lawler、Dennis P. Cummings

  DOI：10.1021/jm00141a011

  日期：1981.9

  The antimicrobial activity previously attributed to flavanone Mannich bases was found to be due to their breakdown products, 3-methyleneflavanones. Among the latter compounds, highest potency was observed when the flavanone phenyl ring contained bromine or chlorine substituents. 3-Methylene-2-phenylflavanone (8) was synthesized and shown to be equal to hexachlorophene in tests against representative Gram-positive microorganisms.