3-(Dimethylaminomethylene)-2-phenyl-4-chromanone | 78115-45-4

• 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-(Dimethylaminomethylene)-2-phenyl-4-chromanone
• 英文别名: 3-(Dimethylaminomethylidene)-2-phenylchromen-4-one
• CAS: 78115-45-4
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: HDQCRRRATSBPDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Dimethylaminomethylene)-2-phenyl-4-chromanone 在 水 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 3-(hydroxymethylene)flavanone
  参考文献：
  名称：

  具有黄酮骨架的内酯类似物的合成及应用

  摘要：

  本发明涉及一种具有黄酮骨架的内酯类似物的合成及应用。该类化合物的结构通式为(I)，其中：R1或R2代表氢原子，C1‑C5的烷基，苯基及卤素取代的苯基，胡椒环，呋喃、噻吩等芳杂环。以邻羟基苯乙酮及醛或酮为原料，经过多步反应，合成得到一系列具有黄酮母核结构的内酯类似物。对该类化合物的列当种子萌发活性进行测试，结果显示该类化合物具有较好的种子萌发活性，是具有广阔应用前景的寄生杂草种子萌发剂，可实际应用于寄生杂草除草剂，尤其在农业上对寄生杂草列当及独脚金防控方面的用途。

  公开号：

  CN110615784B
• 作为产物：
  描述：

  苯甲醛 在 碘 、 苯胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 20.0h， 生成 3-(Dimethylaminomethylene)-2-phenyl-4-chromanone
  参考文献：
  名称：

  具有黄酮骨架的内酯类似物的合成及应用

  摘要：

  本发明涉及一种具有黄酮骨架的内酯类似物的合成及应用。该类化合物的结构通式为(I)，其中：R1或R2代表氢原子，C1‑C5的烷基，苯基及卤素取代的苯基，胡椒环，呋喃、噻吩等芳杂环。以邻羟基苯乙酮及醛或酮为原料，经过多步反应，合成得到一系列具有黄酮母核结构的内酯类似物。对该类化合物的列当种子萌发活性进行测试，结果显示该类化合物具有较好的种子萌发活性，是具有广阔应用前景的寄生杂草种子萌发剂，可实际应用于寄生杂草除草剂，尤其在农业上对寄生杂草列当及独脚金防控方面的用途。

  公开号：

  CN110615784B

文献信息

• Pharmaceutical preparations containing flavanone or thioflavanone
  申请人：Zyma SA

  公开号：US04885298A1

  公开（公告）日：1989-12-05

  The invention relates to pharmaceutical preparations containing compounds of formula I ##STR1## 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.

  该发明涉及含有以下式I的化合物的制药制剂：其中X代表未取代或取代的氨基或季铵盐；卤素，自由的，醚化的或酯化的羟基；自由的，醚化的，酯化的或氧化的巯基；自由或功能修饰的羧基，自由或功能修饰的磺酰基；酰基；硝基；未取代或取代的碳氢基团或未取代或取代的杂环基团，Y代表氧，硫，亚砜基或磺酰基，但如果X是1H-咪唑-1-基，则Y必须是氧，亚砜基或磺酰基，环A和环B各自未取代或取代；或者含有盐形成基团的这种化合物的药学上可接受的盐；以及式I的新化合物。这些化合物可用于治疗呼吸道疾病和肝脏疾病等。它们是通过已知的方法制备的。
• Flavene and thioflavene derivates, processes for their manufacture,
  申请人：Zyma SA

  公开号：US04935441A1

  公开（公告）日：1990-06-19

  Compounds of the formula I ##STR1## wherein rings A and B are each unsubstituted or substituted; Y is oxygen, sulfur, sulfinyl or sulfonyl; one of the symbols Z.sub.1 and Z.sub.2 is halogen and the other formyl; and pharmaceutically acceptable salts of such compounds that contain a salt-forming group are useful for the treatment of diseases of the respiratory tract and of liver diseases. They are prepared by methods known per se.

  公式I的化合物如下：其中环A和环B均为未取代或取代的；Y为氧、硫、亚硫基或磺酰基；符号Z.sub.1和Z.sub.2中的一个为卤素，另一个为甲酰基；以及含有盐基的这种化合物的药学上可接受的盐对于治疗呼吸道疾病和肝脏疾病是有用的。它们是通过已知的方法制备的。
• Antiinflammatory agents: new series of N-substituted amino acids with complex pyrimidine structures endowed with antiphlogistic activity
  作者：Olga Bruno、Silvia Schenone、Angelo Ranise、Francesco Bondavalli、Walter Filippelli、Giuseppe Falcone、Giulia Motola、Filomena Mazzeo

  DOI：10.1016/s0014-827x(98)00109-8

  日期：1999.1

  A series of N-methyl-N-pyrimidin-2-yl glycines 2a-e, having the pyrimidine ring fused with a cyclohexane [N-methyl-N-(5,6,7,8-tetrahydroquinazolin-2-yl)glycine], cyclohexene [N-methyl-N-(5,6-dihydroquinazolin-2-yl)glycine], 1,2,3,4-tetrahydronaphthalene [N-methyl-N-(5,6-dihydrobenzo[e]quinazolin-2-yl)glycine], benzopyrane [N-methyl-N-(5-phenyl-5H-[1]benzopyrano[4,3-d]pyrimidin-2-yl)glyci ne] and benzothiopyrane [N-methyl-N-(5H-[1]benzothiopyrano[4,3-d]pyrimidin-2-yl)glycine] ring, was prepared and tested for antiinflammatory activity. With the same purpose a number of N-5H-[1]benzopyrano[4,3-d]pyrimidin-2-yl substituted amino acids 3a-e, having a different chain length and branching were also synthesized and tested. All the described products 2 and 3 showed an appreciable antiphlogistic activity, particularly 2b and 2c.
• New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: synthesis and pharmacological screening
  作者：Olga Bruno、Silvia Schenone、Angelo Ranise、Francesco Bondavalli、Elisabetta Barocelli、Vigilio Ballabeni、Milena Chiavarini、Simona Bertoni、Massimiliano Tognolini、Mariannina Impicciatore

  DOI：10.1016/s0968-0896(00)00272-8

  日期：2001.3

  The preparation and the pharmacological screening of novel anti-aggregatory/antiphlogistic polycyclic pyrimidine derivatives are described. The compounds were developed starting from bioactive 2-aminobenzopyranopyrimidine derivatives in order to assess the importance of the benzopyrano[4,3-d]pyrimidine structure and the role of an amino basic moiety in position 2. Antiplatelet activity was assessed in vitro against ADP and arachidonic acid-induced aggregation in guinea-pig plasma. Anti-inflammatory analgesic/antipyretic activities were studied in rat paw oedema, mouse writhing test and E coli-induced rat fever. Ulcerogenic and gastroprotective effects were also investigated in vivo on rat gastric mucosa. Among the tested compounds, the 5-substituted benzopyranopyrimidine derivatives 3d and 4d proved to be the most active antiplatelet agents as potent as acetylsalicylic acid against arachidonic acid-stimulated aggregation. Furthermore the 2-methylthio derivative 4d was endowed with greater efficacy against ADP aggregation suggesting that additional non-TXA(2) dependent mechanisms are involved in its biological activity. Orally administered at 100 mg kg(-1) in rats this latter compound displayed antiphlogistic acitivity comparable to indomethacin (10 mg kg(-1)) coupled with an unusual gastroprotective effect on ethanol-induced ulcers. In conclusion, these findings indicate that the 5-pyrrolidino-2-methylthiobenzopyrano[4d] fulfils the chemical requirements to exhibit antiplatelet activity associated with gastroprotective effect. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 具有黄酮骨架的内酯类似物的合成及应用
  申请人：南开大学

  公开号：CN110615784B

  公开（公告）日：2022-10-25

  本发明涉及一种具有黄酮骨架的内酯类似物的合成及应用。该类化合物的结构通式为(I)，其中：R1或R2代表氢原子，C1‑C5的烷基，苯基及卤素取代的苯基，胡椒环，呋喃、噻吩等芳杂环。以邻羟基苯乙酮及醛或酮为原料，经过多步反应，合成得到一系列具有黄酮母核结构的内酯类似物。对该类化合物的列当种子萌发活性进行测试，结果显示该类化合物具有较好的种子萌发活性，是具有广阔应用前景的寄生杂草种子萌发剂，可实际应用于寄生杂草除草剂，尤其在农业上对寄生杂草列当及独脚金防控方面的用途。