3-(2',4'-dichlorophenyl)-7-hydroxy-4H-chromen-4-one | 302953-06-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(2',4'-dichlorophenyl)-7-hydroxy-4H-chromen-4-one
• 英文别名: 7-hydroxy-2',4'-dichloroisoflavone；3-(2,4-dichlorophenyl)-7-hydroxy-4H-chromen-4-one；3-(2,4-dichlorophenyl)-7-hydroxychromen-4-one
• CAS: 302953-06-6
• 化学式: C₁₅H₈Cl₂O₃
• 分子量: 307.133
• InChiKey: QMSGNLMBWFRALO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2',4'-dichlorophenyl)-7-hydroxy-4H-chromen-4-one 在 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 3-(2,4-dichlorophenyl)-7-[4-(piperazin-1-yl)butoxy]-4H-1-benzopyran-4-one bis[hydrochloride]
  参考文献：
  名称：

  Novel Basic Isoflavones as Inhibitors of Bone Resorption

  摘要：

  A number of aminoalkoxy analogues of ipriflavone (=7-(1-methylethoxy)isoflavone) were prepared and examined for their capacity to inhibit bone resorption induced by bovine parathyroid hormone fragment 1 - 34. Good-to-high activities were found for 7-(aminoalkoxy)isoflavone. analogues. Their activity was influenced by a number of structural features, among which the length of the basic side chain, the basicity of the amino group, and the nature and position of substituents on the 3-phenyl ring. 4'-(Aminoalkoxy)ipriflavone derivatives were less active.

  DOI：

  10.1002/1522-2675(20010815)84:8<2417::aid-hlca2417>3.0.co;2-n

文献信息

• 7-芳氧乙酰氧基异黄酮衍生物及其在农药上的应用
  申请人：江苏大学

  公开号：CN109400568B

  公开（公告）日：2022-10-25

  本发明属于除草剂技术领域，提供了一种7‑芳氧乙酰氧基异黄酮衍生物及其在农药上的应用，合成步骤如下：适当温度下，按比例将7‑羟基异黄酮衍生物与芳氧乙酰氯加入到适当反应溶剂中，加入适当催化剂，进行反应，反应完成后，除去溶剂，向残余物中加入NaOH溶液，过滤、洗涤、干燥，重结晶即得7‑芳氧乙酰氧基异黄酮衍生物。本发明提供了一类新型的异黄酮类化合物的制备方法。本发明的化合物具有很高的除草活性，与其它的类化合物相比，除草活性有了很大的提高。本发明的化合物对供试杂草如双子叶杂草模式植物油菜有很高的防效。
• A FACILE SYNTHESIS OF ANGULAR AND LINEAR 8/2-METHYL-FURO[2,3-h]/[3,2-g] CHROMONES AND ANGULAR PYRANO[2,3-f] ISOFLAVONES FROM 7-PROPARGYLOXY CHROMONES AND ISOFLAVONES
  作者：V. Daniel、Y.Jayaprakash Rao、K.Santosh Kumar、G.L.David Krupadanam

  DOI：10.1515/hc.2008.14.5.337

  日期：2008.1

  (2). 2a under the thermal conditions of the reaction, undergoes [3,3] sigmatropic shift to give 7-hydroxy-8allenyl chromone (5a). The chromone carbonyl which is para to the hydroxyl ionizes the hydroxyl group, thereby generating a stable polar intermediate (6a). Kinetically controlled nucleophilic attack by the hydroxyl at the allene C-2 give rise to five membered methyl furan ring (3a). Scheme-l

  7-炔丙氧基色酮 (2a-d) 和 7-炔丙氧基异黄酮 (8a-f) 在 Ν,Ν-二乙基苯胺中于 195°C 的克莱森重排得到 8/2methylfiiro[2,3-h]/[3,2-g]色酮 (3a-d) 和吡喃 [2,3-f] 异黄酮 (9a-f)。简介： 色酮和异黄酮构成了一类重要的氧杂环化合物。取代的以及杂环稠环的色酮和异黄酮具有广泛的药理活性。用于药用的色酮和异黄酮是凯林、冠状血管舒张剂 2 、色酮 2-羧酸酯解痉剂和色甘酸二钠、抗过敏药、具有雌激素协调活性的金斯坦因 和 7-异丙氧基异黄酮用于治疗绝经后和老年骨质疏松症 早先我们报道了通过 7-羟基 -6/8-烯丙基色酮与 PdCl2/(PhCN)2 的氧化环化获得线性和有角的 2-甲基呋喃色酮的简便途径。我们还报道了以 7-炔丙氧基和 7-羟基-8-烯丙基黄酮和香豆素为原料合成 2-甲基呋喃基-2-甲基二氢呋喃-吡喃稠合黄酮和香
• Novel Basic Isoflavones as Inhibitors of Bone Resorption
  作者：Maurizio Delcanale、Gabriele Amari、Elisabetta Armani、Milco Lipreri、Maurizio Civelli、Elisabetta Galbiati、Massimo Giossi、Paola Lorenza Caruso、Patrizia Crivori、Pierre-Alain Carrupt、Bernard Testa

  DOI：10.1002/1522-2675(20010815)84:8<2417::aid-hlca2417>3.0.co;2-n

  日期：2001.8.15

  A number of aminoalkoxy analogues of ipriflavone (=7-(1-methylethoxy)isoflavone) were prepared and examined for their capacity to inhibit bone resorption induced by bovine parathyroid hormone fragment 1 - 34. Good-to-high activities were found for 7-(aminoalkoxy)isoflavone. analogues. Their activity was influenced by a number of structural features, among which the length of the basic side chain, the basicity of the amino group, and the nature and position of substituents on the 3-phenyl ring. 4'-(Aminoalkoxy)ipriflavone derivatives were less active.