3-methyl-4-oxochromen-2-carbonyl chloride | 67652-24-8

• 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: 3-methyl-4-oxochromen-2-carbonyl chloride
• 英文别名: 3-Methyl-4-oxo-4H-1-benzopyran-2-carbonyl chloride；3-methyl-4-oxochromene-2-carbonyl chloride
• CAS: 67652-24-8
• 化学式: C₁₁H₇ClO₃
• 分子量: 222.628
• InChiKey: NRADYQAKFFNWAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-三甲氧基苯 、 3-methyl-4-oxochromen-2-carbonyl chloride 在 三氯化铝 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以63%的产率得到3-methyl-2-(2,4,6-trimethoxybenzoyl)chromen-4-one
  参考文献：
  名称：

  Payard; Tronche; Bastide, European Journal of Medicinal Chemistry, 1981, vol. 16, # 5, p. 453 - 460

  摘要：

  DOI：

文献信息

• Benzopyrones. Part 17. The synthesis of some bischromones and the reaction of cyanomethyl esters with sodium azide
  作者：Peter S. Bevan、Gwynn P. Ellis、H. Kerr Wilson

  DOI：10.1039/p19810002552

  日期：——

  Treatment of 4-oxochromen-2-carbonyl chloride with dimethylcadmium gave 1-methyl-1-(4-oxochromen-2-yl)-ethyl 4-oxochromen-2-carboxylate (11) which was synthesized unequivocally and degraded to the carboxylic acid and 2-(1-methylvinyl)chromen-4-one. 2-Acetylchromen-4-one was synthesized by a new and more efficient method from 4-oxochromen-2-carbonyl chloride.

  用二甲基镉处理4-氧代色素-2-羰基氯，得到1-甲基-1-（4-氧代色素-2-基）-乙基4-氧代色素-2-羧酸酯（11），该化合物明确合成并降解为羧酸和2-（1-甲基乙烯基）色烯-4-酮。由4-氧代色原-2-羰基氯通过一种新的更有效的方法合成了2-乙酰基色n-4-酮。
• Paris; Payard; Brecy, European Journal of Medicinal Chemistry, 1980, vol. 15, # 1, p. 55 - 62
  作者：Paris、Payard、Brecy、et al.

  DOI：——

  日期：——
• Synthesis and structure-activity relationships of novel 2-amino alkyl chromones and related derivatives as a site-selective ligands
  作者：Geneviève Baziard-Mouysset、Salouma Younes、Youssef Labssita、Marc Payard、Daniel-Henri Caignard、Marie-Claire Rettori、Pierre Renard、Bruno Pfeiffer、Béatrice Guardiola-Lemaitre

  DOI：10.1016/s0223-5234(98)80001-9

  日期：1998.6

  Starling from a random screening showing that 2-[(4-benzylpiperazinyl)methyl] chromone was a selective and potent sigma ligand, a series of analogues were synthesized. Introduction of a substituent on the chromone moiety, replacement of methylenes by carbonyl groups and benzyl by aryl groups decrease the affinity for sigma sites. The result obtained after introduction of various substituents on the aromatic part of the benzyl is strictly depending on the size and on the position of these substituents. Stretching of the carbon chain between the phenyl and the piperazine does not strongly modify the affinity. 2-[4-(4'-methoxy benzyl)-1-piperazinyl methyl] chromone has been tested in behavioral tests that permit to believe that such derivatives could be interesting for the treatment of psychosis. (C) Elsevier, Paris.
• Davidson, Deborah N.; Kaye, Perry T., Journal of the Chemical Society. Perkin transactions II, 1991, # 6, p. 927 - 930
  作者：Davidson, Deborah N.、Kaye, Perry T.

  DOI：——

  日期：——
• PAYARD, M.;TRONCHE, P.;BASTIDE, J.;BASTIDE, P.;CHAVERNAC, G., EUR. J. MED. CHEM.-CHIM. THER., 1981, 16, N 5, 453-460
  作者：PAYARD, M.、TRONCHE, P.、BASTIDE, J.、BASTIDE, P.、CHAVERNAC, G.

  DOI：——

  日期：——