6-Methyl-3',4'-methylendioxy-flavanon | 56414-13-2

• 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: 6-Methyl-3',4'-methylendioxy-flavanon
• 英文别名: 2-(1,3-Benzodioxol-5-yl)-6-methyl-2,3-dihydrochromen-4-one
• CAS: 56414-13-2
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: GKDZFLYSLNETSE-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C
• 沸点：
  463.1±45.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Methyl-3',4'-methylendioxy-flavanon 在 氯化亚砜 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 4-(6-Chloro-1,3-benzodioxol-5-yl)-2-(2-chloro-4-nitrophenyl)-3a,4-diethoxy-8-methylchromeno[4,3-d]thiadiazole
  参考文献：
  名称：

  Synthesis and anticancer activity of a novel class of flavonoids: 2,4-Diarylchromane[4,3-d]-Δ1,9b-1,2,3-thiadiazolines

  摘要：

  A series of 2,4-diarylchromane[4,3-d]-Delta(1.9b)-1,2,3-thiadiazolines have been synthesized by cyclization of corresponding 2-arylchroman-4-one-arylhydrazones with SOCl2 then treated with alcohol. All the compounds have been tested for their antiproliferative activity in vitro against six human tumor cell lines, and the highly potent derivative 11a exhibited in vivo inhibitory effect on tumor growth. Mechanism research indicated that it is due to 11a that induces DNA fragmentation. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.10.004

文献信息

• One-Pot Synthesis of 1,3,5-Triarylpyrazoles
  作者：Shufang Huang、Huazhou Ying、Yongzhou Hu

  DOI：10.1002/jhet.927

  日期：2013.5

  A series of novel 1,3,5-triarylpyrazoles were synthesized from flavanones, arylhydrazines, and trimethyl phosphate in an one-pot procedure. Facile reaction process, easy after-reaction workshop, and good yields are the distinct characteristics of the developed protocol. The target compounds were characterized by element analysis, infrared ray (IR), 1H NMR spectra, and electrospray ionization-mass spectrometry. The structure of representative compound (C23H20N2O3, Mr = 372.42) was further confirmed by X-ray diffraction. It crystallizes in monoclinic, space group P 21/c, a = 8.9720(5), b = 24.5523(13), c = 8.9687(6) angstrom, = 90.0000, = 102.6417(17), = 90.0000 degrees, V = 1927.76(20) angstrom 3, Z = 4, (MoK) = 0.086, F(000) = 784, Dc = 1.283 g/cm3, the final R = 0.0349 and wR = 0.0844 for 1668 observed reflections (I > 2 sigma(I))
• Hishida et al., Nippon Kagaku Zasshi, 1953, vol. 74, p. 697
  作者：Hishida et al.

  DOI：——

  日期：——