eupatoriochromene B | 67015-35-4

• 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: eupatoriochromene B
• 英文别名: 7,8-dimethoxy-2,2-dimethyl-2H-benzopyran；7,8-dimethoxy-2,2-dimethyl-chromene；2H-1-Benzopyran, 7,8-dimethoxy-2,2-dimethyl-；7,8-dimethoxy-2,2-dimethylchromene
• CAS: 67015-35-4
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: QQPFWWNLWCDYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  eupatoriochromene B 在 三乙基硅烷 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 palladium 10% on activated carbon 、 ammonium acetate 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 乙腈 为溶剂， 反应 13.08h， 生成 (7,8-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2-hydroxy-5-methylphenyl)methanone
  参考文献：
  名称：

  Multidimensional optimization of promising antitumor xanthone derivatives

  摘要：

  A promising antitumor xanthone derivative was optimized following a multidimensional approach that involved the synthesis of 17 analogues, the study of their lipophilicity and solubility, and the evaluation of their growth inhibitory activity on four human tumor cell lines. A new synthetic route for the hit xanthone derivative was also developed and applied for the synthesis of its analogues. Among the used cell lines, the HL-60 showed to be in general more sensitive to the compounds tested, with the most potent compound having a GI(50) of 5.1 mu M, lower than the hit compound. Lipophilicity was evaluated by the partition coefficient (K-p) of a solute between buffer and two membrane models, namely liposomes and micelles. The compounds showed a log K-p between 3 and 5 and the two membrane models showed a good correlation (r(2) = 0.916) between each other. Studies concerning relationship between solubility and structure were developed for the hit compound and 5 of its analogues. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.079
• 作为产物：
  描述：

  5,7-dimethoxy-2,2-dimethylchroman 以80%的产率得到
  参考文献：
  名称：

  AHLUWALIA, V. K.;JOLLY, R. S., SYNTHESIS, BRD, 1982, N 1, 74-75

  摘要：

  DOI：

文献信息

• Facile Synthesis of Novel Selenium-Containing Benzopyrans
  作者：Zsolt Zsótér、Tibor Tímár、Krisztina Kónya、Tamás Patonay、József Jekő

  DOI：10.1002/jhet.2247

  日期：2015.11

  4‐Dimethylchromeno[4,3‐d]selenadiazoles 8 with insecticide activities have been synthesized via oxidative ring closure of the corresponding semicarbazone derivatives 7 by treatment with selenium dioxide. Reaction of various alkoxy‐2,2‐dimethyl‐2H‐benzopyrans with phenylselenyl chloride was utilized to prepare different phenylselenyl‐ and 3‐chloro precocene analogs.

  通过用二氧化硒处理相应的半脲酮衍生物7进行氧化闭环，合成了具有杀虫活性的4,4-二甲基铬诺[4,3- d ]硒代二唑8。各种烷氧基-2,2-二甲基-2- H-苯并吡喃与苯基硒烯基氯的反应被用于制备不同的苯基硒烯基和3-氯前茂金属类似物。
• 2,2-Dimethylchromenes from Eupatorium aschembornianum
  作者：F. Gómez、L. Quijano、J.S. Calderón、A. Perales、T. Ríos

  DOI：10.1016/0031-9422(82)83051-3

  日期：1982.1

  Abstract Two new chromenes, eupatoriochromene B and C, and a new benzofuran derivative were isolated from the petrol-soluble fractions of the leaves and flowers of Eupatorium aschembornianum .

  摘要 从Eupatorium aschembornianum 叶和花的石油可溶组分中分离得到两种新的色烯，eupatoriochromene B 和C，以及一种新的苯并呋喃衍生物。
• Timar, Tibor; Jaszberenyi, J. Csaba, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 871 - 877
  作者：Timar, Tibor、Jaszberenyi, J. Csaba

  DOI：——

  日期：——
• Tsukayama, Masao; Sakamoto, Tsukasa; Horie, Tokunaru, Heterocycles, 1981, vol. 16, # 6, p. 955 - 958
  作者：Tsukayama, Masao、Sakamoto, Tsukasa、Horie, Tokunaru、Masamura, Mitsuo、Nakayama, Mitsuru

  DOI：——

  日期：——
• Reaction of 2,2-Dimethylchromans with 2,3-Dichloro-5,6-dicyanobenzoguinone (DDQ)
  作者：V. K. Ahluwalia、R. S. Jolly

  DOI：10.1055/s-1982-29707

  日期：——