2-[(2-Chlorophenyl)-(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione | 152129-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(2-Chlorophenyl)-(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione
• CAS: 152129-14-1
• 化学式: C₁₉H₁₉ClO₄
• 分子量: 346.81
• InChiKey: FAYLIVRTHOSHKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(2-Chlorophenyl)-(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 9-(2-chlorophenyl)-1,8-dioxo-octahydroxanthene
  参考文献：
  名称：

  摘要：

  Several 9-(2-R phenyl)xanthenediones have been synthesized and the x-ray diffraction structure for the 2-methylphenyl derivative (4b) has been determined. This compound crystallizes in the monoclinic system, space group P2(1)/n, with a = 11.729 (3), b = 9.674 (3), c = 14.628 (4) Angstrom, and beta = 106.30 degrees. It presents a partially hydrogenated xanthene system in distorted boat conformation for the heterocyclic central ring, and an almost ideal envelope conformation for the outer rings. The aromatic substituent at the ninth position is at 84 degrees in angle with the xanthene system.

  DOI：

  10.1023/a:1009583417391
• 作为产物：
  描述：

  2-氯苯甲醛 、 1,3-环己二酮 在 cesium fluoride 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以91%的产率得到2-[(2-Chlorophenyl)-(2,6-dioxocyclohexyl)methyl]cyclohexane-1,3-dione
  参考文献：
  名称：

  介导的CsF 1,3-环己二酮的迅速冷凝与芳香醛：常规加热的比较研究VS。环境温度

  摘要：

  据报道，使用氟化铯作为催化剂，在常规加热条件下，室温下合成2,2'-芳基亚甲基二环己烷-1,3-二酮衍生物和9-芳基-1,8-二氢八氢oct吨蒽的合成反应温和，高效，高收率。 。该反应的主要优点是优异的产率，非常短的反应时间和使用廉价的催化剂。

  DOI：

  10.1016/j.cclet.2011.01.002

文献信息

• Tetraketones: A new class of tyrosinase inhibitors
  作者：Khalid Mohammed Khan、Ghulam Murtaza Maharvi、Mahmud Tareq Hassan Khan、Ahson Jabbar Shaikh、Shahnaz Perveen、Saeedan Begum、Mohammad Iqbal Choudhary

  DOI：10.1016/j.bmc.2005.08.029

  日期：2006.1

  Twenty-eight tetraketones (1-28) with variable substituents at C-7 were synthesized and evaluated as tyrosinase inhibitors. Remarkably compounds 25 (IC50 = 2.06 mu M), 11 (IC50 = 2.09 mu M), 15 (IC50 = 2.61 mu M), and 27 (IC50 = 3.19 mu M) were found to be the most active compounds of the series, even better than both standards kojic acid (IC50 = 16.67 mu M) and L-mimosine (IC50 = 3.68 mu M). This study may lead to the discovery of therapeutically potent agents against clinically very important dermatological disorders including hyperpigmentation as well as skin melanoma. (c) 2005 Elsevier Ltd. All rights reserved.
• Shanmugasundaram, Palanisamy; Prabahar, K. Joseph; Ramakrishnan, Vayalakkavoor T., Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 1003 - 1008
  作者：Shanmugasundaram, Palanisamy、Prabahar, K. Joseph、Ramakrishnan, Vayalakkavoor T.

  DOI：——

  日期：——