bis(2,4,6-trichlorophenyl) n-propylmalonate | 77427-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: bis(2,4,6-trichlorophenyl) n-propylmalonate
• 英文别名: Bis(2,4,6-trichlorophenyl) propylpropanedioate；bis(2,4,6-trichlorophenyl) 2-propylpropanedioate
• CAS: 77427-41-9
• 化学式: C₁₈H₁₂Cl₆O₄
• 分子量: 505.009
• InChiKey: XCGUGCOYQUCIOW-UHFFFAOYSA-N

物化性质

• 沸点：
  578.8±50.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-苯胺基吡啶 、 bis(2,4,6-trichlorophenyl) n-propylmalonate 反应 0.5h， 以70%的产率得到
  参考文献：
  名称：

  交叉共轭和假交叉共轭的内消旋甜菜碱，XVIII：具有心血管活性的双环中离子嘧啶

  摘要：

  α-苯胺基-吖嗪 1a-i 与活化丙二酸酯（神奇丙二酸酯）2a-e 的反应导致双环介离子系统 3-7。其中，吡啶并[1,2-a]嘧啶3b,d具有强心作用，而嘧啶并[1,2-a]嘧啶4a-g具有显着的抗心绞痛和抗高血压活性。

  DOI：

  10.1002/ardp.2503241108
• 作为产物：
  描述：

  丙基丙二酸 、 2,4,6-三氯苯酚 在 三氯氧磷 作用下， 反应 6.0h， 以82%的产率得到bis(2,4,6-trichlorophenyl) n-propylmalonate
  参考文献：
  名称：

  Glennon, R. A.; Rogers, M. E.; El-Said, M. K., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 337 - 340

  摘要：

  DOI：

文献信息

• Mesoionic xanthine analogs: phosphodiesterase inhibitory and hypotensive activity
  作者：Richard A. Glennon、Michael E. Rogers、J. Doyle Smith、M. K. El-Said、John L. Egle

  DOI：10.1021/jm00138a002

  日期：1981.6

  Several mesoionic thiazolo[3,2-alphapyrimidines and mesoionic 1,3,4-thiadiazol[3,2-alpha-pyrimidines were evaluated as inhibitors of cyclic-AMP phosphodiesterase. While small alkyl substituents at the 6 position have no significant effect on activity, phenyl and benzyl substituents enhance activity. Mesoionic structures such as 1 (R2 = H; R8 = Et) possess 20 to 40 times the activity of theophylline

  评价了几种中离子噻唑并[3,2-α-嘧啶和中离子1,3,4-噻二唑[3,2-α-嘧啶]作为环AMP磷酸二酯酶的抑制剂。尽管在6位的小的烷基取代基对活性没有显着影响，但是苯基和苄基取代基增强了活性。当R6取代基为苯基或4-氯苄基时，介电结构如1（R2 = H； R8 = Et）的活性为茶碱的20至40倍。在2位上的甲基和乙基取代基本上消除了活性。尽管受到溶解性问题的困扰，但是发现一些中离子衍生物在体内显示出弱的降压作用。
• Synthesis and reactions of 4-Hydroxy-2(1<i>H</i>)-pyridones with thienyl and pyridyl substituents in position 6 starting with azomethines and malonates
  作者：Barbara Schnell

  DOI：10.1002/jhet.5570360234

  日期：1999.3

  The reaction of 4 with substituted diethyl malonates 5a, or “magic malonates” (bis-2,4,6-trichlorophenylmalonates 5b) leads to 4-hydroxy-2(1H)-pyridones 6. The azomethines 4 are prepared via the Strecker compounds 3 starting with methyl ketones 1, anilines, and potassium cyanide. Chlorination of pyridones 6 with sulfuryl chloride leads to compounds 7 while nitration gives 9.

  的反应4与取代的二乙基丙二酸酯5a中，或“魔术丙二酸酯”（双-2,4,6- trichlorophenylmalonates 5B）导致4-羟基-2（1 H ^） -吡啶酮6的甲亚胺4制备经由所述斯特雷克尔从甲基酮1，苯胺和氰化钾开始的化合物3。用硫酰氯氯化吡啶酮6会生成化合物7，而硝化则会生成9。
• Mesoionic xanthine analogs: antagonists of adenosine receptors
  作者：Richard A. Glennon、Shanaz M. Tejani-Butt、William Padgett、John W. Daly

  DOI：10.1021/jm00376a027

  日期：1984.10

  A variety of mesoionic xanthines including mesoionic thiazolo[3,2-alpha]pyrimidines, benzothiazolopyrimidines, and 1,3,4-thiadiazolo[3,2-alpha]pyrimidines were antagonists of A1-adenosine receptors (inhibition of binding of [3H]-cyclohexyladenosine) and A2-adenosine receptors (inhibition of 2-chloroadenosine-elicited accumulations of cyclic AMP) in brain tissue. Most of the compounds were less potent than theophylline and none were remarkably selective for A1- or A2-adenosine receptors. However, members of the thiadiazolopyrimidine class of mesoionics exhibited very low or no activity as antagonists of A2-adenosine receptors while exhibiting activity only 2-4-fold lower than that of theophylline at A1-adenosine receptors. Unlike the case for theophylline, the presence of a phenyl substituent in the five-membered ring did not enhance the potency of a mesoionic thiadiazolopyrimidine. The nature of the substituents on the mesoionic ring did not appear to have marked effects on potency unlike the marked effect of the nature of 1,3-substituents on activity of nonmesoionic xanthines. The benzothiazolo[3,2-alpha]pyrimidines were the most potent antagonists, being nearly as potent as theophylline at A1-adenosine receptors and somewhat more potent than theophylline at A2-adenosine receptors.
• Benz-fused mesoionic xanthine analogs as inhibitors of cyclic-AMP phosphodiesterase
  作者：Richard A. Glennon、Judith J. Gaines、Michael E. Rogers

  DOI：10.1021/jm00138a027

  日期：1981.6
• Mesoionische Sechsringheterocyclen, XVI Syntheses von 2 a, 5 a-Diaza-acenaphthylen Mesoionen
  作者：Wolfgang Stadlbauer、Yousef Ravai、Heinz Sterk、Thomas Kappe

  DOI：10.1007/bf00799956

  日期：——