bis(2,4,6-trichlorophenyl) isopropylmalonate | 15897-80-0

• 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) isopropylmalonate
• 英文别名: Isopropylmalonsaeure-bis-<2,4,6-trichlor-phenylester>；Isopropylmalonsaeure-bis-(2,4,6-trichlorphenylester)；isopropylmalonic acid bis-(2,4,6-trichloro-phenyl) ester；Bis(2,4,6-trichlorophenyl) (propan-2-yl)propanedioate；bis(2,4,6-trichlorophenyl) 2-propan-2-ylpropanedioate
• CAS: 15897-80-0
• 化学式: C₁₈H₁₂Cl₆O₄
• 分子量: 505.009
• InChiKey: FPWVXZZRPRFVAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  28
• 可旋转键数：
  7
• 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：

  bis(2,4,6-trichlorophenyl) isopropylmalonate 在 盐酸 作用下， 以 异丙醇 为溶剂， 反应 0.83h， 生成 3-Isopropyl-2-hydroxy-chinolizinon-(4)
  参考文献：
  名称：

  Chinolizine und Indolizine, XIII. Acyl-2-hydroxy-4-chinolizinone

  摘要：

  DOI：

  10.1007/bf00798958

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。
• Cross-conjugated and pseudo-cross-conjugated mesomeric betaines, XVIII: Bicyclic mesoionic pyrimidines with cardiovascular activity
  作者：C. Oliver Kappe、Thomas Kappe

  DOI：10.1002/ardp.2503241108

  日期：1991.11

  Reaction of α‐Anilino‐azines 1a‐i with activated malonates (magic malonates) 2a‐e leads to bicyclic mesoionic systems 3–7. Out of these, pyrido[1,2‐a]pyrimidines 3b,d are active as cardiotonics, whereas pyrimido[1,2‐a]pyrimidines 4a‐g show significant anti‐anginal and anti‐hypertensive activity.

  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。
• Synthesis and Biological Investigations of Some 5H-1,3,4-Oxadiazolo[3,2-a]pyrimidin-5-ones
  作者：Farid S.G. Soliman、Ragab M Shafik、Magda Darwish

  DOI：10.1002/jps.2600710210

  日期：1982.2

  The synthesis of some substituted 7-hydroxy-5H-1,3,4-oxadiazolo [3,2-a]pyrimidin-5-ones, a class of bicyclics with unexplored pharmacotoxicological properties, is described. Reacting the 2-phenyl derivative with bis(2,4,5-trichlorophenyl)benzylmalonate afforded a linear pyrano-oxadiazolopyrimidinedione. The assigned structures were verified by IR, 1H-NMR, and mass spectral studies. Six compounds of

  描述了一些取代的7-羟基-5H-1,3,4-恶二唑并[3,2-a]嘧啶-5-酮的合成，这是一类未经开发的药理毒理学性质的双环化合物。使2-苯基衍生物与丙二酸双（2,4,5-三氯苯基）苄基酯反应，得到线性吡喃-恶二唑并嘧啶二酮。通过IR，1 H-NMR和质谱研究验证了指定的结构。筛选了该系列的六个化合物的体外抗菌和抗真菌活性。还检查了四种化合物对碱性磷酸酶的影响。
• 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。
• Synthesis of Substituted 3-Hydroxy-1H,5H-pyrido[1,2-a]-benzimidazol-1-ones as Possible Antimicrobial and Antineoplastic Agents
  作者：Farid S. G. Soliman、Samia M. Rida、El-Sayed A. M. Badawy、Thomas Kappe

  DOI：10.1002/ardp.19843171110

  日期：——

  Syntheses of the title compounds 3 as possible antimicrobial and antineoplastic agents were achieved by reacting the active malonates 1 with the benzimidazoles 2a,b. On the other hand, reaction of 1c,d with 2‐methylbenzimidazole (2c) yielded the imidazoquinolinones 4a,b. Four compounds in the series 3 displayed in vitro antibacterial and antifungal activities.

  作为可能的抗微生物剂和抗肿瘤剂的标题化合物3的合成通过使活性丙二酸酯1与苯并咪唑2a、b反应来实现。另一方面，1c、d 与 2-甲基苯并咪唑 (2c) 反应生成咪唑喹啉酮 4a、b。系列 3 中的四种化合物显示出体外抗菌和抗真菌活性。