5-(3,4,5-Trimethoxy-phenyl)-cyclohexane-1,3-dione | 144128-69-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(3,4,5-Trimethoxy-phenyl)-cyclohexane-1,3-dione
• 英文别名: 5-(3,4,5-Trimethoxyphenyl)cyclohexane-1,3-dione
• CAS: 144128-69-8
• 化学式: C₁₅H₁₈O₅
• mdl: MFCD08273485
• 分子量: 278.305
• InChiKey: DRSDSCJOFHJYQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  433.2±45.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  5-(3,4,5-Trimethoxy-phenyl)-cyclohexane-1,3-dione 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成
  参考文献：
  名称：

  Antimalarial drugs. 64. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures

  摘要：

  To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-[(alkylamino)alkylene]imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates. Among structural modifications prepared, including N-10-alkyl and C2-substituted analogs, removal of the C-9 oxygen, and introduction of an imino side chain at C-9, the imines of the N-10-H acridinediones were the most active compounds obtained. The [3-(NN-dimethylamino)propyl]imino derivative of 7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.

  DOI：

  10.1021/jm00097a001
• 作为产物：
  描述：

  3-丁烯-2-酮,4-(3,4,5-三甲氧苯基)- 在 sodium hydroxide 、 硫酸 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.5h， 生成 5-(3,4,5-Trimethoxy-phenyl)-cyclohexane-1,3-dione
  参考文献：
  名称：

  Antimalarial drugs. 64. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures

  摘要：

  To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-[(alkylamino)alkylene]imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates. Among structural modifications prepared, including N-10-alkyl and C2-substituted analogs, removal of the C-9 oxygen, and introduction of an imino side chain at C-9, the imines of the N-10-H acridinediones were the most active compounds obtained. The [3-(NN-dimethylamino)propyl]imino derivative of 7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.

  DOI：

  10.1021/jm00097a001

文献信息

• [EN] SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY<br/>[FR] DIHYDROPYRIMIDINONES BICYCLIQUES SUBSTITUÉES ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE L'ACTIVITÉ ÉLASTASE DE NEUTROPHILES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014135414A1

  公开（公告）日：2014-09-12

  This invention relates to substituted bicyclic dihydropyrimidinones of formula (1) and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

  这项发明涉及式（1）的取代双环二氢嘧啶酮及其作为中性粒细胞弹性蛋白酶活性抑制剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植物排斥反应和肿瘤性疾病的药剂的方法。
• Substituted Bicyclic Dihydropyrimidinones And Their Use As Inhibitors Of Neutrophil Elastase Activity
  申请人：GNAMM Christian

  公开号：US20140249129A1

  公开（公告）日：2014-09-04

  This invention relates to substituted bicyclic dihydropyrimidinones of formula 1 and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

  这项发明涉及公式1的取代双环二氢嘧啶酮及其作为中性粒细胞弹性蛋白酶活性抑制剂的用途，包含这些化合物的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植物排斥反应和肿瘤性疾病的方法。
• Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of <i>N</i>-methoxybenzamides with a Rh(<scp>iii</scp>)-catalyst
  作者：Sivakalai Mayakrishnan、Masilamani Tamizmani、Naryanan Uma Maheswari

  DOI：10.1039/d0cc06038k

  日期：——

  Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C–H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(III)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent

  高价碘鎓叶立德迅速生成碳烯，这些碳烯经过多米诺骨牌分子间CH活化，然后在以N-甲氧基苯甲酰胺为起始原料和Rh（III）催化剂存在下进行分子内缩合，得到二氢菲啶。进行了KIE研究和DFT计算，以证实机理途径。以延长合成利用率，荧光pyranoisocoumarins通过使用的Rh（实现III）催化围-C-H / O-H活化/环反应。
• Substituted bicyclic dihydropyrimidinones and their use as inhibitors of neutrophil elastase activity
  申请人：Gnamm Christian

  公开号：US09115093B2

  公开（公告）日：2015-08-25

  This invention relates to substituted bicyclic dihydropyrimidinones of formula 1 and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

  本发明涉及式1的取代双环脱氢嘧啶酮及其作为中性粒细胞弹性蛋白酶活性抑制剂的用途，含有该化合物的药物组合物，以及将其作为治疗和/或预防肺部、胃肠和泌尿系统疾病、皮肤和眼睛的炎症性疾病、其他自身免疫和过敏性疾病、移植物排斥和肿瘤性疾病的药剂的方法。
• One pot rhodium catalyzed, base and solvent-free synthesis of 2-(bromomethyl)furan derivatives and synthesis of Hashmi phenol through platinum catalyzed cascade cyclization
  作者：Mahalingam Sivaraman、Doraiswamy Muralidharan、Paramasivan T. Perumal

  DOI：10.1016/j.tetlet.2012.12.108

  日期：2013.3

  A novel rhodium catalyzed one pot synthetic strategy was developed to construct fused furan scaffolds via in situ generation of dicarbonyl iodonium ylide and its application to the synthesis of Hashmi phenol is described. (c) 2013 Elsevier Ltd. All rights reserved.