2-(3,4,5-trimethoxyphenyl)pyrimidine | 1529531-65-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3,4,5-trimethoxyphenyl)pyrimidine
• CAS: 1529531-65-4
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: FSQBTRGXDKQWCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以88%的产率得到2-(3,4,5-trimethoxyphenyl)pyrimidine
  参考文献：
  名称：

  Efficient and Benign One-Pot Conversion of N-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem β-Elimination and Aromatization

  摘要：

  An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.764433

文献信息

• [EN] 2, 4, 6-TRISUBSTITUTED PYRIMIDINE DERIVATIVES USEFUL FOR THE TREATMENT OF NEOPLASTIC AND AUTOIMMUNE DISEASES<br/>[FR] DERIVES DE PYRIMIDINE TRISUBSTITUES EN POSITION 2, 4, 6 UTILES POUR LE TRAITEMENT DE MALADIES NEOPLASIQUES ET AUTO-IMMUNES
  申请人：APONETICS AG

  公开号：WO2004087679A1

  公开（公告）日：2004-10-14

  The invention relates to substituted pyrimidines of formula (I) wherein V represents a bond or CR6R7, W represents a bond, NR8 or oxygen, X represents sulfur, or nitrogen substituted by hydrogen or R5, Y represents -CH2-, -CH2CH2-, -CO- or -CS-, R1 represents unsubstituted or substituted aryl or heteroaryl, and the substituents R2, R3, R4, R5, R6, R7 and R8 have the meanings given in the specification. These compounds are selectively inducing apoptosis in cancer cells and can be used for the treatment of neoplastic and autoimmune diseases. The invention relates also to methods of synthesis of such compounds, to their use as medicaments, to pharmaceutical compositions containing same, and to methods of treatment of neoplastic and autoimmune diseases using such compounds of formula (I) or of pharmaceutical compositions containing same.

  该发明涉及式(I)的取代嘧啶化合物，其中V代表键或CR6R7，W代表键、NR8或氧，X代表硫或氮，被氢或R5取代，Y代表-CH2-、- -、-CO-或-CS-，R1代表未取代或取代的芳基或杂环芳基，取代基R2、R3、R4、R5、R6、R7和R8的含义如规范中所述。这些化合物选择性诱导癌细胞凋亡，可用于治疗肿瘤和自身免疫性疾病。该发明还涉及这些化合物的合成方法，它们作为药物的用途，含有这些化合物的药物组合物，以及使用式(I)的这些化合物或含有这些化合物的药物组合物治疗肿瘤和自身免疫性疾病的方法。
• 2, 4, 6-TRISUBSTITUTED PYRIMIDINE DERIVATIVES USEFUL FOR THE TREATMENT OF NEOPLASTIC AND AUTOIMMUNE DISEASES
  申请人：Aponetics AG

  公开号：EP1644338A1

  公开（公告）日：2006-04-12