(±)-isobutyl 6-methyl-4-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 452064-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (±)-isobutyl 6-methyl-4-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: 2-Methylpropyl 6-methyl-4-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate；2-methylpropyl 6-methyl-2-sulfanylidene-4-thiophen-2-yl-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 452064-92-5
• 化学式: C₁₄H₁₈N₂O₂S₂
• 分子量: 310.441
• InChiKey: UJJMRDQJSDNDIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 乙酰乙酸异丁酯 、 硫脲 在 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以64%的产率得到(±)-isobutyl 6-methyl-4-(thiophen-2-yl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  3,4-Dihydropyrimidin-2(1H)-ones as Antagonists of the Human A_2B Adenosine Receptor: Optimization, Structure–Activity Relationship Studies, and Enantiospecific Recognition

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01431

文献信息

• [EN] 2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE DERIVATIVES<br/>[FR] DERIVES DE 2-THIOXO-1,2,3,4-TETRAHYDROPYRIMIDINE
  申请人：ONO PHARMACEUTICAL CO

  公开号：WO2002066443A2

  公开（公告）日：2002-08-29

  The present invention is related to: (1) neutral sphingomyelinase inhibitors containing 2-thioxo 1,2,3,4-tetrahydropyrimidine derivatives of the formula (I): wherein all of the symbols have the same meanings as described hereinbefore, or a non-toxic salt thereof, a hydrate thereof, or a prodrug thereof as active ingredient, (2) novel 2-thioxo-1,2,3,4-tetrahydropyrimidine derivatives of the formula (I): wherein all of the symbols have the same meanings as described hereinbefore, or a non-toxic salt thereof, a hydrate thereof, or a prodrug thereof, (3) some novel specific compounds, and (4) process for the preparation of the compounds of the formula (Ia), or a prodrug thereof. The compounds of the present invention of the formulae (I) and (Ia) are neutral sphingomyelinase inhibitors and therefore are useful for the treatment and/or prevention of arteriosclerosis, cerebral ischemia, cardiac ischemia, lung injury, renal injury, GVHD (graft versus host diseases), transplant rejection, HIV, etc.
• 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones as Antagonists of the Human A_2B Adenosine Receptor: Optimization, Structure–Activity Relationship Studies, and Enantiospecific Recognition
  作者：María Majellaro、Willem Jespers、Abel Crespo、María J. Núñez、Silvia Novio、Jhonny Azuaje、Rubén Prieto-Díaz、Claudia Gioé、Belma Alispahic、José Brea、María I. Loza、Manuel Freire-Garabal、Carlota Garcia-Santiago、Carlos Rodríguez-García、Xerardo García-Mera、Olga Caamaño、Christian Fernandez-Masaguer、Javier F. Sardina、Angela Stefanachi、Abdelaziz El Maatougui、Ana Mallo-Abreu、Johan Åqvist、Hugo Gutiérrez-de-Terán、Eddy Sotelo

  DOI：10.1021/acs.jmedchem.0c01431

  日期：2021.1.14