2,6-bis(methoxymethyl)-4-pyrimidinol | 3122-77-8

• 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: 2,6-bis(methoxymethyl)-4-pyrimidinol
• 英文别名: 4-hydroxy-2,6-bis(methoxymethyl)pyrimidine；2,6-Bis(methoxymethyl)-4-hydroxypyrimidine；2,4-bis(methoxymethyl)-1H-pyrimidin-6-one
• CAS: 3122-77-8
• 化学式: C₈H₁₂N₂O₃
• 分子量: 184.195
• InChiKey: VOGSVUQENSCLHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-bis(methoxymethyl)-4-pyrimidinol 在 碘 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以3.3 g的产率得到5-iodo-2,6-bis(methoxymethyl)-4-pyrimidinol
  参考文献：
  名称：

  Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects

  摘要：

  Three novel metabolites of the angiotensin-II (A-II) receptor antagonist tasosartan have been identified in humans, and the syntheses and pharmacologic profiling of these metabolites are reported. Each metabolite bound the human A-II receptor with IC(50)s between 20 and 45 nM. The in vivo effects of these compounds in attenuating the pressor response to angiotensin-II challenge in anesthetized rats were also investigated. An unsaturated diol metabolite exhibited in vivo efficacy at intravenous doses of 1 and 3 mg/kg, while the other metabolites, both carboxylic acids, had no significant effect at the same doses. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00303-7
• 作为产物：
  描述：

  2,6-bis(chloromethyl)-4-hydroxypyrimidine 在 盐酸 、 sodium methylate 作用下， 以 甲醇 、 水 为溶剂， 生成 2,6-bis(methoxymethyl)-4-pyrimidinol
  参考文献：
  名称：

  Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or

  摘要：

  式(I)的嘧啶-4-基磷氧硫酸酯，其中R是C.sub.1-C.sub.2烷基，R.sub.1是C.sub.1-C.sub.2烷氧基或C.sub.1-C.sub.4烷基氨基，R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.1-C.sub.3烷氧基或甲硫基，X是氧或硫原子；一种生产式(I)的嘧啶-4-基磷氧硫酸酯的方法，其特征在于将式(II)的4-羟基嘧啶与式的卤素化合物进行缩合，其中R是C.sub.1-C.sub.2烷基，R.sub.1是C.sub.1-C.sub.2烷氧基或C.sub.1-C.sub.4烷基氨基，Y是卤素原子，X是氧或硫原子；一种杀虫剂、杀螨剂和杀线虫剂，其特征在于含有式(I)的嘧啶-4-基磷氧硫酸酯作为活性成分；式(II)的4-羟基嘧啶，其中R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.2-C.sub.3烷氧基或甲硫基；以及一种生产式(II)的4-羟基嘧啶的方法，其中R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.2-C.sub.3烷氧基或甲硫基，其特征在于将式的乙酰胍盐与β-酮酯反应。

  公开号：

  US04308258A1

文献信息

• OKABE, TAKAYUKI;MUKAI, KUNIO;HIRANO, MASACHIKA
  作者：OKABE, TAKAYUKI、MUKAI, KUNIO、HIRANO, MASACHIKA

  DOI：——

  日期：——
• US4308258A
  申请人：——

  公开号：US4308258A

  公开（公告）日：1981-12-29
• Pyrimidin-4-yl-phosphorus esters and insecticidal, acaricidal or
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04308258A1

  公开（公告）日：1981-12-29

  Pyrimidin-4-yl-phosphorothionates of the formula (I), ##STR1## wherein R is a C.sub.1 -C.sub.2 alkyl group, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.4 alkylamino group, R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 alkoxyl or methylmercapto group, and X is an oxygen or sulfur atom; a process for producing pyrimidin-4-yl-phosphorothionates of the formula (I) characterized by condensing a 4-hydroxypyrimidine of the formula (II), ##STR2## wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.1 -C.sub.3 alkoxyl or methylmercapto group, with a halogen compound of the formula, ##STR3## wherein R is a C.sub.1 -C.sub.2 alkyl, R.sub.1 is a C.sub.1 -C.sub.2 alkoxyl or C.sub.1 -C.sub.4 alkylamino group, Y is a halogen atom and X is an oxygen or sulfur atom; an insecticide, acaricide and nematocide characterized by containing pyrimidin-4-yl-phosphorothionates of the formula (I) as an active ingredient; 4-hydroxypyrimidines of the formula (II) wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group; and a process for producing 4-hydroxypyrimidines of the formula (II) wherein R.sub.2 and R.sub.3, which may be the same or different, are each a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, characterized by reacting an acetamidine hydrochloride of the formula, ##STR4## wherein R.sub.4 is a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, with a .beta.-ketoester of the formula, ##STR5## wherein R.sub.5 is a halogen atom, a C.sub.2 -C.sub.3 alkoxyl or methylmercapto group, and R.sub.6 is a C.sub.1 -C.sub.2 alkyl group.

  式(I)的嘧啶-4-基磷氧硫酸酯，其中R是C.sub.1-C.sub.2烷基，R.sub.1是C.sub.1-C.sub.2烷氧基或C.sub.1-C.sub.4烷基氨基，R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.1-C.sub.3烷氧基或甲硫基，X是氧或硫原子；一种生产式(I)的嘧啶-4-基磷氧硫酸酯的方法，其特征在于将式(II)的4-羟基嘧啶与式的卤素化合物进行缩合，其中R是C.sub.1-C.sub.2烷基，R.sub.1是C.sub.1-C.sub.2烷氧基或C.sub.1-C.sub.4烷基氨基，Y是卤素原子，X是氧或硫原子；一种杀虫剂、杀螨剂和杀线虫剂，其特征在于含有式(I)的嘧啶-4-基磷氧硫酸酯作为活性成分；式(II)的4-羟基嘧啶，其中R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.2-C.sub.3烷氧基或甲硫基；以及一种生产式(II)的4-羟基嘧啶的方法，其中R.sub.2和R.sub.3，可能相同也可能不同，每个都是卤素原子，C.sub.2-C.sub.3烷氧基或甲硫基，其特征在于将式的乙酰胍盐与β-酮酯反应。
• Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects
  作者：Hassan M Elokdah、Gregory S Friedrichs、Sie-Yearl Chai、Boyd L Harrison、John Primeau、Michael Chlenov、David L Crandall

  DOI：10.1016/s0960-894x(02)00303-7

  日期：2002.8

  Three novel metabolites of the angiotensin-II (A-II) receptor antagonist tasosartan have been identified in humans, and the syntheses and pharmacologic profiling of these metabolites are reported. Each metabolite bound the human A-II receptor with IC(50)s between 20 and 45 nM. The in vivo effects of these compounds in attenuating the pressor response to angiotensin-II challenge in anesthetized rats were also investigated. An unsaturated diol metabolite exhibited in vivo efficacy at intravenous doses of 1 and 3 mg/kg, while the other metabolites, both carboxylic acids, had no significant effect at the same doses. (C) 2002 Elsevier Science Ltd. All rights reserved.