2-chloro-4-methoxymethyl-6-methyl-pyrimidine | 120601-40-3

• 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-chloro-4-methoxymethyl-6-methyl-pyrimidine
• 英文别名: 2-Chlor-4-methoxymethyl-6-methyl-pyrimidin；2-chloro-4-methyl-6-methoxymethylpyrimidine；2-Chloro-4-(methoxymethyl)-6-methylpyrimidine
• CAS: 120601-40-3
• 化学式: C₇H₉ClN₂O
• 分子量: 172.614
• InChiKey: HVTMITFWSFQUHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4-methoxymethyl-6-methyl-pyrimidine 在 10percent Pd/C 盐酸 、 甲酸铵 、 三溴化硼 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 异丙醇 、 正丁醇 为溶剂， 反应 41.5h， 生成 1R-{4-[4-(4-hydroxymethyl-6-methyl-pyrimidin-2-yl)-3S-methyl-piperazin-1-yl]-pyrimidin-2-yl}-ethanol
  参考文献：
  名称：

  Orally-Effective, Long-Acting Sorbitol Dehydrogenase Inhibitors:  Synthesis, Structure−Activity Relationships, and in Vivo Evaluations of Novel Heterocycle-Substituted Piperazino-Pyrimidines

  摘要：

  Optimization of a previously disclosed sorbitol dehydrogenase inhibitor (SDI, II) for potency and duration of action was achieved by replacing the metabolically labile N,N-dimethylsulfamoyl group with a variety of heterocycles. Specifically, this effort led to a series of novel, in vitro potent SDIs with longer serum half-lives and acceptable in vivo activity in acutely diabetic rats (e.g., 62, 67, and 69). However, the desired in vivo potency in chronically diabetic rats, ED90 less than or equal to 5 mg/kg/day, was achieved only through further modification of the piperazine linker. Several members of this family, including 86, showed better than the targeted potency with ED90 values of 1-2 mg/kg/day. Compound 86 was further profiled and found to be a selective inhibitor of sorbitol dehydrogenase, with excellent pharmacodynamic/pharmacokinetic properties, demonstrating normalization of sciatic nerve fructose in a chronically diabetic rat model for similar to17 h, when administered orally at a single dose of 2 mg/kg/day.

  DOI：

  10.1021/jm010440g
• 作为产物：
  描述：

  4-methoxymethyl-6-methyl-1H-pyrimidin-2-one; hydrochloride 在 三氯氧磷 作用下， 生成 2-chloro-4-methoxymethyl-6-methyl-pyrimidine
  参考文献：
  名称：

  THE BROMINATION OF 2-AMINO-4,6-DIMETHYLPYRIMIDINE¹

  摘要：

  DOI：

  10.1021/jo01180a011

文献信息

• 2-phenylamino pyrimidine derivatives and their uses as microbicides
  申请人：Ciba-Geigy Corporation

  公开号：US04897396A1

  公开（公告）日：1990-01-30

  Novel compounds of the formula ##STR1## in which: R.sub.1 and R.sub.2 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.2 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.3 -haloalkoxy; R.sub.3 is hydrogen; C.sub.1 -C.sub.4 -alkyl; C.sub.1 -C.sub.2 -alkyl substituted by halogen or by hydroxy; cyclopropyl; or cyclopropyl substituted by halogen and/or by methyl; R.sub.4 is C.sub.1 -C.sub.8 -alkyl; C.sub.2 -C.sub.6 -alkyl substituted by halogen, hydroxy, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.4 -alkoxyalkoxy or by C.sub.1 -C.sub.3 -alkylthio; C.sub.3 -C.sub.6 -alkenyl; C.sub.3 -C.sub.6 -alkynyl; C.sub.3 -C.sub.7 -cycloalkyl; or C.sub.3 -C.sub.7 -cycloalkyl substituted by methyl; and X is oxygen or sulphur. Compounds of formula I are valuable preparations for controlling microorganisms, especially in the agrochemical sector, and insect pests.

  公式为 ##STR1## 的新型化合物，其中：R.sub.1和R.sub.2分别独立地是氢、卤素、C.sub.1-C.sub.3-烷基、C.sub.1-C.sub.2-卤代烷基、C.sub.1-C.sub.3-烷氧基或C.sub.1-C.sub.3-卤代烷氧基；R.sub.3是氢；C.sub.1-C.sub.4-烷基；C.sub.1-C.sub.2-被卤素或羟基取代的烷基；环丙基；或被卤素和/或甲基取代的环丙基；R.sub.4是C.sub.1-C.sub.8-烷基；被卤素、羟基、氰基、C.sub.1-C.sub.4-烷氧基、C.sub.3-C.sub.4-烷氧基烷氧基或C.sub.1-C.sub.3-烷基硫代基取代的C.sub.2-C.sub.6-烷基；C.sub.3-C.sub.6-烯基；C.sub.3-C.sub.6-炔基；C.sub.3-C.sub.7-环烷基；或被甲基取代的C.sub.3-C.sub.7-环烷基；X是氧或硫。公式I的化合物是控制微生物特别是在农药领域和昆虫害虫方面的有价值的制剂。
• SOME 4-DIETHYLAMINO-1-METHYLBUTYLAMINOPYRIMIDINES¹
  作者：CHARLES C. PRICE、NELSON J. LEONARD、DAVID Y. CURTIN、ROBERT H. REITSEMA

  DOI：10.1021/jo01168a001

  日期：1947.7
• Mikrobizide
  申请人：CIBA-GEIGY AG

  公开号：EP0295210B1

  公开（公告）日：1993-08-04
• Schädlingsbekämpfungsmittel
  申请人：CIBA-GEIGY AG

  公开号：EP0358609B1

  公开（公告）日：1996-07-24
• US4897396A
  申请人：——

  公开号：US4897396A

  公开（公告）日：1990-01-30