6-chloro-4-(isopropylamino)-5-(methylthio)-2-piperazinopyrimidine | 84708-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-chloro-4-(isopropylamino)-5-(methylthio)-2-piperazinopyrimidine
• 英文别名: 2-Piperazino-4-isopropylamino-5-methylthio-6-chloropyrimidine；6-chloro-5-methylsulfanyl-2-piperazin-1-yl-N-propan-2-ylpyrimidin-4-amine
• CAS: 84708-09-8
• 化学式: C₁₂H₂₀ClN₅S
• 分子量: 301.843
• InChiKey: DQVPSULWVNBIMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-甲醛基 -4-甲基哌嗪 在 盐酸 、 三乙胺 作用下， 以 水 、 甲苯 为溶剂， 反应 8.0h， 生成 6-chloro-4-(isopropylamino)-5-(methylthio)-2-piperazinopyrimidine
  参考文献：
  名称：

  4-Amino-6-chloro-2-piperazinopyrimidines with selective affinity for .alpha.2-adrenoceptors

  摘要：

  A series of 4-amino-6-chloro-2-piperazinopyrimidines were synthesized and evaluated for their ability to interact with alpha 1- and alpha 2-adrenoceptors in vitro in binding assays using [3H]WB-4101, [3H]clonidine, and [3H]idazoxan as radioligands. Some compounds were also tested as inhibitors of [3H]spiroperidol binding. Several members of this series showed high and selective affinity for alpha 2-adrenoceptors. The nature of the 4-amino substituent seems to be the most critical factor in determining the potency at these receptors.

  DOI：

  10.1021/jm00158a013

文献信息

• Derivatives of 2-piperazino-pyrimidine, methods for their preparation
  申请人：Pharmuka Laboratoires

  公开号：US04535080A1

  公开（公告）日：1985-08-13

  Compounds are disclosed as useful as drugs or as intermediates for the manufacture of drugs, the compounds having the formula: ##STR1## in which X is hydrogen, chlorine, alkyl, alkoxy or alkylthio having 1 to 3 carbon atoms, R.sub.2 is hydrogen or alkyl having 1 to 3 carbon atoms, Y.sub.2 is chlorine and Y.sub.1 is chlorine or ##STR2## in which R.sub.1 is hydrogen, straight or branched chain alkyl having 1 to 7 carbon atoms, cycloalkyl having 3 to 7 carbon atoms or cycloalkylalkyl having 4 to 8 carbon atoms, or Y.sub.2 and Y.sub.1 are both OH. Also disclosed are methods for preparation of the compounds.

  化合物被披露为药物或制药中间体，该化合物具有以下结构式：其中X为氢、氯、含有1至3个碳原子的烷基、烷氧基或烷硫基，R.sub.2为氢或含有1至3个碳原子的烷基，Y.sub.2为氯，Y.sub.1为氯或其中R.sub.1为氢、直链或支链烷基，含有1至7个碳原子，环烷基，含有3至7个碳原子，或环烷基烷基，含有4至8个碳原子，或Y.sub.2和Y.sub.1均为OH。还披露了制备该化合物的方法。
• Nouveaux dérivés de pipérazino-2 pyrimidine, procédés pour leur préparation, médicaments les contenant et leur utilisation comme intermédiaires pour la fabrication de médicaments
  申请人：PHARMUKA LABORATOIRES

  公开号：EP0063509B1

  公开（公告）日：1985-02-20
• US4535080A
  申请人：——

  公开号：US4535080A

  公开（公告）日：1985-08-13
• 4-Amino-6-chloro-2-piperazinopyrimidines with selective affinity for .alpha.2-adrenoceptors
  作者：Claude Gueremy、Francois Audiau、Christian Renault、Jesus Benavides、Andre Uzan、Gerard Le Fur

  DOI：10.1021/jm00158a013

  日期：1986.8

  A series of 4-amino-6-chloro-2-piperazinopyrimidines were synthesized and evaluated for their ability to interact with alpha 1- and alpha 2-adrenoceptors in vitro in binding assays using [3H]WB-4101, [3H]clonidine, and [3H]idazoxan as radioligands. Some compounds were also tested as inhibitors of [3H]spiroperidol binding. Several members of this series showed high and selective affinity for alpha 2-adrenoceptors. The nature of the 4-amino substituent seems to be the most critical factor in determining the potency at these receptors.