[(2-pyridin-2-yl-pyrimidin-4-ylamino)-methylene]-malonic acid diethyl ester | 63265-51-0

• 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-pyridin-2-yl-pyrimidin-4-ylamino)-methylene]-malonic acid diethyl ester
• 英文别名: Diethyl N-[2-(2-pyridinyl)-4-pyrimidinyl]aminomethylenemalonate；diethyl 2-[[(2-pyridin-2-ylpyrimidin-4-yl)amino]methylidene]propanedioate
• CAS: 63265-51-0
• 化学式: C₁₇H₁₈N₄O₄
• 分子量: 342.354
• InChiKey: YNSCSFZVKOPVCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙氧基甲叉丙二酸二乙酯 、 2-吡啶-2-基嘧啶-4-胺 以47%的产率得到[(2-pyridin-2-yl-pyrimidin-4-ylamino)-methylene]-malonic acid diethyl ester
  参考文献：
  名称：

  Novel orally active inhibitors of passive cutaneous anaphylaxis in rats: N-[2-(4-Pyridinyl)-4-pyrimidinyl] ureas and dialkyl [[[2-(4-pyridinyl)-4-pyrimidinyl]amino]methylene]malonates

  摘要：

  4-Chloro-2-(4-pyridinyl)pyrimidines were treated with alkylamines to afford the corresponding N-substituted amino derivatives. 4-Amino-2-(4-pyridinyl)pyrimidines and their N-substituted analogues were converted to amides, carbamates, aminomethylenemalonates, and ureas. Many of these compounds were found to have potential antiallergic activity as indicated by the rat passive cutaneous anaphylaxis screen. The most compounds were found in the last two series.

  DOI：

  10.1021/jm00349a014

文献信息

• 4-Amino (or halo or hydroxy or hydrazino)-2-(pyridinyl)pyrimidines
  申请人：Sterling Drug Inc.

  公开号：US04032523A1

  公开（公告）日：1977-06-28

  Compounds useful as anti-allergic agents are 2-Q-4-[XZC=C(R)NH]-5-R.sub.1 -6-R.sub.2 -pyrimidines (I), where Q is 4- or 3- or 2-pyridinyl or 4- or 3- or 2-pyridinyl having one or two lower-alkyl substituents or N-oxide thereof, R is hydrogen or lower-alkyl, R.sub.1 is hydrogen, lower-alkyl or cyano, R.sub.2 is hydrogen, lower-alkyl, hydroxy or halo, X and Z are the same or different and are each selected from lower-carbalkoxy, lower-alkanoyl, carbamyl and cyano, or ##STR1## is ##STR2## where R.sub.3 and R.sub.4 are each lower-alkyl, or X is hydrogen, are prepared by reacting 4-amino-2-Q-5-R.sub.1 -6-R.sub.2 -pyrimidine (II where Q' is amino) with R'O--C(R)=CXZ (III). Preparations of II are given. Also shown as intermediates and/or anti-allergic agents are 4-(AcNH)-2-Q-5-R.sub.1 -6-R.sub.2 -pyrimidines (IV) and 4-(R.sub.5 R.sub.6 N)-2-Q-5-R.sub.1 -6-R.sub.2 -pyrimidines (V) where Ac is lower-alkanoyl or lower-carbalkoxy, R.sub.5 is hydrogen, lower-alkyl or lower-hydroxyalkyl, and R.sub.6 is lower-alkyl or lower-hydroxyalkyl.

  有用作为抗过敏剂的化合物是2-Q-4-[XZC=C(R)NH]-5-R.sub.1 -6-R.sub.2 -嘧啶（I），其中Q是4-或3-或2-吡啶基或有一个或两个较低烷基取代基或其N-氧化物，R是氢或较低烷基，R.sub.1是氢，较低烷基或氰基，R.sub.2是氢，较低烷基，羟基或卤素，X和Z相同或不同，各自选择自较低羰基烷氧基，较低烷酰基，氨基甲酰基和氰基，或##STR1##是##STR2##其中R.sub.3和R.sub.4是各自的较低烷基，或X是氢，通过将4-氨基-2-Q-5-R.sub.1 -6-R.sub.2 -嘧啶（其中Q'是氨基）与R'O--C(R)=CXZ（III）反应制备。给出了II的制备方法。4-(AcNH)-2-Q-5-R.sub.1 -6-R.sub.2 -嘧啶（IV）和4-(R.sub.5 R.sub.6 N)-2-Q-5-R.sub.1 -6-R.sub.2 -嘧啶（V）也显示为中间体和/或抗过敏剂，其中Ac是较低烷酰基或较低羰基烷氧基，R.sub.5是氢，较低烷基或较低羟基烷基，R.sub.6是较低烷基或较低羟基烷基。
• US4032523A
  申请人：——

  公开号：US4032523A

  公开（公告）日：1977-06-28
• US4018770A
  申请人：——

  公开号：US4018770A

  公开（公告）日：1977-04-19
• US4086233A
  申请人：——

  公开号：US4086233A

  公开（公告）日：1978-04-25
• US4118571A
  申请人：——

  公开号：US4118571A

  公开（公告）日：1978-10-03