4-氨基-6-氯-2-(3-甲氧基丙基氨基)-嘧啶 | 104167-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-氨基-6-氯-2-(3-甲氧基丙基氨基)-嘧啶
• 英文名称: 4-Amino-6-chloro-2-(3-methoxypropylamino)-pyrimidine
• 英文别名: 6-chloro-2-N-(3-methoxypropyl)pyrimidine-2,4-diamine
• CAS: 104167-83-1
• 化学式: C₈H₁₃ClN₄O
• 分子量: 216.67
• InChiKey: XZINBPKGPPOKLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氨基-6-氯-2-(3-甲氧基丙基氨基)-嘧啶 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 36.0h， 生成 3,5-dimethoxy-N-(2-((3-methoxypropyl)amino)-6-(pyridin-3-yl)pyrimidin-4-yl)benzamide
  参考文献：
  名称：

  Synthesis of new diarylamides with pyrimidinyl pyridine scaffold and evaluation of their anti-proliferative effect on cancer cell lines

  摘要：

  A new series of diarylamides, having a pyrimidinyl pyridine scaffold, was designed and synthesized. The target compounds were synthesized in three steps. A selected group from the target compounds was tested over a panel of 60 cancer cell lines at a single dose concentration of 10 mu M, and the most active compound, 5j, was further tested in a five-dose testing mode to determine its IC50 value over the 60 cell lines. In single-dose testing mode, compound 5j showed the highest growth inhibition against the NCI-60 cancer cell lines, while other tested compounds showed a weak to moderate inhibitory activity against a range of different cancer cell lines. In five-dose testing mode, compound 5j showed strong inhibitory activity in micro molar range against many cancer cell lines. Its major activity was against melanoma cancer cell lines. Therefore, compound 5j is a promising hit compound targeting this severe form of cancer. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.01.014
• 作为产物：
  描述：

  4,6-dichloro-2-(3-methoxypropylamino)pyrimidine 在 ammonium hydroxide 作用下， 以 1,4-二氧六环 、 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 为溶剂， 生成 4-氨基-6-氯-2-(3-甲氧基丙基氨基)-嘧啶
  参考文献：
  名称：

  2,4-diaminopyrimidines

  摘要：

  新的具有除草活性的2,4-二氨基嘧啶的化学式为##STR1##其中R.sup.1是氢或卤素，R.sup.2是可选地卤素取代的烷基或是卤素或烷氧基; R.sup.3是氢或烷基; Y是氧或硫; Z是支链或直链的烷基。

  公开号：

  US04627872A1

文献信息

• Neue 2,4-Diaminopyrimidine
  申请人：BAYER AG

  公开号：EP0184752A2

  公开（公告）日：1986-06-18

  Die Erfindung betrifft neue 2,4-Diaminopyrimidine der allgemeinen Formel (I) in welcher R1 für Wasserstoff oder Halogen steht, R2 für gegebenenfalls durch Halogen substituiertes Alkyl, Halogen oder Alkoxy steht, R3 für Alkyl steht, R4 für Wasserstoff oder Alkyl steht, Y für Sauerstoff oder Schwefel steht und Z für verzweigtes oder unverzweigtes Alkylen steht, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel, insbesondere als Herbizide.

  本发明涉及通式（I）的新的 2,4-二氨基嘧啶，其中 R1 是氢或卤素，R2 是烷基、卤素或任选被卤素取代的烷氧基，R3 是烷基，R4 是氢或烷基，Y 是氧或硫，Z 是支链或未支链亚烷基，本发明还涉及其制备工艺及其作为植物保护剂，特别是作为除草剂的用途。
• ——
  作者：SCHWAMBORN M.、 KUHLE E.、 EUE L.、 SCHMIDT R.、 SANTEL H. J.

  DOI：——

  日期：——
• US4627872A
  申请人：——

  公开号：US4627872A

  公开（公告）日：1986-12-09
• Synthesis of new diarylamides with pyrimidinyl pyridine scaffold and evaluation of their anti-proliferative effect on cancer cell lines
  作者：Ahmed Z. Abdelazem、Mohammad M. Al-Sanea、Hyun-Mee Park、So Ha Lee

  DOI：10.1016/j.bmcl.2016.01.014

  日期：2016.2

  A new series of diarylamides, having a pyrimidinyl pyridine scaffold, was designed and synthesized. The target compounds were synthesized in three steps. A selected group from the target compounds was tested over a panel of 60 cancer cell lines at a single dose concentration of 10 mu M, and the most active compound, 5j, was further tested in a five-dose testing mode to determine its IC50 value over the 60 cell lines. In single-dose testing mode, compound 5j showed the highest growth inhibition against the NCI-60 cancer cell lines, while other tested compounds showed a weak to moderate inhibitory activity against a range of different cancer cell lines. In five-dose testing mode, compound 5j showed strong inhibitory activity in micro molar range against many cancer cell lines. Its major activity was against melanoma cancer cell lines. Therefore, compound 5j is a promising hit compound targeting this severe form of cancer. (C) 2016 Elsevier Ltd. All rights reserved.
• 2,4-diaminopyrimidines
  申请人：Bayer Aktiengesellschaft

  公开号：US04627872A1

  公开（公告）日：1986-12-09

  New herbicidally active 2,4-diamino pyrimidines of the formula ##STR1## wherein R.sup.1 is hydrogen or halogen, R.sup.2 is an optionally halogen-substituted alkyl or is halogen or alkoxy; R.sup.3 is hydrogen or alkyl; Y is oxygen or sulfur; and Z is a branched or unbranched alkylene.

  新的具有除草活性的2,4-二氨基嘧啶的化学式为##STR1##其中R.sup.1是氢或卤素，R.sup.2是可选地卤素取代的烷基或是卤素或烷氧基; R.sup.3是氢或烷基; Y是氧或硫; Z是支链或直链的烷基。