N⁶-(3-methoxyphenyl)-9H-purine-2,6-diamine | 1089014-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N⁶-(3-methoxyphenyl)-9H-purine-2,6-diamine
• 英文别名: N⁶-(3-methoxyphenyl)-9Η-purine-2,6-diamine；2-amino-6-(3-methoxyanilino)purine；6-N-(3-methoxyphenyl)-7H-purine-2,6-diamine
• CAS: 1089014-55-0
• 化学式: C₁₂H₁₂N₆O
• 分子量: 256.267
• InChiKey: VYIBHYMWGFDSDR-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  662.2±65.0 °C(Predicted)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N⁶-(3-methoxyphenyl)-9H-purine-2,6-diamine 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 2-amino-6-(3-methoxyanilino)purine hydrochloride
  参考文献：
  名称：

  SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES

  摘要：

  该发明涉及一般式I的取代6-苯胺嘧啶衍生物，其中R表示从氢、卤素、羟基、氨基、烷氧基和烷基组成的群体中独立选择的一个至五个取代基，R2表示氨基、卤素、硝基、硫代基、烷硫基或烷基，用作细胞分裂素氧化酶/脱氢酶的抑制剂。该发明还涉及含有这些衍生物的组合物。

  公开号：

  US20100190806A1
• 作为产物：
  描述：

  间氨基苯甲醚 、 2-氨基-6-氯嘌呤 在 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 3.0h， 生成 N⁶-(3-methoxyphenyl)-9H-purine-2,6-diamine
  参考文献：
  名称：

  SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES

  摘要：

  该发明涉及一般式I的取代6-苯胺嘧啶衍生物，其中R表示从氢、卤素、羟基、氨基、烷氧基和烷基组成的群体中独立选择的一个至五个取代基，R2表示氨基、卤素、硝基、硫代基、烷硫基或烷基，用作细胞分裂素氧化酶/脱氢酶的抑制剂。该发明还涉及含有这些衍生物的组合物。

  公开号：

  US20100190806A1

文献信息

• Substituted 6-anilinopurine derivatives as inhibitors of cytokinin oxidase/dehydrogenase and preparations containing these derivatives
  申请人：Univerzita Palackego V Olomouci

  公开号：US08222260B2

  公开（公告）日：2012-07-17

  The invention relates to substituted 6-anilinopurine derivatives of the general formula I, wherein R denotes one to five substituents independently selected from the group consisting of hydrogen, halogen, hydroxyl, amino, alkyloxy and alkyl group, and R2 denotes amino, halogen, nitro, thio, alkylthio or alkyl group for use as inhibitors of cytokinin oxidase/dehydrogenase. The invention also relates to the compositions containing these derivatives.

  本发明涉及一种通式I的取代6-苯胺嘌呤衍生物，其中R表示从氢、卤素、羟基、氨基、烷氧基和烷基组成的群体中独立选择的一到五个取代基，而R2表示氨基、卤素、硝基、硫、烷硫基或烷基，用作细胞分裂素氧化酶/脱氢酶的抑制剂。本发明还涉及含有这些衍生物的组合物。
• US8222260B2
  申请人：——

  公开号：US8222260B2

  公开（公告）日：2012-07-17
• [EN] SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES<br/>[FR] DÉRIVÉS DE 6-ANILINOPURINE SUBSTITUÉE EN TANT QU'INHIBITEURS DE LA CYTOKININE OXYDASE/DÉSHYDROGÉNASE ET PRÉPARATIONS CONTENANT CES DÉRIVÉS
  申请人：UNIVERZITA PALACKEHO V OLOMOUC

  公开号：WO2009003428A2

  公开（公告）日：2009-01-08

  The invention relates to substituted 6-anilinopurine derivatives of the general formula I, wherein R denotes one to five substituents independently selected from the group consisting of hydrogen, halogen, hydroxyl, amino, alkyloxy and alkyl group, and R2 denotes amino, halogen, nitro, thio, alkylthio or alkyl group for use as inhibitors of cytokinin oxidase/dehydrogenase. The invention also relates to the compositions containing these derivatives.
• Novel potent inhibitors of A. thaliana cytokinin oxidase/dehydrogenase
  作者：Marek Zatloukal、Markéta Gemrotová、Karel Doležal、Libor Havlíček、Lukáš Spíchal、Miroslav Strnad

  DOI：10.1016/j.bmc.2008.09.008

  日期：2008.10

  The synthesis of a new group of 2-X-6-anilinopurines, including compounds with potential cytokinin-like activities, with various substitutions (X = H, halogen, amino, methylthio or nitro) on the phenyl ring is described. The prepared compounds have been characterized using standard physico-chemical methods, and the influence of individual substituents on biological activity has been compared in three different bioassays, based on the stimulation of tobacco callus growth, retention of chlorophyll in excised wheat leaves and the dark induction of betacyanin synthesis in Amaranthus cotyledons. The biological activity of the prepared compounds was also assessed in receptor assays, in which the ability of the compounds to activate the cytokinin receptors AHK3 and AHK4/CRE1 was studied. Finally, the interactions of the compounds with the Arabidopsis cytokinin oxidase/dehydrogenase AtCKX2 (heterologously expressed) were investigated. Systematic testing led to the identification of two very potent inhibitors of AtCKX2: 2-chloro-6-(3-methoxyphenyl)aminopurine and 2-fluoro-6-(3-methoxyphenyl) aminopurine. (C) 2008 Elsevier Ltd. All rights reserved.
• SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES
  申请人：Spichal Lukas

  公开号：US20100190806A1

  公开（公告）日：2010-07-29

  The invention relates to substituted 6-anilinopurine derivatives of the general formula I, wherein R denotes one to five substituents independently selected from the group consisting of hydrogen, halogen, hydroxyl, amino, alkyloxy and alkyl group, and R2 denotes amino, halogen, nitro, thio, alkylthio or alkyl group for use as inhibitors of cytokinin oxidase/dehydrogenase. The invention also relates to the compositions containing these derivatives.

  该发明涉及一般式I的取代6-苯胺嘧啶衍生物，其中R表示从氢、卤素、羟基、氨基、烷氧基和烷基组成的群体中独立选择的一个至五个取代基，R2表示氨基、卤素、硝基、硫代基、烷硫基或烷基，用作细胞分裂素氧化酶/脱氢酶的抑制剂。该发明还涉及含有这些衍生物的组合物。