2-(4'-aminobenzene)aminopyrimidine | 743449-54-9

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4'-aminobenzene)aminopyrimidine
• 英文别名: 2-(4-aminobenzenamino)pyrimidine；N-pyrimidin-2-ylbenzene-1,4-diamine；intermediate 29；1-N-(pyrimidin-2-yl)benzene-1,4-diamine；4-N-pyrimidin-2-ylbenzene-1,4-diamine
• CAS: 743449-54-9
• 化学式: C₁₀H₁₀N₄
• mdl: MFCD09934641
• 分子量: 186.216
• InChiKey: UEXQBEVWFZKHNB-UHFFFAOYSA-N

物化性质

• 熔点：
  270-271 °C(Solv: methanol (67-56-1))
• 沸点：
  408.3±47.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-溴-2-氯-4-(甲硫基)嘧啶 、 2-(4'-aminobenzene)aminopyrimidine 在 乙腈 、 水 作用下， 以 n-Butanol methanol 为溶剂， 反应 40.0h， 以320 mg (25% of theory) of intermediate VIII.1 are obtained in this way的产率得到N-(5-Bromo-4-methylsulphanylpyrimidin-2-yl)-N'-pyrimidin-2-yl-benzene-1,4-diamine
  参考文献：
  名称：

  NOVEL HETARYL-PHENYLENEDIAMINE-PYRIMIDINES AS PROTEIN KINASE INHIBITORS

  摘要：

  本发明涉及新型杂环-苯二胺-嘧啶及其结构相关的氧和硫类似物的化合物，其通式为I，以及它们的制备方法和作为药物的用途。

  公开号：

  US20080176866A1
• 作为产物：
  描述：

  (4-nitro-phenyl)-pyrimidin-2-yl-amine 在 钯 氢气 作用下， 以 四氢呋喃 为溶剂， 以result in 0.88 g (95% of theory) of intermediate V.1的产率得到2-(4'-aminobenzene)aminopyrimidine
  参考文献：
  名称：

  NOVEL HETARYL-PHENYLENEDIAMINE-PYRIMIDINES AS PROTEIN KINASE INHIBITORS

  摘要：

  本发明涉及新型杂环-苯二胺-嘧啶及其结构相关的氧和硫类似物的化合物，其通式为I，以及它们的制备方法和作为药物的用途。

  公开号：

  US20080176866A1

文献信息

• Neuartige Hetaryl-Phenylendiamin-Pyrimidine als Proteinkinaseinhibitoren zur Behandlung von Krebs
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP1939185A1

  公开（公告）日：2008-07-02

  Die Erfindung betrifft neuartige Hetaryl-Phenylendiamin-Pyrimidine sowie deren strukturell verwandte Sauerstoff- und Schwefelanaloga der allgemeinen Formel I, Verfahren zu deren Herstellung, sowie deren Verwendung als Arzneimittel in der Behandlung von Krebs.

  本发明涉及通式 I 的新型 hetaryl-苯二胺嘧啶及其结构上相关的氧和硫类似物，涉及其制备工艺及其作为治疗癌症药物的用途。
• Sulfadiazine Masquerading as a Natural Product from <i>Scilla madeirensis</i> (Scilloideae)
  作者：Luke P. Robertson、Lindon W. K. Moodie、Darren C. Holland、K. Charlotte Jandér、Ulf Göransson

  DOI：10.1021/acs.jnatprod.0c00163

  日期：2020.4.24

  The structure of 2,4-(4'-aminobenzenamine)pyrimidine (1), a pyrimidine alkaloid previously isolated from the bulbs of Scilla madeirensis (Asparagaceae, synonym Autonoe madeirensis), has been revised. These conclusions were met via comparison of reported NMR and EIMS data with those obtained from synthetic standards. The corrected structure is the antibiotic sulfadiazine (2), which has likely been isolated as a contaminant from the site of collection. The reported bioactivity of 1 as an alpha(1)-adrenoceptor antagonist should instead be ascribed to sulfadiazine. Our findings appear to show another example of an anthropogenic contaminant being identified as a natural product and emphasize the importance of considering the biosynthetic origins of isolated compounds within a phylogenetic context.
• [EN] TRIAZOLOPYRIMIDINE DERIVATIVES AS GLYCOGEN SYNTHASE KINASE 3 INHIBITORS<br/>[FR] DERIVES DE TRIAZOLOPYRIMIDINE EN TANT QU'INHIBITEURS DE GLYCOGENE SYNTHASE KINASE 3
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005012304A3

  公开（公告）日：2007-04-26
• Degradation of Sulfonamides in Aqueous Solution by Membrane Anodic Fenton Treatment
  作者：Katherine Neafsey、Xia Zeng、Ann T. Lemley

  DOI：10.1021/jf904066a

  日期：2010.1.27

  Two agricultural antibiotics used heavily in agriculture, sulfamethazine and sulfadiazine, were degraded in an aqueous system by anodic Fenton treatment (AFT), an advanced oxidation technique that has been shown to be effective in degrading various pesticides but has not been applied to antibiotics. The effects of the H2O2/Fe2+ ratio, Fe2+ delivery rate, and initial contaminant concentration on the degradation of sulfamethazine by AFT were determined. The optimal H2O2/Fe2+ ratio was determined to be 10: 1, and the optimal Fe2+ delivery rate was found to be between 38.9 and 54.4 mu M min(-1). Under these conditions, sulfamethazine was completely degraded within 10 min at a range of concentrations (18-250 mu M) commonly found in manure lagoons, contaminated rivers, and groundwater. Using the same optimal conditions, the effect of pH on the degradation of sulfadiazine by AFT was analyzed, and 100 mu M sulfadiazine was degraded within 6-8 min of treatment at a range of pH values (3.1-7.1) that could potentially be found in aquatic environments. Degradation products and pathways were proposed for both compounds, and it was inferred that AFT degradation products of sulfadiazine and sulfamethazine are unlikely to retain the bacteriostatic properties of their parent compounds. An aquatic toxicity test employing Lemna gibba confirmed that AFT removes the bacteriostatic properties of sulfamethazine and sulfadiazine during degradation.
• TRIAZOLOPYRIMIDINE DERIVATIVES AS GLYCOGEN SYNTHASE KINASE 3 INHIBITORS
  申请人：Janssen Pharmaceutica NV

  公开号：EP1781659B1

  公开（公告）日：2008-11-05