1-(4-甲基苯基)胍 | 6976-07-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲基苯基)胍
• 中文别名: N-对甲苯基胍盐酸盐
• 英文名称: 1-(p-tolyl)guanidine hydrochloride
• 英文别名: N-p-Tolylguanidine hydrochloride；1-guanidino-4-methylbenzene hydrochloride；p-tolyl-guanidine; hydrochloride；p-Tolyl-guanidin; Hydrochlorid；Diaminomethylidene-(4-methylphenyl)azanium;chloride；diaminomethylidene-(4-methylphenyl)azanium;chloride
• CAS: 6976-07-4
• 化学式: C₈H₁₁N₃*ClH
• 分子量: 185.656
• InChiKey: LLODBAHZYHQLNN-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苯基)胍 、 2-(2-羟基苯基)-4H-苯并[e][1,3]恶嗪-4-酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以82.13%的产率得到2,2'-(6-(p-tolylamino)-1,3,5-triazine-2,4-diyl)diphenol
  参考文献：
  名称：

  Synthesis of Novel 2,4-Di(o-Hydroxyphenyl)-6-substituted Amino-1,3,5-triazine

  摘要：

  通过取代胍与 2-(2-羟基苯基)-4H-苯并[e][1,3]恶嗪-4-酮在乙醇中的反应，合成了七种新型 1,3,5-三嗪衍生物，收率从好到高 (69.19-91.15 %)。产物从乙醇或乙醇-DMF 混合物中重结晶，并通过 1H NMR 和 FT-IR 确认了其结构。

  DOI：

  10.14233/ajchem.2015.18434
• 作为产物：
  描述：

  1-[2,3-di(tert-butoxycarbonyl)guanidino]-4-methylbenzene 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 27.0h， 以98%的产率得到1-(4-甲基苯基)胍
  参考文献：
  名称：

  Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Antagonists. 2. Exploring Alkyl Linkers for New Antidepressants

  摘要：

  The preparation of a number of (bis)ouanidine and (bis)2-aminoimidazoline derivatives as potential alpha(2)-adrenoceptor antagonists for the treatment of depression is presented. Human brain tissue was used to measure their affinity toward the alpha(2)-adrenoceptors in vitro. Compounds 6b, 8b, 9b, 10b, 15b, 17b, 18b, 20b, and 21b displayed a good affinity (pK(i) > 7) and were evaluated in in vitro functional [(35)S]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Among these compounds, 17b and 20b showed the expected behavior for an antagonist and were subject to in vivo microdialysis experiments in rats. Significantly, these experiments confirmed the antagonistic properties of 17b and 20b, and therefore both compounds can be considered as potential antidepressants.

  DOI：

  10.1021/jm800026x

文献信息

• Preparation of substituted N-phenyl-4-aryl-2-pyrimidinamines as mediator release inhibitors
  作者：Rolf Paul、William A. Hallett、John W. Hanifin、Marvin F. Reich、Bernard D. Johnson、Robert H. Lenhard、John P. Dusza、Suresh S. Kerwar、Yang I Lin

  DOI：10.1021/jm00071a002

  日期：1993.9

  The role of immunologically released mediators, such as histamine, leukotrienes, and platelet-activating factor, is well-established for asthma and other allergic disorders. Developing therapeutic agents which would block mediator release from mast cells and other relevant cell types would provide a rational approach to asthma therapy. Using human basophil as a screen, a series of 4-aryl-2-(phenylamino)pyrimidines was found which inhibited mediator release. These compounds were prepared by condensing acetyl heterocycles with dimethylformamide dimethyl acetal to form enaminones which are cyclized with aryl guanidines to give pyrimidines. After examining a large number of analogs, N-[3-(1H-imidazol-1-yl)phenyl]-4-(2-pyridinyl)-2-pyrimidinamine (1-27) was chosen for toxicological evaluation.
• Synthesis of Novel 2,4-Di(o-Hydroxyphenyl)-6-substituted Amino-1,3,5-triazine
  作者：Junrong Jiang

  DOI：10.14233/ajchem.2015.18434

  日期：——

  Seven novel 1,3,5-triazine derivatives were synthesized in good to high yields (69.19-91.15 %) by the reaction of substituted guanidine with 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one in ethanol. The products were recrystallized from ethanol or ethanol-DMF mixture and their structures were confirmed by 1H NMR and FT-IR.

  通过取代胍与 2-(2-羟基苯基)-4H-苯并[e][1,3]恶嗪-4-酮在乙醇中的反应，合成了七种新型 1,3,5-三嗪衍生物，收率从好到高 (69.19-91.15 %)。产物从乙醇或乙醇-DMF 混合物中重结晶，并通过 1H NMR 和 FT-IR 确认了其结构。
• Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Antagonists. 2. Exploring Alkyl Linkers for New Antidepressants
  作者：Fernando Rodriguez、Isabel Rozas、Jorge E. Ortega、Amaia M. Erdozain、J. Javier Meana、Luis F. Callado

  DOI：10.1021/jm800026x

  日期：2008.6.1

  The preparation of a number of (bis)ouanidine and (bis)2-aminoimidazoline derivatives as potential alpha(2)-adrenoceptor antagonists for the treatment of depression is presented. Human brain tissue was used to measure their affinity toward the alpha(2)-adrenoceptors in vitro. Compounds 6b, 8b, 9b, 10b, 15b, 17b, 18b, 20b, and 21b displayed a good affinity (pK(i) > 7) and were evaluated in in vitro functional [(35)S]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Among these compounds, 17b and 20b showed the expected behavior for an antagonist and were subject to in vivo microdialysis experiments in rats. Significantly, these experiments confirmed the antagonistic properties of 17b and 20b, and therefore both compounds can be considered as potential antidepressants.