N-tritylpyrimidin-2-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-tritylpyrimidin-2-amine
• 英文别名: pyrimidin-2-yl-trityl-amine；Pyrimidin-2-yl-trityl-amin
• 化学式: C₂₃H₁₉N₃
• 分子量: 337.424
• InChiKey: XDQCTQNFAMYBMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 三苯基甲基溴 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 以12%的产率得到N-tritylpyrimidin-2-amine
  参考文献：
  名称：

  Tritylamino Aromatic Heterocycles and Related Carbinols as Blockers of Ca 2+-Activated Potassium Ion Channels Underlying Neuronal Hyperpolarization

  摘要：

  A series of novel aromatic tritylamino heterocycles has been synthesized and the compounds have been tested in comparison with clotrimazole for their ability to inhibit the slow afterhyperpolarization current (sI(AHP)) in cultured rat hippocampal pyramidal neurones. Some analogues of the clotrimazole metabolite, 2-chlorophenyl-diphenyl methanol, having different chlorination substitution in the triphenyl group have also been examined. Two compounds in particular, 3-[(2-chlorophenyl)-diphenylmethylamino]pyridine (3a, UCL 1880) and 2-tritylaminothiazole (6, UCL 2027), are of special interest; they are effective blockers of the sI(AHP) (IC50 = 1.1-1.2 muM) and are much more selective than clotrimazole since they have less effect on the high voltage-activated Ca2+ current.

  DOI：

  10.1002/1521-4184(200204)335:4<159::aid-ardp159>3.0.co;2-k

文献信息

• Carbenium Ions in Substitution Reactions at the Amino Nitrogen Atom
  作者：L. P. Yunnikova、V. V. Esenbaeva

  DOI：10.1134/s1070428018070084

  日期：2018.7

  Tropylium, xanthylium, and tritylium salts characterized by different stabilities differently reacted with biologically active amines. The reactions of tropylium perchlorate and tetrafluoroborate with 4-(cyclohepta-2,4,6-trien-1-yl)aniline was accompanied by hydrolysis of the N-(cyclohepta-2,4,6-trien-1-yl) derivative, the N-xanthenyl derivative underwent dehydrogenation, whereas tritylium perchlorate

  以不同稳定性为特征的Tropylium，xanthylium和trtylium盐与生物活性胺的反应不同。高氯酸对钾盐和四氟硼酸盐与4-（环庚-2,4,6-三烯-1-基）苯胺的反应伴随着N-（环庚-2,4,6-三烯-1-基）衍生物的水解，N-黄嘌呤衍生物进行了脱氢，而高氯酸叔丁基鎓不能与4-（环庚-2,4,6-三烯-1-基）苯胺反应。嘧啶-2-胺与对苯二甲基鎓，x鎓和三苯铵盐的反应以高收率提供了氨基中一个氢原子的取代产物。所述Ñ取代嘧啶-2-胺衍生物是稳定的，并没有观察到它们的脱氢也不水解。
• Dahlbom; Ekstrand, Svensk Kemisk Tidskrift, 1944, vol. 56, p. 304,310
  作者：Dahlbom、Ekstrand

  DOI：——

  日期：——
• Tritylamino Aromatic Heterocycles and Related Carbinols as Blockers of Ca 2+-Activated Potassium Ion Channels Underlying Neuronal Hyperpolarization
  作者：Patricia A. Zunszain、Mala M. Shah、Zena Miscony、Mazyar Javadzadeh-Tabatabaie、Dennis G. Haylett、C. Robin Ganellin

  DOI：10.1002/1521-4184(200204)335:4<159::aid-ardp159>3.0.co;2-k

  日期：2002.4

  A series of novel aromatic tritylamino heterocycles has been synthesized and the compounds have been tested in comparison with clotrimazole for their ability to inhibit the slow afterhyperpolarization current (sI(AHP)) in cultured rat hippocampal pyramidal neurones. Some analogues of the clotrimazole metabolite, 2-chlorophenyl-diphenyl methanol, having different chlorination substitution in the triphenyl group have also been examined. Two compounds in particular, 3-[(2-chlorophenyl)-diphenylmethylamino]pyridine (3a, UCL 1880) and 2-tritylaminothiazole (6, UCL 2027), are of special interest; they are effective blockers of the sI(AHP) (IC50 = 1.1-1.2 muM) and are much more selective than clotrimazole since they have less effect on the high voltage-activated Ca2+ current.