2-(1-naphthyl)-1,4,5,6-tetrahydropyrimidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-naphthyl)-1,4,5,6-tetrahydropyrimidine
• 英文别名: 2-Naphthalen-1-yl-1,4,5,6-tetrahydropyrimidine
• 化学式: C₁₄H₁₄N₂
• 分子量: 210.279
• InChiKey: OGDHNKWTBHXWOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对氯苯甲酸甲酯 、 2-(1-naphthyl)-1,4,5,6-tetrahydropyrimidine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以21%的产率得到11-(4-Chlorophenyl)-12,16-diazatetracyclo[8.7.0.02,7.012,17]heptadeca-1(10),2,4,6,8,16-hexaen-11-ol
  参考文献：
  名称：

  Benzo- and Cyclohexanomazindol Analogues as Potential Inhibitors of the Cocaine Binding Site at the Dopamine Transporter

  摘要：

  A series of mazindol (1), homomazindol (2), and bishomomazindol (3) derivatives with a benzo or cyclohexano ring fused At various sites were prepared as part of an SAR study to determine the effect of increased aliphatic and aromatic lipophilicity on selected in vitro assays used to identify potential cocaine-like and cocaine antagonism activity. Very good (IC50 = 2-3 nM) inhibition of [H-3] WIN 35,428 and [I-125] RTI-55 binding on rat or guinea pig striatal membranes and HEK cells expressing cDNA for the human dopamine transporter (HEK-hDAT) was shown by the 8,9-benzomazindol 25 and 9,10-benzohomomazindol 28. All new compounds were weaker inhibitors of [H-3] DA uptake in HEK-hDAT cells than 1 and 2. No improvement in the binding selectivity ratio (SERT/DAT and NET/DAT) was found when compared to 2. Compounds 25 and 28 showed a considerable increase versus 1 in uptake/binding discrimination ratios at the DAT (311.0 and 182.1 vs 0.9), SERT (33.6 and 127.3 vs 1.9), and NET (7.3 and 10.0 vs 0.3).

  DOI：

  10.1021/jm010301z
• 作为产物：
  描述：

  1,3-丙二胺 、 氰基萘 在 Co₂(pdpa)(CH₃CN)(H₂O)₃ 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以12%的产率得到2-(1-naphthyl)-1,4,5,6-tetrahydropyrimidine
  参考文献：
  名称：

  溶剂模板诱导的多孔金属有机材料：构象异构和催化活性

  摘要：

  溶剂模板可诱发钴基金属有机材料。构象异构体{[Co 2（pdpa）（CH 3 CN）（H 2 O）3 ]·CH 3 OH·H 2 O} n（1）和{[Co 2（pdpa）（CH 3 CN）（H 2 O）3 ]} ñ（2）和{[CO 5（PDPA）2（μ 3 -OH）2（H 2 O）6 ]·2H 2 ö} ñ（3）[H 4在相同的溶剂热条件下合成pdpa = 5,5'-（戊烷-1,2-二基）-双（氧基）二间苯二甲酸]，不同之处在于结构式的环醚（1,4-二恶烷或四氢呋喃）的浓度不同-指导代理商。从一个三维（3D）的框架结构变换1个包含频道〜6 A×6埃到二维层的结构的尺寸2组成的大的开放的通道，其尺寸〜15埃×8 A和然后观察到3的3D无孔构架，这是由不同浓度的环醚引起的。H 4中环状醚的电子效率氧原子与缺电子的二羧酸芳族核之间的阴离子-π相互作用引入合成过程中的pdpa解释了配体H 4 pd

  DOI：

  10.1021/ic502369y

文献信息

• Solvent Templates Induced Porous Metal–Organic Materials: Conformational Isomerism and Catalytic Activity
  作者：Ran Ding、Chao Huang、Jingjing Lu、Junning Wang、Chuanjun Song、Jie Wu、Hongwei Hou、Yaoting Fan

  DOI：10.1021/ic502369y

  日期：2015.2.16

  Solvent templates induced Co-based metal–organic materials; conformational isomers [Co2(pdpa)(CH3CN)(H2O)3]·CH3OH·H2O}n (1) and [Co2(pdpa)(CH3CN)(H2O)3]}n (2) and [Co5(pdpa)2(μ3-OH)2(H2O)6]·2H2O}n (3) [H4pdpa = 5,5′-(pentane-1,2-diyl)-bis(oxy)diisophthalic acid] were synthesized under the same solvothermal conditions except with different concentrations of cyclic ethers (1,4-dioxane or tetrahydrofuran)

  溶剂模板可诱发钴基金属有机材料。构象异构体[Co 2（pdpa）（CH 3 CN）（H 2 O）3 ]·CH 3 OH·H 2 O} n（1）和[Co 2（pdpa）（CH 3 CN）（H 2 O）3 ]} ñ（2）和[CO 5（PDPA）2（μ 3 -OH）2（H 2 O）6 ]·2H 2 ö} ñ（3）[H 4在相同的溶剂热条件下合成pdpa = 5,5'-（戊烷-1,2-二基）-双（氧基）二间苯二甲酸]，不同之处在于结构式的环醚（1,4-二恶烷或四氢呋喃）的浓度不同-指导代理商。从一个三维（3D）的框架结构变换1个包含频道〜6 A×6埃到二维层的结构的尺寸2组成的大的开放的通道，其尺寸〜15埃×8 A和然后观察到3的3D无孔构架，这是由不同浓度的环醚引起的。H 4中环状醚的电子效率氧原子与缺电子的二羧酸芳族核之间的阴离子-π相互作用引入合成过程中的pdpa解释了配体H 4 pd
• Benzo- and Cyclohexanomazindol Analogues as Potential Inhibitors of the Cocaine Binding Site at the Dopamine Transporter
  作者：William J. Houlihan、Umer F. Ahmad、Judith Koletar、Lawrence Kelly、Leonard Brand、Theresa A. Kopajtic

  DOI：10.1021/jm010301z

  日期：2002.9.1

  A series of mazindol (1), homomazindol (2), and bishomomazindol (3) derivatives with a benzo or cyclohexano ring fused At various sites were prepared as part of an SAR study to determine the effect of increased aliphatic and aromatic lipophilicity on selected in vitro assays used to identify potential cocaine-like and cocaine antagonism activity. Very good (IC50 = 2-3 nM) inhibition of [H-3] WIN 35,428 and [I-125] RTI-55 binding on rat or guinea pig striatal membranes and HEK cells expressing cDNA for the human dopamine transporter (HEK-hDAT) was shown by the 8,9-benzomazindol 25 and 9,10-benzohomomazindol 28. All new compounds were weaker inhibitors of [H-3] DA uptake in HEK-hDAT cells than 1 and 2. No improvement in the binding selectivity ratio (SERT/DAT and NET/DAT) was found when compared to 2. Compounds 25 and 28 showed a considerable increase versus 1 in uptake/binding discrimination ratios at the DAT (311.0 and 182.1 vs 0.9), SERT (33.6 and 127.3 vs 1.9), and NET (7.3 and 10.0 vs 0.3).
• A cobalt coordination polymer from bulk to nanoscale crystals as heterogeneous catalysts for tandem reactions
  作者：Suzhen Han、Wenjie Wang、Guizhen Lu、Di Wang、Ying-Ying Zhang、Zhichao Shao、Chao Huang

  DOI：10.1016/j.jssc.2021.122174

  日期：2021.7