N,N'-di-1-naphthylguanidine | 7469-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-di-1-naphthylguanidine
• 英文别名: 1,3-di(naphthalen-1-yl)guanidine；CNS 1076；N,N'-di-naphthalen-1-yl-guanidine；N,N'-Di-[1]naphthyl-guanidin；N,N'-Di-α-naphthyl-guanidin；N,N'-Bis(1-naphthyl)guanidine；bis-1,3-(1-naphthyl)guanidine；1,2-Dinaphthalen-1-ylguanidine
• CAS: 7469-00-3
• 化学式: C₂₁H₁₇N₃
• 分子量: 311.386
• InChiKey: ZRFIENOINCBMSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N'-di-1-naphthylguanidine 生成 1-萘胺
  参考文献：
  名称：

  Evers, Chemische Berichte, 1888, vol. 21, p. 976

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二(萘-1-基)硫脲 在 乙醇 、 氨 作用下， 生成 N,N'-di-1-naphthylguanidine
  参考文献：
  名称：

  Evers, Chemische Berichte, 1888, vol. 21, p. 976

  摘要：

  DOI：

文献信息

• Cleavage of C–N bonds in guanidine derivatives and its relevance to efficient C–N bonds formation
  作者：Denghu Chang、Dan Zhu、Peng Zou、Lei Shi

  DOI：10.1016/j.tet.2015.01.050

  日期：2015.3

  nonenzymatic decomposition of guanidine derivatives with high structural and functional diversity into anilide products is achieved in the presence of PdII/Cu(II) carboxylates/CO, relying on a dual C–N bonds cleavage strategy. In this decomposition process, the cooperative action of PdII species, Cu(II) carboxylates, and CO provides not only the N-acylating agents but also an initiator to trigger this

  在Pd II / Cu（II）羧酸盐/ CO的存在下，依靠双重C–N键裂解策略，可实现具有高结构和功能多样性的胍衍生物的高效非酶分解为苯胺产物。在这种分解过程中，Pd II物质，Cu（II）羧酸盐和CO的协同作用不仅提供N-酰化剂，而且还提供引发该C–N键裂解序列的引发剂。目前的结果表明，Pd II / Cu（II）羧酸盐/ CO系统为非反应性C–N单键的高选择性裂解提供了一种方便实用的方法。
• N,N'-disubstituted guanidines and their use as excitatory amino acid
  申请人：State of Oregon, acting by and through the Oregon State Board of Higher

  公开号：US05190976A1

  公开（公告）日：1993-03-02

  N,N'-disubstituted guanidines exhibiting a high binding affinity to phencyclidine (PCP) receptors are disclosed. These N,N'-disubstituted guanidine derivatives act as non-competitive inhibitors or glutamate-induced responses generated via the NMDA receptor by acting as blockers for the ion channel of the NMDA receptor-ion channel complex. These compounds thus exert a neuroprotective property and are useful in the therapeutic treatment of neuronal loss in hypoxia, brain or spinal cord ischemia, brain or spinal cord trauma, as well as being useful for the treatment of epilepsy, Alzheimer's disease, Amyotrophic Lateral Sclerosis, Huntington's disease, Down's Syndrome, Korsakoff's disease and other neurodegenerative disorders.

  揭示了对芬西环酮（PCP）受体具有高结合亲和力的N,N'-二取代胍啶。这些N,N'-二取代胍啶衍生物作为非竞争性抑制剂，通过作为NMDA受体的离子通道的阻滞剂，阻断通过谷氨酸诱导的反应生成。因此，这些化合物具有神经保护性质，可用于治疗缺氧、脑或脊髓缺血、脑或脊髓创伤导致的神经元丧失，同时也可用于治疗癫痫、阿尔茨海默病、肌萎缩侧索硬化症、亨廷顿病、唐氏综合征、科萨科夫氏病等神经退行性疾病。
• Synthesis and structure-activity relationships of N,N'-di-o-tolylguanidine analogs, high-affinity ligands for the haloperidol-sensitive .sigma. receptor
  作者：Michael W. Scherz、Michelle Fialeix、James B. Fischer、N. Laxma Reddy、Alfred C. Server、Mark S. Sonders、Barbara C. Tester、Eckard Weber、Scott T. Wong、John F. W. Keana

  DOI：10.1021/jm00171a016

  日期：1990.9

  2-CH3C6H5). Replacement of one or both aryl rings with certain saturated carbocycles (e.g. cyclohexyl, norbornyl, or adamantyl) leads to a significant increase in affinity. By combining the best aromatic and best saturated carbocyclic substituents in the same molecule, we arrived at some of the most potent sigma ligands described to date (e.g. N-exo-2-norbornyl-N'-(2-iodophenyl)guanidine, IC50 = 3 nM vs [3H]-3)

  着眼于新型非典型抗精神病药的开发，我们研究了氟哌啶醇敏感的sigma受体的N，N'-二-邻甲苯基胍（DTG，3）及其同类物的结构亲和力关系。合成了许多DTG类似物，并在豚鼠脑膜匀浆的体外放射性配体置换实验中使用了高sigma特异性放射性配体[3H] -3和[3H]-（+）-3-（3-羟苯基）进行了评估。 -N-（1-丙基）哌啶和苯环利定（PCP）受体特异性化合物[3H] -N- [1-（2-噻吩基）-环己基]哌啶和[3H]-（+）-5-甲基-10 ，11-二氢-5H-二苯并[a，d]环庚烯-5，10-亚胺。N，N'-二芳基胍对sigma受体的亲和力随邻位取代基的体积比C2H5大而增加。疏水取代基通常优于类似位置的亲水取代基。此外，电子中性取代基优于强电子给体或吸电子基团。只要胍的至少一侧带有优选基团（例如2-CH 3 C 6 H 5），通常就可以保持与σ受体的显着结合。用某些饱和的碳环（例
• Synthesis and structure-activity studies of N,N'-diarylguanidine derivatives. N-(1-naphthyl)-N'-(3-ethylphenyl)-N'-methylguanidine: a new, selective noncompetitive NMDA receptor antagonist
  作者：N. L. Reddy、Lain-Yen Hu、R. E. Cotter、J. B. Fischer、W. J. Wong、R. N. McBurney、E. Weber、D. L. Holmes、S. T. Wong

  DOI：10.1021/jm00028a009

  日期：1994.1

  hylguanidine (40) showed high affinity for the NMDA receptor ion channel site (IC50 = 36 nM vs [3H]-3) and low affinity for sigma receptors (IC50 = 2540 nM vs [3H]-5). Selectivity for the NMDA receptor ion channel sites over sigma receptors appears to be dependent upon the structure of the additional substituents on the guanidine nitrogen atoms bearing the aryl groups. Methyl and ethyl substituents

  作为NMDA受体离子通道位点配体的二芳基胍代表了一类潜在的神经保护药物。合成了与N，N'-二邻甲苯基胍（DTG）（一种已知的选择性sigma受体配体）结构相关的几种二芳基胍，并使用NMDA受体在大鼠或豚鼠脑膜匀浆中进行了体外放射性配体置换试验，并进行了评估。离子通道位点特异性放射性配体[3H]-（+）-5（S）-甲基-10（R），11-二氢-5H-二苯并[a，d]环庚烯-5，10-亚胺（MK-801，3 ），以及sigma受体特异性放射性配体[3H]-二邻甲苯基胍（DTG，5）。本文介绍了导致新的三和四取代的胍的结构-活性关系，其对NMDA受体离子通道位点具有高选择性，对sigma受体的亲和力弱或微不足道。对称取代的二苯基胍的体外结合结果表明，在苯环上具有邻或间取代基（相对于胍氮的位置）的化合物与对位取代的衍生物相比，对NMDA受体离子通道位点的亲和力更高。在针对对称二芳基胍研究的一组环取
• FUNCTIONALIZED HIGHLY BRANCHED MELAMINE-POLYAMINE POLYMERS
  申请人：Peretolchin Maxim

  公开号：US20120252987A1

  公开（公告）日：2012-10-04

  The present invention relates to a method for producing amphiphilic functionalized highly branched melamine-polyamine polymers by condensing melamine and optionally a melamine derivate having at least one different amine having at least two primary amino groups and optionally also with urea and/or at least one urea derivative and/or with at least one at least difunctional diisocyanate or polyisocyanate and/or at least one carbolic acid having at least two carboxyl groups or at least one derivative thereof, optionally quaternizing a portion of the amino groups of the polymer thereby obtained, reacting the polymer thus obtained with at least one compound capable of undergoing a condensation or addition reaction with amino groups, and optionally quaternizing at least part of the amino groups of the polymer obtained in the first step. The invention further relates to the amphiphilic functionalized highly branched melamine-polyamine polymers that can be obtained by the method according to the invention, and to the use thereof as surface active agents.

  本发明涉及一种通过将三聚氰胺和至少一种具有至少两个主要氨基的不同氨基的三聚氰胺衍生物以及可能还包括尿素和/或至少一种尿素衍生物和/或至少一种至少双官能团二异氰酸酯或多异氰酸酯和/或至少一种至少具有两个羧基的羧酸或其衍生物缩合，从而制备含有两性功能化的高支化三聚氰胺-多胺聚合物的方法。可选地，对所获得的聚合物的部分氨基进行季铵化，然后将所获得的聚合物与至少一种能够与氨基发生缩合或加成反应的化合物反应，并可选地对第一步中获得的聚合物的部分氨基进行季铵化。本发明还涉及通过本发明的方法可以获得的含有两性功能化的高支化三聚氰胺-多胺聚合物，以及将其用作表面活性剂的用途。