145325-89-9Relevant academic research and scientific papers
Naphthyridine based fluorescent receptors for the recognition of uric acid
Dey, Swapan,Sain, Dibyendu,Goswami, Shyamaprosad
, p. 428 - 433 (2014)
Naphthyridine based fluorogenic receptors (R1, R2, R3 and R4) have been synthesised for the recognition of uric acid (UA). The receptors are very useful for potential applications arising from complexation reactions as demonstrated by 1H NMR, UV-vis and fluorescence studies. The association constants (Ka) between the receptors and UA have been reported using UV and fluorescence techniques. The minimisation energy calculations and molecular modelling studies for the host-guest assemblies have been discussed in this context.
Room temperature, copper-catalyzed amination of bromonaphthyridines with aqueous ammonia
Anderson, Cyrus A.,Taylor, Phillip G.,Zeller, Mary A.,Zimmerman, Steven C.
body text, p. 4848 - 4851 (2010/10/20)
(Figure Presented) Room temperature, copper-catalyzed amination of amido-bromo-1,8-naphthyridines is reported. Use of Cu2O and aqueous ammonia at ambient temperature affords amination products in 10-87% yield. Bromonaphthyridines are prepared in 15-65% yield via treatment of amidonaphthyridinones with phosphorus tribromide. This methodology provides an alternative route to functional, nonsymmetric 2,7-diamido-1,8-naphthyridines.
Preparation of 2,7-diamino-1,8-naphthyridine: A useful building block for supramolecular chemistry
Park, Taiho,Mayer, Michael F.,Nakashima, Shoji,Zimmerman, Steven C.
, p. 1435 - 1436 (2007/10/03)
A two-step conversion of 2-chloro-7-amido-1,8-naphthyridine to 2,7-diamino-1,8-naphthyridine is described. The process, which involves a nucleophilic aromatic substitution reaction with 4-methoxybenzylamine and subsequent deprotection, can be carried out
Simple and efficient synthesis of 2,7-difunctionalized-1,8-naphthyridines
Goswami, Shyamaprosad,Mukherjee, Reshmi,Mukherjee, Rakhi,Jana, Subrata,Maity, Annada C.,Adak, Avijit Kumar
, p. 929 - 936 (2007/10/03)
The syntheses in good yields of some new difunctionalized 1,8-naphthyridines 4, 6, 8 and 9 and a novel triethylene glycol ether-linked dinaphthyridine, 10a, along with the mononaphthyridine-linked ether alcohol 10b are described. An improved and milder method for the synthesis of 2,7-diamino-1,8-naphthyridine (14) is also reported.
Triazatrinaphthyrins and the use thereof
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, (2008/06/13)
A novel class of macrocycles, termed triazatrinaphthyrins, is disclosed having general Formula I: or a solvate, hydrate, ester or salt thereof; wherein R1, R2, R3, Ra, Ra′, Ra″, Rb, Rb′, Rb″, Rc, Rc′, Rc″, Rd, Rd′and Rd″are defined in the specification. The macrocycles are useful in the extraction of transition metals, in particular in the extraction of lanthanides.
Complexation-induced unfolding of heterocyclic ureas. Simple foldamers equilibrate with multiply hydrogen-bonded sheetlike structures
Corbin,Zimmerman,Thiessen,Hawryluk,Murray
, p. 10475 - 10488 (2007/10/03)
The synthesis and conformational studies of heterocyclic ureas (amides) 1-7 and their concentration-dependent unfolding to form multiply hydrogen-bonded complexes are described. Ureas 1 and 7 were prepared by reacting 2-aminopyridine and aminonaphthyridine 25, respectively, with triphosgene and 4-(dimethylamino)-pyridine (DMAP). Amine 25, in turn, was synthesized by a Knorr condensation of 2,6-diaminopyridine and 4,6-nonanedione. Heterocyclic ureas 3, 4, and 16 were prepared by treating their corresponding amino precursors with butylisocyanate, whereas bisureido naphthyridines 6 and 17 were prepared by heating 2,7-diamino-1,8-naphthyridine (13) with butylisocyanate and 3,4,5-tridodecyloxyphenyl isocyanate, respectively. The hydrogen-bonding modules 2 and 5 were synthesized by reacting 13 and 2-amino-1,8-naphthyridine with valeric anhydride. X-ray crystallographic analyses were performed on ureas 1, 3, 16, and 17, indicating that these ureas are intramolecularly hydrogen-bonded in the solid state. Moreover, detailed 1H NMR solution studies of 1, 3, 4, 6, and 7 indicate that similar folded structures form in chloroform. In addition, naphthyridinylureas 3 and 7 unfold and dimerize by forming four hydrogen bonds at high concentrations, and ureas 1 and 4 unfold in the presence of their hydrogen-bonding complements, amides 2 and 5, to form Complexes with three and four hydrogen bonds, respectively. Likewise, the mixing of 6 and 7 results in a mutual unfolding and formation of a robust, sheetlike, sextuply hydrogen-bonded complex. The hydrogen-bonding modules described are useful building blocks for self-assembly, and the unfolding process represents a very primitive mimicry of the helix-to-sheet transition shown by peptides and potentially shown by the hypothetical naphthyridinylurea 8.
