1569-11-5Relevant articles and documents
1,8-Naphthyridinecarbaldehydes and Their Methyl-Substituted Precursors: Synthesis, Molecular Structures, Supramolecular Motifs and Trapped Water Clusters
Rosin, Robert,Seichter, Wilhelm,Schwarzer, Anke,Mazik, Monika
, p. 6038 - 6051 (2017)
1,8-Naphthyridinecarbaldehydes bearing chlorine, pyrrolidinyl, piperidinyl or morpholinyl groups, were synthesised by oxidation of their methyl-substituted precursors. The prepared carbaldehydes represent valuable starting materials for the construction of systems that are useful for supramolecular and medicinal chemistry. Single-crystal X-ray diffraction studies of four carbaldehydes and six methyl derivatives provided interesting information about the supramolecular motifs in the crystal structures of solvent-free and solvated naphthyridines. The formation of interesting water clusters, for example, T4(2) water tape, was observed in the case of 7-methyl-2-(piperidin-1-yl)-1,8-naphthyridine as well as in the crystal structure of a by-product 7-(morpholin-1-yl)-1,8-naphthyridine-2-carboxylic acid. Knowledge of the detailed structural properties of water clusters is of great research interest to a broad range of scientific disciplines.
Controlled and Reversible Stepwise Growth of Linear Copper(I) Chains Enabled by Dynamic Ligand Scaffolds
Rivada-Wheelaghan, Orestes,Aristizábal, Sandra L.,López-Serrano, Joaquín,Fayzullin, Robert R.,Khusnutdinova, Julia R.
, p. 16267 - 16271 (2017)
Reversible stepwise chain growth in linear CuI assemblies can be achieved by using the dynamic, unsymmetric naphthyridinone-based ligand scaffolds L1 and L2. With the same ligand scaffolds, the length of the linear copper chain can be varied from two to three and four copper atoms, and the nuclearity of the complex is easily controlled by the stepwise addition of a CuI precursor to gradually increase the chain length, or by the reductive removal of Cu atoms to decrease the chain length. This represents a rare example of a stepwise controlled chain growth in extended metal atom chains (EMACs). All complexes are formed with excellent selectivity, and the mutual transformations of the complexes of different nuclearity were found to be fast and reversible. These unusual rearrangements of metal chains of different nuclearities were achieved by a stepwise “sliding” movement of the naphthyridinone bridging fragment along the metal chain.
A ratiometric fluorescent probe for the detection of hydroxyl radicals in living cells
Meng, Luyan,Wu, Yongquan,Yi, Tao
supporting information, p. 4843 - 4845 (2014/05/06)
A naphthalimide-naphthyridine derivative has been synthesized for the detection of hydroxyl radicals. It can distinguish hydroxyl radicals from other reactive oxygen species with high selectivity and short response time. Moreover, it has no cellular toxicity, and can be effectively used for intracellular detection of hydroxyl radicals. The Royal Society of Chemistry 2014.
Cu(I) and Pb(II) complexes containing new tris(7-naphthyridyl)methane derivatives: Synthesis, structures, spectroscopy and geometric conversion
Gan, Xin,Chi, Shao-Ming,Mu, Wei-Hua,Yao, Jia-Can,Quan, Li,Li, Cong,Bian, Zhao-Yong,Chen, Yong,Fu, Wen-Fu
experimental part, p. 7365 - 7374 (2011/09/14)
Two novel facial-capping tris-naphthyridyl compounds, 2-chloro-5-methyl-7- ((2,4-dimethyl-1,8-naphthyridin-7(1H)-ylidene)(2,4-dimethyl-1, 8-naphthyridin-7-yl))methyl-1,8-naphthyridine (L1) and 2-chloro-7-((2-methyl-1,8-naphthyridin-7(1H)-ylidene)(2-methyl-1, 8-naphthyridin-7-yl))methyl-1,8-naphthyridine (L2), as well as their Cu(I) and Pb(II) complexes, [CuLa(PPh3)]BF4 (1) (PPh3 = triphenylphosphine, La = bis(2,4-dimethyl-1,8- naphthyridin-7-yl)(2-chloro-5-methyl-1,8-naphthyridin-7-yl)methane), [CuL b(PPh3)]BF4 (2) (Lb = bis(2-methyl-1,8-naphthyridin-7-yl)(2-chloro-1,8-naphthyridin-7-yl)methane), [Pb(OLa)(NO3)2] (3) (OLa = bis(2,4-dimethyl-1,8-naphthyridin-7-yl)(2-chloro-5-methyl-1,8-naphthyridin-7-yl) methanol) and [Pb(Lb)2][Pb(CH3OH)(NO 3)4] (4), have been synthesized and characterized by X-ray diffraction analysis, MS, NMR and elemental analysis. The structural investigations revealed that the transfer of the H-atom at the central carbon to an adjacent naphthyridine-N atom affords L1 and L2 possessing large conjugated architectures, and the central carbon atoms adopt the sp2 hybridized bonding mode. The reversible hydrogen transfer and a geometric configuration conversion from sp2 to sp3 of the central carbon atom were observed when Pb(II) and Cu(I) were coordinated to L1 or L2. The molecular energy changes accompanying the hydrogen migration and titration of H+ to different receptor-N at L1 were calculated by density functional theory (DFT) at the SCRF-B3LYP/6-311++G(d,p) level in a CH2Cl2 solution, and the observed lowest-energy absorption and emission for L1 and L 2 can be tentatively assigned to an intramolecular charge transfer (ICT) transition in nature.
Pyridine and related aza heterocycle derivatives as cardiovascular agents
-
, (2008/06/13)
Novel pharmaceutical compounds and compositions having nitrogen containing ring systems which may be represented by the following structural formula: wherein R1 or R3 is a moiety of the formula: wherein R6 is selected from either hydrogen or acetyl; R7 is selected from 2, 3 or 4-pyridyl or 1-imidazolyl and Q is -(CH2)n, where n is an integer from 1 to 5 and R1 and R2, R2 and R3, R3 and R4 or R4 and R5 taken together may be -CH=CH-CH=CH-. The compounds and compositions are useful as inhibitors of thromboxane synthetase and in the treatment of hypertension and arrythmia in mammals.
A General Approach to the Synthesis of 1,6-, 1,7-, and 1,8-Naphthyridines
Turner, James A.
, p. 4744 - 4750 (2007/10/02)
A new three-step procedure for pyridine annulation is described and illustrated with efficient syntheses of various 1,6-, 1,7-, and 1,8-naphthyridin-2-ones as well as 6-chloroquinolin-2-one.The regiospecific ortho metalation and subsequent formylation of
