15268-31-2Relevant articles and documents
Encapsulation of [(SO4)4(H2O)12]8- clusters in a metal organic framework of pyridyl functionalized cyanuric acid based tris-urea
Dutta, Ranjan,Akhuli, Bidyut,Ghosh, Pradyut
, p. 15075 - 15078 (2015)
Encapsulation of hydrated sulfate in a bowl-shaped metal organic coordination polymer formed by Zn2+ assisted self-assembly of a 3-pyridyl terminated cyanuric acid platform based urea receptor is reported in aqueous medium. Trapping of an unusual [(SO4)4(H2O)12]8- cluster in a [Zn(H2O)6]2+ capped self-assembled structure is characterized by single crystal X-ray crystallography. Furthermore, selective binding of SO42- is established from the 1H-NMR titration study.
Stimuli-Responsive Metallogels for Synthesizing Ag Nanoparticles and Sensing Hazardous Gases
Biswas, Protap,Ganguly, Sumi,Dastidar, Parthasarathi
, p. 1941 - 1949 (2018)
A newly synthesized bis-pyridyl ligand having a diphenyl ether backbone (LP6) displayed the ability to form crystalline coordination polymers (CP1-CP6) which were fully characterized by single crystal X-ray diffraction. Most of the resulting polymers were lattice-occluded crystalline solids—a structural characteristic reminiscent to gels. The reactants of the coordination polymers produced metallogels in DMSO/water confirming the validity of the design principles with which the coordination polymers were synthesized. Some of the metallogels displayed material properties like in situ synthesis of Ag nanoparticles and stimuli-responsive gel–sol transition including sensing hazardous gases like ammonia and hydrogen sulfide.
Synthesis and crystal structures of ZnCl2 and CdCl2 containing helical coordination polymers derived from a flexible bis(pyridylurea) ligand
Huang, Chao,Yi, Xian-Mei,Chen, Dong-Mei,Zhu, Bi-Xue
, p. 123 - 128 (2018)
A flexible bis(pyridylurea) ligand, 1,1′-[oxybis(2,1-phenylene)] bis(3-pyridin-3-ylurea) (L), has been synthesized and characterized. The interaction of L with ZnCl2 and CdCl2 has been investigated. In the structure of {[ZnLCl2]·2DMF}n (1), the flexible ligands bridge the ZnII centers to form 1D helical chains with a pitch of 9.743 ?. The P and M helical chains are arranged equally, and the whole complex 1 is racemic. In the structure of [CdLCl2(DMF)]n (2), the flexible ligands bridge CdII centers to form one-dimensional P and M helical chain structures in a similar manner. Then the chlorine atoms act as bridges in bidentate modes linking the P helical chain with M helical chain to form a 1D looped chain coordination polymer.
Anchoring Drugs to a Zinc(II) Coordination Polymer Network: Exploiting Structural Rationale toward the Design of Metallogels for Drug-Delivery Applications
Biswas, Protap,Dastidar, Parthasarathi
, p. 3218 - 3231 (2021)
A new series of coordination polymers (CPs) were synthesized and crystallographically characterized by single-crystal X-ray diffraction with the aim of developing drug-delivery systems via metallogel formation. Structural rationale was employed to design such coordination-polymer-based metallogels. As many as nine CPs were obtained by reacting two bis(pyridyl)urea ligands, namely, 1,3-dipyridin-3-ylurea (3U) and 1,3-dipyridin-4-ylurea (4U), and the sodium salt of various nonsteroidal antiinflammatory drugs, namely, ibuprofen (IBU), naproxen (NAP), fenoprofen (FEN), diclofenac (DIC), meclofenamic acid (MEC), mefenamic acid (MEF), and Zn(NO3)2. All of the CPs displayed 1D polymeric chains that were self-assembled through various hydrogen-bonding interactions involving the urea N-H and carboxylate O atoms and, in a few cases, lattice-occluded water molecules. The reacting components of the CPs produced five metallogels in dimethyl sulfoxide/water. The gels were characterized by rheology and transmission electron microscopy. Three selected metallogelators, namely, 3UMEFg, 3UNAPg, and 3UMECg, showed in vitro anticancer, cell imaging, and multidrug delivery for antibacterial applications, respectively. The shear-thinning properties of 3UMECg (rheoreversibility and injectability) make it a potential candidate for plausible topical application.
Synthesis and crystal structures of metallomacrocyclic and helical Hg(II) complexes with two bis(pyridylurea) ligands
Huang, Chao,Yang, Jin,Chen, Jin-Lian,Chen, Dong-Mei,Zhu, Bi-Xue
, p. 252 - 257 (2018)
Two complexes, [Hg2L12Cl4]·2DMF (1) and {[HgL2Br2]·2DMSO}n (2), have been synthesized and characterized from two flexible bis(pyridylurea) ligands (L1 and L2) with mercury(II) halides respectively. In the two complexes, both Hg(II) centers adopt four-coordination mode, but they present different architectures with slightly adjusted 3- and 4-position of nitrogen atom in the pyridyl ring. Complex 1 exists as a centrosymmetric metallamacrocycle with L1 as bidentate ligand bridging two HgCl2 units, and complex 2 exists as a 1D helical chain coordination polymer with L2 as bridging ligand and Br? as terminal ligand, which indicates that the nature of the ligand plays an important role in the coordination networks.
Synthesis of unsymmetrical urea from aryl- or pyridyl carboxamides and aminopyridines using PhI(OAc)2via in situformation of aryl- or pyridyl isocyanates
Hunjan, Mandeep Kaur,Laha, Joydev K.,Singh, Neha
, p. 18815 - 18823 (2021/10/26)
A tandem synthesis of unsymmetrical ureas (N-aryl-N′-pyridylurea andN,N′-bipyridylurea) from aryl- or pyridyl carboxamides and aminopyridinesviaHofmann rearrangement has been reported. In particular, benzamides, picolinamide, nicotinamide, and isonicotinamide generate reactive intermediate isocyanates,in situ, in the presence of PhI(OAc)2, which upon further reaction with aminopyridines form urea derivatives. As the formation of pyridylisocyanates from their corresponding carboxamidesviaHofmann rearrangement remained unexplored previously, attempts have been made to trap the isocyanates. While the three pyridylisocyanates were trapped as their corresponding carbamates, 3-pyridylisocyanate was isolated and characterized. Unlike closely related previous methods reported for urea synthesis, the current method avoids direct use of isocyanates or eliminates the use of toxic phosgene for thein situgeneration of isocyanates.
Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus
Ruan, Banfeng,Zhang, Yuezhou,Tadesse, Solomon,Preston, Sarah,Taki, Aya C.,Jabbar, Abdul,Hofmann, Andreas,Jiao, Yaqing,Garcia-Bustos, Jose,Harjani, Jitendra,Le, Thuy Giang,Varghese, Swapna,Teguh, Silvia,Xie, Yiyue,Odiba, Jephthah,Hu, Min,Gasser, Robin B.,Baell, Jonathan
supporting information, (2020/02/04)
Parasitic roundworms (nematodes) are significant pathogens of humans and animals and cause substantive socioeconomic losses due to the diseases that they cause. The control of nematodes in livestock animals relies heavily on the use of anthelmintic drugs. However, their extensive use has led to a widespread problem of drug resistance in these worms. Thus, the discovery and development of novel chemical entities for the treatment of parasitic worms of humans and animals is needed. Herein, we describe our medicinal chemistry optimization efforts of a phenotypic hit against Haemonchus contortus based on a pyrrolidine-oxadiazole scaffold. This led to the identification of compounds with potent inhibitory activities (IC50 = 0.78–22.4 μM) on the motility and development of parasitic stages of H. contortus, and which were found to be highly selective in a mammalian cell counter-screen. These compounds could be used as suitable chemical tools for drug target identification or as lead compounds for further optimization.
