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1.
This study aimed to identify new strategies for the control of these plant bacterial diseases by combining a pharmacophoric group of different bioactive compounds. A series of 3‐cyclopentylpropionamide containing 1,3,4‐thiadiazole derivatives was synthesized and characterized via 1H‐NMR, 13C‐NMR, and HRMS. Bioassay results indicated that compounds 7a , 7d , 7j , 7m , 7n , and 7s had excellent antibacterial activity compared with the positive control. Among them, compound 7a exhibited remarkable inhibitory effect against Xoo with an EC50 of 21.41 μg/mL, which surpassed that of thiodiazole copper (67.71 μg/mL) and bismerthiazol (69.05 μg/mL). Greenhouse condition tests further revealed that 7a had approximately equal curative activity and better protection activity (41.58%) against bacterial leaf blight of rice than that of thiodiazole copper and bismerthiazol (46.86 and 42.25%, respectively). Structure–activity relationship analysis exhibited that sulfone fragment favored inhibition. Overall, this study suggested that derivatives containing 1,3,4‐thiadiazole 3‐cyclopentylpropanamide can be used as new lead compounds for bactericide studies.  相似文献   

2.
A new type anion receptors containing indeno[2′,1′:5,6]pyrido[2,3‐d]pyrimidine have been synthesized via three‐component reaction of aldehyde, 6‐aminopyrimidine‐2,4‐dione, and 1,3‐indanedione in aqueous media. The binding properties of the receptors with anions such as F?, Cl?, Br?, AcO?, HSO4?, and H2PO4? have been investigated by UV–vis spectroscopy methods. The results have shown that receptors have good selectivity to F? and AcO?, and a 1:1 stoichiometry complex has been formed between compounds and anions.  相似文献   

3.
The title compound, [Cd(NCS)2(C13H10N4OS)2]n, contains SCN anions acting as end‐to‐end bridging ligands which utilize both S and N atoms to link cadmium(II) centers into one‐dimensional double chains. The multidentate 5‐(4‐pyridyl)‐2‐(2‐pyridylmethylsulfanyl)‐1,3,4‐oxadiazole ligands behave as monodentate terminal ligands, binding metal centers only through the N atoms of the 4‐pyridyl groups. Two types of eight‐membered rings are formed by two SCN anions bridging CdII centers, viz. planar and chair conformation, which are alternately disposed along the same chain. Finally, chains define a two‐dimensional array through two different interchain π–π stacking interactions.  相似文献   

4.
The title salt, C13H12N3+·H2PO4, contains a nonplanar 2‐(2‐aminophenyl)‐1H‐benzimidazol‐3‐ium cation and two different dihydrogen phosphate anions, both situated on twofold rotation axes in the space group C2. The anions are linked by O—H...O hydrogen bonds into chains of R22(8) rings. The anion chains are linked by the cations, via hydrogen‐bonding complementarities and electrostatic interactions, giving rise to a sheet structure with alternating rows of organic cations and inorganic anions. Comparison of this structure with that of the pure amine reveals that the two compounds generate characteristically different sheet structures. The anion–anion chain serves as a template for the assembly of the cations, suggesting a possible application in the design of solid‐state materials.  相似文献   

5.
A new series of 2‐(p‐tolyloxy)‐3‐(5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazol‐2‐yl)quinoline were synthesized from oxidative cyclization of N′‐((2‐(p‐tolyloxy)quinoline‐3‐yl)methylene)isonicotinohydrazide in DMSO/I2 at reflux condition for 3–4 h. The structures of the new compounds were confirmed by elemental analyses as well as IR, 1H‐NMR, and mass spectral data. All the synthesized compounds were screened for their antibacterial activities against various bacterial strains. Several of these compounds showed potential antibacterial activity. J. Heterocyclic Chem., (2011).  相似文献   

6.
The new asymmetrical organic ligand 2‐{4‐[(1H‐imidazol‐1‐yl)methyl]phenyl}‐5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazole ( L , C17H13N5O), containing pyridine and imidazole terminal groups, as well as potential oxdiazole coordination sites, was designed and synthesized. The coordination chemistry of L with soft AgI, CuI and CdII metal ions was investigated and three new coordination polymers (CPs), namely, catena‐poly[[silver(I)‐μ‐2‐{4‐[(1H‐imidazol‐1‐yl)methyl]phenyl}‐5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazole] hexafluoridophosphate], {[Ag( L )]PF6}n, catena‐poly[[copper(I)‐di‐μ‐iodido‐copper(I)‐bis(μ‐2‐{4‐[(1H‐imidazol‐1‐yl)methyl]phenyl}‐5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazole)] 1,4‐dioxane monosolvate], {[Cu2I2( L )2]·C4H8O2}n, and catena‐poly[[[dinitratocopper(II)]‐bis(μ‐2‐{4‐[(1H‐imidazol‐1‐yl)methyl]phenyl}‐5‐(pyridin‐4‐yl)‐1,3,4‐oxadiazole)]–methanol–water (1/1/0.65)], {[Cd( L )2(NO3)2]·2CH4O·0.65H2O}n, were obtained. The experimental results show that ligand L coordinates easily with linear AgI, tetrahedral CuI and octahedral CdII metal atoms to form one‐dimensional polymeric structures. The intermediate oxadiazole ring does not participate in the coordination interactions with the metal ions. In all three CPs, weak π–π interactions between the nearly coplanar pyridine, oxadiazole and benzene rings play an important role in the packing of the polymeric chains.  相似文献   

7.
In the salt 1‐methylpiperazine‐1,4‐diium bis(dihydrogen phosphate), C5H13N22+·2H2PO4, (I), and the solvated salt 2‐(pyridin‐2‐yl)pyridinium dihydrogen phosphate–orthophosphoric acid (1/1), C10H9N2+·H2PO4·H3PO4, (II), the formation of O—H...O and N—H...O hydrogen bonds between the dihydrogen phosphate (H2PO4) anions and the cations constructs a three‐ and two‐dimensional anionic–cationic network, respectively. In (I), the self‐assembly of H2PO4 anions forms a two‐dimensional pseudo‐honeycomb‐like supramolecular architecture along the (010) plane. 1‐Methylpiperazine‐1,4‐diium cations are trapped between the (010) anionic layers through three N—H...O hydrogen bonds. In solvated salt (II), the self‐assembly of H2PO4 anions forms a two‐dimensional supramolecular architecture with open channels projecting along the [001] direction. The 2‐(pyridin‐2‐yl)pyridinium cations are trapped between the open channels by N—H...O and C—H...O hydrogen bonds. From a study of previously reported structures, dihydrogen phosphate anions show a supramolecular flexibility depending on the nature of the cations. The dihydrogen phosphate anion may be suitable for the design of the host lattice for host–guest supramolecular systems.  相似文献   

8.
Some novel [1,2,4]triazolo[3,4‐b][1,3,4]thiadiazole derivatives were synthesized from aryl acetic acids. All the synthesized derivatives were selected for the screening of antibacterial potential against Gram‐positive bacteria [Staphylococcus aureus (MTCC 3160) and Micrococcus luteus (MTCC 1538)] and Gram‐negative bacteria [Escherichia coli (MTCC 1652) and Pseudomonas aeruginosa (MTCC 424)] and antifungal potential against Aspergillus niger (MTCC 8652) and Candida albicans (MTCC 227), and free radical scavenging activity through 2,2‐diphenyl‐2‐picrylhydrazyl hydrate method. The compounds TH‐4 , TH‐13 , and TH‐19 were found to be more potent antimicrobial agents compared to standard drugs. The compounds TH‐3 , TH‐9 , and TH‐18 also showed significant antimicrobial activity. The compound TH‐13 showed antioxidant activity with IC50 value better than the standard compound. The structures of all the synthesized compounds were confirmed by Fourier transform infrared, 1H‐NMR, liquid chromatography–mass spectrometry, and CHN analyzer.  相似文献   

9.
A new 1,3,4‐oxadiazole‐containing bispyridyl ligand, namely 5‐(pyridin‐4‐yl)‐3‐[2‐(pyridin‐4‐yl)ethyl]‐1,3,4‐oxadiazole‐2(3H)‐thione (L), has been used to create the novel complexes tetranitratobis{μ‐5‐(pyridin‐4‐yl)‐3‐[2‐(pyridin‐4‐yl)ethyl]‐1,3,4‐oxadiazole‐2(3H)‐thione}zinc(II), [Zn2(NO3)4(C14H12N4OS)2], (I), and catena‐poly[[[dinitratocopper(II)]‐bis{μ‐5‐(pyridin‐4‐yl)‐3‐[2‐(pyridin‐4‐yl)ethyl]‐1,3,4‐oxadiazole‐2(3H)‐thione}] nitrate acetonitrile sesquisolvate dichloromethane sesquisolvate], {[Cu(NO3)(C14H12N4OS)2]NO3·1.5CH3CN·1.5CH2Cl2}n, (II). Compound (I) presents a distorted rectangular centrosymmetric Zn2L2 ring (dimensions 9.56 × 7.06 Å), where each ZnII centre lies in a {ZnN2O4} coordination environment. These binuclear zinc metallocycles are linked into a two‐dimensional network through nonclassical C—H...O hydrogen bonds. The resulting sheets lie parallel to the ac plane. Compound (II), which crystallizes as a nonmerohedral twin, is a coordination polymer with double chains of CuII centres linked by bridging L ligands, propagating parallel to the crystallographic a axis. The CuII centres adopt a distorted square‐pyramidal CuN4O coordination environment with apical O atoms. The chains in (II) are interlinked via two kinds of π–π stacking interactions along [01]. In addition, the structure of (II) contains channels parallel to the crystallographic a direction. The guest components in these channels consist of dichloromethane and acetonitrile solvent molecules and uncoordinated nitrate anions.  相似文献   

10.
A long wavelength emission fluorescent (612 nm) chemosensor with high selectivity for H2PO4? ions was designed and synthesized according to the excited state intramolecular proton transfer (ESIPT). The sensor can exist in two tautomeric forms ('keto' and 'enol') in the presence of Fe3+ ion, Fe3+ may bind with the 'keto' form of the sensor. Furthermore, the in situ generated GY‐Fe3+ ensemble could recover the quenched fluorescence upon the addition of H2PO4? anion resulting in an off‐on‐type sensing with a detection limit of micromolar range in the same medium, and other anions, including F?, Cl?, Br?, I?, AcO?, HSO4?, ClO4? and CN? had nearly no influence on the probing behavior. The test strips based on 2‐[2‐hydroxy‐4‐(diethylamino) phenyl]‐1H‐imidazo[4,5‐b]phenazine and Fe3+ metal complex ( GY‐Fe3+ ) were fabricated, which could act as convenient and efficient H2PO4? test kits.  相似文献   

11.
The title compounds, tris(1,10‐phenanthroline‐κ2N,N′)iron(II) bis(2,4,5‐tricarboxybenzoate) monohydrate, [Fe(C12H8N2)3](C10H5O8)2·H2O, (I), and tris(2,2′‐bipyridine‐κ2N,N′)iron(II) 2,5‐dicarboxybenzene‐1,4‐dicarboxylate–benzene‐1,2,4,5‐tetracarboxylic acid–water (1/1/2), [Fe(C10H8N2)3](C10H4O8)·C10H6O8·2H2O, (II), were obtained during an attempt to synthesize a mixed‐ligand complex of FeII with an N‐containing ligand and benzene‐1,2,4,5‐tetracarboxylic acid via a solvothermal reaction. In both mononuclear complexes, each FeII metal ion is six‐coordinated in a distorted octahedral manner by six N atoms from three chelating 1,10‐phenanthroline or 2,2′‐bipyridine ligands. In compound (I), the FeII atom lies on a twofold axis in the space group C2/c, whereas (II) crystallizes in the space group P21/n. In both compounds, the uncoordinated carboxylate anions and water molecules are linked by typical O—H...O hydrogen bonds, generating extensive three‐dimensional hydrogen‐bond networks which surround the cations.  相似文献   

12.
The X‐ray single‐crystal structure determinations of the chemically related compounds 2‐amino‐1,3,4‐thiadiazolium hydrogen oxalate, C2H4N3S+·C2HO4, (I), 2‐amino‐1,3,4‐thiadiazole–succinic acid (1/2), C2H3N3S·2C4H6O4, (II), 2‐amino‐1,3,4‐thiadiazole–glutaric acid (1/1), C2H3N3S·C5H8O4, (III), and 2‐amino‐1,3,4‐thiadiazole–adipic acid (1/1), C2H3N3S·C6H10O4, (IV), are reported and their hydrogen‐bonding patterns are compared. The hydrogen bonds are of the types N—H...O or O—H...N and are of moderate strength. In some cases, weak C—H...O interactions are also present. Compound (II) differs from the others not only in the molar ratio of base and acid (1:2), but also in its hydrogen‐bonding pattern, which is based on chain motifs. In (I), (III) and (IV), the most prominent feature is the presence of an R22(8) graph‐set motif formed by N—H...O and O—H...N hydrogen bonds, which are present in all structures except for (I), where only a pair of N—H...O hydrogen bonds is present, in agreement with the greater acidity of oxalic acid. There are nonbonding S...O interactions present in all four structures. The difference electron‐density maps show a lack of electron density about the S atom along the S...O vector. In all four structures, the carboxylic acid H atoms are present in a rare configuration with a C—C—O—H torsion angle of ∼0°. In the structures of (II)–(IV), the C—C—O—H torsion angle of the second carboxylic acid group has the more common value of ∼|180|°. The dicarboxylic acid molecules are situated on crystallographic inversion centres in (II). The Raman and IR spectra of the title compounds are presented and analysed.  相似文献   

13.
A new hybrid polydentate template comprising distinctive pharmacophoric groups, namely, ibuprofen, 1,3,4‐oxadiazole, and 1,2,3‐triazole linked through a thioether bridge was achieved by one‐pot synthesis by exploring multicomponent Cu‐catalyzed “click chemistry” approach. The target structures were characterized by NMR, IR, and LC‐Mass. The X‐ray analysis of 2‐(1‐(4‐isobutylphenyl)ethyl)‐5‐(((1‐(3‐nitrophenyl)‐1H‐1,2,3‐triazol‐4‐yl)methyl)thio)‐1,3,4‐oxadiazole ( 8a ) confirmed the assigned structure. The in vitro antibacterial and anticancer activity of these compounds revealed that 2‐(1‐(4‐isobutylphenyl)ethyl)‐5‐(((1‐phenyl‐1H‐1,2,3‐triazol‐4‐yl)methyl)thio)‐1,3,4‐oxadiazole ( 8b ) demonstrated more potent antibacterial activity against Gram‐negative strains (Escherichia coli and Pseudomonas aeruginosa) and 2‐(((1‐(2,4‐dimethylphenyl)‐1H‐1,2,3‐triazol‐4‐yl)methyl)thio)‐5‐(1‐(4 isobutylphenyl)ethyl)‐1,3,4‐oxadiazole ( 8e ) exhibited anticancer activity with IC50 of 27.50 and 31.03 μg/mL against HeLa and MCF‐7 cell lines, respectively.  相似文献   

14.
In the title compound, poly[[aqua(1,10‐phenanthroline)­cobalt(II)]‐μ4‐di­hydrogen benzene‐1,2,4,5‐tetra­carboxyl­ato], [Co(C10H4O8)(C12H8N2)(H2O)]n, each cobalt(II) cation has an octahedral geometry completed by one aqua O atom, three carboxy O atoms belonging to three H2TCB2− anions (H2TCB2− is di­hydrogen ­benzene‐1,2,4,5‐tetra­carboxyl­ate) and two N atoms from a 1,10‐phenanthroline mol­ecule. In the asymmetric unit, there are two half H2TCB2− anions lying about independent inversion centres. The bridging H2TCB2− anions have two coordination modes, viz.μ2‐H2TCB2− and μ4‐H2TCB2−, resulting in a two‐dimensional coordination polymer. Furthermore, a three‐dimensional network is formed by Ocarboxy⋯Ocarboxy hydrogen‐bond interactions, with H⋯A distances in the range 1.69–1.82 Å, and Ocarboxy⋯Owater interactions, with H⋯A distances in the range 1.91–1.94 Å.  相似文献   

15.
Two main group coordination polymers based on 2‐(2‐pyridyl)‐4,5‐imidazole‐dicarboxylic acid (H3oPyIDC), namely [Ba(H2oPyIDC)2(H2O)]n ( 1 ) and [Pb2(HoPyIDC)2]n ( 2 ) are obtained under hydrothermal conditions. In compound 1 , the Ba2+ cations and HoPyIDC2– anions are connected to a 1D chain, and the 1D chains are further interconnected by Ba–O bonds, forming a 3D 3‐connected framework. In compound 2 , a 2D layer with (4,4) topology is formed by PbII ions and HoPyIDC2– anions. The 2D layer are pillared by HoPyIDC2–, yielding a 3D (3,4)‐connected framework. The thermogravimetric analyses and luminescence properties of compounds 1 and 2 are also investigated.  相似文献   

16.
The title compound, 2C5H7N2+·2C23H13O2·H2O, formed as a by‐product in the attempted synthesis of a nonlinear optical candidate molecule, contains two independent 4‐aminopyridinium cations and 2‐(anthracen‐9‐yl)‐3‐oxo‐3H‐inden‐1‐olate anions with one solvent water molecule. This is the first reported structure containing these anions. The two anions are not planar, having different interplanar angles between the anthracenyl and inden‐1‐olate moieties of 59.07 (5) and 83.92 (5)°. The crystal packing, which involves strong classical hydrogen bonds and one C—H...π interaction, appears to account for both the nonplanarity and this difference.  相似文献   

17.
The visible absorption spectrum of the water soluble polynuclear metallamacrocyclic LaIII‐CuII complex La(H2O)3[15‐MCCu(II)Phalaha‐5](Cl)3 ( 1 ) based on α‐phenylalaninehydroxamic acid appears to be solvent‐ and ion‐sensitive. The copper(II) d–d transitions of the complex 1 dissolved in methanol, ethanol, water, dimethylformamide, dimethylsulfoxide, pyridine, and N‐methylpyrrolidone were studied. The chromophoric behavior of complex 1 was investigated in the presence of the Cl, Br, I, HSO4, CO32–, HCO3, H2PO4, CN, SCN, and N3 anions. A considerable change of the d–d transition of the central copper(II) atom was observed for the strongly coordinating cyanide and azide anions. In the presence of HSO4, the d–d intensity of copper(II) also decreased significantly. The molecular structure of La2(H2O)7[15‐MCCu(II)Phalaha‐5]2(SO4)4 ( 2 ), obtained as result of the substitution of the coordinated water molecules in 1 by the SO42– anions, was investigated by X‐ray crystallography.  相似文献   

18.
The title compound, {(C2H10N2)2[Mn(PO4)2]}n, contains anionic square‐twisted chains of formula [Mn(PO4)2]4− constructed from corner‐sharing four‐membered rings of alternating MnO4 and PO4 units. The Mn and P atoms have distorted tetrahedral coordination and the Mn atom lies on a twofold axis. The linear manganese–phosphate chains are held together by hydrogen‐bonding interactions involving the framework O atoms and the H atoms of the ethane‐1,2‐diammonium cations, which lie in the interchain spaces.  相似文献   

19.
A series of new 1,3,4‐oxadiazole/thiadiazole and 1,2,4‐triazole derivatives have been synthesized starting from 2‐aryl‐4‐methylthiazol‐5‐carbohydrazides and isonicotinic acid hydrazide. All the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectrometry. The synthesized compounds were screened for their antibacterial and antifungal activity, assessed as growth inhibition diameter. Some of them showed good antibacterial activity against gram positive Staphylococcus aureus, while the antibacterial activity against Listeria monocytogenes, Escherichia coli, and Salmonella typhymurium and antifungal activity against Candida albicans was modest. None of the tested compounds showed inhibitory activity against gram positive bacteria Enterococcus faecalis and Bacillus cereus and against gram negative bacteria Pseudomonas aeruginosa.  相似文献   

20.
The title compound, [Cu2(SO4)2(C10H8N2)2(C2H6O2)2(H2O)2]n, contains two crystallographically unique CuII centres, each lying on a twofold axis and having a slightly distorted octahedral environment. One CuII centre is coordinated by two bridging 4,4′‐bipyridine (4,4′‐bipy) ligands, two sulfate anions and two aqua ligands. The second is surrounded by two 4,4′‐bipy N atoms and four O atoms, two from bridging sulfate anions and two from ethane‐1,2‐diol ligands. The sulfate anion bridges adjacent CuII centres, leading to the formation of linear ...Cu1–Cu2–Cu1–Cu2... chains. Adjacent chains are further bridged by 4,4′‐bipy ligands, which are also located on the twofold axis, resulting in a two‐dimensional layered polymer. In the crystal structure, extensive O—H...O hydrogen‐bonding interactions between water molecules, ethane‐1,2‐diol molecules and sulfate anions lead to the formation of a three‐dimensional supramolecular network structure.  相似文献   

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