Mannich Base Derivatives of 1,2-Benzisothiazolin-3-one: Syntheses,Crystal Structures and Bioactivities

Twelve Mannich base derivatives of 1,2-benzisothiazolin-3-one were synthesized by the reaction of 1,2-benzisothiazol-3(2H)-one(BIT) with different amines and formaldehyde. All the compounds were characterized by elemental analysis, IR spectroscopy, MS and 1H NMR. The crystal structure for 2,2'-methylenebis(benzo[d]isothiazol-3(2H)-one)(3) has been determined by X-ray single-crystal structure analysis. Compound 3(C15H10N2O2S2) crystallizes in the monoclinic system, space group C2/c with a = 25.052(8), b = 4.510(1), c = 11.948(4) , β = 100.992(4)o, V = 1325.2(7) 3, Mr = 314.37, Dc = 1.576 Mg·m-3, μ = 0.25 mm-1, F(000) = 648, Z = 4, R = 0.034 and wR = 0.087. The preliminary biological test indicated that the compounds(2b, 2c) showed growth inhibitory activity against the gram-positive and gram-negative bacteria.     

Syntheses and properties of new herbicidal 2-arylthio-1 ,2,4-triazolo[1,5-a] pyrimidine derivatives

In search of novel herbicides with high activity, a series of 2-arylthio-1,2,4- triazolo [1, 5-a ] pyrimidines (3) were synthesized by cyclization of 5-amino-3-arylthio-1,2,4-triazoles with 1,3-diketones or by the nucleophilic substitution of substituted thiophenols with 2-methylsulfonyl-1, 2, 4-triazolo [ 1, 5-a]-pyrimidine. The structures of all compounds prepared were confirmed by 1H NMR and MS spectroscopy along with elemental analyses. Preliminary bioassays indicated that some of the compounds 3 had good herbicidal activity against rape. In addition, the regioselectivity in the reaction of 5-amino-3-sub-stituted arylthio-1,2,4-triazoles with benzoylacetone was studied.     

Facile synthesis and antitumor activity of novel 2-trifluoromethylthieno[2,3-d]pyrimidine derivatives

A series of novel 2-trifluoromethylthieno[2,3-d]pyrimidine derivatives were synthesized by a facile three-step procedure that afforded advantages of mild reaction conditions, simple protocol and good yields. The structures of the final compounds were confirmed by 1R, NMR, El-MS, elemental analysis, and X-ray diffraction. Preliminary bioassay results showed that some of the analogs exhibit excellent antitumor activity against MCF-7 and HepG2, especially compounds 3a, 3b, 3e and 3h exhibited higher activity than the positive control gefitinib.     

Synthesis, Mass Spectrometric Studies, and Biological Evaluation of 3,5-Dimethoxyhomophthalic Acid and Related Compounds

3,5-Dimethoxyhomophthalic acid was synthesized in four steps from 3,5-dimethoxycinnamic acid via a series of reactions including cyclization of 3-(3',5'-dimethoxyphenyl)propionic acid to 5,7-dimethoxy-1-indanone and oxidative decomposition of methyl-2-hydroxy-2-[5,7-dimethyoxy-1-oxo-1H-inden-2(3H)-ylidene]acetate to 3,5-dimethoxyhomophthalic acid.The synthesized compounds were characterized by elemental analysis,IR,1H NMR,and MS.The biological evaluation experiments of 3,5-dimthoxyhomophthalic acid and the related synthesized compounds were also carried out.Naturally occurring biologically active isocoumarins were prepared in a single step by the condensation of the homophthalic acid with appropriate acid chlorides.     

Novel Reaction of Some Azoles with Dimethyl Sulfoxid

The compounds 4a～4j were prepared by 3a～3j which were prepared from 1a～1j through 2a～2j. The compounds 6a～6j were prepared by the reaction of the products of 4a～4j with dimethyl sulfoxid via Dimroth rearrangement.[1] The compounds ethyl 5-arylamino-1H-1,2,3-triazol-4-carbonates (5a～5d) and ethyl 2-methylthiamethylene-5-arylamino-2H-1,2,3-triazol-4-carbonates (6a～6j) are established by MS, IR, elemental analysis and 1H NMR spectral data. The route of syntheses is shown in Scheme 1.     

Synthesis and biological evaluation of new pyrrolopyrazinone compounds as potential antitumor agents

A series of pyrrolo[1,2-a]pyrazinone compounds(5a-9f) were synthesized,and their cytotoxic activity against SKOV-3,A549.HeLa cells in vitro were evaluated by the MTT method.Some of the compounds showed potential antitumor activity against three tumor cell lines.Among them,compounds 9c and 9d showed the most potent cytotoxic activity.The preliminary mechanism of action was discussed.     

Synthesis,Bioactivity and Crystal Structure Analysis of 2-（Benzo [d]isothiazol-3-yloxy）-N-（3-cyano-l-（4- fluorophenyl）-lH-pyrazol-5-yl） Acetamide

A novel benzisothiazolin-3-one derivative, 2-（benzo[d]isothiazol-3-yloxy）-N-（3- cyano-l-（4-fluorophenyl）-lH-pyrazol-5-yl） acetamide （8）, was synthesized from the initial compound benzo[d]isothiazol-3（2H）-one （BIT） 1 and 4-fluoroaniline 3. The structure of the target compound 8 was determined by elemental analyses, IR and 1H NMR. The single crystals of intermediate compound 6 and the target compound 8 were obtained and determined by X-ray diffraction analysis. The preliminary biological activity was also evaluated and the results showed tile target compound exhibited a good anti-microbial activity.     

Synthesis and antitumor activity of some new pyrazolo[1,5-α]pyrimidines

New series of pyrazolo[1,5-α]pyrimidine derivatives 7a-i,11a-c and Schiff bases 13a-c were synthesized and screened for their in vitro antitumor activity against three human carcinoma cell lines,namely colorectal carcinoma(HCT116),prostate adenocarcinoma(PC-3) and liver carcinoma(HepG-2) using MTT cytotoxicity assay at 100 μg/mL.Some of the tested compounds displayed good anticancer activities against HCT-116 and PC-3 cells.Whereas,compounds 7d and 11 a showed better antitumor activity than the rest of the compounds against both cell lines.A structure-activity relationship(SAR) has been discussed and structures of the newly synthesized compounds were confirmed by different spectral data(MS,IR,~1H NMR and ~(13)C NMR) and elemental analysis.     

Two new compounds with microporous constructed by Waugh-type polyoxoanion and transition metal ions

Two new compounds with microporous Co3[MnMo9O32].15H2O(1) and Cu3[MnMo9O32].15H2O(2) have been synthesized,and characterized by IR,element analysis,TG and single-crystal X-ray analysis.The structure analyses reveal that compounds 1 and 2 are isostructural.In crystal,the Waugh-type polyoxoanions [MnMo9O32]6-are connected by Co2+ or Cu2+ cations to a 3D open-framework,which possesses channels along the [1 2 2] direction of approximately 8.27 × 11.97 .The photocatalytic performances of compounds 1 and 2 for p...     

Synthesis of 2-Alkyl（aryl）-3-methylthio-6-methyl-6-arylpyrano-[4, 3-c]pyrazol-4（2H）-ones

The synthesis of 2-alkyl(aryl)-3-methylthiopyrano[4,3-c]pyrazol-4(2H)-ones via 5, 6-dihydro-2H-pyran-2, 4-dione-3-dithioacetals with (un)substituted hydrazines is described and the mechanism of the formation of title compounds is discussed. Their structures were confirmed by ^1HNMR spectra and elemental analysis.     

Crystal structures,thermal behavior and biological activities of lanthanide compounds with 2,4-dichlorobenzoic acid and 1,10-phenanthroline

Five new binuclear lanthanide compounds [Ln(2,4-DClBA)3phen]2(Ln = Pr(1), Eu(2), Tb(3), Ho(4) and Er(5); 2,4-DClBA = 2,4-dichlorobenzoate; phen = 1,10-phenanthroline) have been synthesized and structurally characterized by X-ray crystallography. And all of them were carefully investigated by elemental analysis, molar conductance, IR, UV and TG/DSC-FTIR technology. Single-crystal X-ray diffraction studies revealed that compounds 1–5 were binuclear molecules with an inversion center and the Ln3+ ions contained two kinds of coordination environment that was a distorted monocapped square-antiprism in the compounds 1–2, and a distorted square-antiprism geometry in the compounds 3–5. The 3D surface graphs for the FTIR spectra of gaseous products for the compounds 1–5 were recorded using simultaneous TG/DSC-FTIR technique which is intended to further analysis of the thermal decomposition processes. Hence the gaseous products were identified by the solved single IR spectra obtained at different temperatures from the 3D surface graphs. Furthermore, the Eu(Ш) and Tb(Ш) ternary compounds exhibited intense luminescence under the radiation of UV light. And the results for antimicrobial test show that these compounds exhibit good bacteriostatic activity against Staphylococcus aureus, and better antimicrobial activity against Escherichia coli and Candida albicans.     

CRYSTAL AND MOLECULAR STRUCTURE OF SUEFATOAQUO-2, 3-DIMETHYL-2, 3-BUTYLDIAMINEPLATINUM

[PtDMBA(SO4)H2O]H2O crystals belong to the orthorhombic system,a=11.073(3),b=9.672(2),c=21.156(7)A,space group C2cb,z=8.The diffraction data (Moka) were collected with Nicolet R3 four-circle di-ffractometer.The structure was determined by heavy atom method and refined by the least square program,R=0.0716.In the systematic study of anticancer action of a series of platinum compounds,our Coordination Chemistry Research Institute has synthesized PtDMBASO4 2H2O(where DMBA=2,3-dimethyl-2,3-butyldiamino) and found it has antitumor activity against L-1210 in mice.In order to study the relationship between the structure and the anticancer effects of the platinum compounds,the crystal structure of the compound has been determined.     

Synthesis of Dinaphtho-dioxaphosphepin-4-oxides, Epoxides and Bisphosphonates

A few new seven-membered phosphorus heterocyclic compounds and bis-phosphonates (5a—5g, 5f’, 5g’, 9 and 10) were prepared by the reaction of 4-bromo dioxaphosphepin (2) with various Grignard reagents followed by their oxidation with H2O2. All the compounds were thoroughly characterized by elemental analysis, IR, 1H, 13C, 31P NMR and mass spectral data. Their antimicrobial activity was evaluated and some of them possess significant activity.     

Synthesis, Electrochemistry, and Photophysics of a Novel Binuclear Polypyridyl Ru(Ⅱ) Complex with an 1,8-Adipoylamidobis(1,10-phenanthroline-5-yl) Ligand

The present paper covers the syntheses of 1,8-adipoylamido-bis(1,10-phenanthroline-5-yl)(bphaa) and its binuclear complex {[(bpy)2Ru]2(bphaa)}(PF6)4, where bpy is 2,2′-bipyridine. The two novel compounds were confirmed by means of elemental analysis, IR, LD-MS and 1H NMR, and 1H NMR spectra were completely assigned in virtue of 1H-1H COSY. The electrochemical behavior of the binuclear Ru(Ⅱ) complex was obtained using cyclic and square-wave voltammetry. Its photophysical property was investigated by electronic absorption, fluorescence excitation and emission spectra.     

以聚(4-乙烯基吡啶)硫酸氢盐为催化剂三组分一锅法合成苯并[f]茚并喹啉(英文)

7‐Aryl‐8H‐benzo[f]indeno[2,1‐b]quinoline‐8‐one derivatives were synthesized by means of a one‐pot condensation of 2‐naphthylamine, aromatic aldehydes, and indane‐1,3‐dione in ethanol under refluxing conditions in the presence of poly(4‐vinylpyridinium) hydrogen sulfate, a solid acid catalyst. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The catalyst could be recycled and reused four times without significant loss of activity. The structure of the novel compounds was confirmed by IR, 1H NMR, and 13C NMR spec-troscopy and elemental analysis.     

Synthesis and in vitro Study of Novel Methylenebis(phenyl- 1,5-benzothiazepine)s and Methylenebis(benzofuryl-1,5- benzothiazepine)s as Antimicrobial Agents

A series of methylenebis(phenyl-1,5-benzothiazepine)s 4 and methylenebis(benzofuryl-1,5-benzothiazepine)s 5 were prepared by the reaction of methylene-bis-chalcones 3 with 2-aminothiophenol for 4 and followed by the condensation with chloroacetone for 5. The structures of the synthesized compounds have been confirmed by their IR, 1H NMR, 13C NMR, MS and elemental analyses. All the synthesized compounds were tested for their antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. To elucidate the essential structural requirements for the antimicrobial activity, the preliminary structure-activity relationship has been described. Among the compounds tested, the dimeric compounds 4f, 4g, 5f and 5g were found to be most active against Bacillus subtilis, Bacillus sphaericus, Staphylococcus aureus, Klebsiella aerogenes and Chromobacterium violaceum. Similarly these dimeric compounds showed potent antifungal activity against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum, and Trichophyton mentagrophytes. It is interesting to note that the dimeric compounds with substituents of heterocyclic ring at the 4th position of benzothiazepine system displayed notable antibacterial activity equal to that of streptomycin and penicillin. Further, the activity of all the dimeric compounds was compared with that of their monomeric compounds, and it is interesting to note that almost all the dimeric compounds showed enhanced activity than their monomeric compounds.     

Two Novel Coordination Polymers with(6,3) Topology Constructed by an Imidazole-containing Isophthalic Ligand:Syntheses,Structures and Luminescence Properties

Two novel coordination polymers,[Zn(ImNIPA)(DMSO)]n(1)and[Cd(ImNIPA)(DMSO)]n(2)(H2ImNIPA=5-(6-(1H-imidazol-1-yl)-1,3-dioxo-1H-benzo[de]iso-quinolin-2(3H)-yl)isophthalic acid,DMSO=dimethylsulfoxide),were prepared under solvothermal conditions through the reactions of Zn^2+/Cd^2+ and a new imidazole-containing isophthalic ligand H2ImNIPA.The compounds were fully characterized by elemental analysis,FT-IR spectroscopy,powder X-ray diffraction analysis and X-ray single-crystal diffraction analysis.Both 1 and 2 are two-dimensional(2D)coordination layers via the combination of 3-connected metal nodes and ImNIPA^2- linker,featuring(6,3)honeycomb-type topology.In addition,the 2D layers in the two compounds are further extended into 3D supramolecular frameworks via π-π stacking interactions.Finally,the thermal-stability and solid-state luminescence properties of them were also investigated.     

Synthesis,Crystal Structure and Biological Activity of 6-Arylmethyl-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one Derivatives as Antitumor Agents

In order to explore the novel anti-tumor agents, ten 6-arylmethyl-3-aryl-7 Hthiazolo[3,2-b]-1,2,4-triazin-7-ones were designed and synthesized, and the structures were characterized by ~1H-NMR, MS, IR and X-ray single-crystal diffraction analysis. The biological activity results showed that the target compounds exhibited certain inhibitory activity of osteosarcoma cells U2 OS-EGFP. Compounds 6 a, 6 g and 6 j exhibited more than 70% inhibition ratio at the concentration of 50 μmol·L~(-1), and especially, the IC50 value of compound 6 j was 11.58 μmol·L~(-1). The crystal of 6 h was obtained and analyzed; some related weak interactions were discussed. The molecular docking results showed that the target compounds were supposed to be ERK1/2 inhibitors.     

Dinuclear Nickel(Ⅱ) Chlorides Bearing N,N′-bis(5,6,7-trihydroquinolin-8-ylidene)-[1,1′-biphenyl]-4,4′-diamines: Synthesis and Ethylene Polymerization

5,6,7-Trihydroquinolin-8-one was condensed with the corresponding benzidine to give N,N′-bis(5,6,7-trihydroquinolin-8-ylidene)-[1,1′-biphenyl]-4,4′-diamine derivatives(L1–L3). The ligands were reacted with two equivalents of Ni Cl_2·6H_2O in a mixture of Et OH and CH_2Cl_2 to afford the corresponding dinickel(II) chloride complexes(Ni1-Ni3). The organic compounds were completely characterized, whilst the bi-metallic complexes were characterized by FTIR spectra and elemental analysis. These nickel complexes exhibited high activities towards ethylene polymerization in the presence of either MAO or Me_2AlCl, maintaining a high activity over a prolonged period. The obtained polyethylenes were confirmed as having low molecular weights by GPC analysis.     

Preparation,Characterization and Thermal Decomposition Kinetics of the Complexes [Dy(p-NBA)_3Phen]_2·3H_2O and [Dy(m-NBA)_3Phen]_2·4H_2O

The title complexes [Dy(p-NBA)3Phen]2·3H2O(I) and [Dy(m-NBA)3Phen]2·4H2O(Ⅱ) were synthesized, in the two molecular formulas of which NBA is nitrobenzoate and Phen is 1,10-phenanthroline. The characterizations of the complexes were carried out by means of elemental analysis, UV, IR, XRD and molar conductivity. The thermal decomposition of the two complexes were studied under the non-isothermal condition by DSC, TG-DTG and IR methods in detail. The kinetic parameters of the dehydration process were also obtai...