Synthesis, Bioactivity and Crystal Structure Analysis of 2-(Benzo[d]isothiazol-3-yloxy)-N-(3-cyano-1-(4-fluorophenyl)-1H-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,Crystal Structure and Bioactivity of N-Phenethyl-4-hydroxy-4-phenyl Piperidine Hydrochloride

A novel compound N-phenethyl-4-hydroxy-4-phenyl piperidine hydrochloride （C19H24ClNO·H2O） has been synthesized and structurally characterized by elemental analysis, IR, ^1H NMR spectra and single-crystal X-ray diffraction. The crystal belongs to orthorhombic, space group P212121 with a = 8.6306（8）, b = 11.0464（10）, c = 19.3221（18）A^°, V = 1842.1（3）A^°^3, Z = 4, Dc =1.211 g/cm^3,μ = 0.217 mm^-1, Mr= 335.86, F（000） = 720, S = 0.973, R = 0.0420 and wR = 0.1009 for 3627 unique reflections with 3157 observed ones （I 〉 2σ（I））. In the crystal, the dihedral angles made by piperidine ring with two benzene rings are 84.8（6） and 62.5（7）°, respectively. Intermolecular O-H…O and O-H…Cl hydrogen bonds involving water molecules form chains along the b axis, which stabilizes the crystal structure. The preliminary bioactivity tests indicated that the title compound has good effect of cellular growth inhibition to K562 cells and potential bioactivity of anti-leukemia.

Synthesis, Crystal Structure and Bioactivity of N-(phenethylcarbamothioyl)cyclopent-1-enecarboxamide

The compound N-（phenethylcarbamothioyl）cyclopent-1-enecarboxamide was synthesized by the reaction of cyclopent-1-enecarbonyl isothiocyanate with phenethylamine in acetone, and its structure was characterized by IR, 1H NMR and X-ray crystal structure determination. The crystal of the title compound belongs to triclinic, space group P1 with a = 6.9500（7）, b = 9.4618（9）, c = 11.3256（11）, α = 71.522（9）, β = 81.830（8）, γ = 89.237（8）o, Z = 2, V = 698.80（12）3, Dc = 1.304 g/cm3, μ = 0.225 mm-1, F（000） = 292, R = 0.0413 and wR = 0.1073 for 1996 observed reflections with I 〉 2σ（I）. Intramolecular N（2）–H（2）···O（1） interactions as well as intermolecular N（2）–H（2）···O（1）, N（1）–H（1）···S（1） and C（12）–H（12）···S（1） hydrogen bonds help to stabilize the crystal structure. X-ray diffraction analysis reveals that the structure of the new compound exhibits a one-dimensional infinite chain-like structure. The cytotoxicity of the compound was investigated by MTT assay. The results show that the compound is toxic to A549 tumor cell.

Synthesis and Crystal Structure of Spiro[1-bromo-4-methoxy-5-oxa-6-oxo-bicyclo[3.1.0]hexane-2,2′-(3′-cyclohexanoxy-4′-methoxybutyrolactone]

The crystal of the title compound 6 has been prepared and determined by X-ray diffraction analysis. It belongs to the orthorhombic system, space group P212121 with a = 10.195(2), b = 11.955(2), c = 14.335(3) ?, C16H21BrO7, Mr = 405.24, V = 1747.0(6) ?3, Z = 4, Dc = 1.541 g/cm3, μ = 2.387 mm-1, F(000) = 832, R = 0.0266 and wR = 0.0348 for 2110 observed reflections with I > 2σ(I). The crystal exhibits a characteristic spiral structure consisting of one cyclopropane and two butyrolactones with envelope configuration. The intermolecular hydrogen bond between C(16)– H(16)…O(1) and C(3)–H(3)…O(2) has been observed in the crystal lattice.

Synthesis, Crystal Structure and Bioactivities of 1-(4-Chlorophenyl)-3-[5-(pyrid-4-yl)-1,3,4-thiadiazol-2-yl]urea

The title compound 1-（4-chlorophenyl）-3-[5-（pyrid-4-yl）-1,3,4-thiadiazol-2-yl]urea （C14H10CIN5OS, Mr = 331.79） has been synthesized by the reaction of 2-amino-5-（pyrid-4-yl）- 1,3,4-thiadiazole with 4-chlorobenzoyl azide, and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to triclinic system, space group PI with a = 5.8550（8）, b = 7.5668（10）, c = 16.416（2）A, α= 78.364（2）, β= 81.204（2）, γ= 84.749（2）°, V= 702.58（16）A^3, Z= 2, Dc = 1.568 g/cm^3, p = 0.429 mm ^-1, F（000） = 340, the final R = 0.0442 and wR = 0.1092 for 2001 observed reflections （1 〉 2σ（I））. X-ray diffraction analysis reveals that the title molecule is nearly planar. In the crystal structure, the molecules are linked by strong intermolecular N-H…N hydrogen bonds together with weak nonclassical intennolccular （C-H…Y, Y = N, O and CI） hydrogen bonds and stacked through π-π interactions. The preliminary bioassay shows that the title compound exhibits good fungicidal activities against Rhizoctonia solani, Botrytis cinerea and Dothiorella gregaria.

Synthesis and Crystal Structure of FeCo_2(CO)_8(μ_3-S)〔P(OCH_2Ph)_3〕

The title compound FeCo2 (CO)8 (μ3-S) [P (OCH2Ph )3] was synthe-sized by the reaction of P (OCH2Ph)3 with FeCo2 (CO)9 (μ3-S) at room temperature.Crystal data: C29H21 O11 PSCo2Fe, Mr=782. 23, monoclinic, space group P21/n(14), a= l5. 123(4), b=14. 580(4), c=15. 942(3)A, g=115. 66(1), V=3168293K, final R= 0. 032, R= 0. 037 for 3010 observed reflections with I>3. 00(I).The monosubstituted ligand P (OCH2Ph )3 in FeCo2 (CO)8 (μ3-S ) [P (OCH2Ph )3] islinked to one cobalt atom of the tetrahedron FeCo2S framework.

Synthesis and Crystal Structure of Bis(nitrate)- bis(N,N'-dimethyl-N,N'-dibenzenyl-urea)uranyl(Ⅱ)

The new uranyl complex UO2(NO3)2[PhN(CH3)C(O)(CH3)NPh]2 was synthesized and its crystal structure has been determined by single-crystal X-ray diffraction. Crystal data: C30H32N6O10U, triclinic, space group P with a = 7.772(1), b = 9.267(1), c = 12.644(1) ? a = 68.246(8), b = 73.871(9), g = 84.99(1)o, V = 812.4(2) ?, Mr = 874.65, Z = 1, Dc = 1.788 g/cm3, F(000) = 426, m = 5.062 mm-1, the final R = 0.022 and wR = 0.059 for 3571 observed reflections (I > 2s(I)). The central uranyl ion is coordinated by six oxygen atoms, two from the carbonyl groups of N,N-dimethyl-N,N-dibenzenyl-urea molecules and the other four from two nitrate groups.

Synthesis, Crystal Structure and Herbicide Activity of Three Phenyl-naphthyl Methanone Derivatives

Three phenyl-naphthyl methanone derivatives have been designed and synthesized through alkylation and Friedel-Crafts acylation reactions.All the compounds were characterized by IR,1H NMR,13C NMR and H RMS.The single crystal structure of the compounds has been further determined by X-ray diffraction.(4-Ethoxynaphthalen-1-yl)(2-methylphenyl)methanone(3a)crystallizes in monoclinic system,P21/c space group with a=13.144(3),b=11.041(2),c=11.320(2)?,β=106.65(3)°,V=1573.7(5)?3,Dc=1.225 Mg/m3,Z=4,F(000)=616,μ(MoKα)=0.078 mm-1,R=0.0928 and wR=0.1556.(4-Ethoxynaphthalen-1-yl)(2-hydroxyphenyl)methanone(3b)belongs to the monoclinic system,P21/c space group with a=9.985(2),b=10.814(2),c=14.353(3)?,β=105.49(3)°,V=1493.6(5)?3,Dc=1.300 Mg/m3,Z=4,F(000)=616,μ(MoKα)=0.087 mm-1,R=0.0568 and wR=0.1262.(4-Methoxynaphthalen-1-yl)(4-methylphenyl)methanone(3c)crystallizes in monoclinic system,P21/c space group with a=7.6130(15),b=15.068(3),c=12.880(3)?,β=100.63(3)°,V=1452.1(5)?3,Dc=1.264 Mg/m3,Z=4,F(000)=584,μ(MoKα)=0.081 mm-1,R=0.0804 and wR=0.1349.The presence of van der Waals forces leads to the stability of the compounds.Especially,compounds 3a^c showed herbicidal activity against the monocotyledon plant barnyard grass(Echinochloa crus-galli).At the concentration of 0.75 mmol/m^2,compound 3b(Ct=0.436±0.116 mg/g)exhibited better activity than pyrazoxyfen(Ct=0.537±0.073 mg/g).

Synthesis and Crystal Structure of Bis(nitrate)bis(dipiperidin-1-yl-methanone)uranyl(II)

The new uranyl complex UO2(NO3)2[C5H10NC(O)NH10C5]2 has been synthesized and its structure was determined by single-crystal X-ray diffraction. Crystal data: C22H40N6O10U, monoclinic, space group P21/c, a = 11.151(3), b = 13.907(3), c = 10.067(2) ?, β = 115.602(4)°, V = 1408.0(5) ?3, Mr = 786.63, Z = 2, Dc = 1.855 g/cm3, F(000) = 772, μ = 5.827 mm-1, R = 0.0465 and wR = 0.1065 for 2916 observed reflections (I > 2σ(I)). The central uranyl ion is coordinated by six oxygen atoms, of which two are from the carbonyl groups of di-piperidin-1-yl-methanone molecules and the other four from two nitrate groups.

One-pot Synthesis and Crystal Structure of (1S,2R,3S,4R,5S)-1-Phenyl-2,4-dibenzoyl-3,5-difurylhexanol

（1S,2R,3S,4R,5S）-1-Phenyl-2,4-dibenzoyl-3,5-difurylhexanol 1 was synthesized by one-pot reaction of hypnone and furfurol in alkali H2O/EtOH solution and structurally defined to contain a chair-formed aliphatic carbocycle, on which the bulky substituents occupy the equatorial positions.

Syntheses,Crystal Structures and Herbicide Activities of Two Pyrazole Derivatives

Two novel N-acyl-3-phenylpyrazol benzophenones were designed and synthesized via cyclization and acylation with 1,3-diphenylpropane-1,3-dione and dimethylformamide dimethylacetal as the starting materials.Both of the newly synthesized compounds were characterized with IR,~1H NMR,^（13）C NMR,HRMS and single-crystal X-ray diffraction.3-Phenyl-1-o-methylbenzoyl-pyrazole-4-benzophenone（5 a） and 3-phenyl-1-p-fuorobenzoyl-pyrazole-4-benzophenone（5 b） crystallize in triclinic system,space group P1.The existence of p-π conjunction effect resulted in correlative bond length shorter than the typical bond length in both of the crystals.The presence of van der Waals forces leads to the stability of the compounds.

Synthesis, X-ray Crystallographic Analysis and Bioactivities of α-Aminophosphonates Featuring Pyrazole and Fluorine Moieties

A series of novel -aminophosphonates containing pyrazole and fluorine moieties was designed and synthesized through ultrasonic-assisted condensation and solvent-free addition reactions. Their structures were verified by IR, ^1H NMR, ^13C NMR and elemental analysis. The crystal structure of diethyl[（4-cyano-1H-pyrazol-3-ylamino）（3,5-difluorophenyl）methyl]phosphonate（4a, C15H17F2N4O3P） was determined by single-crystal X-ray diffraction. Compound 4a crystallizes in the triclinic system, space group P1 with a = 8.381（3）, b = 10.103（5）, c = 11.268（3） A, α= 83.772（19）, β= 74.726（19）, γ= 70.964（18）, V = 869.9（6） 3, Mr = 370.30, Dc = 1.414 g/cm^3, Z = 2, F（000） = 384, = 0.200 mm^-1, MoKa radiation（ = 0.71073 ）, the final R = 0.0487 and w R = 0.0823 for 1582 observed reflections with I 〉 2（I）. X-ray diffraction analysis reveals that there are two planes in 4a, and the dihedral angle is 71.51°. Two intermolecular hydrogen bonds and a face-to-face … stacking interaction are observed in the crystal structure. The compounds were evaluated for their antifungal, antiviral and antitumor activities, respectively. Among them, 4b, 4c, 4g and 4h exhibit good activities on Sclerotium rolfsii Sacc at 200 μg/m L, while 4b, 4c, 4f and 4g possess good anti-TMV activities at 500 μg/m L. Unfortunately, all of the compounds showed weak antitumor activities.

Synthesis and anti-HBV activity of novel 5-substituted pyridin-2(1H)-one derivatives

Four novel 5-substituted pyridine-2(1H)-one derivatives were designed and synthesized by using addition-elimination reactions.The structures of these novelly synthesized compounds were verified by ~1H NMR,ESI-MS and single crystal X-ray diffraction.Furthermore,all four compounds(most notably compound 7a) were found to be highly efficient against hepatitis B virus (HBV) in cultured HepG2 2.2.15 cell,making them promising drug candidates for potential bioactive molecule against hepatitis B.

Synthesis,Characterization and Molecular Structure of a Diiron Complex(μ-SCH_2CH_2CH_2S-μ)Fe_2(CO)_5(Ph_2PCH_3)

The title complex,（μ-pdt）Fe_2（CO）_5（Ph_2PCH_3）（pdt = SCH_2CH_2CH_2S）,was obtained by the reaction of the parent complex（μ-pdt）Fe_2（CO）_6 with Ph_2PCH_3 and Me_3NO·2H_2O in good yield（90%）. The title complex was characterized by IR,~1H NMR,^（31）P{~1H} NMR and ^（13）C{~1H} NMR spectroscopy as well as by single-crystal X-ray diffraction analysis. The molecular structure shows that the title complex contains a butterfly diiron propanedithiolate cluster with five terminal carbonyls and a monophosphine ligand Ph_2PCH_3. The crystal packing diagram reveals that intermolecular C H···O hydrogen bonds between CH_2 and carbonyls,π-π stacking interactions and van der Waals＇ interactions stabilize the solid state to form a three-dimensional network.

Synthesis,structural characterization and solubility of 2-(1-substituted-1,11-undecylidene)-5-arylimino-△~3 -1,3,4-thiadiazolines

A series of novel 2-（1-substituted-1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines （4） were synthesized and their structure was characterized by ^1H NMR, ^13C NMR and elemental analysis. Their solubility in both polar and non-polar solvents is significantly improved owing to the introduction of ethyl or methylthio group at cyclododecyl ring as compared with parent compounds [1, 2-（1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines]. However, their fungicidal activity against Rhizoctonia solani is less than that of parent compounds. X-ray diffraction analysis of a representative compound （4d） showed that the conformation of 12-membered ring is still [3333], in which the ethyl group present at the side-exo position and the thiadiazoline ring at the comer carbon. The thiadiazoline plane is perpendicular to the cyclododecyl one.

Exploration of a Library of Triazolothiadiazines as Potent Plant Growth Promoters: Design, Synthesis, X-ray Diffraction Analysis and Bioactivity Studies

A series of novel 3-methyl-6-aryl-7-aroyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines were designed,synthesized and tested for their antiproliferative activity against HepG2 cell lines in vitro by the standard SRB assay and plant growth regulation activities on wheat(amonocotyledon)and radish(adicotyledon).The results indicated all the title compounds exhibited a very weak antiproliferative activity against HepG2 cell lines in vitro unexpectedly,while showed potent plant growth-regulating activities on both wheat and radish.The crystal structure of trans-4 d was obtained from X-ray diffraction:C18H13N4OSCl3,Mr=439.75,monoclinic system,space group P21/n,a=5.3224(7),b=14.3578(18),c=24.442(3)A,β=94.180(2)°,V=1862.8(4)A3,F(000)=899,Z=4,Dc=1.5679 g/cm^(3),λ=0.71073A,μ=0.621 mm-1 and the final R=0.0382 for 3274 unique reflections with 2851 observed ones(I>2σ(I)).

Microwave-assisted Syntheses,Structures and Bioactivities of α-Aminophosphonates Containing Pyrazole and 2-Hydroxybenzyl Units

Using 3-amino-4-cyanopyrazole, salicylaldehyde and dialkylphosphite as materials, a series of a-aminophosphonates containing pyrazole and 2-hydroxybenzyl units were synthesized under microwave irradiation without solvents and catalysts. The structures of the compounds were verified by IR, 1H NMR, J3C NMR and elemental analysis. The crystal structure of diisobutyl {a-[3- （4-cyano-lH-pyrazol）amino）]-N-（2-hydroxylbenzyl）}phosphonate （4d, C19H27N404P） was deter- mined by single-crystal X-ray diffraction. Compound 4d crystallizes in the orthorhombic system, space group Pbcn with a = 17.329（4）, b = 20.091（5）, c = 12.433（3）/k, V = 4328.7（17） A3, M,. = 406.42, Dc = 1.247 g/cm3, Z = 8, F（000） = 1728,μ = 0.158 mm-1, MoKa radiation （2 = 0.71073 A）, the final R = 0.064 and wR = 0.0169 for observed reflections with I 〉 2σ（I）. X-ray diffraction analysis reveals that two planes lie in 4d, and the dihedral angle is 85.76°. Intermolecular O（1）-H（1B）-O（2）, N（1）-H（1）-N（4）, N（3）-H（3）.-.N（2） and N（3）-H（3）...O（1） hydrogen bonds are found in the structure. All the compounds were evaluated for their antiviral and antitumor activities respectively. Among them, 4d and 4e showed moderate anti-TMV activities at 500 gg/mL, and 4e possessed excellent antitumor activity against PC3 cells at 10 gmol/L.

Synthesis and Characterization of Ethylthioethylcyclopenta-dienyl Organolanthanide Complexes:Cp_2^(Th)LnCl(Ln=Gd,Dy),Cp_2LnCp^(Th)(Ln=Yb,Sm,Dy,Y) and Cp^(Th)ErCl_2·2THF

Six new ethylthioethylcyclopentadienyl-containing organolanthanide complexes CpTh 2LnCl [Ln=Gd (1), Dy (2)] and Cp2LnCpTh [Cp=C5H5, Ln=Yb (3), Sm (4), Dy (5), Y (6)] were synthesized by the reaction of ethylthioethyl-cyclopentadienyl (CpTh) sodium salt with LnCl3 or Cp2LnCl in THF. Complexes 16 were characterized by ele-mental analyses, infrared and mass spectroscopies. The molecular structures of complexes 13 were also deter-mined by the X-ray single crystal diffraction. The results show that the side-chain sulfur atom on the ethylthio-ethylcyclopentadienyl ring can form intramolecular chelating coordination to the central lanthanide ion, improving the stability of organolanthanide complexes and reducing the number of coordinated THF molecules.

对位甲基取代苯基吡唑啉酮缩芳胺类席夫碱的合成与表征

利用1-对甲苯基-3-甲基-4-呋喃甲酰基吡唑啉酮-5(HPMFP)为本体分别与对甲苯胺、对碘苯胺进行缩合反应得到的HPMFP缩对甲苯胺、HPMFP缩对碘苯胺两种席夫碱新物质,并利用元素分析法、红外分光光度分析法和X-射线单晶法对实验最终得到的产物进行表征,进一步确定了实验所得最终产物的结构。

含吡啶环水杨醛类Schiff碱的合成与生物活性

以3-甲基或4-甲基-2-氨基吡啶为原料,分别与不同取代基的苯甲醛经缩合反应制备含吡啶环Schiff碱,本文首次报道2个化合物,5-硝基水杨醛缩3-甲基-2-氨基吡啶和4-甲氧基水杨醛缩4-甲基-2-氨基吡啶(即NSP和MSP)。采用熔点、红外光谱、紫外光谱、^(1)HNMR和^(13)CNMR等手段进行结构表征,并用单晶X-射线衍射法首次解析了NSP的晶体结构,结果表明其为单斜晶系,P2(1)/n空间群。分别采用DPPH·法和琼脂平板扩散法研究了产物的抗氧化活性与体外抑菌活性,结果表明它们对DPPH·自由基表现出优良的清除能力,NSP具有很好的抑菌作用。