A new kind of aromatic diamine monomer containing thiazole unit, 2-amino-5-（4-aminophenyl）-thiazole （AAPT）, was synthesized in three steps, starting from 4-nitroacetophenone. A novel thiazole-containing polyimide ...A new kind of aromatic diamine monomer containing thiazole unit, 2-amino-5-（4-aminophenyl）-thiazole （AAPT）, was synthesized in three steps, starting from 4-nitroacetophenone. A novel thiazole-containing polyimide was prepared via the polycondensation of AAPT with 6FDA by one-step method. The resulting polyimide exhibits excellent solubility, film-forming capability and high thermal resistance.展开更多
Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are...Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are compared with the reference polymer without RAHBs.Single-crystal X-ray diffraction analyses of the building block reveal that the RAHB interactions are formed between the carbamate hydrogen and imine nitrogen of the thiazoles.The hydrogen donor and acceptor are connected byπ-conjugated molecular framework and the hydrogen-bridged quasi aromatic rings lock the conformation of the building block.The building block adopted a layered sandwich packing in crystal instead of slipped herringbone stacking which was often found in the crystal of benzobisthiazole derivatives.The polymer PCBTZ-TT with RAHBs showed deeper HOMO/LUMO energy level(about 0.2 eV)than reference polymer.The PCBTZ-TT demonstrated the hole mobility of0.96 cm^(2)·V^(-1)·s^(-1) in field-effect transistor devices and achieved power conversion efficiency of 13.6%in solar cell devices with Y6 as acceptor without any additive.展开更多
DFT methods have been used to study the hetero Diels-Alder reaction of thiazole and isothiazole with thiophen-2,5-dione.The thermodynamic and kinetic parameters were calculated.The relative stabilities of the transiti...DFT methods have been used to study the hetero Diels-Alder reaction of thiazole and isothiazole with thiophen-2,5-dione.The thermodynamic and kinetic parameters were calculated.The relative stabilities of the transition structures corresponding to the endo/exo stereoisomers have been rationalized on the basis of the secondary molecular orbital interactions.NBO analysis was carried out to calculate the synchronicity index.It was shown that all reactions are synchronous.A HOMO-LUMO energy gap shows both reactions are normal electron demand.展开更多
Eleven new imine derivatives 6 containing 1H-1,2,4-triazole and thiazole rings were synthesized by the condensation of 5-((1H- 1,2,4-triazol-1-yl)methyl)-4-tert-butylthiazol-2-amine with various substituted benzaldehy...Eleven new imine derivatives 6 containing 1H-1,2,4-triazole and thiazole rings were synthesized by the condensation of 5-((1H- 1,2,4-triazol-1-yl)methyl)-4-tert-butylthiazol-2-amine with various substituted benzaldehydes.The structures of the title compounds were characterized by ~1H NMR,MS and elemental analysis.The plant-growth regulatory activities of these compounds were evaluated.The primary bioassay results indicated that these target compounds exhibited promising plant-growth regulatory activities.展开更多
The title compound 2-（1-（3-bromo-1-（3-chloropyridin-2-yl）-1H-pyrazole-5-carbonyl）piperidin-4-yl）-N-isopropylthiazole-4-carboxamide（C21H22Br Cl N6O2 S,Mr = 536.04） has been synthesized,and its structure was cha...The title compound 2-（1-（3-bromo-1-（3-chloropyridin-2-yl）-1H-pyrazole-5-carbonyl）piperidin-4-yl）-N-isopropylthiazole-4-carboxamide（C21H22Br Cl N6O2 S,Mr = 536.04） has been synthesized,and its structure was characterized by IR spectra,1H-NMR,13C-NMR,EA,and single-crystal X-ray diffraction.The crystal of the title compound belongs to monoclinic system,space group P/c with a = 15.146（3）,b = 11.573（2）,c = 26.937（5） A,β = 103.64（3）°,V = 1839.0（6） A^3,Z = 4,Dc = 1.557 g/cm^3,μ（Mo Ka） = 0.71073 mm^-1,F（000） = 2192,R = 0.0601 and w R = 0.1392.There exist one intramolecular hydrogen bond at N–H···N and four intermolecular weak interactions at O（2）···H（1）,Cl（1）···H（12）,O（1）···Cl（1） and S（1）···O（2）.Bioassay results indicated that the title compound had good fungicidal and antiviral activities against tobacco mosaic virus.展开更多
Thiazoles including five 2-arylbenzothiazoles and two 2-arylnaphthothiazoles were synthesized using a simple synthetic strategy in this work.2-Arylbenzothiazoles and 2-arylnaphthothiazoles can be prepared by the react...Thiazoles including five 2-arylbenzothiazoles and two 2-arylnaphthothiazoles were synthesized using a simple synthetic strategy in this work.2-Arylbenzothiazoles and 2-arylnaphthothiazoles can be prepared by the reaction of methylaromatics with aniline or naphthylamine in the presence of elemental sulfur,respectively.All the seven thiazoles were characterized by the melting point measurement,FTIR,~1H NMR,^（13）C NMR and GC-MS analysis.展开更多
The title compound 2, 4-chloromethyl-3-anilino-2-（4-methyl-benzoylimido）thiazole, was prepared by the reaction of 1-p-methylbenzoyl-3-phenylaminothiourea 1 with 1,3-dichloro- acetone. The crystal is of monoclinic, s...The title compound 2, 4-chloromethyl-3-anilino-2-（4-methyl-benzoylimido）thiazole, was prepared by the reaction of 1-p-methylbenzoyl-3-phenylaminothiourea 1 with 1,3-dichloro- acetone. The crystal is of monoclinic, space group P21/c, with a = 8.1712（15）, b = 10.998（2）, c = 19.134（4）A, β= 94.610（5）°, C18H16ClN3OS, Mr = 357.85, Z = 4, V = 1714.0（6）A^3, De= 1.387 g/cm^3, μ（MoKa） = 0.354 mm^-1, F（000） = 744, the final R = 0.0518 and wR = 0.1167 for 3189 observed reflections （I〉 2σ（I）. Its formation mechanism was proposed.展开更多
A series of new biquinoline derivatives containing a thiazole moiety were synthesized by a one-pot,base-catalyzed cyclocondensation reaction of 2-chloro-3-formyl quinoline,malononitrile and enaminone.All the synthesiz...A series of new biquinoline derivatives containing a thiazole moiety were synthesized by a one-pot,base-catalyzed cyclocondensation reaction of 2-chloro-3-formyl quinoline,malononitrile and enaminone.All the synthesized compounds were characterized by elemental analysis,FT-IR,~1H NMR and ^（13）C NMR data.All the synthesized compounds were screened against three bacterial pathogens,namely Bacillus cereus,B.substilis and Escherichia coli and for antifungal activity against three fungal pathogens,Aspergillus niger,Fusarium oxisporum and Rhizopus using the disc diffusion method.展开更多
A derivative of thiazole（AAT） has been explored as a sensing material for preparation a selective Lu（III） PVC-based membrane sensor.The proposed sensor exhibits a Nernstian response over a wide concentration range...A derivative of thiazole（AAT） has been explored as a sensing material for preparation a selective Lu（III） PVC-based membrane sensor.The proposed sensor exhibits a Nernstian response over a wide concentration range from 1.0×10^（-6） to 1.0×10^（-1） mol/L of Lu（Ⅲ） and the detection limit is 5.7×10^（-7） mol/L.The sensor response is independent of pH of the solution in the range 3.2-8.8 and possesses the advantages of fast response time（～6） and in particular,good selectivity to the lutetium ions with regard to most common metal ions,and especially all lanthanide ions.展开更多
A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is...A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is reported. Also, the green expedient synthesis of new 2,4-disubstituted thiazoles under grinding condition from phenacyl bromides and thiosemicarbazide derivatives in quantitative yields is reported.展开更多
A new series of multi-heterocyclic Schiff base was constructed starting from 4＇-（imidazol-1-yl[56_TD$IF]）-acetophenone which was converted to its 2-bromoethanone precursor which on cyclic condensation with thiourea...A new series of multi-heterocyclic Schiff base was constructed starting from 4＇-（imidazol-1-yl[56_TD$IF]）-acetophenone which was converted to its 2-bromoethanone precursor which on cyclic condensation with thiourea yielded final thiazol-2-amine intermediate（3） to be reacted with substituted aldehydes to generate final imidazolylphenylheterocyclic-2-ylmethylenethiazole-2-amines（4a–4i）. New Schiff base was investigated for their in vitro cytotoxic efficacies against a panel of three human cancer cell lines namely, MCF7（human breast cancer）, HCT116（human colon cancer）, and DU145（human prostate cancer） and one normal skin fibroblast（SF）. Most of these synthetic derivatives shown important cytotoxic actions against individual carcinoma cell line collections, but weak actions against SF, which is as anticipated. Observations of SAR suggested that the difference in the characteristics of substituents attached to the Schiff base function leads to the interesting variations within pharmacological effects of resultant molecular systems. Structural analysis performed using FT-IR,~1H NMR,^（13）C NMR spectroscopy and CHN analysis for final potent anticancer Schiff base, which warrant further investigations.展开更多
Some new 2-thioxo thiazole, 2-thioxo 1,3,4- thiadiazole and 3-thioxo-1,3,4-triazole derivatives （3-17） have been synthesized through ring closure reactions ofdithioic formic acid hydrazones 2 with functional reagent...Some new 2-thioxo thiazole, 2-thioxo 1,3,4- thiadiazole and 3-thioxo-1,3,4-triazole derivatives （3-17） have been synthesized through ring closure reactions ofdithioic formic acid hydrazones 2 with functional reagents in different medium. Former structures of the products have been established by the help of elemental and spectral analysis. Most of the obtained targets showed a moderate activity towards some microbes in comparison with two antibiotics Pipercillin and Mycostatine.展开更多
The present work aimed to synthesize a new interesting series of thiazole based polyamides containing diarylidenecyclohexanone moiety 5a-5f using low temperature solution polycondensation technique. The new polymers w...The present work aimed to synthesize a new interesting series of thiazole based polyamides containing diarylidenecyclohexanone moiety 5a-5f using low temperature solution polycondensation technique. The new polymers were synthesized by the reaction of thiazole based monomer namely, bis（2-aminothiazol-4-ylbenzylidene）cyclohexanone 3 with different aliphatic and aromatic diacid chlorides using NMP, and in the presence of anhydrous Li Cl as catalyst. Adipoyl, sebacoyl, oxaloyl, terephthaloyl, isophthaloyl dichlorides and biphenyl dicarbonyl dichloride were used as diacid chlorides. The structure of the model compound 4 as well as the new polymers was confirmed by correct elemental and spectral analyses. The thermal properties of those polymers were evaluated by TGA and DTG measurements and correlated to their structural units, beside X-ray diffraction analysis, solubility and viscometry measurements. The inherent viscosities for the synthesized polymers were in the range 0.6–1.03 d L/g. On the other hand the corrosion inhibitive properties of monomer 3 as well as polyamides 5d and 5f as selected examples were carried out on carbon-steel in 0.5 mol/L H2SO4 at 40 °C. The calculated inhibition efficiency（IE%） for polymer 5d was in the range（82 ± 6）% in all selected concentrations. The best value of IE% was obtained at 1 mg/L to reach 98.24% for polymer 5d and at 0.5 mg/L to reach 87.75% for polymer 5f.展开更多
Novel ferrocenyl-containing thiazole derivatives have been synthesized from 2-amino-4-ferrocenyl-5-（1H-1, 2, 4-triazole-l-yl）thiazole and acyl chloride. And their structures were determined by 1H NMR and elemental a...Novel ferrocenyl-containing thiazole derivatives have been synthesized from 2-amino-4-ferrocenyl-5-（1H-1, 2, 4-triazole-l-yl）thiazole and acyl chloride. And their structures were determined by 1H NMR and elemental analysis.展开更多
The target compound, ethyl 2-（3-（4-fluorobenzamido）phenyl）-4-（（4-fluorobenzoyl）oxy） thiazole-5-carboxylate, was synthesized by four-step procedures including N-protection, thionation, cyclization and acylation...The target compound, ethyl 2-（3-（4-fluorobenzamido）phenyl）-4-（（4-fluorobenzoyl）oxy） thiazole-5-carboxylate, was synthesized by four-step procedures including N-protection, thionation, cyclization and acylation. Its structure was characterized by 1 H NMR, 13C NMR, HRMS and single-crystal X-ray diffraction. The target compound crystallizes as monoclinic crystal system, space group C2/c with a = 9.6097（19）, b = 14.246（3）, c = 33.070（7） ?, V = 4515.1（16） ?3, Z = 8, Dc = 1.496 Mg/m3, F（000） = 2096 and μ = 0.203 mm-1. There are 21864 reflections measured（4.94≤2θ≤55.96°）, of which 5357 were unique（Rint = 0.1418） and used in all calculations. The final R = 0.0581（I > 2σ（I）） and wR = 0.1453（reflections）. The target compound showed over 50% of growth inhibition against Physalospora piricola, Rhizoctonia cerealis and Sclerotinia sclerotiorum.展开更多
The development of new materials plays a critical role in improving the efficiency of organic solar cells(OSCs).At present,the relatively high-lying highest occupied molecular orbital(HOMO)level of the high-efficiency...The development of new materials plays a critical role in improving the efficiency of organic solar cells(OSCs).At present,the relatively high-lying highest occupied molecular orbital(HOMO)level of the high-efficiency polymer donor is regarded as one of the main reasons for the low open-circuit voltage(V_(OC)).In this work,we introduced the strong electron-withdrawing thiazole unit into the construction of a polymer donor.We designed and prepared an alternating donor-acceptor material,namely PSZ,by copolymerizing 4-methyl thiazole with an electron-donating benzodithiophene unit and studied its application in high-efficiency OSCs.The optical and electrical properties of the new material were characterized by UV-Vis absorption spectroscopy and electrochemical cyclic voltammetry.Results show that PSZ is a typical wide-bandgap material with a high optical bandgap of 2.0 eV and a deep HOMO level of-5.70 eV.When a non-fullerene BTP-eC9 was selected as the acceptor material,V_(OC) reached 0.88 V in the resulting device,and the corresponding power conversion efficiency(PCE)was8.15%.In addition,when PSZ was added as the third component to the binary photoactive combination with PBDB-TF as the donor and BTP-eC9 as the acceptor,V_(OC) of the cell device could be increased,thereby obtaining a high PCE of 17.4%.These results indicated that introducing thiazole units into polymer donors can remarkably reduce the HOMO levels and improve V_(OC) and PCE in OSCs.展开更多
Ketones smoothly reacted with NBS in the presence of a catalytic amount of ptoluenesulfonic acid to give α-bromoketones in good yields in typical ionic liquids, such as [bmim]PF6 and [bmpy]Tf2N, and the ionic liquids...Ketones smoothly reacted with NBS in the presence of a catalytic amount of ptoluenesulfonic acid to give α-bromoketones in good yields in typical ionic liquids, such as [bmim]PF6 and [bmpy]Tf2N, and the ionic liquids could be repeatedly used for the same reaction after the extraction of the α-bromoketones. Then, the one-pot conversion of ketones into thiazoles by the treatment with NBS, and subsequently with thioamides could be also carried out in [bmim]PF6 and [bmpy]Tf2N, respectively Thus, [bmim]PF6 and [bmpy]Tf2N could be used as recyclable reaction media for the preparation α-bromoketones and thiazoles from ketones.展开更多
Purpose: Aim of this study is to assess the anti-proliferative effect of the thiazole analogue (5-acetyl-4-methyl-2-(3-pyridyl) thiazole) with different human carcinoma cell lines and to postulate its possible mechani...Purpose: Aim of this study is to assess the anti-proliferative effect of the thiazole analogue (5-acetyl-4-methyl-2-(3-pyridyl) thiazole) with different human carcinoma cell lines and to postulate its possible mechanism of action using molecular modeling. Methods: Three different human carcinoma cell lines were used namely hepatocyte carcinoma (HEPG2), breast adenocarcinoma (MCF7) and colon cancer (HCT116). Molecular docking simulations for tested thiazole analogue and its virtual analogues against the cytochrome P-450 2A6 enzyme and mutated SOD were performed. Results: Cell lines cytotoxicity revealed that the tested thiazole analogue exerts a significant anti-proliferative activity in all the used human carcinoma cell lines with a pronounced anti-proliferative effect in liver carcinoma cell line HEPG2 (IC50 = 23.8 μg/ml) whereas the anti-proliferative effect in colon carcinoma and breast cancer cell lines was poor with IC50 = 50 μg/ml and IC50 > 50 μg/ml respectively. The postulated mechanism of action revealed the high affinity to inhibit SOD and CYP2A6 enzymes in the liver. Conclusion: The thiazole analogue (5-acetyl-4-methyl-2-(3-pyridyl)thiazole) is a potential liver specific anticancer agent capable of interfering with both apoptotic signaling pathway and the free radical processing in liver which leads to more studies on liver cancer from different perspective rather than the apoptotic signaling pathway.展开更多
文摘A new kind of aromatic diamine monomer containing thiazole unit, 2-amino-5-（4-aminophenyl）-thiazole （AAPT）, was synthesized in three steps, starting from 4-nitroacetophenone. A novel thiazole-containing polyimide was prepared via the polycondensation of AAPT with 6FDA by one-step method. The resulting polyimide exhibits excellent solubility, film-forming capability and high thermal resistance.
基金financially supported by the National Natural Science Foundation of China(No.21674060)the National Key R&D Program of China(No.2019YFA0706100)。
文摘Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are compared with the reference polymer without RAHBs.Single-crystal X-ray diffraction analyses of the building block reveal that the RAHB interactions are formed between the carbamate hydrogen and imine nitrogen of the thiazoles.The hydrogen donor and acceptor are connected byπ-conjugated molecular framework and the hydrogen-bridged quasi aromatic rings lock the conformation of the building block.The building block adopted a layered sandwich packing in crystal instead of slipped herringbone stacking which was often found in the crystal of benzobisthiazole derivatives.The polymer PCBTZ-TT with RAHBs showed deeper HOMO/LUMO energy level(about 0.2 eV)than reference polymer.The PCBTZ-TT demonstrated the hole mobility of0.96 cm^(2)·V^(-1)·s^(-1) in field-effect transistor devices and achieved power conversion efficiency of 13.6%in solar cell devices with Y6 as acceptor without any additive.
文摘DFT methods have been used to study the hetero Diels-Alder reaction of thiazole and isothiazole with thiophen-2,5-dione.The thermodynamic and kinetic parameters were calculated.The relative stabilities of the transition structures corresponding to the endo/exo stereoisomers have been rationalized on the basis of the secondary molecular orbital interactions.NBO analysis was carried out to calculate the synchronicity index.It was shown that all reactions are synchronous.A HOMO-LUMO energy gap shows both reactions are normal electron demand.
基金the National Natural Science Foundation of China(No.20772068)the National Key Project of Scientific and Technical Supporting Programs of China(No.2006BAE01A01-5) for financial support
文摘Eleven new imine derivatives 6 containing 1H-1,2,4-triazole and thiazole rings were synthesized by the condensation of 5-((1H- 1,2,4-triazol-1-yl)methyl)-4-tert-butylthiazol-2-amine with various substituted benzaldehydes.The structures of the title compounds were characterized by ~1H NMR,MS and elemental analysis.The plant-growth regulatory activities of these compounds were evaluated.The primary bioassay results indicated that these target compounds exhibited promising plant-growth regulatory activities.
基金funded in part by the National Natural Science Foundation of China(21372132)NFFTBS(No.J1103306)
文摘The title compound 2-（1-（3-bromo-1-（3-chloropyridin-2-yl）-1H-pyrazole-5-carbonyl）piperidin-4-yl）-N-isopropylthiazole-4-carboxamide（C21H22Br Cl N6O2 S,Mr = 536.04） has been synthesized,and its structure was characterized by IR spectra,1H-NMR,13C-NMR,EA,and single-crystal X-ray diffraction.The crystal of the title compound belongs to monoclinic system,space group P/c with a = 15.146（3）,b = 11.573（2）,c = 26.937（5） A,β = 103.64（3）°,V = 1839.0（6） A^3,Z = 4,Dc = 1.557 g/cm^3,μ（Mo Ka） = 0.71073 mm^-1,F（000） = 2192,R = 0.0601 and w R = 0.1392.There exist one intramolecular hydrogen bond at N–H···N and four intermolecular weak interactions at O（2）···H（1）,Cl（1）···H（12）,O（1）···Cl（1） and S（1）···O（2）.Bioassay results indicated that the title compound had good fungicidal and antiviral activities against tobacco mosaic virus.
基金support from National Basic Research Program of China(973 Program, No2012CB214900)the National Natural Science Foundation of China(No21176246)the Fundamental Research Funds for the Central Universities
文摘Thiazoles including five 2-arylbenzothiazoles and two 2-arylnaphthothiazoles were synthesized using a simple synthetic strategy in this work.2-Arylbenzothiazoles and 2-arylnaphthothiazoles can be prepared by the reaction of methylaromatics with aniline or naphthylamine in the presence of elemental sulfur,respectively.All the seven thiazoles were characterized by the melting point measurement,FTIR,~1H NMR,^（13）C NMR and GC-MS analysis.
基金the Natural Science Foundation of University,Anhui Province(No.2006KJ156B)
文摘The title compound 2, 4-chloromethyl-3-anilino-2-（4-methyl-benzoylimido）thiazole, was prepared by the reaction of 1-p-methylbenzoyl-3-phenylaminothiourea 1 with 1,3-dichloro- acetone. The crystal is of monoclinic, space group P21/c, with a = 8.1712（15）, b = 10.998（2）, c = 19.134（4）A, β= 94.610（5）°, C18H16ClN3OS, Mr = 357.85, Z = 4, V = 1714.0（6）A^3, De= 1.387 g/cm^3, μ（MoKa） = 0.354 mm^-1, F（000） = 744, the final R = 0.0518 and wR = 0.1167 for 3189 observed reflections （I〉 2σ（I）. Its formation mechanism was proposed.
文摘A series of new biquinoline derivatives containing a thiazole moiety were synthesized by a one-pot,base-catalyzed cyclocondensation reaction of 2-chloro-3-formyl quinoline,malononitrile and enaminone.All the synthesized compounds were characterized by elemental analysis,FT-IR,~1H NMR and ^（13）C NMR data.All the synthesized compounds were screened against three bacterial pathogens,namely Bacillus cereus,B.substilis and Escherichia coli and for antifungal activity against three fungal pathogens,Aspergillus niger,Fusarium oxisporum and Rhizopus using the disc diffusion method.
基金NFCRS,Nuclear Science&Technology Research Institute(Tehran,Iran)for their financial support
文摘A derivative of thiazole（AAT） has been explored as a sensing material for preparation a selective Lu（III） PVC-based membrane sensor.The proposed sensor exhibits a Nernstian response over a wide concentration range from 1.0×10^（-6） to 1.0×10^（-1） mol/L of Lu（Ⅲ） and the detection limit is 5.7×10^（-7） mol/L.The sensor response is independent of pH of the solution in the range 3.2-8.8 and possesses the advantages of fast response time（～6） and in particular,good selectivity to the lutetium ions with regard to most common metal ions,and especially all lanthanide ions.
文摘A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is reported. Also, the green expedient synthesis of new 2,4-disubstituted thiazoles under grinding condition from phenacyl bromides and thiosemicarbazide derivatives in quantitative yields is reported.
基金supported by Dongguk University-Seoul,Republic of Korea,research funds 2016-2017supported by the KU Research Professor Program of Konkuk University, Seoul, Republic of Korea
文摘A new series of multi-heterocyclic Schiff base was constructed starting from 4＇-（imidazol-1-yl[56_TD$IF]）-acetophenone which was converted to its 2-bromoethanone precursor which on cyclic condensation with thiourea yielded final thiazol-2-amine intermediate（3） to be reacted with substituted aldehydes to generate final imidazolylphenylheterocyclic-2-ylmethylenethiazole-2-amines（4a–4i）. New Schiff base was investigated for their in vitro cytotoxic efficacies against a panel of three human cancer cell lines namely, MCF7（human breast cancer）, HCT116（human colon cancer）, and DU145（human prostate cancer） and one normal skin fibroblast（SF）. Most of these synthetic derivatives shown important cytotoxic actions against individual carcinoma cell line collections, but weak actions against SF, which is as anticipated. Observations of SAR suggested that the difference in the characteristics of substituents attached to the Schiff base function leads to the interesting variations within pharmacological effects of resultant molecular systems. Structural analysis performed using FT-IR,~1H NMR,^（13）C NMR spectroscopy and CHN analysis for final potent anticancer Schiff base, which warrant further investigations.
文摘Some new 2-thioxo thiazole, 2-thioxo 1,3,4- thiadiazole and 3-thioxo-1,3,4-triazole derivatives （3-17） have been synthesized through ring closure reactions ofdithioic formic acid hydrazones 2 with functional reagents in different medium. Former structures of the products have been established by the help of elemental and spectral analysis. Most of the obtained targets showed a moderate activity towards some microbes in comparison with two antibiotics Pipercillin and Mycostatine.
文摘The present work aimed to synthesize a new interesting series of thiazole based polyamides containing diarylidenecyclohexanone moiety 5a-5f using low temperature solution polycondensation technique. The new polymers were synthesized by the reaction of thiazole based monomer namely, bis（2-aminothiazol-4-ylbenzylidene）cyclohexanone 3 with different aliphatic and aromatic diacid chlorides using NMP, and in the presence of anhydrous Li Cl as catalyst. Adipoyl, sebacoyl, oxaloyl, terephthaloyl, isophthaloyl dichlorides and biphenyl dicarbonyl dichloride were used as diacid chlorides. The structure of the model compound 4 as well as the new polymers was confirmed by correct elemental and spectral analyses. The thermal properties of those polymers were evaluated by TGA and DTG measurements and correlated to their structural units, beside X-ray diffraction analysis, solubility and viscometry measurements. The inherent viscosities for the synthesized polymers were in the range 0.6–1.03 d L/g. On the other hand the corrosion inhibitive properties of monomer 3 as well as polyamides 5d and 5f as selected examples were carried out on carbon-steel in 0.5 mol/L H2SO4 at 40 °C. The calculated inhibition efficiency（IE%） for polymer 5d was in the range（82 ± 6）% in all selected concentrations. The best value of IE% was obtained at 1 mg/L to reach 98.24% for polymer 5d and at 0.5 mg/L to reach 87.75% for polymer 5f.
基金the National Natural Science Foundation of China(NNSFC)(No.29872022,20172030)the Key Project of Chinese Ministry of Education(No.105046)for financial support.
文摘Novel ferrocenyl-containing thiazole derivatives have been synthesized from 2-amino-4-ferrocenyl-5-（1H-1, 2, 4-triazole-l-yl）thiazole and acyl chloride. And their structures were determined by 1H NMR and elemental analysis.
基金supported in part by the International Science&Technology Cooperation Program of China(2014DFR41030)the Tianjin Natural Science Foundation(18JCZDJC33500)the National Natural Science Foundation of China(31571991,31872007)
文摘The target compound, ethyl 2-（3-（4-fluorobenzamido）phenyl）-4-（（4-fluorobenzoyl）oxy） thiazole-5-carboxylate, was synthesized by four-step procedures including N-protection, thionation, cyclization and acylation. Its structure was characterized by 1 H NMR, 13C NMR, HRMS and single-crystal X-ray diffraction. The target compound crystallizes as monoclinic crystal system, space group C2/c with a = 9.6097（19）, b = 14.246（3）, c = 33.070（7） ?, V = 4515.1（16） ?3, Z = 8, Dc = 1.496 Mg/m3, F（000） = 2096 and μ = 0.203 mm-1. There are 21864 reflections measured（4.94≤2θ≤55.96°）, of which 5357 were unique（Rint = 0.1418） and used in all calculations. The final R = 0.0581（I > 2σ（I）） and wR = 0.1453（reflections）. The target compound showed over 50% of growth inhibition against Physalospora piricola, Rhizoctonia cerealis and Sclerotinia sclerotiorum.
基金supported by the National Natural Science Foundation of China(Nos.22122905 and 22075301)。
文摘The development of new materials plays a critical role in improving the efficiency of organic solar cells(OSCs).At present,the relatively high-lying highest occupied molecular orbital(HOMO)level of the high-efficiency polymer donor is regarded as one of the main reasons for the low open-circuit voltage(V_(OC)).In this work,we introduced the strong electron-withdrawing thiazole unit into the construction of a polymer donor.We designed and prepared an alternating donor-acceptor material,namely PSZ,by copolymerizing 4-methyl thiazole with an electron-donating benzodithiophene unit and studied its application in high-efficiency OSCs.The optical and electrical properties of the new material were characterized by UV-Vis absorption spectroscopy and electrochemical cyclic voltammetry.Results show that PSZ is a typical wide-bandgap material with a high optical bandgap of 2.0 eV and a deep HOMO level of-5.70 eV.When a non-fullerene BTP-eC9 was selected as the acceptor material,V_(OC) reached 0.88 V in the resulting device,and the corresponding power conversion efficiency(PCE)was8.15%.In addition,when PSZ was added as the third component to the binary photoactive combination with PBDB-TF as the donor and BTP-eC9 as the acceptor,V_(OC) of the cell device could be increased,thereby obtaining a high PCE of 17.4%.These results indicated that introducing thiazole units into polymer donors can remarkably reduce the HOMO levels and improve V_(OC) and PCE in OSCs.
文摘Ketones smoothly reacted with NBS in the presence of a catalytic amount of ptoluenesulfonic acid to give α-bromoketones in good yields in typical ionic liquids, such as [bmim]PF6 and [bmpy]Tf2N, and the ionic liquids could be repeatedly used for the same reaction after the extraction of the α-bromoketones. Then, the one-pot conversion of ketones into thiazoles by the treatment with NBS, and subsequently with thioamides could be also carried out in [bmim]PF6 and [bmpy]Tf2N, respectively Thus, [bmim]PF6 and [bmpy]Tf2N could be used as recyclable reaction media for the preparation α-bromoketones and thiazoles from ketones.
文摘Purpose: Aim of this study is to assess the anti-proliferative effect of the thiazole analogue (5-acetyl-4-methyl-2-(3-pyridyl) thiazole) with different human carcinoma cell lines and to postulate its possible mechanism of action using molecular modeling. Methods: Three different human carcinoma cell lines were used namely hepatocyte carcinoma (HEPG2), breast adenocarcinoma (MCF7) and colon cancer (HCT116). Molecular docking simulations for tested thiazole analogue and its virtual analogues against the cytochrome P-450 2A6 enzyme and mutated SOD were performed. Results: Cell lines cytotoxicity revealed that the tested thiazole analogue exerts a significant anti-proliferative activity in all the used human carcinoma cell lines with a pronounced anti-proliferative effect in liver carcinoma cell line HEPG2 (IC50 = 23.8 μg/ml) whereas the anti-proliferative effect in colon carcinoma and breast cancer cell lines was poor with IC50 = 50 μg/ml and IC50 > 50 μg/ml respectively. The postulated mechanism of action revealed the high affinity to inhibit SOD and CYP2A6 enzymes in the liver. Conclusion: The thiazole analogue (5-acetyl-4-methyl-2-(3-pyridyl)thiazole) is a potential liver specific anticancer agent capable of interfering with both apoptotic signaling pathway and the free radical processing in liver which leads to more studies on liver cancer from different perspective rather than the apoptotic signaling pathway.
