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Synthesis of thiourea derivatives as CCR4 antagonists 被引量:1
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作者 Fang Zhao Jun Hai Xiao +1 位作者 Ying Wang Song Li 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第3期296-299,共4页
A series of thiourea derivatives have been synthesized. Their structures were confirmed by MS and 1H NMR. Several compounds showed potent activities as antagonists of CCR4 receptor.
关键词 CCR4 antagonists thiourea derivatives SYNTHESIS
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Crystal Structure and Biological Activities of N-(5-(4-Chloro-2-(trifluoromethyl)phenyl)furan-2-carbonyl)-N'-(4,6-dimethylpyrimidin-2-yl)thiourea 被引量:3
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作者 阎琳 薛思佳 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2008年第5期543-546,共4页
The new title compound N-(5-(4-chloro-2-(trifluoromethyl)phenyl)furan-2-carbon-yl)- N'-(4,6-dimethylpyrimidin-2-yl)thiourea (C19H14C1F3N4O2S) has been synthesized, and its crystal structure and biological b... The new title compound N-(5-(4-chloro-2-(trifluoromethyl)phenyl)furan-2-carbon-yl)- N'-(4,6-dimethylpyrimidin-2-yl)thiourea (C19H14C1F3N4O2S) has been synthesized, and its crystal structure and biological behaviors were studied. The title compound crystallizes in the monoclinic system, space group P21/c with a = 7.932(5), b = 33.46(2), c = 7.556(5) A, β = 98.058(9)°, V = 1986(2) A^3 Mr = 454.85, Z = 4, Dc = 1.521 g/cm^3, μ = 0.349 mm^-1 and F(000) = 928. The structure was solved by direct methods and refined to R = 0.0724 and wR= 0.1429 for 3494 observed reflections (I 〉 2σ(I)). Intermolecular hydrogen bonds along the b axis together with the continuous π-π interactions construct the three-dimensional architecture of the title compound. The preliminary biological tests show definite herbicidalactivity for the title compound. 展开更多
关键词 5-substitutedphenyl-2-furoyl thiourea derivatives crystal structure herbicidal activity
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Analysis of Intra-and Intermolecular Hydrogen Bonds and Quantum Chemical Calculations on 1-(3-Fluorobenzoyl)-3-(4-trifluoromethylphenyl)thiourea 被引量:1
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作者 乔磊 黄洁 +4 位作者 胡伟 张玉 秦宝福 宋纪蓉 高原 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2017年第11期1759-1770,共12页
1-(3-Fluorobenzoyl)-3-(4-trifluoromethylphenyl)thiourea, C15H10F4N2OS, has been synthesized firstly and determined by single-crystal X-ray diffraction analysis. The title compound crystallizes in monoclinic system... 1-(3-Fluorobenzoyl)-3-(4-trifluoromethylphenyl)thiourea, C15H10F4N2OS, has been synthesized firstly and determined by single-crystal X-ray diffraction analysis. The title compound crystallizes in monoclinic system, space group C2/c with a = 31.87(3), b = 7.705(9), c = 12.591(14) A°, b = 106.06(2)°, V = 2971(6) A°^3, Z = 8, Dc=1.530 g·cm^-1, F(000) = 1392, m = 0.266 mm^–1, S = 1.06, the final R = 0.070 and w R(I 〉 2s(I)) = 0.249. The crystal structure revealed that the carbonyl thiourea unit in the determined compound was mostly planar due in part to the formation of intramolecular N–H···O=C and C–H···S=C hydrogen bonds that form two S(6) rings. The intermolecular contacts of the crystal structure have been preformed based on the Hirshfeld surface and their associated 2D fingerprint plots. In the packing diagram of the synthesized compound, the C=S group formed two types of intermolecular hydrogen bonds by the H–N(C=O) group and the H–C of the phenyl ring, respectively, and they formed R2^2(8) and R2^2(14) ring motifs, respectively. The crystal packing form was also stabilized by the intermolecular hydrogen bonds C–H···O(1–x, y, 0.5–z) with the R2^2(10) ring motifs. In addition, supramolecular layers sustained by π-π stacking interactions(between the C(2)~C(7) rings with the C(10)~C(15) rings) are formed in the crystal structure of the title compound. The electronic and reactivity were assessed by the natural bond orbital(NBO) analysis in this study. 展开更多
关键词 crystal structure Hirshfeld surface analysis hydrogen-bonding interactions thiourea derivative
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Synthesis, Characterization and X-ray Structure of N-(4-bromobutanoyl-N'-(2-3-and 4-methylphenyl)thiourea 被引量:3
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作者 Hamza M Abosadiya Siti Aishah Hasbullah Bohari M Yamin 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2015年第3期379-385,共7页
N-4-(bromobutanoyl)-N'-(o-, m- and p-tolyl)thioureas 3a, 3b and 3c respectively, were synthesized by the reaction of 4-bromobutanoylisothiocyanate with p-, m- and o-toludine. The products were characterized by IR... N-4-(bromobutanoyl)-N'-(o-, m- and p-tolyl)thioureas 3a, 3b and 3c respectively, were synthesized by the reaction of 4-bromobutanoylisothiocyanate with p-, m- and o-toludine. The products were characterized by IR, and NMR spectroscopic techniques. The two carbonoylthiourea isomers N-(4-bromobutanoyl)-N'-(3-methylphenyl)thiourea (3b) and N-(4-bromobutanoyl)-N'-(4- methylphenyl)thiourea (3c) were obtained in crystalline form by recrystallization from DMSO. X- ray crystallographic studies showed that both compounds 3b and 3c crystallize in triclinic system with space group ofPi. The molecules adopt trans-cis configuration with respect to the positions of 4-bromobutanoyl and tolyl groups respectively, against the thiono C=S bond across their C-N bonds The configuration is attributed by the intrahydrogen bond between the carbonyl oxygen and amide hydrogen atoms. Both crystal structures are stabilized by N-H…S intermolecular hydrogen bonds to form dimers and arranged along the b axis. 展开更多
关键词 4-bromobutyryl chloride thiourea derivatives X-ray structural study
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Comparative Studies between Chemical and Tribochemical Reactions of Some Metal Complexes Derived from N-(O-Hydoxyphenyl)-N'-phenylthiourea (L)
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作者 Sawsan Mohamed Al-Ashqar 《Open Journal of Inorganic Chemistry》 2016年第3期195-204,共11页
The reactions of N-(O-hydoxyphenyl)-N'-phenylthiourea (L) derived from with Cu<sup>+</sup>, Cu<sup>2+</sup>, Co<sup>2+</sup> and Co<sup>3+</sup> chloride and/or iodi... The reactions of N-(O-hydoxyphenyl)-N'-phenylthiourea (L) derived from with Cu<sup>+</sup>, Cu<sup>2+</sup>, Co<sup>2+</sup> and Co<sup>3+</sup> chloride and/or iodide afford new metal complexes. The isolated complexes were synthesized by two different techniques (chemical and tribochemical methods). Two complexes were synthesized by the direct chemical reactions of N-(O-hydoxyphenyl)-N'-phenylthiourea (L) with MCl<sub>2</sub>·XH<sub>2</sub>O (M = Co<sup>2+</sup> and Cu<sup>2+</sup>;X = 6 in case of Co<sup>2+</sup> and X = 2 in case of Cu<sup>2+</sup>) in absolute EtOH. The general formulae of the two complexes derived by the chemical method are [Cu(L)<sub>2</sub>(EtOH)<sub>2</sub>]Cl<sub>2</sub> and [Co(L)<sub>2</sub>Cl<sub>2</sub>]Cl. These complexes were used to synthesize another two complexes using tribochemical reaction by grinding the previous chloride complexes with excess KI in agate mortar in the solid state. The isolated complexes have the general formulae, [Cu(L)I·H<sub>2</sub>O]·1/2H<sub>2</sub>O and [Co(L)I<sub>3</sub>(Et- OH)]·3EtOH. The results indicate the substitution of the chloride by iodide ions during grinding and extraction of the complexes by solvents. The IR spectra of the complexes suggest that L acts in a bidentate manner towards the metal ions. Moreover, the results of electronic spectra and magnetic measurements for the chloride complexes suggest distorted-octahedral structure for Cu<sup>2+</sup> and low-spin octahedral structures around the Co<sup>II</sup> and Cu<sup>2+</sup> ions, respectively. On the other hand the data suggest that the iodide complexes have square-planer and low-spin for the Cu<sup>+</sup> and Co<sup>3+</sup> ions, respectively. The results of mass spectra confirm the formulae proposed for the isolated complexes. The mechanisms of reduction of Cu<sup>II</sup> and oxidation of Co<sup>II</sup> for the metal complexes were elucidated. 展开更多
关键词 Tribochemical Reactions derivatives of thiourea Complexes Cu2+ and Co3+ Complexes
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