A series of imidazo[1,2-a]pyrimidine derivatives substituted adjacently with two aryls at positions 2 and 3 were designed and synthesized in order to improve their anti-inflammatory activities. Biological tests sugges...A series of imidazo[1,2-a]pyrimidine derivatives substituted adjacently with two aryls at positions 2 and 3 were designed and synthesized in order to improve their anti-inflammatory activities. Biological tests suggested that these compounds have antiinflammatory activities with COX-2 selectivity to some extent.展开更多
Room temperature ionic liquids were used as a "green" recyclable alternative to conventional solvents in the synthesis of pharmaceutically useful compounds 2-arylimidazo[1, 2-a] pyrimidines through Tschotsch...Room temperature ionic liquids were used as a "green" recyclable alternative to conventional solvents in the synthesis of pharmaceutically useful compounds 2-arylimidazo[1, 2-a] pyrimidines through Tschotschibabin reaction of a-bromoacetophenones with 2-aminopyrimidine in good yields.展开更多
A new synthetic strategy for the synthesis of novel 3-（3-（3-methyl-4-nitroisoxazol-5-yl）-2-phenyl-1-（5,7-diaryl-7H-thia- zolo[3,2-a]pyrimidin-3-yl）propyl）-5,7-diaryl-7H-thiazolo[3,2-a]pyrimidines （7a-i） analog...A new synthetic strategy for the synthesis of novel 3-（3-（3-methyl-4-nitroisoxazol-5-yl）-2-phenyl-1-（5,7-diaryl-7H-thia- zolo[3,2-a]pyrimidin-3-yl）propyl）-5,7-diaryl-7H-thiazolo[3,2-a]pyrimidines （7a-i） analogues is described. Reaction of 3-（2- （3-methyl-4-nitroisoxazole-5-yl）-l-phenylethyl）pentane-2,4-dione （3） with two moles of thiourea in presence of iodine and CuO afforded 4-（1-（2-aminothiazol-4-yl）-3-（3-methyl-4-nitroisoxazol-5-yl）-2-aryl propylthiazol-2-amine （5）. Compound 5 on reaction with two moles of chalcone （6） furnished novel 3-（3-（3-methyl-4-nitroisoxazol-5-yl）-2-phenyl-1-（5,7-diaryl-7H-thiazolo[3,2- a]pyrimidin-3-yl）propyl）-5,7-diaryl-7H-thiazolo[3,2-a ]pyrimidines （Ta-i）.展开更多
The 1,3-dipolar cycloaddition reactions of nitrilimine with thiazolo[3,2-a]pyrimidine derivatives was investigated. Bis-cycloadducts were obtained through a domino 1,3-dipolar cycloaddition/ring-opening/ring-opening/ ...The 1,3-dipolar cycloaddition reactions of nitrilimine with thiazolo[3,2-a]pyrimidine derivatives was investigated. Bis-cycloadducts were obtained through a domino 1,3-dipolar cycloaddition/ring-opening/ring-opening/ 1,3-dipolar cycloaddition processes. The structures of the products were characterized thoroughly by NMR, IR, MS, elemental analysis together with X-ray crystallographic analysis.展开更多
The synthesis of new 4-imino-4H-chromeno[2,3-d]pyrimidin-3(5H)-amine in four steps including one step under microwave dielectric heating is reported. The structural identity of the synthesized compounds was establishe...The synthesis of new 4-imino-4H-chromeno[2,3-d]pyrimidin-3(5H)-amine in four steps including one step under microwave dielectric heating is reported. The structural identity of the synthesized compounds was established according to their spectroscopic analysis, such as FT-IR, NMR and mass spectroscopy. These new compounds were tested for their antiproliferative activities on seven representative human tumoral cell lines (Huh7 D12, Caco2, MDA-MB231, MDA-MB468, HCT116, PC3 and MCF7) and also on fibroblasts. Among them, only the compounds 6c showed micromolar cytotoxic activity on tumor cell lines (1.8 50 50 > 25 μM). Finally, in silico ADMET studies ware performed to investigate the possibility of using of the identified compound 6c as potential anti-tumor compound.展开更多
The crystal structure of the title compound has been determined bysingle crystal X-ray diffraction analysis. C14H9F3N6O4S, Mr = 414. 32, monoclinic,space group P21/n, a=8. 287(3), b= 24. 972(4), c= 8. 617(3)A, β= 108...The crystal structure of the title compound has been determined bysingle crystal X-ray diffraction analysis. C14H9F3N6O4S, Mr = 414. 32, monoclinic,space group P21/n, a=8. 287(3), b= 24. 972(4), c= 8. 617(3)A, β= 108. 36(3)°,V= 1693(2) A3, Z=4, Dx=1. 626 g. cm-3, μ=0. 2481 mm-1; F(000) =840, finalR = 0. 057 and Rw= 0. 057 for 1169 observed reflections [I≥3σ(I)]. The results showthat all ring atoms in the triazolopyrimidinyl moiety were coplanar with strong tensileforce, which might be an important active site.展开更多
Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base...Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base attacked at the carbon of 1,2-O-methylidene moiety instead of anomeric carbon of ribose was observed and the structure of products 5a, 5b were identified by NMR and X-Ray diffraction.展开更多
The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of ...The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of the target compound, we report its crystal structure and herbi- cidal behavior in the present paper. Crystallographic data: C15H12N4O4Cl2S, Mr = 415.25, mono- clinic, space group P21/n, a = 10.7361(8), b = 11.9610(9), c = 13.0990(10) ?, β = 96.988(2)o, Z = 4, V = 1669.6(2) ?3, Dc = 1.652 g/cm3, F(000) = 848, R = 0.0394, wR = 0.0797 and μ(MoKα) = 0.545 mm-1.展开更多
The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of ...The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of the target compound, we report its crystal structure and herbi- cidal behavior in the present paper. Crystallographic data: C15H12N4O4Cl2S, Mr = 415.25, mono- clinic, space group P21/n, a = 10.7361(8), b = 11.9610(9), c = 13.0990(10) ?, β = 96.988(2)o, Z = 4, V = 1669.6(2) ?3, Dc = 1.652 g/cm3, F(000) = 848, R = 0.0394, wR = 0.0797 and μ(MoKα) = 0.545 mm-1.展开更多
The title compound 7-amino-2,3,4,5-tetrahydro-1,3-dimethyl-5-（2-nitrophenyl）- 2,4- dioxo-1H-pyrano[2,3-d] pyrirnidine-6-carbonitrile DMF solvate 1 （C19H20N6O6, Mr = 428.41） was synthesized and crystallized. The cr...The title compound 7-amino-2,3,4,5-tetrahydro-1,3-dimethyl-5-（2-nitrophenyl）- 2,4- dioxo-1H-pyrano[2,3-d] pyrirnidine-6-carbonitrile DMF solvate 1 （C19H20N6O6, Mr = 428.41） was synthesized and crystallized. The crystal belongs to the monoclinic system, space group P2 1/c with a = 11.383（2）, b = 13.372（2）, c = 13.673（2）A, β = 97.380（4）°, Z = 4, V = 2063.8（6）A^3, Dc = 1.379 g/cm^3,μ（MoKα） = 0.105 mm^-1, F（000） = 896, the final R = 0.0738 and wR = 0.1647 for 2964 observed reflections （I〉 2σ（I））. X-ray analysis reveals that the new pyran ring is coplanar, which is obviously different from those of other similar compounds. In addition, the unclassical hydrogen bonds of C-H…O and C-H…N are presented in the crystals except for the normal hydrogen bonds of N-H…O.展开更多
A series of diheterocyclic compounds containing 1,2,4-triazolo [1,5-a]pyrimidine and 1, 3,4-oxadiazole were designed and synthesized starting from 2-mercapto-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine. The structure...A series of diheterocyclic compounds containing 1,2,4-triazolo [1,5-a]pyrimidine and 1, 3,4-oxadiazole were designed and synthesized starting from 2-mercapto-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine. The structure of all compounds prepared were confirmed by H-1 NMR spectroscopy and elemental analysis. The preliminary bioassay indicated that the title compounds displayed good fungicidal activity against Rhizoctonia solani.展开更多
The crystal structure of 2-methylthio-3-cyano-7-（4-methoxyphenyl）-pyrazolo[1,5- a]-pyrimidine （C15H12N4OS, Mr = 296.35） has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to mono...The crystal structure of 2-methylthio-3-cyano-7-（4-methoxyphenyl）-pyrazolo[1,5- a]-pyrimidine （C15H12N4OS, Mr = 296.35） has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/c with a = 9.200（3）, b = 15.570（5）, c = 11.125（4） A,β= 114.273（6）°, V= 1452.7（8） A^3, Z= 4, De= 1.355 g/cm^3, μ= 0.227 mm^-1, F（000） = 616, R = 0.0499 and wR = 0.0949 for 2947 unique reflections with 1633 observed ones （I 〉 2σ（I））. The results show that all ring atoms in the pyrazolopyrimidine moiety are almost coplanar with a strong tensile force, which might be an important active site. The preliminary biological test shows that the title compound has moderate herbicidal activities.展开更多
In our efforts to identify novel potent anticancer agents, we synthesized a series of 2,7-disubstituted triazolo[1,5-a]pyrimidines （6-16）. Their antiproliferative activity against Bel-7402, HT- 1080 and WI-38 cell l...In our efforts to identify novel potent anticancer agents, we synthesized a series of 2,7-disubstituted triazolo[1,5-a]pyrimidines （6-16）. Their antiproliferative activity against Bel-7402, HT- 1080 and WI-38 cell lines was tested by MTT assay in vitro. Four of the compounds （9-11 and 16） displayed promising antiproliferative activity superior to gefitinib, especially compound 9. A preliminary SAR study of these derivatives was performed.展开更多
The title compound, C16H14N4S, has been synthesized by the reaction of pentane-2,4-dione with 5-amino-3-benzylthio-4-cyano-1-H-pyrazole in ethanol, and its crystal structure was determined by X-ray diffraction method....The title compound, C16H14N4S, has been synthesized by the reaction of pentane-2,4-dione with 5-amino-3-benzylthio-4-cyano-1-H-pyrazole in ethanol, and its crystal structure was determined by X-ray diffraction method. The crystal is of monoclinic, space group P21/n with a = 8.699(3), b = 23.139(9), c = 7.536(3) ? b = 92.400(8), V = 1515.5(10) 3, Z = 4, Mr = 294037, Dc = 1.290 g/cm3, = 0.71073 ? (MoKa) = 0.212 mm-1 and F(000) = 616. The structure was refined to R = 0.0533 and wR = 0.1141 for 2672 unique reflections with Rint = 0.06. The structure is a dimmer linked by intermolecular contact S(1)…HC(8) with the S(1)C(8) distance of 3.875 and the angle of 164.8.展开更多
The crystal structure of ethyl 2-methylthio-7-phenylpyrazolo[1,5-a]pyrimidine-3- carboxylate (C16H15N3O2S, Mr = 313.37) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monocl...The crystal structure of ethyl 2-methylthio-7-phenylpyrazolo[1,5-a]pyrimidine-3- carboxylate (C16H15N3O2S, Mr = 313.37) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/n with a = 19.361(7), b = 7.595(3), c = 20.910(8) ?, β = 94.925(6)°, V = 3064(2) ?3, Z = 8, Dc = 1.359 g/cm3, μ = 0.222 mm-1, F(000) = 1312, R = 0.0546 and wR = 0.1082 for 5374 unique reflections with 3419 observed ones (I > 2σ(I)). The results show that all ring atoms in the pyrazolopyrimidine moiety are coplanar with strong tensile force. The structure analysis indicates that the single crystal contains strong nonclassical hydrogen bonds.展开更多
A series of novel N-anilino-2-substituted-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine derivatives was prepared and evaluated for their in vitro antiproliferative activity against two cancer cell lines,Bel-7402 a...A series of novel N-anilino-2-substituted-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine derivatives was prepared and evaluated for their in vitro antiproliferative activity against two cancer cell lines,Bel-7402 and HT-1080.Most of the compounds inhibited the cell proliferation at a low concentration.Seven compounds,VI5,VI7,VI10,and VI12―VI15,possessed marked antiproliferative activity superior to that of cisplatin.Of these seven initial hits,compound VI10 was the most active.展开更多
The reaction of picoline derivatives 3-6 with hydrazonoylhalide 1a produced imidazo[1,2-a]pyridines 7-10, while the reaction of the same picoline derivatives with hydrazonoylhalide 1b afforded imidazo[1,2-a]pyridine-2...The reaction of picoline derivatives 3-6 with hydrazonoylhalide 1a produced imidazo[1,2-a]pyridines 7-10, while the reaction of the same picoline derivatives with hydrazonoylhalide 1b afforded imidazo[1,2-a]pyridine-2-ones 11-13. The reaction of 1b, c with 3-amino-1,2,4-triazole 14 produced the acyclic adducts 18 and 19, respectively. Reaction of 1b, 1c with 5-aminotetrazole 20 produced the acyclic products 23 and 24, respectively. Finally, the reaction of 1b with 4, 6-dimethyl-2-aminopyrimidine 27 afforded compound 29 rather than its isomeric structure 28. The structure of the products was confirmed by the different spectroscopic analytical methods including IR, MS, 1HNMR and 13CNMR.展开更多
基金This research was supported by the National Natural Science Foundation of China （No.30472083）.
文摘A series of imidazo[1,2-a]pyrimidine derivatives substituted adjacently with two aryls at positions 2 and 3 were designed and synthesized in order to improve their anti-inflammatory activities. Biological tests suggested that these compounds have antiinflammatory activities with COX-2 selectivity to some extent.
文摘Room temperature ionic liquids were used as a "green" recyclable alternative to conventional solvents in the synthesis of pharmaceutically useful compounds 2-arylimidazo[1, 2-a] pyrimidines through Tschotschibabin reaction of a-bromoacetophenones with 2-aminopyrimidine in good yields.
文摘A new synthetic strategy for the synthesis of novel 3-（3-（3-methyl-4-nitroisoxazol-5-yl）-2-phenyl-1-（5,7-diaryl-7H-thia- zolo[3,2-a]pyrimidin-3-yl）propyl）-5,7-diaryl-7H-thiazolo[3,2-a]pyrimidines （7a-i） analogues is described. Reaction of 3-（2- （3-methyl-4-nitroisoxazole-5-yl）-l-phenylethyl）pentane-2,4-dione （3） with two moles of thiourea in presence of iodine and CuO afforded 4-（1-（2-aminothiazol-4-yl）-3-（3-methyl-4-nitroisoxazol-5-yl）-2-aryl propylthiazol-2-amine （5）. Compound 5 on reaction with two moles of chalcone （6） furnished novel 3-（3-（3-methyl-4-nitroisoxazol-5-yl）-2-phenyl-1-（5,7-diaryl-7H-thiazolo[3,2- a]pyrimidin-3-yl）propyl）-5,7-diaryl-7H-thiazolo[3,2-a ]pyrimidines （Ta-i）.
基金Project supported by the National Natural Science Foundation of China （Nos. 20971041, 20803020, 20772027）, Chinese Ministry of Education （No. 210146） and Scientific Research Fund of Hunan Provincial Education Department （Nos. 09B032, 09C385, 09K081）.
文摘The 1,3-dipolar cycloaddition reactions of nitrilimine with thiazolo[3,2-a]pyrimidine derivatives was investigated. Bis-cycloadducts were obtained through a domino 1,3-dipolar cycloaddition/ring-opening/ring-opening/ 1,3-dipolar cycloaddition processes. The structures of the products were characterized thoroughly by NMR, IR, MS, elemental analysis together with X-ray crystallographic analysis.
文摘The synthesis of new 4-imino-4H-chromeno[2,3-d]pyrimidin-3(5H)-amine in four steps including one step under microwave dielectric heating is reported. The structural identity of the synthesized compounds was established according to their spectroscopic analysis, such as FT-IR, NMR and mass spectroscopy. These new compounds were tested for their antiproliferative activities on seven representative human tumoral cell lines (Huh7 D12, Caco2, MDA-MB231, MDA-MB468, HCT116, PC3 and MCF7) and also on fibroblasts. Among them, only the compounds 6c showed micromolar cytotoxic activity on tumor cell lines (1.8 50 50 > 25 μM). Finally, in silico ADMET studies ware performed to investigate the possibility of using of the identified compound 6c as potential anti-tumor compound.
文摘The crystal structure of the title compound has been determined bysingle crystal X-ray diffraction analysis. C14H9F3N6O4S, Mr = 414. 32, monoclinic,space group P21/n, a=8. 287(3), b= 24. 972(4), c= 8. 617(3)A, β= 108. 36(3)°,V= 1693(2) A3, Z=4, Dx=1. 626 g. cm-3, μ=0. 2481 mm-1; F(000) =840, finalR = 0. 057 and Rw= 0. 057 for 1169 observed reflections [I≥3σ(I)]. The results showthat all ring atoms in the triazolopyrimidinyl moiety were coplanar with strong tensileforce, which might be an important active site.
基金This work was supported by the National Natural Science Foundation of China.
文摘Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base attacked at the carbon of 1,2-O-methylidene moiety instead of anomeric carbon of ribose was observed and the structure of products 5a, 5b were identified by NMR and X-Ray diffraction.
基金This work was supported by the Academy Technology Development Foundation of Shanghai (2000D07)
文摘The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of the target compound, we report its crystal structure and herbi- cidal behavior in the present paper. Crystallographic data: C15H12N4O4Cl2S, Mr = 415.25, mono- clinic, space group P21/n, a = 10.7361(8), b = 11.9610(9), c = 13.0990(10) ?, β = 96.988(2)o, Z = 4, V = 1669.6(2) ?3, Dc = 1.652 g/cm3, F(000) = 848, R = 0.0394, wR = 0.0797 and μ(MoKα) = 0.545 mm-1.
文摘The title compound 5,7-dimethoxy-(2,4-dichlorophenoxyacetylimino)-2H-1,2,4- thiadiazolo[2,3-a]pyrimidine has been synthesized. In order to investigate the relationship between the structure and herbicidal activity of the target compound, we report its crystal structure and herbi- cidal behavior in the present paper. Crystallographic data: C15H12N4O4Cl2S, Mr = 415.25, mono- clinic, space group P21/n, a = 10.7361(8), b = 11.9610(9), c = 13.0990(10) ?, β = 96.988(2)o, Z = 4, V = 1669.6(2) ?3, Dc = 1.652 g/cm3, F(000) = 848, R = 0.0394, wR = 0.0797 and μ(MoKα) = 0.545 mm-1.
基金the Foundation of the Youth (OH060099) of China University of Mining and Technologythe Foundation of Natural Science Foundation (06AXL010) of Xuzhou Normal UniversityNatural Science Foundation (04KJB150139) of Education Committee of Jiangsu Province
文摘The title compound 7-amino-2,3,4,5-tetrahydro-1,3-dimethyl-5-（2-nitrophenyl）- 2,4- dioxo-1H-pyrano[2,3-d] pyrirnidine-6-carbonitrile DMF solvate 1 （C19H20N6O6, Mr = 428.41） was synthesized and crystallized. The crystal belongs to the monoclinic system, space group P2 1/c with a = 11.383（2）, b = 13.372（2）, c = 13.673（2）A, β = 97.380（4）°, Z = 4, V = 2063.8（6）A^3, Dc = 1.379 g/cm^3,μ（MoKα） = 0.105 mm^-1, F（000） = 896, the final R = 0.0738 and wR = 0.1647 for 2964 observed reflections （I〉 2σ（I））. X-ray analysis reveals that the new pyran ring is coplanar, which is obviously different from those of other similar compounds. In addition, the unclassical hydrogen bonds of C-H…O and C-H…N are presented in the crystals except for the normal hydrogen bonds of N-H…O.
基金The project was supported by the NNSF of China (Grant No. 29802002) the NSF of Hubei Province the Dawn Plan of Science and Technology for Young Scientists of Wuhan City and Foundation for University Key Teacher by the Ministry of Education of China.
文摘A series of diheterocyclic compounds containing 1,2,4-triazolo [1,5-a]pyrimidine and 1, 3,4-oxadiazole were designed and synthesized starting from 2-mercapto-5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine. The structure of all compounds prepared were confirmed by H-1 NMR spectroscopy and elemental analysis. The preliminary bioassay indicated that the title compounds displayed good fungicidal activity against Rhizoctonia solani.
文摘The crystal structure of 2-methylthio-3-cyano-7-（4-methoxyphenyl）-pyrazolo[1,5- a]-pyrimidine （C15H12N4OS, Mr = 296.35） has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/c with a = 9.200（3）, b = 15.570（5）, c = 11.125（4） A,β= 114.273（6）°, V= 1452.7（8） A^3, Z= 4, De= 1.355 g/cm^3, μ= 0.227 mm^-1, F（000） = 616, R = 0.0499 and wR = 0.0949 for 2947 unique reflections with 1633 observed ones （I 〉 2σ（I））. The results show that all ring atoms in the pyrazolopyrimidine moiety are almost coplanar with a strong tensile force, which might be an important active site. The preliminary biological test shows that the title compound has moderate herbicidal activities.
文摘In our efforts to identify novel potent anticancer agents, we synthesized a series of 2,7-disubstituted triazolo[1,5-a]pyrimidines （6-16）. Their antiproliferative activity against Bel-7402, HT- 1080 and WI-38 cell lines was tested by MTT assay in vitro. Four of the compounds （9-11 and 16） displayed promising antiproliferative activity superior to gefitinib, especially compound 9. A preliminary SAR study of these derivatives was performed.
基金The project was supported by the National Natural Science Foundation of China (No. 20172031) and the Research Fund for the Doctoral Program of Ministry of Education China
文摘The title compound, C16H14N4S, has been synthesized by the reaction of pentane-2,4-dione with 5-amino-3-benzylthio-4-cyano-1-H-pyrazole in ethanol, and its crystal structure was determined by X-ray diffraction method. The crystal is of monoclinic, space group P21/n with a = 8.699(3), b = 23.139(9), c = 7.536(3) ? b = 92.400(8), V = 1515.5(10) 3, Z = 4, Mr = 294037, Dc = 1.290 g/cm3, = 0.71073 ? (MoKa) = 0.212 mm-1 and F(000) = 616. The structure was refined to R = 0.0533 and wR = 0.1141 for 2672 unique reflections with Rint = 0.06. The structure is a dimmer linked by intermolecular contact S(1)…HC(8) with the S(1)C(8) distance of 3.875 and the angle of 164.8.
基金The project was supported by the Natural Science Foundation of Shandong Province (No. Y2003B01) NNSFC (No. 20172031)
文摘The crystal structure of ethyl 2-methylthio-7-phenylpyrazolo[1,5-a]pyrimidine-3- carboxylate (C16H15N3O2S, Mr = 313.37) has been determined by single-crystal X-ray diffraction analysis. The crystal belongs to monoclinic, space group P21/n with a = 19.361(7), b = 7.595(3), c = 20.910(8) ?, β = 94.925(6)°, V = 3064(2) ?3, Z = 8, Dc = 1.359 g/cm3, μ = 0.222 mm-1, F(000) = 1312, R = 0.0546 and wR = 0.1082 for 5374 unique reflections with 3419 observed ones (I > 2σ(I)). The results show that all ring atoms in the pyrazolopyrimidine moiety are coplanar with strong tensile force. The structure analysis indicates that the single crystal contains strong nonclassical hydrogen bonds.
文摘A series of novel N-anilino-2-substituted-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-amine derivatives was prepared and evaluated for their in vitro antiproliferative activity against two cancer cell lines,Bel-7402 and HT-1080.Most of the compounds inhibited the cell proliferation at a low concentration.Seven compounds,VI5,VI7,VI10,and VI12―VI15,possessed marked antiproliferative activity superior to that of cisplatin.Of these seven initial hits,compound VI10 was the most active.
文摘The reaction of picoline derivatives 3-6 with hydrazonoylhalide 1a produced imidazo[1,2-a]pyridines 7-10, while the reaction of the same picoline derivatives with hydrazonoylhalide 1b afforded imidazo[1,2-a]pyridine-2-ones 11-13. The reaction of 1b, c with 3-amino-1,2,4-triazole 14 produced the acyclic adducts 18 and 19, respectively. Reaction of 1b, 1c with 5-aminotetrazole 20 produced the acyclic products 23 and 24, respectively. Finally, the reaction of 1b with 4, 6-dimethyl-2-aminopyrimidine 27 afforded compound 29 rather than its isomeric structure 28. The structure of the products was confirmed by the different spectroscopic analytical methods including IR, MS, 1HNMR and 13CNMR.
