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New 4-imino-4H-Chromeno[2,3-d]Pyrimidin-3(5H)-Amine: Synthesis, Cytotoxic Effects on Tumoral Cell Lines and in Silico ADMET Properties
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作者 Marwa Dhiabi Sirine Karoui +7 位作者 Mehdi Fakhfakh Souhir Abid Emmanuelle Limanton Rémy Le Guével Thierry Charlier Ludovic Paquin Jean-Pierre Bazureau Houcine Ammar 《International Journal of Organic Chemistry》 2024年第3期107-122,共16页
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
关键词 2-amino-4H-Chromene 4H-Chromeno[2 3-d]pyrimidin-3(5H)-amine Microwave Irradiation Tumoral Cell Line in Silico ADMET
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Synthesis, insecticidal activities and DFT study of pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif
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作者 Yong-Hui Wen Long Cheng +2 位作者 Tian-Ming Xu Xing-Hai Liu Ning-Jie Wu 《Frontiers of Chemical Science and Engineering》 SCIE EI CSCD 2022年第7期1090-1100,共11页
Twenty six novel pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif were synthesized. Their chemical structures were confirmed by ^(1)H nuclear magnetic resonance (NMR), ^(13)C NMR, and high-resolutio... Twenty six novel pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif were synthesized. Their chemical structures were confirmed by ^(1)H nuclear magnetic resonance (NMR), ^(13)C NMR, and high-resolution mass spectrography. The insecticidal activity results indicated that some of them possessed excellent insecticidal activity (100%) against Mythimna separate, especially for compounds 6d, 6f, 6o, 6w, 6y and 6z. These compounds exhibited no activity against the insects Aphis medicagini and Tetranychus cinnabarinus. The structure- insecticidal activity relationships are discussed. Density functional theory analysis can potentially be used to design more active compounds. These results provide useful insecticide design information for further optimization. 展开更多
关键词 synthesis pyrimidin-4-amine derivatives 1 2 4-oxadiazole insecticidal activity structure-activity relationship
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Synthesis, Crystal Structure and Antitumor Activity of (E)-4-tert-Butyl-N-(2,4-dichlorobenzylidene)-5-(1,2,4-triazol-1-yl)-thiazol-2-amine 被引量:5
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作者 胡艾希 覃智 +1 位作者 叶姣 夏曙 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2010年第11期1680-1683,共4页
The title compound (E)-4-tert-butyl-N-(2,4-dichlorobenzylidene)-5-(1,2,4-triazol-1-yl)-thiazol-2-amine was synthesized by the reaction of 4-tert-butyl-5-(1,2,4-triazol-1-yl)-thiazol-2-amine with 2,4-dichlorobe... The title compound (E)-4-tert-butyl-N-(2,4-dichlorobenzylidene)-5-(1,2,4-triazol-1-yl)-thiazol-2-amine was synthesized by the reaction of 4-tert-butyl-5-(1,2,4-triazol-1-yl)-thiazol-2-amine with 2,4-dichlorobenzaldehyde, and its crystal structure was determined by singlecrystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 7.9748(4), b = 10.1803(5), c = 11.4603(6), α = 102.882(1), β = 100.253(1), γ = 104.457(1)°, V = 850.95(7)3, Z = 2, F(000) = 392, C16H15Cl2N5S, Mr = 380.29, Dc = 1.484 g/cm3, S = 1.095, μ = 0.512 mm-1, the final R = 0.0301 and wR = 0.0965 for 3334 observed reflections (I 〉 2σ(I)). The preliminary antitumor activity shows that for the title compound the IC50 of Hela is 0.175 μmol/mL and that of Bel7402 is 0.156 μmol/mL. 展开更多
关键词 (E)-4-tert-butyl-N-(2 4-dichorobenzylidene)-5-(1 2 4-triazl-1-yl)-thiazol-2-amine crystal structure synthesis antitumor activity
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Synthesis, Crystal Structure and Antitumor Activity of 4-tert-Butyl-N-(2-fluorophenyl)-5- (1H-1,2,4-triazol-1-yl)-thiazol-2-amine 被引量:1
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作者 李婉 叶姣 +2 位作者 沈芳 彭俊梅 胡艾希 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2012年第12期1782-1786,共5页
The title compound has been synthesized by the reaction of 1-bromo-3,3-dime- thyl- 1 - (1 H- 1,2,4-triazol- 1 -yl)butan-2-one with 1 -(2-fluorophenyl)thiourea, and its crystal struc- ture was determined by single-... The title compound has been synthesized by the reaction of 1-bromo-3,3-dime- thyl- 1 - (1 H- 1,2,4-triazol- 1 -yl)butan-2-one with 1 -(2-fluorophenyl)thiourea, and its crystal struc- ture was determined by single-crystal X-ray diffraction. The crystal belongs to the orthorhombic system, space group Pbca with a = 15.2568(6), b = 12.1533(5), c = 16.7307(7) A, Z = 8, V = 3102.2(2) A3, Mr = 317.39, Dc = 1.359 g/cm3, S = 1.05, μ = 0.223 mm-1, F(000) = 1328, the final R = 0.034 and wR = 0.097 for 2590 observed reflections (I 〉 2σ(I)). X-ray crystal structure presents the intramolecular N-H…N hydrogen bond, which plays an important role in stabilizing the crystal structure. In addition, the preliminary biological test on the title compound shows good antitumor activity, with IC50 of 0.122 μmol/mL against the Hela cell line. 展开更多
关键词 4-tert-butyl-N-(2-fluorophenyl)-5-(1H-1 2 4-triazol-1-yl)thiazol-2-amine SYNTHESIS crystal structure antitumor activity
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Synthesis, Crystal Structure and Antitumor Activity of 4-(tert-butyl)-5-(1H-1,2,4-triazol-1-yl)-N-(2-hydroxy-3,5-diiodinebenzyl)-thiazol-2-amine 被引量:1
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作者 叶姣 谢选青 +3 位作者 李康明 刘永超 孙利 胡艾希 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2015年第3期344-348,共5页
The title compound, 4-(tert-butyl)-5-(1 H- 1,2,4-triazol- 1 -yl)-N-(2-hydroxy-3,5-diio- dinebenzyl)thiazol-2-amine, was synthesized via the reduction of 4-(tert-butyl)-5-(1H-l,2,4- triazol-l-yl)-N-benzyliden... The title compound, 4-(tert-butyl)-5-(1 H- 1,2,4-triazol- 1 -yl)-N-(2-hydroxy-3,5-diio- dinebenzyl)thiazol-2-amine, was synthesized via the reduction of 4-(tert-butyl)-5-(1H-l,2,4- triazol-l-yl)-N-benzylidene-thiazol-2-amine with NaBH4, and its crystal structure was determined by single-crystal X-ray diffraction. The compound crystallizes in monoclinic system, space group P21/c with a = 7.91944(19), b = 10.5250(3), c = 24.4985(6) A, Z = 4, V = 2041.66(9) A3, Mr = 599.22, Dc = 1,949 Mg/m3, S = 1.120, p = 3.203 mm-1, F(000) = 1152, the final R = 0.0283 and wR = 0.0592 for 3490 observed reflections (I 〉 2σ(I)). X-ray analysis displays that the crystal water takes part in three intermolecular hydrogen bonds of O(2)-H(2A)…O(1), O(2)-H(2B)…N(I) and N(5)-H(5)…O(2), and an octatomic ring R^(8) is formed via intramolecular hydrogen bond of O(I)-H(IA)…N(4). Furthermore, the I…I contacts are involved in stabilizing the overall three-dimensional network structure. The preliminary biological test shows the title compound has good antitumor activity with the IC50 value of 26 μM against the Hela cell line. 展开更多
关键词 4-(tert-butyl)-5-(1H-1 2 4-triazol-1-yl)-N-(2-hydroxy-3-5-diiodinebenzyl)-thiazol-2-amine synthesis crystal structure antitumor activity
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Synthesis,Crystal Structure and Antitumor Activity of(E)-N-(4-Fluorobenzylidene)-3-(methylthio)-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazol-4-amine
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作者 LIN Wei-Yuan YANG Fang +2 位作者 DUAN An-Na YOU Wen-Wei ZHAO Pei-Liang 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2018年第10期1557-1562,共6页
The crystal structure of the title compound(E)-N-(4-fluorobenzylidene)-3-(methylthio)-5-(3,4,5-trimethoxyphenyl)-4 H-1,2,4-triazol-4-amine(C_(19)H_(19)FN_4O_3S,Mr = 402.44) was synthesized,and its struct... The crystal structure of the title compound(E)-N-(4-fluorobenzylidene)-3-(methylthio)-5-(3,4,5-trimethoxyphenyl)-4 H-1,2,4-triazol-4-amine(C_(19)H_(19)FN_4O_3S,Mr = 402.44) was synthesized,and its structure was characterized by 1 H-NMR,13 C-NMR,ESI-MS and single-crystal X-ray diffraction.The crystal belongs to the triclinic system,space group P1 with a = 9.228(13),b = 10.364(14),c = 10.641(14) ?,α = 85.323(3),β = 75.172(2),γ = 80.903(3)°,μ = 0.20 mm^(-1),M_r = 402.44,V = 970.64(10) ?~3,Z = 2,D_c = 1.377 g/cm^3,F(000) = 420,R = 0.0484 and wR = 0.1474 for 3181 observed reflections with I 〉 2σ(I).In addition,the preliminary bioassay indicated that the title compound 5 exhibits better inhibitory activity against Hela than 5-fluorouracil. 展开更多
关键词 (E)-N-(4-fluorobenzylidene)-3-(methylthio)-5-(3 4 5-trimethoxyphenyl)-4H-1 2 4-triazol-4-amine SYNTHESIS crystal structure anfitumor activity
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4-(7-Methoxy-2,2-dimethyl-2,3-dihydrobenzo-furan-5-yl)-N-(pyridin-2-yl)thiazol-2-amine: Chiral Crystal from Achiral Molecule
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作者 彭俊梅 曹高 +3 位作者 罗先福 胡艾希 叶姣 欧晓明 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2013年第8期1194-1198,共5页
The title compound 4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-N- (pyridin-2-yl) thiazol-2-amine was synthesized by reacting 2-bromo-1-(7-methoxy-2,2-dime- thyl-2,3-dihydrobenzofuran-5-yl)ethanone with... The title compound 4-(7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-N- (pyridin-2-yl) thiazol-2-amine was synthesized by reacting 2-bromo-1-(7-methoxy-2,2-dime- thyl-2,3-dihydrobenzofuran-5-yl)ethanone with 1-(pyridine-2-yl)thiourea, and its crystal was determined by single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, chiral space group C2 with a = 18.1328(14), b = 5.5969(5), c = 19.2195(15) A, β= 115.5420(10)°, V= 1759.9(2)A3, Z = 4, F(000) = 744, C19H19N3O2S, Mr= 353.43, Dc= 1.334 g/cm3, S = 1.15, μ = 0.201 mm-1, the final R = 0.035 and wR = 0.111 for 2307 observed reflections (I 〉 2σ(I)). The Flack parameter is -0.03(10). The preliminary bioassay result indicated that the title compound exhibits strong insecticidal activity (93.75% mortality) against Mythimna separate at the concentration of 1.000 g/L. 展开更多
关键词 4-(7-methoxy-2 2.dimethyl-2 3-dihydrobenzofuran-5-yl)-N-(pyridin-2-yl)thiazol-2-amine chiral crystal structure synthesis insecticidal activity
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7-Deazapurines:Synthesis of new pyrrolo[2,3d]pyrimidin-4-onescatalyzed by a Brφnsted-acidic ionic liquid as a green and reusable catalyst 被引量:7
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作者 A.Davoodnia M.Bakavoli +2 位作者 R.Moloudi M.Khashi N.Tavakoli-Hoseini 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第1期1-4,共4页
Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-me... Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate[(CH;);SO;HMIM][HSO;],a Br(?)nsted-acidic ionic liquid,as a green and reusable catalyst in solvent-free conditions. 展开更多
关键词 Pyrrolo[2 3-d]pyrimidin-4-ones 7-Deazapurines Aromatic aldehydes Br(?)nsted-acidic ionic liquids
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Synthesis and Crystal Structure of 2-Ethoxy-3-n-butyl-benzofuro [2,3-d]pyrimidin-4(3H)-one 被引量:3
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作者 胡扬根 丁明武 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2008年第1期21-24,共4页
The crystal structure of the new title compound 2-ethoxy-3-n-butyl- benzofuro[2,3d]pyrimidin-4(3H)-one (C16H18N2O3, Mr = 286.32) has been prepared and determined by singlecrystal X-ray diffraction. The crystal is ... The crystal structure of the new title compound 2-ethoxy-3-n-butyl- benzofuro[2,3d]pyrimidin-4(3H)-one (C16H18N2O3, Mr = 286.32) has been prepared and determined by singlecrystal X-ray diffraction. The crystal is of monoclinic, space group P21/c with a = 13.7167(14), b = 13.113(1), c = 8.378(1) A, β = 98.992(2)^o, V = 1488.4(3) A^3, Z = 4, Dc = 1.278, F(000) = 608, μ = 0.089 mm^-1, MoKa radiation (2 = 0.71073), R = 0.0498, wR = 0.1238 for 2336 observed reflections with I 〉 2σ(I). X-ray diffraction analysis reveals that all ring atoms in the benzo[4, 5]furo [2,3-d] pyrimi- dinone moieties are almost coplanar. 展开更多
关键词 crystal structure benzo[4 5]furo[2 3-d]pyrimidin-4(3H)-one aza-Wittig reaction synthesis
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Synthesis and Crystal Structure of 1-(4-Fluorophenyl)-2-hexylthiobenzo[4,5]-furo[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-5(1H)-one 被引量:4
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作者 胡扬根 杜士明 +1 位作者 李清 丁明武 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2011年第1期75-78,共4页
The crystal structure of the title compound 1-(4-fluorophenyl) -2-hexylthio-benzo [4,5]furo[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-5(1H) -one(C23H21FN4O2S,Mr = 436.5) has been prepared and determined by single-cr... The crystal structure of the title compound 1-(4-fluorophenyl) -2-hexylthio-benzo [4,5]furo[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-5(1H) -one(C23H21FN4O2S,Mr = 436.5) has been prepared and determined by single-crystal X-ray diffraction. The crystal is of monoclinic,space group P21/n with a = 13.9854(3) ,b = 17.2678(4) ,c = 18.1828(5)A,β = 99.364(2) °,V = 4332.58(18) A^3,Z = 4,Dc = 1.338,F(000) =1824,μ = 0.185 mm^-1,MoKa radiation(λ = 0.71073) ,R = 0.0538 and wR = 0.1162 for 4728 observed reflections with I 〉 2σ(I) . X-ray diffraction analysis reveals the fused rings of benzo[4,5]furo[3,2-d]-1,2,4-triazolo[1,5-a] pyrimidin-5(1H) -one system are nearly coplanar. The crystal packing is mainly stabilized by weak intermolecular C-H···O hydrogen bond and π-π interactions. 展开更多
关键词 SYNTHESIS crystal structure 1-(4-fluorophenyl)-2-hexylthio-benzo[4 5]furo[3 2-d]-1 2 4-triazolo[1 5-a]pyrimidin-5(1H)-one
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Efficient Synthesis of 3,5,6,7-Tetrahydro-4H-cyclopenta [4,5] thieno [2,3-d] Pyrimidin-4-ones 被引量:2
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作者 LIU Ming-guo ZHONG Ying DING Ming-wu 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2008年第4期437-440,共4页
The title compounds 3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-ones(6) were synthesized by base catalytic reactions of secondary amines with carbodiimides 4, which were obtained from the aza-Witti... The title compounds 3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-ones(6) were synthesized by base catalytic reactions of secondary amines with carbodiimides 4, which were obtained from the aza-Wittig reaction of iminophosphoranes(3) with aromatic isocyanates. 展开更多
关键词 Cyclopenta[4 5]thieno[2 3-d]pyrimidin-4-one Aza-Wittig reaction CARBODIIMIDE ISOCYANATE
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A rapid synthesis of isoxazolo[5,4-d]pyrimidin-4(5H)-ones under microwave irradiation with solid acid catalysis in solvent-free conditions 被引量:1
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作者 A.Davoodnia M.Roshani +1 位作者 S.H.Malaeke M.Bakavoli 《Chinese Chemical Letters》 SCIE CAS CSCD 2008年第5期525-528,共4页
A rapid and efficient method for the synthesis of isoxazolo[5,4-d]pyrimidin-4(5H)-ones has been developed through cyclocondensation of 5-aminoisoxazole-4-carboxamides with orthoesters under conventional heating and ... A rapid and efficient method for the synthesis of isoxazolo[5,4-d]pyrimidin-4(5H)-ones has been developed through cyclocondensation of 5-aminoisoxazole-4-carboxamides with orthoesters under conventional heating and solvent-free microwave irradiation with solid acid catalysis. In comparison, the reactions are faster and the yields are higher under microwave irradiation. 展开更多
关键词 Isoxazolo[5 4-d]pyrimidin-4(5H)-ones ORTHOESTERS Microwave irradiation Conventional heating
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A Selective Synthesis of 2-Alkylamino-5, 6, 7, 8-tetrahydro-benzothieno[2, 3-d]pyrimidin-4(3H)-ones 被引量:1
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作者 MingWuDING RuiJunXU JingXU YunFengCHEN 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第2期189-192,共4页
Alkylamino-5, 6, 7, 8-tetrahydrobenzothieno [2, 3-d] pyrimidin-4(3H)-ones 7 weresynthesized by a new selective synthetic method, which includes aza-Wittig reaction of imino-phosphorane 4 with aromatic isocynate to giv... Alkylamino-5, 6, 7, 8-tetrahydrobenzothieno [2, 3-d] pyrimidin-4(3H)-ones 7 weresynthesized by a new selective synthetic method, which includes aza-Wittig reaction of imino-phosphorane 4 with aromatic isocynate to give carbodiimide 5 and subsequent reaction of 5 withvarious aliphatic primary amine in the presence of EtO-Na+. 展开更多
关键词 Benzothieno[2 3-d]pyrimidin-4(3H)-ones aza-Wittig reaction iminophosphorane carbodiimide synthesis.
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Efficient synthesis of 5,6-dihydrothieno[3′,2′:4,5]-thieno[2,3-d]pyrimidin-4(3H)-ones via an iminophosphorane 被引量:1
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作者 Yu Lu Chen Yi Bo Nie Ming Wu Ding 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第9期1055-1058,共4页
5,6-Dihydrothieno[3',2':4,5]thieno[2,3-d]pyrimidin-4(3H)-ones 6 were synthesized in yields of 71-87% by a consecutive method, which includes aza-Wittig reaction of iminophosphorane 3 with aromatic isocynate to gi... 5,6-Dihydrothieno[3',2':4,5]thieno[2,3-d]pyrimidin-4(3H)-ones 6 were synthesized in yields of 71-87% by a consecutive method, which includes aza-Wittig reaction of iminophosphorane 3 with aromatic isocynate to give carbodiimide 4 and subsequent reaction of 4 with various amines, phenols or alcohols in the presence of catalytic amount of sodium ethoxide or solid potassium carbonate. 2009 Ming Wu Ding. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved. 展开更多
关键词 5 6-Dihydrothieno[3r 2':4 5]thieno[2 3-d]pyrimidin-4(3//)-one IMINOPHOSPHORANE Aza-Wittig reaction CARBODIIMIDE Isocyanate
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Synthesis and Crystal Structure of 2-(4’-Methylphenoxy)-5,8,9-trimethyl-3-phenyl Thieno[3′,2′:5,6]pyrido[4,3-d]pyrimidin-4-(3H)-one Hydrochloride 被引量:1
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作者 LIU Jian-Chao HE Hong-Wu DING Ming-Wu 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2006年第5期577-581,共5页
The title compound 2-(4'-methylphenoxy)-5,8,9-trimethyl-3-phenyl thieno[3',2':5,6] pyrido[4,3-d]pyrimidin-4(3H)-one hydrochloride (C26H23Cl4N3O2S, Mr = 583.33) has been determined by single-crystal X-ray dif... The title compound 2-(4'-methylphenoxy)-5,8,9-trimethyl-3-phenyl thieno[3',2':5,6] pyrido[4,3-d]pyrimidin-4(3H)-one hydrochloride (C26H23Cl4N3O2S, Mr = 583.33) has been determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c with a = 14.8442( 11 ), b = 11.5131 (8), c = 17.2010(13) A, β = 113.7250(10)°, V = 2691.3(3) ,A^3, Z = 4, Dc = 1.440 g/cm^3, S = 1.094,μ = 0.547 mm^-1, F(000) = 1200, the final R = 0.0571 and wR = 0.1458. X-ray analysis reveals that the title compound combines with a molecule of dichloromethane by an intramolecular hydrogen bond. The thienopyridine ring is almost coplanar, and the dihedral angle between the thiophene plane and the pyridine plane is 0.6°. 展开更多
关键词 thieno[3' 2':5 6]pyrido[4 3-d]pyrimidin-4(3H)-one triphenylphosphine IMINOPHOSPHORANE crystal structure
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Synthesis and Structure of 6-(4-Fluorobenzylamino)-3-methylthio-1,5-diphenyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
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作者 王宏青 刘钊杰 丁明武 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2004年第10期1133-1137,共5页
The title compound (C25H20FN5OS) has been synthesized and its crystal structure was determined by X-ray analysis. The crystal belongs to the orthorhombic system, space group Pbca with a = 10.327(4), b = 20.307(7), c =... The title compound (C25H20FN5OS) has been synthesized and its crystal structure was determined by X-ray analysis. The crystal belongs to the orthorhombic system, space group Pbca with a = 10.327(4), b = 20.307(7), c = 21.234(9) ? α = 90, β = 90, γ = 90, V = 4453(3) 3, Z = 8, Dc = 1.365 g/cm3, Mr = 457.52, μ = 0.182 mm-1, F(000) = 1904, the final R = 0.0600 and wR = 0.0932 for 3911obsered reflections with I≥2σ(I). In the title compound, the S(1), C(1), C(2), C(3), C(4), C(5), N(1), N(2), N(3), N(4), O(1) and N(5) atoms form a mean planeⅠroughly within the average deviation of 0.0207 ? The dihedral angles between planesⅠandⅡ(C(19)C(20) C(21)C(22)C(23)C(24)),Ⅲ(C(6)C(7)C(8)C(9)C(10)C(11)) and Ⅳ(C(12)C(13)C(14) C(15)C(16)C(17)C(18)F(1)) are 21.40, 84.00 and 75.88, respectively. 展开更多
关键词 dihydropyrazolo[3 4-d]pyrimidin-4-one SYNTHESIS crystal structure
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Synthesis and Vasodilatory Activities of New Pyrazolo[3,4-d] pyrimidin-4-one Derivatives
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作者 Ping GONG Yan Fang ZHAO Dun WANG 《Chinese Chemical Letters》 SCIE CAS CSCD 2002年第7期613-616,共4页
A series of pyrazolo[3,4-d]pyrimidin-4-one derivatives were synthesized and tested for vasodilatory activities. All of them were new compounds and their structures were confirmed by IR, 1H NMR, MS and elemental analy... A series of pyrazolo[3,4-d]pyrimidin-4-one derivatives were synthesized and tested for vasodilatory activities. All of them were new compounds and their structures were confirmed by IR, 1H NMR, MS and elemental analysis. 展开更多
关键词 Pyrazolo [3 4-d] pyrimidin-4-ones SYNTHESIS vasodilatory activity.
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Efficient Synthesis of 3,5,6,8-Tetrahydro-4H-thiopyrano[4′,3′:4,5]· thieno[2,3-d]pyrimidin-4-ones via an Iminophosphorane
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作者 LI Wen-jing LIU Min FENG Ling-ling DING Ming-wu 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2010年第1期60-65,共6页
3,5,6,8-Tetrahydro-4H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4-ones(7) were synthesized via the base catalytic reactions of amines or phenols with carbodiimides(5), which were obtained from the aza-Wittig ... 3,5,6,8-Tetrahydro-4H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4-ones(7) were synthesized via the base catalytic reactions of amines or phenols with carbodiimides(5), which were obtained from the aza-Wittig reac tions of iminophosphoranes(4) with aromatic isocyanates. 展开更多
关键词 3 5 6 8-Tetrahydro-4H-thiopyrano[4 3':4 5]thieno[2 3-d]pyrimidin-4-one Aza-Wittig reaction Carbodii- mide ISOCYANATE
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A new route to the synthesis of thieno[2,3-d]pyrimidin-4(3H)-one derivatives catalyzed by 12-tungstophosphoric acid (H_3PW_(12)O_(40))
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作者 A.Davoodnia M.Bakavoli +1 位作者 Gh.Barakouhi N.Tavakoli-Hoseini 《Chinese Chemical Letters》 SCIE CAS CSCD 2007年第12期1483-1486,共4页
Heteropoly acid H3PW12040 (PW) has been used as an effective catalyst for the synthesis of thieno[2,3-d]pyrimidin-4(3H)-one derivatives. The present methodology offers several advantages, such as high yields, shor... Heteropoly acid H3PW12040 (PW) has been used as an effective catalyst for the synthesis of thieno[2,3-d]pyrimidin-4(3H)-one derivatives. The present methodology offers several advantages, such as high yields, short reaction times, mild reaction condition and a recyclable catalyst with a very easy work up. 展开更多
关键词 Thieno[2 3-d]pyrimidin-4(3H)-one Heteropoly acid 12-Tungstophosphoric acid Orthoesters
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Novel N-(pyrimidin-4-yl)thiazol-2-amine derivatives as dual-action hypoglycemic agents that activate GK and PPARc 被引量:1
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作者 Hui-peng Song Kang Tian +6 位作者 Lei Lei Zhu-fang Shen Shou-xin Liu Li-juan Zhang Hong-rui Song Xiao-feng Jin Zhi-qiang Feng 《Acta Pharmaceutica Sinica B》 SCIE CAS 2011年第3期166-171,共6页
A series of novel N-(pyrimidin-4-yl)thiazol-2-amine derivatives have been synthesized and evaluated as glucokinase(GK)activators.Ethyl 2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl-amino)thiazole-5-ca... A series of novel N-(pyrimidin-4-yl)thiazol-2-amine derivatives have been synthesized and evaluated as glucokinase(GK)activators.Ethyl 2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl-amino)thiazole-5-carboxylate was found to be a potent dual-acting hypoglycemic agent activating both GK and PPARg.When given orally to normal mice,the compound demonstrated significant efficacy in decreasing the glucose level after oral glucose loading. 展开更多
关键词 Diabetes Multi-target therapy Glucokinase activators PPARG N-(pyrimidin-4-yl)thiazol-2-amine
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