Three efficient methods for the synthesis of a series of Cu(Ⅱ) and Cu(Ⅰ) complexes based on imidazo[1,5-a]pyridine derivatives were developed.These methods include the following:(ⅰ)Cu(Ⅱ) salts were used as metal s...Three efficient methods for the synthesis of a series of Cu(Ⅱ) and Cu(Ⅰ) complexes based on imidazo[1,5-a]pyridine derivatives were developed.These methods include the following:(ⅰ)Cu(Ⅱ) salts were used as metal sources and N,N-dimethylformamide was employed as a solvent as well as a reductant to produce Cu(Ⅰ) complexes.(ⅱ) An iodide-containing compound was utilized as a ligand and iodide source to prepare complexes.An in situ metalligand reaction occurred and an iodide-bridged copper complex was generated.(ⅲ) A series of aldehydes were added to the reaction systems to induce in situ metal-ligand reactions between the aldehydes and the imidazo[1,5-a]pyridine derivatives,producing polydentate ligand scaffolds.Eight complexes were prepared and characterized.The catalytic activities of these complexes toward the ketalization of ketones by ethylene glycol were investigated.With the exception of complex4,the remaining seven complexes all showed high catalytic activity.The lower activity of 4 may be due to the larger radius of bridging iodide ions and the shorter Cu(Ⅰ)…Cu(Ⅰ) distance.CCDC:2357696,1·2CH_(2)Cl_(2);2357697,2;2018292,3;2092192,4;2092190,5;2155557,6;2406155,7;2406156,8·EtOH.展开更多
A robust bulky bornylimidazo[1,5-a]pyridin-3-ylidene allylic Pd complex was synthesized and well characterized.DFT calculations indicated that the ligand acts as a strongσ-donor andπ-acceptor endowing the active Pd(...A robust bulky bornylimidazo[1,5-a]pyridin-3-ylidene allylic Pd complex was synthesized and well characterized.DFT calculations indicated that the ligand acts as a strongσ-donor andπ-acceptor endowing the active Pd(0)center with high electron density and good coordination towards olefin.The introduction of a bulky,rigid bornyl ring further improved the catalytic efficacy due to the matched steric effects.This catalyst showed high efficiency and versatility in theα-arylation and Heck cyclization/Suzuki crosscoupling reactions at mild reaction conditions.Desired 3,3-disubstituted oxindoles,especially featuring an allylic-derived C3-quaternary stereocenter were obtained in high yields.Furthermore,the concise synthesis of bioactive heterocycle-fused indoline alkaloids was successfully proved.展开更多
Rhodium-catalyzed C4aryl-H activation and ring-retentive annulation of 2H-imidazoles with internal alkynes to build imidazo[5,1-a]isoquinolinium salts with high yields and broad scope has been disclosed.These novel sa...Rhodium-catalyzed C4aryl-H activation and ring-retentive annulation of 2H-imidazoles with internal alkynes to build imidazo[5,1-a]isoquinolinium salts with high yields and broad scope has been disclosed.These novel salts serve as new full-color emissive fluorophores(433-633 nm),just by simply modifying the substituents on C3 and C4 positions of isoquinoline ring.Furthermore,these salts can undergo ring-opening C5_(aryl)-H activation/annulation with a different alkyne to form non-symmetric and AIE-active1,1-biisoquinolines,where NH_(4)OAc plays an indispensable role that accounts for Hofmann elimination and imine formation,leading to an unprecedented imine dance:cyclic imine→N-alkenyl imine→NH imine.The15N labelling experiments indicate that the 2ndannulation includes two pathways:N-exchange(major)and N-retention(minor).展开更多
Benzo[4,5]imidazo[1,2-a]pyrimidine-based derivatives play crucial roles in medicines,pesticides,tracers and photoelectric materials.However,their synthesis approach still needs to be optimized,and their fluorescent pr...Benzo[4,5]imidazo[1,2-a]pyrimidine-based derivatives play crucial roles in medicines,pesticides,tracers and photoelectric materials.However,their synthesis approach still needs to be optimized,and their fluorescent properties in intracellular microenvironment are unclear.Here,a Cu(II)-catalyzed cascade coupling cyclization reaction was successfully developed to synthesize benzo[4,5]imidazo[1,2-a]pyrimidine scaffold with mild reaction conditions,broad substrate scopes and high yields.After a system study,we found that compound 4aa displayed an optimal viscosity-specific response with remarkable fluorescence enhancement(102-fold)for glycerol at 490 nm.Particularly,4aa possessed excellent structure-inherent targeting(SIT)capability for lysosome(P=0.95)with high p H stability and large Stokes shift.Importantly,4aa was validated for its effectiveness in diagnosing lysosomal storage disorders(LSD)in living cells.The 4aa also showed its potential to map the micro-viscosity and its metabolism process in zebrafish.This work not only affords an efficient protocol to fabricate benzo[4,5]imidazo[1,2-a]pyrimidine derivatives,reveals this skeleton has excellent SIT features for lysosome,but also manifests that 4aa can serve as a practical tool to monitor lysosomal viscosity and diagnose LSD.展开更多
The reactivity and stability of seventeen (17) imidazo [1,2-a]pyridine N-acylhydrazone derivatives were investigated using density functional theory at the B3LYP/6-31+ G (d, p) level. Analysis of the molecular electro...The reactivity and stability of seventeen (17) imidazo [1,2-a]pyridine N-acylhydrazone derivatives were investigated using density functional theory at the B3LYP/6-31+ G (d, p) level. Analysis of the molecular electrostatic potential (MEP) and determination of the dual descriptor revealed that in most cases, the nitrogen atoms of the 6-πelectron conjugation, the oxygen, and the sulfur atom are nucleophilic site. Chemical reactivity of the compounds was assessed through analysis of frontier molecular orbitals (HOMO and LUMO), energy gap (Δℰ), chemical hardness (η), and the softness (S). Consequently, the compound 9e exhibited the lowest reactivity, least electron donating, and the highest stability. This comprehensive study offers valuable insights into the chemical behavior of these derivatives, crucial for further exploration and potential applications.展开更多
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
The crystal structure of the title compound, 2-isobutyl-6-(2?4?dichlorophenyl)- imidazo[2,1-b]-1,3,4-thiadiazole (C14H13Cl2N3S, Mr = 326.23), has been synthesized by the treatment of 2-amino-5-isobutyl-1,3,4-thiadiazo...The crystal structure of the title compound, 2-isobutyl-6-(2?4?dichlorophenyl)- imidazo[2,1-b]-1,3,4-thiadiazole (C14H13Cl2N3S, Mr = 326.23), has been synthesized by the treatment of 2-amino-5-isobutyl-1,3,4-thiadiazole with a-chloroaceto-2,4-dichlorophenone and determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/n with a = 12.483(7), b = 8.420(4), c = 14.998(8) ? b = 105.770(10)? V = 1517.0(14) 3, Z = 4, Dc = 1.428 g/cm3, S = 0.902, m(MoKa) = 0.558 mm-1, F (000) = 672, R = 0.0579 and wR = 0.1186. The X-ray analytic results showed that all ring atoms in the imidazothiadiazole moiety are almost coplanar. The dihedral angel between the phenyl group and hetero-cycle is 16.8(0.2)?展开更多
A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through proton...A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through protonation/deprotonation of imidazole and amine moiety by controlling the intramolecular charge transfer（ICT） process,leading to off-on-off fluorescent molecular switching.展开更多
Two series of novel derivatives of imidazo[4,5-b]pyridine were synthesized. These compounds could be used as side chains of semisynthesised ketolide antibiotics. The side chains have free amine group which can attache...Two series of novel derivatives of imidazo[4,5-b]pyridine were synthesized. These compounds could be used as side chains of semisynthesised ketolide antibiotics. The side chains have free amine group which can attached to ketolide core. Macrolides with this kind of side chains will show obvious activities against erythromycin-resistant strains. The structure of the side chains was confirmed by ^1H, ^13C NMR, MS, HMBC spectra. 2007 Ping Sheng Lei. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
We herein report two crystals based on 2-（imidazo[1,2-a]pyridin-2-yl）-2-oxoacetic acid rad- ical and its perchlorate, and investigate the relationship between magnetic properties and crystal stacking structures or s...We herein report two crystals based on 2-（imidazo[1,2-a]pyridin-2-yl）-2-oxoacetic acid rad- ical and its perchlorate, and investigate the relationship between magnetic properties and crystal stacking structures or supramolecular interactions. 2-（imidazo[1,2-a]pyridin-2-yl）- 2-oxoaeetic acid radical in two crystals mainly exist as diamagnetic dimer formed via short atomic contacts or supramolecular interactions （hydrogen bonds, anion-Tr or lone- pair-~r interactions）, leading to low magnetic susceptibilities. 2-（imidazo[1,2-a]pyridin-2-yl）- 2-oxoaeetic acid radical crystal exhibits quasi-one-dimensional columnar stacking chain and weak antiferromagnetism. However, its perchlorate crystal possesses one-dimensional double- stranded chain structure assembled through double hydrogen bonds and anion-To interactions, and reveals weak ferromagnetism.展开更多
Reaction of 3-（pyridin-2-yl）-imidazo[1,5-a]pyridine （HPIP）, CuCi2·2H20 and picolinaldehyde in the mixture of CHaCOOH and EtOH under solvothermal conditions gave complexes [LCuCI][CuECI3] （1） and [HLCuC1]E[C...Reaction of 3-（pyridin-2-yl）-imidazo[1,5-a]pyridine （HPIP）, CuCi2·2H20 and picolinaldehyde in the mixture of CHaCOOH and EtOH under solvothermal conditions gave complexes [LCuCI][CuECI3] （1） and [HLCuC1]E[CuCI2]2[CuCI3].2H20 （2） （L = 1,1＇-（pyridin-2- ylmethylene）bis[3-（pyridin-2-yl）imidazo[1,5-a]pyridine]） simultaneously. The ligand L was generated via in situ metal-ligand reaction between HPIP and picolinaldehyde. When CuCI2·2H20 was replaced by CuC1, the 2：1：1（HPIP：picolinaldehyde：CuCI） reaction afforded complex [CuaL2CI2][CuCI2]·2H20 （3） and the analogous 2：1：3 reaction generated compound [CuaL2][CuCI2]3 （4）. Complexes 1 and 2 are Cun/CuI mixed-valence compounds. Complexes 1-4 display four various structures. It is found that the formation of the L ligand is controlled by CH3COOH. This work reveals that the structures of complexes 1-4 could be rationally tuned via the inclusion of CH3COOH in the reaction systems, the proper selection of different starting materials and the dexterous adjustment of the ratio of the starting materials.展开更多
A new Cd（II） coordination polymer, namely, [Cd3（1,2,3-BTC）2（L）2]·2.25H2O （1, L = 2-（2-chloro-6-fluorophenyl）-1H-imidazo[4,5-A][1,10]phenanthroline and 1,2,3-BTC = 1,2,3-ben- zenetricarboxylate）, has bee...A new Cd（II） coordination polymer, namely, [Cd3（1,2,3-BTC）2（L）2]·2.25H2O （1, L = 2-（2-chloro-6-fluorophenyl）-1H-imidazo[4,5-A][1,10]phenanthroline and 1,2,3-BTC = 1,2,3-ben- zenetricarboxylate）, has been synthesized under hydrothermal conditions. The compound was characterized by single-crystal X-ray diffraction. It crystallizes in triclinic, space group Pī with α = 11.650（2）, b = 12.240（2）, c = 19.760（4） A, α = 72.01（3）, β = 77.11（3）, γ = 83.48（3）°, V = 2609.4（9） A3, Z = 2, C56H31Cd3Cl2F2N8O14.25, Mr = 1489.99, Dc = 1.896 g/cm3, F（000） = 1466, μ（MoKa） = 1.401 mm^-1, R = 0.0401 and wR = 0.1104. Compound 1 shows a 1D chain structure, and the neigh- boring 1D chains of 1 are joined together by π···π interactions to result in a 2D supramolecular layer. In addition, the luminescent property of 1 has been studied in the solid state at room temperature.展开更多
Seven 2,6-disubstituted N-(2-phenoxy)ethyl imidazo[1,2-a]pyridine-3-carboxamide series containing various amine moieties were designed and synthesized as new anti-TB agents.Many of them show excellent in vitro activit...Seven 2,6-disubstituted N-(2-phenoxy)ethyl imidazo[1,2-a]pyridine-3-carboxamide series containing various amine moieties were designed and synthesized as new anti-TB agents.Many of them show excellent in vitro activity against both drug-sensitive MTB strain H37Rv and two MDR-MTB clinical isolates(MIC:<0.002-0.030 μg/mL).Compounds 2f,5e and 5g display acceptable safety and pharmacokinetic profiles,opening a new direction for further development.展开更多
A one-pot three component condensation synthesis of imidazo[1,5-a]pyridines using of various aromatic aldehydes and dipyridil ketone with ammonium acetate in the presence of Lithium chloride as catalyst in good yields...A one-pot three component condensation synthesis of imidazo[1,5-a]pyridines using of various aromatic aldehydes and dipyridil ketone with ammonium acetate in the presence of Lithium chloride as catalyst in good yields under microwave irradiation has been described.展开更多
Reported herein is the first example of electrochemical selenocyanation of imidazo[1,5-a]quinolines with KSeCN under metal catalyst-and chemical oxidant-free conditions.This sustainable strategy shows a broad scope an...Reported herein is the first example of electrochemical selenocyanation of imidazo[1,5-a]quinolines with KSeCN under metal catalyst-and chemical oxidant-free conditions.This sustainable strategy shows a broad scope and great compatibility with functional groups,and affords synthetically and biologically important selenocyanated imidazo[1,5-a]quinolines in good to excellent yields with cheap graphite and Ni plates as the electrodes.The gram-scale synthesis was also successfully conducted,which might demonstrate the potential value of this electrochemical protocol.展开更多
Two 2-aryl imidazo [2,1-a] isoquinolines were synthesized and tested for pregnancy terminating activities. Both of them are new compounds and their structures were confirmed by IR, (HNMR)-H-1, MS and elemental analysi...Two 2-aryl imidazo [2,1-a] isoquinolines were synthesized and tested for pregnancy terminating activities. Both of them are new compounds and their structures were confirmed by IR, (HNMR)-H-1, MS and elemental analysis. They both showed high activities in NIH mice.展开更多
A novel N-methyl, N-phenyl-[6-chloro-2-（4-chlorophenyl）-8-iodoimidazo[1, 2-a]- pyridine-3-yl]acetamide （compound Ⅴ） was synthesized, radiolabelled with 131I and evaluated in vitro. In vitro cell uptake studies sh...A novel N-methyl, N-phenyl-[6-chloro-2-（4-chlorophenyl）-8-iodoimidazo[1, 2-a]- pyridine-3-yl]acetamide （compound Ⅴ） was synthesized, radiolabelled with 131I and evaluated in vitro. In vitro cell uptake studies showed that MDA-MB-231 cells yield four-fold higher specific uptake of [^131I]-compound Ⅵ than MCF-7 cells, corresponding to the increased expression of PBR in MDA-MB-231 cells. Blocking studies significantly reduced the MDA-MB-231 cells uptake of [^131I]-compound Ⅵ. It indicated that [^131I]-compound Ⅵ might be a potential SPECT radioligand for imaging of PBR.展开更多
The widespread applications of aggregation-induced emission luminogens(AIEgens)inspire the creation of AIEgens with novel structures and functionalities.In this work,we focused on the direct and efficient synthesis of...The widespread applications of aggregation-induced emission luminogens(AIEgens)inspire the creation of AIEgens with novel structures and functionalities.In this work,we focused on the direct and efficient synthesis of a new type of AIEgens,imidazo[1,5-a]pyridicne derivatives,via iodine mediated cascade oxidative Csp^(2)–H or Csp–H amination route from phenylacetylene or styrenes under mild conditions.The resulted compounds showed excellent AIE characteristics with tunable maximum emissions,attractive bioimaging performance,and potential anti-inflammatory activity,which exert broad application prospects in material,biology,medicine,and other relevant areas.展开更多
Under regular heating and microwave irradiation, 3-alkyl substituted imidazo[1,5-a] pyridines were synthesized from 2,2＇- pyridil, di-2-pyridyl ketone and aliphatic aldehydes in the presence of ammonium acetate and a...Under regular heating and microwave irradiation, 3-alkyl substituted imidazo[1,5-a] pyridines were synthesized from 2,2＇- pyridil, di-2-pyridyl ketone and aliphatic aldehydes in the presence of ammonium acetate and acetic acid. Compared to the traditional heating condition, the reaction time under microwave irradiation was shorter and 3-alkyl imidazo[1,5-a]pyddines were given in higher yield.展开更多
文摘Three efficient methods for the synthesis of a series of Cu(Ⅱ) and Cu(Ⅰ) complexes based on imidazo[1,5-a]pyridine derivatives were developed.These methods include the following:(ⅰ)Cu(Ⅱ) salts were used as metal sources and N,N-dimethylformamide was employed as a solvent as well as a reductant to produce Cu(Ⅰ) complexes.(ⅱ) An iodide-containing compound was utilized as a ligand and iodide source to prepare complexes.An in situ metalligand reaction occurred and an iodide-bridged copper complex was generated.(ⅲ) A series of aldehydes were added to the reaction systems to induce in situ metal-ligand reactions between the aldehydes and the imidazo[1,5-a]pyridine derivatives,producing polydentate ligand scaffolds.Eight complexes were prepared and characterized.The catalytic activities of these complexes toward the ketalization of ketones by ethylene glycol were investigated.With the exception of complex4,the remaining seven complexes all showed high catalytic activity.The lower activity of 4 may be due to the larger radius of bridging iodide ions and the shorter Cu(Ⅰ)…Cu(Ⅰ) distance.CCDC:2357696,1·2CH_(2)Cl_(2);2357697,2;2018292,3;2092192,4;2092190,5;2155557,6;2406155,7;2406156,8·EtOH.
基金Financial supports from the National Natural Science Foundation of China(No.22101133)Natural Science Foundation of Jiangsu Province(No.BK20200768)+1 种基金Nanjing Forestry University,the National Natural Science Foundation of China(the Outstanding Youth Scholars(Overseas,2021)project)the Lab project of the State Key Laboratory of Physical Chemistry of Solid Surfaces are greatly acknowledged.
文摘A robust bulky bornylimidazo[1,5-a]pyridin-3-ylidene allylic Pd complex was synthesized and well characterized.DFT calculations indicated that the ligand acts as a strongσ-donor andπ-acceptor endowing the active Pd(0)center with high electron density and good coordination towards olefin.The introduction of a bulky,rigid bornyl ring further improved the catalytic efficacy due to the matched steric effects.This catalyst showed high efficiency and versatility in theα-arylation and Heck cyclization/Suzuki crosscoupling reactions at mild reaction conditions.Desired 3,3-disubstituted oxindoles,especially featuring an allylic-derived C3-quaternary stereocenter were obtained in high yields.Furthermore,the concise synthesis of bioactive heterocycle-fused indoline alkaloids was successfully proved.
基金financial support from the National Natural Science Foundation of China(Nos.22261013 and 22001049)Guangxi Natural Science Foundation(No.2020GXNSFBA297003)Magneto-Chemical Functional Materials(No.EMFM20221102)。
文摘Rhodium-catalyzed C4aryl-H activation and ring-retentive annulation of 2H-imidazoles with internal alkynes to build imidazo[5,1-a]isoquinolinium salts with high yields and broad scope has been disclosed.These novel salts serve as new full-color emissive fluorophores(433-633 nm),just by simply modifying the substituents on C3 and C4 positions of isoquinoline ring.Furthermore,these salts can undergo ring-opening C5_(aryl)-H activation/annulation with a different alkyne to form non-symmetric and AIE-active1,1-biisoquinolines,where NH_(4)OAc plays an indispensable role that accounts for Hofmann elimination and imine formation,leading to an unprecedented imine dance:cyclic imine→N-alkenyl imine→NH imine.The15N labelling experiments indicate that the 2ndannulation includes two pathways:N-exchange(major)and N-retention(minor).
基金supported by the National Natural Science Foundation of China(Nos.22077099,22171223 and 22307102)the Innovation Capability Support Program of Shaanxi(Nos.2023-CXTD-75 and 2022KJXX-32)+5 种基金the Technology Innovation Leading Program of Shaanxi(Nos.2023KXJ-209 and 2024QCY-KXJ-142)the Key Research and Development Program of Shaanxi(No.2024GHZDXM-22)the Natural Science Basic Research Program of Shaanxi(Nos.2023-JC-YB-141 and 2022JQ-151)Young Talent Fund of Association for Science and Technology in Shaanxi,China(No.SWYY202206)the Shaanxi Fundamental Science Research Project for Chemistry&Biology(Nos.22JHZ010 and 22JHQ080)the Yan’an City Science and Technology Project(No.2022SLZDCY-002)。
文摘Benzo[4,5]imidazo[1,2-a]pyrimidine-based derivatives play crucial roles in medicines,pesticides,tracers and photoelectric materials.However,their synthesis approach still needs to be optimized,and their fluorescent properties in intracellular microenvironment are unclear.Here,a Cu(II)-catalyzed cascade coupling cyclization reaction was successfully developed to synthesize benzo[4,5]imidazo[1,2-a]pyrimidine scaffold with mild reaction conditions,broad substrate scopes and high yields.After a system study,we found that compound 4aa displayed an optimal viscosity-specific response with remarkable fluorescence enhancement(102-fold)for glycerol at 490 nm.Particularly,4aa possessed excellent structure-inherent targeting(SIT)capability for lysosome(P=0.95)with high p H stability and large Stokes shift.Importantly,4aa was validated for its effectiveness in diagnosing lysosomal storage disorders(LSD)in living cells.The 4aa also showed its potential to map the micro-viscosity and its metabolism process in zebrafish.This work not only affords an efficient protocol to fabricate benzo[4,5]imidazo[1,2-a]pyrimidine derivatives,reveals this skeleton has excellent SIT features for lysosome,but also manifests that 4aa can serve as a practical tool to monitor lysosomal viscosity and diagnose LSD.
文摘The reactivity and stability of seventeen (17) imidazo [1,2-a]pyridine N-acylhydrazone derivatives were investigated using density functional theory at the B3LYP/6-31+ G (d, p) level. Analysis of the molecular electrostatic potential (MEP) and determination of the dual descriptor revealed that in most cases, the nitrogen atoms of the 6-πelectron conjugation, the oxygen, and the sulfur atom are nucleophilic site. Chemical reactivity of the compounds was assessed through analysis of frontier molecular orbitals (HOMO and LUMO), energy gap (Δℰ), chemical hardness (η), and the softness (S). Consequently, the compound 9e exhibited the lowest reactivity, least electron donating, and the highest stability. This comprehensive study offers valuable insights into the chemical behavior of these derivatives, crucial for further exploration and potential applications.
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.
基金The project was supported by NNSFC (20172031 29832050) the NSF of shandong province (Y2003B01) and the Fund for the Doctoral Program of Higher Education
文摘The crystal structure of the title compound, 2-isobutyl-6-(2?4?dichlorophenyl)- imidazo[2,1-b]-1,3,4-thiadiazole (C14H13Cl2N3S, Mr = 326.23), has been synthesized by the treatment of 2-amino-5-isobutyl-1,3,4-thiadiazole with a-chloroaceto-2,4-dichlorophenone and determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/n with a = 12.483(7), b = 8.420(4), c = 14.998(8) ? b = 105.770(10)? V = 1517.0(14) 3, Z = 4, Dc = 1.428 g/cm3, S = 0.902, m(MoKa) = 0.558 mm-1, F (000) = 672, R = 0.0579 and wR = 0.1186. The X-ray analytic results showed that all ring atoms in the imidazothiadiazole moiety are almost coplanar. The dihedral angel between the phenyl group and hetero-cycle is 16.8(0.2)?
基金the financial support of the State National Natural Science Foundation of China (No.50325311)National 863 Project Foundation of China(No.2007AA10Z334)
文摘A new acid-base fluorescent switch containing both imidazo[4,5-f][1,10]-phenanthroline and triphenylamine groups has been synthesized.Its fluorescence emissions and absorptions can be reversibiy changed through protonation/deprotonation of imidazole and amine moiety by controlling the intramolecular charge transfer（ICT） process,leading to off-on-off fluorescent molecular switching.
基金Finacial support of this research by the National Natural Science Foundation of China （No. 30572275） ；Natural Science Foundation of Beijing （No. 7062047） are gratefully acknowledged by the authors.
文摘Two series of novel derivatives of imidazo[4,5-b]pyridine were synthesized. These compounds could be used as side chains of semisynthesised ketolide antibiotics. The side chains have free amine group which can attached to ketolide core. Macrolides with this kind of side chains will show obvious activities against erythromycin-resistant strains. The structure of the side chains was confirmed by ^1H, ^13C NMR, MS, HMBC spectra. 2007 Ping Sheng Lei. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
基金This work was supported by the National Natural Science Foundation of China （No.21172210）.
文摘We herein report two crystals based on 2-（imidazo[1,2-a]pyridin-2-yl）-2-oxoacetic acid rad- ical and its perchlorate, and investigate the relationship between magnetic properties and crystal stacking structures or supramolecular interactions. 2-（imidazo[1,2-a]pyridin-2-yl）- 2-oxoaeetic acid radical in two crystals mainly exist as diamagnetic dimer formed via short atomic contacts or supramolecular interactions （hydrogen bonds, anion-Tr or lone- pair-~r interactions）, leading to low magnetic susceptibilities. 2-（imidazo[1,2-a]pyridin-2-yl）- 2-oxoaeetic acid radical crystal exhibits quasi-one-dimensional columnar stacking chain and weak antiferromagnetism. However, its perchlorate crystal possesses one-dimensional double- stranded chain structure assembled through double hydrogen bonds and anion-To interactions, and reveals weak ferromagnetism.
基金Supported by NNSFC(21272167)the Priority Academic Program Development of Jiangsu Higher Education Institution,and KLSLRC(KLSLRC-KF-13-HX-1)
文摘Reaction of 3-（pyridin-2-yl）-imidazo[1,5-a]pyridine （HPIP）, CuCi2·2H20 and picolinaldehyde in the mixture of CHaCOOH and EtOH under solvothermal conditions gave complexes [LCuCI][CuECI3] （1） and [HLCuC1]E[CuCI2]2[CuCI3].2H20 （2） （L = 1,1＇-（pyridin-2- ylmethylene）bis[3-（pyridin-2-yl）imidazo[1,5-a]pyridine]） simultaneously. The ligand L was generated via in situ metal-ligand reaction between HPIP and picolinaldehyde. When CuCI2·2H20 was replaced by CuC1, the 2：1：1（HPIP：picolinaldehyde：CuCI） reaction afforded complex [CuaL2CI2][CuCI2]·2H20 （3） and the analogous 2：1：3 reaction generated compound [CuaL2][CuCI2]3 （4）. Complexes 1 and 2 are Cun/CuI mixed-valence compounds. Complexes 1-4 display four various structures. It is found that the formation of the L ligand is controlled by CH3COOH. This work reveals that the structures of complexes 1-4 could be rationally tuned via the inclusion of CH3COOH in the reaction systems, the proper selection of different starting materials and the dexterous adjustment of the ratio of the starting materials.
基金Supported by the Science and Technology Research Projects of the Education Committee of Jilin Province(No.2013212)
文摘A new Cd（II） coordination polymer, namely, [Cd3（1,2,3-BTC）2（L）2]·2.25H2O （1, L = 2-（2-chloro-6-fluorophenyl）-1H-imidazo[4,5-A][1,10]phenanthroline and 1,2,3-BTC = 1,2,3-ben- zenetricarboxylate）, has been synthesized under hydrothermal conditions. The compound was characterized by single-crystal X-ray diffraction. It crystallizes in triclinic, space group Pī with α = 11.650（2）, b = 12.240（2）, c = 19.760（4） A, α = 72.01（3）, β = 77.11（3）, γ = 83.48（3）°, V = 2609.4（9） A3, Z = 2, C56H31Cd3Cl2F2N8O14.25, Mr = 1489.99, Dc = 1.896 g/cm3, F（000） = 1466, μ（MoKa） = 1.401 mm^-1, R = 0.0401 and wR = 0.1104. Compound 1 shows a 1D chain structure, and the neigh- boring 1D chains of 1 are joined together by π···π interactions to result in a 2D supramolecular layer. In addition, the luminescent property of 1 has been studied in the solid state at room temperature.
基金supported by the CAMS Innovation Fund for Medical Science(No.CAMS-2017-I2M-1-011)National Mega-project for Innovative Drugs(Nos.2015ZX09102007-008,2018ZX09721001004-007,2018ZX09711001-007-002)the National Natural Science Foundation of China(No.81872753)。
文摘Seven 2,6-disubstituted N-(2-phenoxy)ethyl imidazo[1,2-a]pyridine-3-carboxamide series containing various amine moieties were designed and synthesized as new anti-TB agents.Many of them show excellent in vitro activity against both drug-sensitive MTB strain H37Rv and two MDR-MTB clinical isolates(MIC:<0.002-0.030 μg/mL).Compounds 2f,5e and 5g display acceptable safety and pharmacokinetic profiles,opening a new direction for further development.
文摘A one-pot three component condensation synthesis of imidazo[1,5-a]pyridines using of various aromatic aldehydes and dipyridil ketone with ammonium acetate in the presence of Lithium chloride as catalyst in good yields under microwave irradiation has been described.
基金the National Natural Science Foundation of China(Nos.21602119,21702013)the Foundation of He’nan Educational Committee(No.16A150057)+2 种基金Program for Science and Technology Innovation Talents in Universities of Henan Province(No.19HASTIT033)the Beijing Natural Science Foundation(No.2184115)the Fundamental Research Funds for the Central Universities(Nos.XK1802-6,buctrc201721)。
文摘Reported herein is the first example of electrochemical selenocyanation of imidazo[1,5-a]quinolines with KSeCN under metal catalyst-and chemical oxidant-free conditions.This sustainable strategy shows a broad scope and great compatibility with functional groups,and affords synthetically and biologically important selenocyanated imidazo[1,5-a]quinolines in good to excellent yields with cheap graphite and Ni plates as the electrodes.The gram-scale synthesis was also successfully conducted,which might demonstrate the potential value of this electrochemical protocol.
文摘Two 2-aryl imidazo [2,1-a] isoquinolines were synthesized and tested for pregnancy terminating activities. Both of them are new compounds and their structures were confirmed by IR, (HNMR)-H-1, MS and elemental analysis. They both showed high activities in NIH mice.
文摘A novel N-methyl, N-phenyl-[6-chloro-2-（4-chlorophenyl）-8-iodoimidazo[1, 2-a]- pyridine-3-yl]acetamide （compound Ⅴ） was synthesized, radiolabelled with 131I and evaluated in vitro. In vitro cell uptake studies showed that MDA-MB-231 cells yield four-fold higher specific uptake of [^131I]-compound Ⅵ than MCF-7 cells, corresponding to the increased expression of PBR in MDA-MB-231 cells. Blocking studies significantly reduced the MDA-MB-231 cells uptake of [^131I]-compound Ⅵ. It indicated that [^131I]-compound Ⅵ might be a potential SPECT radioligand for imaging of PBR.
基金financially supported by the National Natural Science Foundation of China(Nos.22077099,21807087and 21673173)Key Research and Development Plan in Shaanxi Province of China(No.2019KWZ-07)+2 种基金the Technology Innovation Leading Program of Shaanxi(No.2020TG-031)the Xi’an CityScience and Technology Project(Nos.2019218214GXRC018CG019-GXYD18.4 and 2020KJRC0115)the support from COVID-19 Prophylaxis and Treatment Emergency Research Special Projects of Northwest University。
文摘The widespread applications of aggregation-induced emission luminogens(AIEgens)inspire the creation of AIEgens with novel structures and functionalities.In this work,we focused on the direct and efficient synthesis of a new type of AIEgens,imidazo[1,5-a]pyridicne derivatives,via iodine mediated cascade oxidative Csp^(2)–H or Csp–H amination route from phenylacetylene or styrenes under mild conditions.The resulted compounds showed excellent AIE characteristics with tunable maximum emissions,attractive bioimaging performance,and potential anti-inflammatory activity,which exert broad application prospects in material,biology,medicine,and other relevant areas.
基金the Jiangsu Provincial Natural Science Foundation of China （No. BK2004092） the Scientific Research Foundation for the Returned 0verseas Chinese Scholars from State Education Ministry of China Nanjing University Talent Development Foundation.
文摘Under regular heating and microwave irradiation, 3-alkyl substituted imidazo[1,5-a] pyridines were synthesized from 2,2＇- pyridil, di-2-pyridyl ketone and aliphatic aldehydes in the presence of ammonium acetate and acetic acid. Compared to the traditional heating condition, the reaction time under microwave irradiation was shorter and 3-alkyl imidazo[1,5-a]pyddines were given in higher yield.
