The title compound N-[5-(benzylthio)-1,3,4-thiadiazol-2-yl]-4-chlorobenzamide(C(16)H(12)ClN3OS2, Mr = 361.86) was designed and synthesized as anticancer agent, and its crystal structure was determined by singl...The title compound N-[5-(benzylthio)-1,3,4-thiadiazol-2-yl]-4-chlorobenzamide(C(16)H(12)ClN3OS2, Mr = 361.86) was designed and synthesized as anticancer agent, and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to triclinic, space group P1 with a = 5.7417(10), b = 9.8057(17), c = 14.330(3) A, a = 91.987(3), b = 97.154(3), γ = 93.402(3)°, V = 798.4(2) A3, Z = 2, Dc = 1.505 g/cm^3, μ = 0.507 mm-1) F(000) = 372, the final R = 0.0481 and wR = 0.1290 for 2064 observed reflections with I 〉 2s(I). In the crystal packing, the molecules form stacks by a three-dimensional framework, which results from intermolecular N(1)-H(1)···N(2) and C(5)-H(5)···N(3) hydrogen bonds together with π-π stacking interactions between the thiadiazole and chlorobenzene rings. The title compound was found to exhibit more potent in vitro antitumor activities against the four tested cancer cell lines than sorafenib.展开更多
Five benzamide deriatives containing capsaicin were synthesized which have similar structures to capsaicin. Their yield was high. The monomers synthesized were characterized by IR, 1H NMR and MS spectroscopy. Cha-ract...Five benzamide deriatives containing capsaicin were synthesized which have similar structures to capsaicin. Their yield was high. The monomers synthesized were characterized by IR, 1H NMR and MS spectroscopy. Cha-racterization data are in agreement with the proposed structures of the products. These five compounds exhibit bacterial inhibition and N-[4-hydroxy-2-methyl-5-(methylthio)benzyl]benzamide(HMMBBA), for instance, shows that the minimal inhibitory concentrations(MIC) of HMMBBA are 0.125 and 0.25 mg/mL on Staphyloccocus aureus and Escherichia coli, respectively. A static test site was set up in the eighth harbor to investigate the antifouling effectiveness of the five new antifoulants. Five-month exposure experiments were performed on sets of panels coated with each of antifouling coatings, and the results were compared to that of the test panel without antifouling coating. Test boards with antifouling coating were covered with just a macroscopic fouling organism such as Balanus. The results of the present paper demonstrate that new antifoulants represent an alternative to the biocidal antifouling paint.展开更多
The crystal structure of the title compound ((C 6H 5CONC 6H 4S) 2, M r =229) has been determined by X ray diffraction analysis. The crystal belongs to triclinic space group P 1 with cell parameters: a=...The crystal structure of the title compound ((C 6H 5CONC 6H 4S) 2, M r =229) has been determined by X ray diffraction analysis. The crystal belongs to triclinic space group P 1 with cell parameters: a=7.957(4), b=11.570(7), c=12 335(6), α=76.68(4), β=81.48(4), γ=87.26(4)°, V=1092.9 3, Z=2, D c =1 39g/cm 3, F(000)=476, μ (Mo Kα )=2.7mm -1 . The final R factor is 0.0373 for 3764 observed reflections. The result of X ray diffraction analysis indicates that all of these single bond lengths are obviously shorter than that of standard single bond. Those atoms might take part in a conjugate system. The electrons for sp 3 hybridized S(1) and S(2) move toward two sides and the densities of electronic cloud among them are reduced and can be easily broken. The obtained results can explain the reaction mechanism of the title compound.展开更多
A new crystal of 4-fluoro-N-(2-methyl-5-((2-(p-tolyloxy)acetamido)methyl)pyrimi- din-4-yl)benzamide has been prepared at room temperature and characterized by 1H NMR, 13C- NMR, IR, MS, elemental analysis and X...A new crystal of 4-fluoro-N-(2-methyl-5-((2-(p-tolyloxy)acetamido)methyl)pyrimi- din-4-yl)benzamide has been prepared at room temperature and characterized by 1H NMR, 13C- NMR, IR, MS, elemental analysis and X-ray single-crystal determination. The compound crystallizes in monoclinic, space group P21 /c with a = 17.226(5), b = 13.934(4), c = 17.262(5), μ= 92.180(5)°, V = 4140(2) ?3, Dc = 1.311 g/cm3, Z = 8, F(000) = 1712 and ??= 0.095 mm-1. The molecular packing in the crystal is the result of N-H…ydrogen bonds.展开更多
Virus nucleoprotein (NP) is an emerging target for drug development for Influenza. We designed benzamide derivatives as new inhibitors of NP that demonstrate good potency in blocking influenza A. Screening revealed th...Virus nucleoprotein (NP) is an emerging target for drug development for Influenza. We designed benzamide derivatives as new inhibitors of NP that demonstrate good potency in blocking influenza A. Screening revealed that compound 39 was the most potent molecule in the series, exhibiting IC<sub>50</sub> values of 0.46 and 0.27 μM in blocking the replication of H3N2 (A/HK/8/68) and (A/WSN/33) influenza A viral strains. The observed inhibition of viral replication correlated well with cytopathic protection. Furthermore, based on computational analysis and fluorescence microscopy, it was determined that compound 39 inhibited nuclear accumulation by targeting influenza A viral nucleoproteins. Finally, the rodent pharmacokinetic profile of compound 32 displayed half-life of greater than 4 hours and bioavailability greater than 20%, suggesting this class of molecules had drug-like properties.展开更多
The compound N-phenyl-N-[(o-nitrophenylacetyl)oxy]benzamide (C21HI6N2Os, Mr = 376) has been synthesized by the reaction of N-hydroxy-N-phenylbenzamide with 2-(2-nitro- phenyl)acetyl chloride in dichlorom-ethane ...The compound N-phenyl-N-[(o-nitrophenylacetyl)oxy]benzamide (C21HI6N2Os, Mr = 376) has been synthesized by the reaction of N-hydroxy-N-phenylbenzamide with 2-(2-nitro- phenyl)acetyl chloride in dichlorom-ethane and its structure Was characterized by 1H NMR, 13C NMR, IR, H RMS(ESI) and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group C2/c with a = 32.30(2), b = 8.400(5), c = 15.099(9) A, fl = 114.256(10)°, V = 3735(4) A3, Z = 8, D, = 1.339 g/cm3, F(000) = 1568, p = 0.097 mm-1, the final R = 0.0506 and wR = 0.1176 for 2318 observed reflections (1 〉 2a(/)). The title molecule contains three branched chains with its center placed at the midpoint of N. The phenyl ring (C(1)'-C(6)) makes a dihedral angle of 70.3(1)° with the phenyl ring (C(10)-C(15)) of benzoyl group, and 14.3(1)° with the phenyl ring (C(16) - C(21)), Hydrogen bonds C(5)-H(5)...O(1) and C(12)-H(12)...O(3) together with it-Jr stacking interactions contribute to the stability of the structure.展开更多
The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously conf...The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously confirmed by the single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the monoclinic space group P21/c with unit cell dimensions of a = 4.9369(16), b = 13.351(5), c = 20.168(7) A, β = 96.755(8)°, V= 1320.1(8) A^3 and Z=4.展开更多
The new title compound 4-chloro-N-(2-(2-nitrophenyl)acetoxy)-N-(m-tolyl)benza- mide (C:2HI7C1N2Os, Mr = 424.82) has been synthesized via the reaction of 4-chloro-N-hydroxy-N- (m-tolyl)benzamide with 2-(2-n...The new title compound 4-chloro-N-(2-(2-nitrophenyl)acetoxy)-N-(m-tolyl)benza- mide (C:2HI7C1N2Os, Mr = 424.82) has been synthesized via the reaction of 4-chloro-N-hydroxy-N- (m-tolyl)benzamide with 2-(2-nitrophenyl)acetyl chloride. The structure of the product was confirmed by 1H NMR, 13C NMR, IR, HRMS (ESI) and single-crystal X-ray diffraction. The title compound crystallizes in the monoclinic system, space group P21/c with a = 13.0269(10), b =6.7251(6), c = 23.9313(16) A, β = 99.931(6)°, V = 2065.1(3) A3, Z = 4, Dc = 1.366 g/cm3, F(000) = 880,μ = 0.221 mm-1, the final R = 0.0600 and wR = 0.1754 for 1981 observed reflections (I〉 20(/)). X-ray analysis indicates that the chloro-phenyl ring (C(10)℃(15)) and the methyl-substituted benzene ring (C(16)℃(21)) are not coplanar with the nitro-substituted benzene ring (C(1)--C(6)), with the dihedral angle to be 70.78° and 63.72°, respectively. Hydrogen bonds C(2)-H(2)...O(2) and C(7)-H(7B)...O(5) are observed.展开更多
Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [micro...Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs).展开更多
The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crysta...The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crystallizes in the monoclinic space group P 21/n, with a = 12.0551(11), b = 9.7853(8), c = 16.6517(16) , β = 90.092(4)o, V = 1964.28(3) 3, Dcalc = 1.391 Mg/m3, Z = 4. In the structure, intermolecular H-bonds lead to the formation of a centrosymmetric dimer of the molecule. There is an intramolecular C7—H7…N1 hydrogen bond forming a closed seven membered ring. There are also intramolecular π-π interactions presented between the 3,6-Dihydro-2H-pyran ring of the chromen moiety [Cg2…Cg2 distance = 3.5812(13) ]. The packing structure is stabilized by these C—H…N, N—H…O hydrogen bonds, C—H… π and π…π interactions.展开更多
A series of novel amino-substituted N-aryl benzamide analogs were synthesized and evaluated for their ability to inhibit hepatitis C virus(HCV)replication in acutely infected Huh7.5 cells.Most of the substituted N-ary...A series of novel amino-substituted N-aryl benzamide analogs were synthesized and evaluated for their ability to inhibit hepatitis C virus(HCV)replication in acutely infected Huh7.5 cells.Most of the substituted N-aryl benzamide compounds showed convincing anti-HCV activities.Compounds 1f,1g and 4c exhibited potent anti-replicative activity at low micromolar levels(IC_(50)=1.0–2.0μM)with selective indices(SI)greater than 40.Mechanistic analysis indicated that the active compounds increased intracellular hA3G protein levels and inhibited HCV replication in a dose-dependent manner.The results demonstrate that this series of substituted Naryl benzamide compounds warrant further investigation as inhibitors of HCV replication.展开更多
An electron-deficient[CpERhCl2]2 catalyzed annulation of N-pentafluorophenylbenzamides with internal alkynes was successfully established under mild reaction conditions,with the assistance of Lewis acid silver salt.Pa...An electron-deficient[CpERhCl2]2 catalyzed annulation of N-pentafluorophenylbenzamides with internal alkynes was successfully established under mild reaction conditions,with the assistance of Lewis acid silver salt.Particularly,electron-deficient benzamide substrates were smoothly transformed into the desired products in this catalytic system.The catalytic system showed a broad tolerance for different substituents on the aromatic rings or aryl,alkyl-substituted alkynes.展开更多
The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation of β-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the cata...The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation of β-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the catalyst,resulting in vicinal dichlorinated haloamino nitroalkanes with opposite regiochemistry to that generated from other electron-deficient olefins observed previously.The reaction proceeded smoothly at room temperature with good yields and excellent regioselectivities.A mechanism involving a chloronium intermediate was proposed to explain the resulting regiochemistry.The current system explored a new type of nitrogen sources for aminohalogenation of functionalized olefins.展开更多
On the basis of the principle of combination of active groups,a series of novel N-(4-([2,2':5',2''-terthiophen]-5-yl)-2-methylbut-3-yn-2-yl)benzamide derivatives were designed,synthesized and systemati...On the basis of the principle of combination of active groups,a series of novel N-(4-([2,2':5',2''-terthiophen]-5-yl)-2-methylbut-3-yn-2-yl)benzamide derivatives were designed,synthesized and systematically evaluated for their antiviral activity against tobacco mosaic virus(TMV).The bioassay results showed that most of these compounds displayed good anti-TMV activity,and some of them exhibited higher antiviral activity than commercial Ningnanmycin.Especially,compound 8e with excellent anti-TMV activity(inactivation activity,92.3%/500μg•mL^(−1);curative activity,85.7%/500μg•mL^(−1) and protection activity,64.7%/500μg•mL^(−1))emerged as a potential inhibitor of plant virus TMV.Quantitative structure-activity relationship studies proved that the van der Waals volume(V)and electronic parameter(Σ(Σσo+σp)andΣσm)for the substituent R1 were very important for antiviral activities in this class of compounds.展开更多
The deprotonative functionalization of toluenes,for their weak acidity,generally needs strong bases,thus leading to the requirement of harsh conditions and the generation of by-products.Direct nucleophilic acyl substi...The deprotonative functionalization of toluenes,for their weak acidity,generally needs strong bases,thus leading to the requirement of harsh conditions and the generation of by-products.Direct nucleophilic acyl substitution reaction of amides with organometallic reagents could provide an ideal solution for ketone synthesis.However,the inert amides and highly reactive organometallic reagents bring great challenges for an efficient and selective synthetic approach.Herein,we reported an lithium diisopropylamide(LDA)-promoted benzylic aroylation of toluenes with unactivated tertiary benzamides,providing a direct and efficient synthesis of various aryl benzyl ketones.This process features a kinetic deprotonative functionalization of toluenes with a readily available base LDA.Mechanism studies revealed that the directed ortho-lithiation of the tertiary benzamide with LDA promoted the benzylic kinetic deprotonation of toluene and triggered the nucleophilic acyl substitution reaction with the amide.展开更多
Nineteen alkaloids,including a new C19-diterpenoid alkaloid stapfianine A(1)and a new benzamide derivative stapfianine B(2)were isolated from the roots of Aconitum stapfianum.Their structures were established on the b...Nineteen alkaloids,including a new C19-diterpenoid alkaloid stapfianine A(1)and a new benzamide derivative stapfianine B(2)were isolated from the roots of Aconitum stapfianum.Their structures were established on the basis of extensive spectroscopic analyses(IR,HRESIMS,1D and 2D NMR).展开更多
A new crystal of 2-methylpropan-2-aminium methyl ((4-fluorobenzamido)(4- fluorophenyl)methyl)phosphonate has been prepared at room temperature and characterized by ZH- NMR, 13C NMR, IR, MS, elemental analysis an...A new crystal of 2-methylpropan-2-aminium methyl ((4-fluorobenzamido)(4- fluorophenyl)methyl)phosphonate has been prepared at room temperature and characterized by ZH- NMR, 13C NMR, IR, MS, elemental analysis and X-ray single-crystal determination. The compound crystallizes in monoclinic space, group C2/c with a = 20.719(2), b = 11.8559(13), c = 18.176(2) A,β = 94.434(2)°, V= 4451.4(9) A3, Dc = 1.317 Mg/m3, Z= 8, F(000) = 1864 and μ= 0.174 mm-1. The crystal packing is stabilized by intermolecular N-H……O and O-H……O hydrogen bonds, as well as by weak π-π stacking interactions.展开更多
Novel dopamine-derivative compound,3,5-diamino-N-(3,4-dihydroxyphenethyl)benzamide(3,5-DAB)was prepared in two steps.In the first step dopamine hydrochloride was reacted with 3,5-dinitrobenzoyl chloride in the pre...Novel dopamine-derivative compound,3,5-diamino-N-(3,4-dihydroxyphenethyl)benzamide(3,5-DAB)was prepared in two steps.In the first step dopamine hydrochloride was reacted with 3,5-dinitrobenzoyl chloride in the presence of propylene oxide.In the second step reduction of nitro groups resulted in preparation of 3,5-DAB in quantitative yield.This material was characterized using conventional spectroscopic methods such as FT-IR and ~1H NMR.In addition,the redox response of a modified carbon nanotubes paste electrode of 3,5-DAB was investigated in aqueous solution at a neutral pH.The result showed that the electrode process has a quasi-reversible response,withΔE_p,greater than the(59/n) mV expected for a reversible system.Finally,the diffusion coefficient for redox process in paraffin oil matrix obtained using chronoamperometry methods.展开更多
Five new nervogenic acid derivatives(1-5) have been isolated from Liparis nervosa(Thunb.ex A.Murray) Lindl.Their structures were elucidated on the basis of extensive spectroscopic analysis,including 1D NMR,2D NMR,...Five new nervogenic acid derivatives(1-5) have been isolated from Liparis nervosa(Thunb.ex A.Murray) Lindl.Their structures were elucidated on the basis of extensive spectroscopic analysis,including 1D NMR,2D NMR,and HR-ESI-MS.展开更多
Novel aromatic-aliphatic poly(amide-imide)s containing chiral units in the main chain and hydroxyl benzamide units in the side chain have been obtained from the step-growth polymerization of 3,5-diamino-N-(4-hydrox...Novel aromatic-aliphatic poly(amide-imide)s containing chiral units in the main chain and hydroxyl benzamide units in the side chain have been obtained from the step-growth polymerization of 3,5-diamino-N-(4-hydroxyphenyl) benzamide (2) with different chiral diacid chlorides (la-le). Theoretical calculations were done by means of computational chemistry methods to narrate the stable conformation and orientation of each diacid chloride monomers under reaction conditions. These polymers were characterized by conventional techniques. The resulting polymers show good thermal stability. Other physical properties of polymers including crystallinity, inherent viscosity and morphological characteristics were also studied.展开更多
基金supported by the National Natural Science Foundation of China(No.21262012)the Natural Science Foundation of Hubei Province(No.2016CFB400)the State Undergraduate Innovative Training Program(No.201410517002)
文摘The title compound N-[5-(benzylthio)-1,3,4-thiadiazol-2-yl]-4-chlorobenzamide(C(16)H(12)ClN3OS2, Mr = 361.86) was designed and synthesized as anticancer agent, and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to triclinic, space group P1 with a = 5.7417(10), b = 9.8057(17), c = 14.330(3) A, a = 91.987(3), b = 97.154(3), γ = 93.402(3)°, V = 798.4(2) A3, Z = 2, Dc = 1.505 g/cm^3, μ = 0.507 mm-1) F(000) = 372, the final R = 0.0481 and wR = 0.1290 for 2064 observed reflections with I 〉 2s(I). In the crystal packing, the molecules form stacks by a three-dimensional framework, which results from intermolecular N(1)-H(1)···N(2) and C(5)-H(5)···N(3) hydrogen bonds together with π-π stacking interactions between the thiadiazole and chlorobenzene rings. The title compound was found to exhibit more potent in vitro antitumor activities against the four tested cancer cell lines than sorafenib.
基金Supported by the National High-Tech Research and Development Program of China(Nos.2010AA09Z203, 2010AA065104, 201005028-2)the National Natural Science Foundation of China(No. 51003099)
文摘Five benzamide deriatives containing capsaicin were synthesized which have similar structures to capsaicin. Their yield was high. The monomers synthesized were characterized by IR, 1H NMR and MS spectroscopy. Cha-racterization data are in agreement with the proposed structures of the products. These five compounds exhibit bacterial inhibition and N-[4-hydroxy-2-methyl-5-(methylthio)benzyl]benzamide(HMMBBA), for instance, shows that the minimal inhibitory concentrations(MIC) of HMMBBA are 0.125 and 0.25 mg/mL on Staphyloccocus aureus and Escherichia coli, respectively. A static test site was set up in the eighth harbor to investigate the antifouling effectiveness of the five new antifoulants. Five-month exposure experiments were performed on sets of panels coated with each of antifouling coatings, and the results were compared to that of the test panel without antifouling coating. Test boards with antifouling coating were covered with just a macroscopic fouling organism such as Balanus. The results of the present paper demonstrate that new antifoulants represent an alternative to the biocidal antifouling paint.
文摘The crystal structure of the title compound ((C 6H 5CONC 6H 4S) 2, M r =229) has been determined by X ray diffraction analysis. The crystal belongs to triclinic space group P 1 with cell parameters: a=7.957(4), b=11.570(7), c=12 335(6), α=76.68(4), β=81.48(4), γ=87.26(4)°, V=1092.9 3, Z=2, D c =1 39g/cm 3, F(000)=476, μ (Mo Kα )=2.7mm -1 . The final R factor is 0.0373 for 3764 observed reflections. The result of X ray diffraction analysis indicates that all of these single bond lengths are obviously shorter than that of standard single bond. Those atoms might take part in a conjugate system. The electrons for sp 3 hybridized S(1) and S(2) move toward two sides and the densities of electronic cloud among them are reduced and can be easily broken. The obtained results can explain the reaction mechanism of the title compound.
基金supported by the National Basic Research Program of China(2010CB126100)the National Natural Science Foundation of China(21002037 and 21172090)supported in part by the PCSIRT(No.IRT0953)
文摘A new crystal of 4-fluoro-N-(2-methyl-5-((2-(p-tolyloxy)acetamido)methyl)pyrimi- din-4-yl)benzamide has been prepared at room temperature and characterized by 1H NMR, 13C- NMR, IR, MS, elemental analysis and X-ray single-crystal determination. The compound crystallizes in monoclinic, space group P21 /c with a = 17.226(5), b = 13.934(4), c = 17.262(5), μ= 92.180(5)°, V = 4140(2) ?3, Dc = 1.311 g/cm3, Z = 8, F(000) = 1712 and ??= 0.095 mm-1. The molecular packing in the crystal is the result of N-H…ydrogen bonds.
文摘Virus nucleoprotein (NP) is an emerging target for drug development for Influenza. We designed benzamide derivatives as new inhibitors of NP that demonstrate good potency in blocking influenza A. Screening revealed that compound 39 was the most potent molecule in the series, exhibiting IC<sub>50</sub> values of 0.46 and 0.27 μM in blocking the replication of H3N2 (A/HK/8/68) and (A/WSN/33) influenza A viral strains. The observed inhibition of viral replication correlated well with cytopathic protection. Furthermore, based on computational analysis and fluorescence microscopy, it was determined that compound 39 inhibited nuclear accumulation by targeting influenza A viral nucleoproteins. Finally, the rodent pharmacokinetic profile of compound 32 displayed half-life of greater than 4 hours and bioavailability greater than 20%, suggesting this class of molecules had drug-like properties.
基金supported by the Fundamental Research Funds for the Central Universities(lzujbky-2010-137)
文摘The compound N-phenyl-N-[(o-nitrophenylacetyl)oxy]benzamide (C21HI6N2Os, Mr = 376) has been synthesized by the reaction of N-hydroxy-N-phenylbenzamide with 2-(2-nitro- phenyl)acetyl chloride in dichlorom-ethane and its structure Was characterized by 1H NMR, 13C NMR, IR, H RMS(ESI) and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group C2/c with a = 32.30(2), b = 8.400(5), c = 15.099(9) A, fl = 114.256(10)°, V = 3735(4) A3, Z = 8, D, = 1.339 g/cm3, F(000) = 1568, p = 0.097 mm-1, the final R = 0.0506 and wR = 0.1176 for 2318 observed reflections (1 〉 2a(/)). The title molecule contains three branched chains with its center placed at the midpoint of N. The phenyl ring (C(1)'-C(6)) makes a dihedral angle of 70.3(1)° with the phenyl ring (C(10)-C(15)) of benzoyl group, and 14.3(1)° with the phenyl ring (C(16) - C(21)), Hydrogen bonds C(5)-H(5)...O(1) and C(12)-H(12)...O(3) together with it-Jr stacking interactions contribute to the stability of the structure.
基金a research grant from the Higher EducationCommission of Pakistan under project No. 4-279/PAK-US/HEC 2010-917
文摘The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously confirmed by the single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the monoclinic space group P21/c with unit cell dimensions of a = 4.9369(16), b = 13.351(5), c = 20.168(7) A, β = 96.755(8)°, V= 1320.1(8) A^3 and Z=4.
基金Supported by the Fundamental Research Funds for the Central Universities(lzujbky-2010-137)Lanzhou Science and Technology Bureau Program Funds(2012-2-90)
文摘The new title compound 4-chloro-N-(2-(2-nitrophenyl)acetoxy)-N-(m-tolyl)benza- mide (C:2HI7C1N2Os, Mr = 424.82) has been synthesized via the reaction of 4-chloro-N-hydroxy-N- (m-tolyl)benzamide with 2-(2-nitrophenyl)acetyl chloride. The structure of the product was confirmed by 1H NMR, 13C NMR, IR, HRMS (ESI) and single-crystal X-ray diffraction. The title compound crystallizes in the monoclinic system, space group P21/c with a = 13.0269(10), b =6.7251(6), c = 23.9313(16) A, β = 99.931(6)°, V = 2065.1(3) A3, Z = 4, Dc = 1.366 g/cm3, F(000) = 880,μ = 0.221 mm-1, the final R = 0.0600 and wR = 0.1754 for 1981 observed reflections (I〉 20(/)). X-ray analysis indicates that the chloro-phenyl ring (C(10)℃(15)) and the methyl-substituted benzene ring (C(16)℃(21)) are not coplanar with the nitro-substituted benzene ring (C(1)--C(6)), with the dihedral angle to be 70.78° and 63.72°, respectively. Hydrogen bonds C(2)-H(2)...O(2) and C(7)-H(7B)...O(5) are observed.
文摘Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs).
文摘The crystal structure of the potential active N-[2-(6-Methoxy-2-oxo-2H-chromen-4-yl)-benzofuran-3-yl]-benzamide (C25H17NO5) (I) has been determined from single crystal X-ray diffraction data. The title compound crystallizes in the monoclinic space group P 21/n, with a = 12.0551(11), b = 9.7853(8), c = 16.6517(16) , β = 90.092(4)o, V = 1964.28(3) 3, Dcalc = 1.391 Mg/m3, Z = 4. In the structure, intermolecular H-bonds lead to the formation of a centrosymmetric dimer of the molecule. There is an intramolecular C7—H7…N1 hydrogen bond forming a closed seven membered ring. There are also intramolecular π-π interactions presented between the 3,6-Dihydro-2H-pyran ring of the chromen moiety [Cg2…Cg2 distance = 3.5812(13) ]. The packing structure is stabilized by these C—H…N, N—H…O hydrogen bonds, C—H… π and π…π interactions.
基金supported by the National Natural Science Foundation of China(Grants 30873138,81202414).
文摘A series of novel amino-substituted N-aryl benzamide analogs were synthesized and evaluated for their ability to inhibit hepatitis C virus(HCV)replication in acutely infected Huh7.5 cells.Most of the substituted N-aryl benzamide compounds showed convincing anti-HCV activities.Compounds 1f,1g and 4c exhibited potent anti-replicative activity at low micromolar levels(IC_(50)=1.0–2.0μM)with selective indices(SI)greater than 40.Mechanistic analysis indicated that the active compounds increased intracellular hA3G protein levels and inhibited HCV replication in a dose-dependent manner.The results demonstrate that this series of substituted Naryl benzamide compounds warrant further investigation as inhibitors of HCV replication.
基金We gratefully acknowledge the National Natural Science Foundation of China(Nos.21671097 and 21573106)the Fundamental Research Funds for the Central Universities for financial support.
文摘An electron-deficient[CpERhCl2]2 catalyzed annulation of N-pentafluorophenylbenzamides with internal alkynes was successfully established under mild reaction conditions,with the assistance of Lewis acid silver salt.Particularly,electron-deficient benzamide substrates were smoothly transformed into the desired products in this catalytic system.The catalytic system showed a broad tolerance for different substituents on the aromatic rings or aryl,alkyl-substituted alkynes.
基金the National Natural Science Foundation of China (20772056)Jiangsu 333 Program (for PAN Yi) for the generous financial supportsupported by the Jiangsu Key Laboratory for the Chemistry of Low-Dimensional Materials (JSKC09069)
文摘The combination of benzamide and NCS was found to be an efficient nitrogen/halogen source for aminohalogenation of β-nitrostyrenes.The reaction was convenient to carry out by using 4-dimethylaminopyridine as the catalyst,resulting in vicinal dichlorinated haloamino nitroalkanes with opposite regiochemistry to that generated from other electron-deficient olefins observed previously.The reaction proceeded smoothly at room temperature with good yields and excellent regioselectivities.A mechanism involving a chloronium intermediate was proposed to explain the resulting regiochemistry.The current system explored a new type of nitrogen sources for aminohalogenation of functionalized olefins.
基金support by the National Basic Research Program of China(973 Program)(No.2010CB126103)the National Natural Science Foundation of China(Nos.21372134,21072108,21102078)+2 种基金NFFTBS(No.J1103306)the National Key Technologies R&D Program(No.2011BAE06B05-3)Collaborative Innovation Center of Chemical Science and Engineering(Tianjin).
文摘On the basis of the principle of combination of active groups,a series of novel N-(4-([2,2':5',2''-terthiophen]-5-yl)-2-methylbut-3-yn-2-yl)benzamide derivatives were designed,synthesized and systematically evaluated for their antiviral activity against tobacco mosaic virus(TMV).The bioassay results showed that most of these compounds displayed good anti-TMV activity,and some of them exhibited higher antiviral activity than commercial Ningnanmycin.Especially,compound 8e with excellent anti-TMV activity(inactivation activity,92.3%/500μg•mL^(−1);curative activity,85.7%/500μg•mL^(−1) and protection activity,64.7%/500μg•mL^(−1))emerged as a potential inhibitor of plant virus TMV.Quantitative structure-activity relationship studies proved that the van der Waals volume(V)and electronic parameter(Σ(Σσo+σp)andΣσm)for the substituent R1 were very important for antiviral activities in this class of compounds.
基金This work was supported by the Natural Science Foundation of Tianjin(19JCYBJC20100).
文摘The deprotonative functionalization of toluenes,for their weak acidity,generally needs strong bases,thus leading to the requirement of harsh conditions and the generation of by-products.Direct nucleophilic acyl substitution reaction of amides with organometallic reagents could provide an ideal solution for ketone synthesis.However,the inert amides and highly reactive organometallic reagents bring great challenges for an efficient and selective synthetic approach.Herein,we reported an lithium diisopropylamide(LDA)-promoted benzylic aroylation of toluenes with unactivated tertiary benzamides,providing a direct and efficient synthesis of various aryl benzyl ketones.This process features a kinetic deprotonative functionalization of toluenes with a readily available base LDA.Mechanism studies revealed that the directed ortho-lithiation of the tertiary benzamide with LDA promoted the benzylic kinetic deprotonation of toluene and triggered the nucleophilic acyl substitution reaction with the amide.
基金This project was financially supported by grants from the National Natural Science Foundation of China(No.81460648)the Program for Changjiang Scholars and Innovative Research Team in University(No.IRT13095)from the Postgraduate Foundation of Yunnan University(No.YNUY201415).
文摘Nineteen alkaloids,including a new C19-diterpenoid alkaloid stapfianine A(1)and a new benzamide derivative stapfianine B(2)were isolated from the roots of Aconitum stapfianum.Their structures were established on the basis of extensive spectroscopic analyses(IR,HRESIMS,1D and 2D NMR).
基金supported by the National Basic Research Program of China(2010CB126100)the National Natural Science Foundation of China(21002037 and 21172090)The research was supported in part by the PCSIRT(No.IRT0953)
文摘A new crystal of 2-methylpropan-2-aminium methyl ((4-fluorobenzamido)(4- fluorophenyl)methyl)phosphonate has been prepared at room temperature and characterized by ZH- NMR, 13C NMR, IR, MS, elemental analysis and X-ray single-crystal determination. The compound crystallizes in monoclinic space, group C2/c with a = 20.719(2), b = 11.8559(13), c = 18.176(2) A,β = 94.434(2)°, V= 4451.4(9) A3, Dc = 1.317 Mg/m3, Z= 8, F(000) = 1864 and μ= 0.174 mm-1. The crystal packing is stabilized by intermolecular N-H……O and O-H……O hydrogen bonds, as well as by weak π-π stacking interactions.
文摘Novel dopamine-derivative compound,3,5-diamino-N-(3,4-dihydroxyphenethyl)benzamide(3,5-DAB)was prepared in two steps.In the first step dopamine hydrochloride was reacted with 3,5-dinitrobenzoyl chloride in the presence of propylene oxide.In the second step reduction of nitro groups resulted in preparation of 3,5-DAB in quantitative yield.This material was characterized using conventional spectroscopic methods such as FT-IR and ~1H NMR.In addition,the redox response of a modified carbon nanotubes paste electrode of 3,5-DAB was investigated in aqueous solution at a neutral pH.The result showed that the electrode process has a quasi-reversible response,withΔE_p,greater than the(59/n) mV expected for a reversible system.Finally,the diffusion coefficient for redox process in paraffin oil matrix obtained using chronoamperometry methods.
基金supported by the National Natural Science Foundation of China(Nos.21142004,31171695)the New Century Talents Scheme of the Ministry of Education(No. NCET-08-0820)+1 种基金Science and Technology Support Programs of Sichuan Province(No.2013SZ0083)the Fundamental Research Funds for Central Universities(Nos.SWJTU2010ZT09, SWJTU12CX048)
文摘Five new nervogenic acid derivatives(1-5) have been isolated from Liparis nervosa(Thunb.ex A.Murray) Lindl.Their structures were elucidated on the basis of extensive spectroscopic analysis,including 1D NMR,2D NMR,and HR-ESI-MS.
文摘Novel aromatic-aliphatic poly(amide-imide)s containing chiral units in the main chain and hydroxyl benzamide units in the side chain have been obtained from the step-growth polymerization of 3,5-diamino-N-(4-hydroxyphenyl) benzamide (2) with different chiral diacid chlorides (la-le). Theoretical calculations were done by means of computational chemistry methods to narrate the stable conformation and orientation of each diacid chloride monomers under reaction conditions. These polymers were characterized by conventional techniques. The resulting polymers show good thermal stability. Other physical properties of polymers including crystallinity, inherent viscosity and morphological characteristics were also studied.