The advancement of functional adhesives featuring recyclable and repairable properties is of great significance in interfacial science and engineering.Herein,a series of high-strength,recyclable fluorine-containing ad...The advancement of functional adhesives featuring recyclable and repairable properties is of great significance in interfacial science and engineering.Herein,a series of high-strength,recyclable fluorine-containing adhesives(ESOx-FPF)were designed and synthesized by crosslinking two prepolymers,FPF-B(derived from side-chain fluorinated diol,isocyanate,and aminoboric acid)and ESO-B(synthesized from biobased epoxy soybean oil and aminoboric acid),through dynamic boro-oxygen bonds.The resulting adhesive exhibited an optimal tensile strength of 42 MPa and the shear strength on steel plates reached as high as 3.89 MPa.More importantly,benefiting from the dynamic reversibility of the boron-oxygen bonds along with the hydrogen bonds interaction,ESOx-FPF can be welded with the assistance of solvents and recycled for multiple cycles.The outstanding healing efficiency and excellent reprocessability of these functional adhesives were confirmed by mechanical testing.Moreover,the as-prepared adhesives demonstrated universal and remarkable adhesion to various substrates,such as aromatic polyamide,aluminum plates and polycarbonate,meanwhile,they could be easily disassembled and recycled using ethanol without damaging the substrates surface.This study not only provides a simple strategy for the synthesis of eco-friendly adhesives with weldable and recyclable properties,but also sheds light on the development of other functional materials utilizing dynamic covalent chemistry.展开更多
A fluorine-containing polyacrylate copolymer emulsion was synthesized by a seed emulsion polymerization method, in which methyl methacrylate （MMA） and butyl acrylate （BA） were used as main monomers and hexafluorob...A fluorine-containing polyacrylate copolymer emulsion was synthesized by a seed emulsion polymerization method, in which methyl methacrylate （MMA） and butyl acrylate （BA） were used as main monomers and hexafluorobutyl methacrylate （HFMA） as fluorine-containing monomer. The structure and properties were characterized by Fourier transform infrared spectrum （FT-IR）, transmission electron microscopy （TEM）, particle size analysis, X-ray photoelectron spectroscopy （XPS）, contact angle （CA）, differential scanning calorimetry （DSC） and thermogravimetry （TG） analysis. The FTIR and TEM results showed that HFMA was effectively involved in the emulsion copolymerization, and the formed emulsion particles had a core-shell structure and a narrow particle size distribution. XPS and CA analysis revealed that a gradient concentration of fluorine existed in the depth profile of fluorine-containing emulsion film which was richer in fluorine and more hydrophobic in one side. DSC and TG analysis also showed that a clear core-shell structure existed in the fluorine-containing emulsion particles, and their film showed higher thermal stability than that of fluorine-free emulsion.展开更多
In this review, the methodologies for fluorine incorporation of 40 fluorine-containing agrochemicals that received an international standardization organization(ISO) name during the last decade are described.The predo...In this review, the methodologies for fluorine incorporation of 40 fluorine-containing agrochemicals that received an international standardization organization(ISO) name during the last decade are described.The predominant approach for fluorine introduction of these agrochemicals is to use a fluorine-containing building block. Here we present how the fluorine-containing building blocks are introduced into these agrochemicals. The synthetic methods of fluorine-containing building blocks that are not easily available are also specifically discussed. Fluoroarenes, difluomethylarenes and trifluomethylarenes are the main building blocks that have been used in this review. Fluorine-containing small molecules, such as alcohol,amine, ketoester, olefin are also widely used. The only example of late-stage fluorination is the synthesis of fungicide quinofumelin. We believe the fluorine introduction methods described here can provide ideas for the development of new and economical pesticide synthetic routes, and stimulate researchers to develop new fluorine incorporation methods and create new pesticides.展开更多
With the development of digital products,electric vehicles and energy storage technology,electronic chemicals play an increasingly prominent role in the field of new energy such as lithium-ion batteries.Electronic che...With the development of digital products,electric vehicles and energy storage technology,electronic chemicals play an increasingly prominent role in the field of new energy such as lithium-ion batteries.Electronic chemicals have attracted extensive attention in various fields.Characteristics of high-end electronic chemicals are high purity and low impurity content,which requires a very strict separation and purification process.At present,crystallization is a key technology for their separation and purification of electronic chemicals.In this work,the representative fluorine-containing compounds in cathode and anode materials,separator and electrolyte of lithium-ion batteries are introduced.The latest technologies for the preparation and purification of four kinds of fluorine-containing battery chemicals by crystallization technology are reviewed.In addition,the research prospects and suggestions are put forward for the separation of fluorine-containing battery chemicals.展开更多
In this paper, we combined high-end cationic UV-curable material with fluorinated chain obtaining a series of new fluorine-containing aromatic oxetane monomers via a mild nucleophilic substitution reaction. The struct...In this paper, we combined high-end cationic UV-curable material with fluorinated chain obtaining a series of new fluorine-containing aromatic oxetane monomers via a mild nucleophilic substitution reaction. The structures and properties of monomers were characterized using ~1 H-NMR, ^（19） F-NMR, dynamic viscosity tests and differential scanning calorimetry（DSC）. It was determined that all of the fluorinated monomers obtained had much lower viscosity and higher thermostability after the introduction of hexafluorobenzene. Then, UV-curable coatings were prepared using four fluorine-containing aromatic oxetane monomers（FOX1-4）; the UV-curing kinetics, with three kinds of initiators, and properties of the cured films were evaluated using real-time Fourier transform infrared（FTIR） spectroscopy, water and diiodomethane contact angle tests, surface energy calculations and scanning electron microscopy（SEM）. The FTIR spectroscopy results showed that the coatings possessed excellent conversion rate（〉 99% with liquid initiator PAG-201 in 150 s）, and as the fluorine content increased, the monomers exhibited decreased mobility with the increasing viscosity and worse solubility with fluorinated monomers, resulting in a lower conversion rate. Moreover, the coatings possessed favorable hydrophobic and oleophobic properties and low surface energies owing to the fluoride chains floating to the membrane-air interface, which was also confirmed by discrete concave structures in SEM images. These new kinds of monomers can replace traditional fluorinated cationic monomers applied to the fingerprint resistant, fouling resistant, scratch resistant and anti-aging coatings, adhesives or printing ink materials.展开更多
In this article, the synthesis and characterization of a novel fluoromonomer and its copolymer with acrylamide is reported. 2-perfluoroamyl-4-hydroxylquinoline 2 was synthesized from ethyl 2, 2-dihydroperfluoroheptano...In this article, the synthesis and characterization of a novel fluoromonomer and its copolymer with acrylamide is reported. 2-perfluoroamyl-4-hydroxylquinoline 2 was synthesized from ethyl 2, 2-dihydroperfluoroheptanoate in high yields. The monomer 4 was then synthesized from 2 in two steps readily in high yields. Synthesis and characterization of copolymers of acrylamide (AM) and the fluoromonomer were investigated. The composition and intrinsic viscosity of these copolymers were studied. It was found that the rheological properties of aqueous solutions of polyacrylamide were modified significantly when a small proportion of the fluoromonomer 4 was incorporated on investigating the viscosity-concentration profiles, pseudoplasticity of these solutions and the effect of the presence of surfactant. These results could be explained by the hydrophobic association of the fluorocarbon segments in the aqueous solutions of these copolymers.展开更多
A series of novel fluorine-containing acrylates 6a-6g were synthesized via the condensation of ethyl cyanoacetate and trifluoroacetic anhydride, followed by chloridization and the coupling reaction with amines. These ...A series of novel fluorine-containing acrylates 6a-6g were synthesized via the condensation of ethyl cyanoacetate and trifluoroacetic anhydride, followed by chloridization and the coupling reaction with amines. These new compounds exhibited some biological activity as preliminary bioassay indicated. A plausible reaction mechanism was outlined and discussed.展开更多
Bisphenol A dicyanate ester resins modified by fluorine-containing liquid crystal compound(LCFE)are applied as polymer matrix(LCFE-BADCy),poly(p-phenylene-2,6-benzobisoxazole)(PBO)fibers as rein-forcements,and fluorin...Bisphenol A dicyanate ester resins modified by fluorine-containing liquid crystal compound(LCFE)are applied as polymer matrix(LCFE-BADCy),poly(p-phenylene-2,6-benzobisoxazole)(PBO)fibers as rein-forcements,and fluorine/adamantane PBO precursor(pre FABPBO)as interfacial compatibilizer to prepare the corresponding PBO fibers/FABPBO/LCFE-BADCy wave-transparent laminated composites.LCFE could improve the order degree of BADCy cured network,in favor of enhancing the wave-transparent perfor-mance,mechanical properties,and intrinsic thermal conductivity.The dielectric constant and dielectric loss of PBO fibers/FABPBO/LCFE-BADCy composites are highly temperature(25–200℃)and frequency(10^(4)–10^(7) Hz and 8.2–12.4 GHz)stable with the value of 2.49 and 0.003 under 10^(6) Hz at 25℃,and the corresponding wave transmission efficiency is 95.0%,higher than that of 92.5%for PBO fibers/BADCy com-posites.The interlamellar shear strength and flexural strength are respectively 50.7 MPa and 682.5 MPa,38.1%and 16.2%higher than those of PBO fibers/BADCy composites.Besides,the volume resistivity,breakdown voltage,heat resistance index,glass transition temperature,flame retardant grade,and ul-timate oxygen index of PBO fibers/FABPBO/LCFE-BADCy composites are respectively 5.3×10^(15)Ωcm,29.75 kV/mm,217.2℃,245.7℃,V-1 grade,and 33.6%,expected to be performed as a new generation of“lightweight/loading/wave-transparent”electromagnetic window materials in advanced military weapons and civil communication base station.展开更多
Nitroalkanes react smoothly with CF_3CCl_2COCH=CHPh via Michael addition in the presence of inorganic bases such as KF/Al2O3 or K2CO3, giving fluorinecontaining γ-nitro ketones in good yields.
Poly（ether ether ketone）s（PEEK） are a class of high performance engineering thermoplastics known for their excellent thermal, mechanical, and electrical properties. This class of advanced materials has currently r...Poly（ether ether ketone）s（PEEK） are a class of high performance engineering thermoplastics known for their excellent thermal, mechanical, and electrical properties. This class of advanced materials has currently received considerable attention for potential application in aerospace, electronics, automobile and other high technology fields. However, it is difficult for PEEK to be processed because of their high melting temperature and poor solubility.展开更多
Nine new fluorine-containing drugs have been approved by the US Food and Drug Administration(FDA)in 2021,which are presented in this review article.These small molecular drugs feature aromatic fluorine,trifluoromethyl...Nine new fluorine-containing drugs have been approved by the US Food and Drug Administration(FDA)in 2021,which are presented in this review article.These small molecular drugs feature aromatic fluorine,trifluoromethyl and chlorodifluoro groups.The therapeutic areas of these fluorine-containing drugs include multiple myeloma,lymphoma,HIV,chronic heart failure,chronic myeloid leukemia,(ANCA)-associated vasculitis,migraines,von Hippel-Lindau disease,and non-small cell lung cancer.The brief biological activities and the synthetic methods have been discussed in this review for each of these nine drugs.展开更多
This review profiles twelve fluorine-containing drugs approved by the US Food and Drug Administration(FDA) for the clinic in 2023.These small molecule drugs represent such therapeutic areas as cancer,neuromuscular dis...This review profiles twelve fluorine-containing drugs approved by the US Food and Drug Administration(FDA) for the clinic in 2023.These small molecule drugs represent such therapeutic areas as cancer,neuromuscular disorder,immunodeficiency,virology,and infectious diseases.Medicinal chemistry discovery,biological activity,and synthetic routes have been discussed for each drug.Also,new trends in structural positioning,functionality,and degree of fluorination are discussed.Besides fluorination,the importance of amino acid residues and chirality in the design of new pharmaceuticals is highlighted.展开更多
2-Fluoroalkyl-4-hydroxy-quinolines were easily obtained from the reactions of 2-(F-alkyl)acetates with aromatic amines in the presence of Et_3N,followed by cyclization of the intermediates with PPA.
A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2-[(S)1-phenylethyl-carbamoyl] pyrrolidine-1-carboxylic acid 4-nitrobenzylester was developed. Due to the effect of spat...A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2-[(S)1-phenylethyl-carbamoyl] pyrrolidine-1-carboxylic acid 4-nitrobenzylester was developed. Due to the effect of spatial hindrance, only the (2S,4S) diastereomer 3 wasobtained by coupling 1 and the inexpensive racemic 2 catalyzed by EEDQ.展开更多
Aluminium is widely used as an antimicrobial coagulant,food additive,and cookware.However,many reports indicate that aluminium may be a critical factor in many amyloid diseases,such as Alzheimer’s disease and Parkin...Aluminium is widely used as an antimicrobial coagulant,food additive,and cookware.However,many reports indicate that aluminium may be a critical factor in many amyloid diseases,such as Alzheimer’s disease and Parkinson’s disease.Unfortunately,the underlying mechanism is still poorly understood,which limits efforts to prevent and treat these diseases.In this paper,using an ab initio method,we studied the interaction of Al-backbone ring structure with theπ-electron-rich sidechains of His,Phe,Trp,and Tyr.We found that in the absence of water,the Al-backbone ring can stably bind with those sidechains.In the presence of water,the Al-backbone ring can bind to the His sidechain and cannot bind to the other sidechains.As revealed by further investigations,this could be attributed to the fact that there was a coordinate bond of the Al-backbone ring with the His sidechain,while there were theπ-πstacking and cation-π-like interactions with the other sidechains.These findings potentially provide a molecular understanding of Al-related toxicity,and may be helpful in designing drugs for those aforementioned aluminum-linked diseases and encourage treatment of Al-polluted water.展开更多
利用偶发分枝杆菌(Mycobacterium fortuitum)CICC 10279发酵断甾醇侧链进行定向菌株筛选;对选出的具有较高甾醇降解活性的菌株,借助TLC法开展多批次生物降解实验过程研究;并重点对积累9α-羟基雄烯二酮(9α-OH-AD)化合物的菌株稳定性及...利用偶发分枝杆菌(Mycobacterium fortuitum)CICC 10279发酵断甾醇侧链进行定向菌株筛选;对选出的具有较高甾醇降解活性的菌株,借助TLC法开展多批次生物降解实验过程研究;并重点对积累9α-羟基雄烯二酮(9α-OH-AD)化合物的菌株稳定性及转化过程进行考察;在此基础上利用选出的22号菌株分别进行底物为胆固醇和植物甾醇的半微量制备实验.结果显示,分离的样品具有高纯度,HPLC分析为95.7%;TLC、HPLC、MS、1H N M R、13C N M R、i.r.等光谱数据分析结构确证其为9α-OH-A D;半微量制备实验以胆固醇或植物甾醇为底物,9α-OH-A D重量收得率分别可达34.0%和30.8%.本研究可能为高效含卤(氟,氯)皮质激素药物工业生产提供了一种很有用处的中间体.展开更多
基金financially supported by the Natural Science Foundation of Shandong Province(No.ZR2022MB034)。
文摘The advancement of functional adhesives featuring recyclable and repairable properties is of great significance in interfacial science and engineering.Herein,a series of high-strength,recyclable fluorine-containing adhesives(ESOx-FPF)were designed and synthesized by crosslinking two prepolymers,FPF-B(derived from side-chain fluorinated diol,isocyanate,and aminoboric acid)and ESO-B(synthesized from biobased epoxy soybean oil and aminoboric acid),through dynamic boro-oxygen bonds.The resulting adhesive exhibited an optimal tensile strength of 42 MPa and the shear strength on steel plates reached as high as 3.89 MPa.More importantly,benefiting from the dynamic reversibility of the boron-oxygen bonds along with the hydrogen bonds interaction,ESOx-FPF can be welded with the assistance of solvents and recycled for multiple cycles.The outstanding healing efficiency and excellent reprocessability of these functional adhesives were confirmed by mechanical testing.Moreover,the as-prepared adhesives demonstrated universal and remarkable adhesion to various substrates,such as aromatic polyamide,aluminum plates and polycarbonate,meanwhile,they could be easily disassembled and recycled using ethanol without damaging the substrates surface.This study not only provides a simple strategy for the synthesis of eco-friendly adhesives with weldable and recyclable properties,but also sheds light on the development of other functional materials utilizing dynamic covalent chemistry.
基金Supported by the National Natural Science Foundation of China （20476035, 20846003）.
文摘A fluorine-containing polyacrylate copolymer emulsion was synthesized by a seed emulsion polymerization method, in which methyl methacrylate （MMA） and butyl acrylate （BA） were used as main monomers and hexafluorobutyl methacrylate （HFMA） as fluorine-containing monomer. The structure and properties were characterized by Fourier transform infrared spectrum （FT-IR）, transmission electron microscopy （TEM）, particle size analysis, X-ray photoelectron spectroscopy （XPS）, contact angle （CA）, differential scanning calorimetry （DSC） and thermogravimetry （TG） analysis. The FTIR and TEM results showed that HFMA was effectively involved in the emulsion copolymerization, and the formed emulsion particles had a core-shell structure and a narrow particle size distribution. XPS and CA analysis revealed that a gradient concentration of fluorine existed in the depth profile of fluorine-containing emulsion film which was richer in fluorine and more hydrophobic in one side. DSC and TG analysis also showed that a clear core-shell structure existed in the fluorine-containing emulsion particles, and their film showed higher thermal stability than that of fluorine-free emulsion.
基金National Natural Science Foundation of China (Nos.21732002,22077071)Frontiers Science Center for New Organic Matter,Nankai University (No.63181206) for generous financial support for our programs。
文摘In this review, the methodologies for fluorine incorporation of 40 fluorine-containing agrochemicals that received an international standardization organization(ISO) name during the last decade are described.The predominant approach for fluorine introduction of these agrochemicals is to use a fluorine-containing building block. Here we present how the fluorine-containing building blocks are introduced into these agrochemicals. The synthetic methods of fluorine-containing building blocks that are not easily available are also specifically discussed. Fluoroarenes, difluomethylarenes and trifluomethylarenes are the main building blocks that have been used in this review. Fluorine-containing small molecules, such as alcohol,amine, ketoester, olefin are also widely used. The only example of late-stage fluorination is the synthesis of fungicide quinofumelin. We believe the fluorine introduction methods described here can provide ideas for the development of new and economical pesticide synthetic routes, and stimulate researchers to develop new fluorine incorporation methods and create new pesticides.
基金supported by National Natural Science Foundation of China(2193000361).
文摘With the development of digital products,electric vehicles and energy storage technology,electronic chemicals play an increasingly prominent role in the field of new energy such as lithium-ion batteries.Electronic chemicals have attracted extensive attention in various fields.Characteristics of high-end electronic chemicals are high purity and low impurity content,which requires a very strict separation and purification process.At present,crystallization is a key technology for their separation and purification of electronic chemicals.In this work,the representative fluorine-containing compounds in cathode and anode materials,separator and electrolyte of lithium-ion batteries are introduced.The latest technologies for the preparation and purification of four kinds of fluorine-containing battery chemicals by crystallization technology are reviewed.In addition,the research prospects and suggestions are put forward for the separation of fluorine-containing battery chemicals.
基金financially supported by the National Natural Science Foundation of China (No. 21574014)
文摘In this paper, we combined high-end cationic UV-curable material with fluorinated chain obtaining a series of new fluorine-containing aromatic oxetane monomers via a mild nucleophilic substitution reaction. The structures and properties of monomers were characterized using ~1 H-NMR, ^（19） F-NMR, dynamic viscosity tests and differential scanning calorimetry（DSC）. It was determined that all of the fluorinated monomers obtained had much lower viscosity and higher thermostability after the introduction of hexafluorobenzene. Then, UV-curable coatings were prepared using four fluorine-containing aromatic oxetane monomers（FOX1-4）; the UV-curing kinetics, with three kinds of initiators, and properties of the cured films were evaluated using real-time Fourier transform infrared（FTIR） spectroscopy, water and diiodomethane contact angle tests, surface energy calculations and scanning electron microscopy（SEM）. The FTIR spectroscopy results showed that the coatings possessed excellent conversion rate（〉 99% with liquid initiator PAG-201 in 150 s）, and as the fluorine content increased, the monomers exhibited decreased mobility with the increasing viscosity and worse solubility with fluorinated monomers, resulting in a lower conversion rate. Moreover, the coatings possessed favorable hydrophobic and oleophobic properties and low surface energies owing to the fluoride chains floating to the membrane-air interface, which was also confirmed by discrete concave structures in SEM images. These new kinds of monomers can replace traditional fluorinated cationic monomers applied to the fingerprint resistant, fouling resistant, scratch resistant and anti-aging coatings, adhesives or printing ink materials.
基金Project supported by National Natural Science Foundation,Grant approval numbers 29472074 and 29632003
文摘In this article, the synthesis and characterization of a novel fluoromonomer and its copolymer with acrylamide is reported. 2-perfluoroamyl-4-hydroxylquinoline 2 was synthesized from ethyl 2, 2-dihydroperfluoroheptanoate in high yields. The monomer 4 was then synthesized from 2 in two steps readily in high yields. Synthesis and characterization of copolymers of acrylamide (AM) and the fluoromonomer were investigated. The composition and intrinsic viscosity of these copolymers were studied. It was found that the rheological properties of aqueous solutions of polyacrylamide were modified significantly when a small proportion of the fluoromonomer 4 was incorporated on investigating the viscosity-concentration profiles, pseudoplasticity of these solutions and the effect of the presence of surfactant. These results could be explained by the hydrophobic association of the fluorocarbon segments in the aqueous solutions of these copolymers.
基金The project supported by the National Natural Science Foundation of China(No.2017203 1)the Chinese Research Fund for the Doctoral Pr ogram of High Education.
文摘A series of novel fluorine-containing acrylates 6a-6g were synthesized via the condensation of ethyl cyanoacetate and trifluoroacetic anhydride, followed by chloridization and the coupling reaction with amines. These new compounds exhibited some biological activity as preliminary bioassay indicated. A plausible reaction mechanism was outlined and discussed.
基金The authors are grateful for the support and funding from National Scientific Research Project(Basis Strengthening Plan)State Key Laboratory of Solidification Processing in NWPU(No.SKLSP202103).
文摘Bisphenol A dicyanate ester resins modified by fluorine-containing liquid crystal compound(LCFE)are applied as polymer matrix(LCFE-BADCy),poly(p-phenylene-2,6-benzobisoxazole)(PBO)fibers as rein-forcements,and fluorine/adamantane PBO precursor(pre FABPBO)as interfacial compatibilizer to prepare the corresponding PBO fibers/FABPBO/LCFE-BADCy wave-transparent laminated composites.LCFE could improve the order degree of BADCy cured network,in favor of enhancing the wave-transparent perfor-mance,mechanical properties,and intrinsic thermal conductivity.The dielectric constant and dielectric loss of PBO fibers/FABPBO/LCFE-BADCy composites are highly temperature(25–200℃)and frequency(10^(4)–10^(7) Hz and 8.2–12.4 GHz)stable with the value of 2.49 and 0.003 under 10^(6) Hz at 25℃,and the corresponding wave transmission efficiency is 95.0%,higher than that of 92.5%for PBO fibers/BADCy com-posites.The interlamellar shear strength and flexural strength are respectively 50.7 MPa and 682.5 MPa,38.1%and 16.2%higher than those of PBO fibers/BADCy composites.Besides,the volume resistivity,breakdown voltage,heat resistance index,glass transition temperature,flame retardant grade,and ul-timate oxygen index of PBO fibers/FABPBO/LCFE-BADCy composites are respectively 5.3×10^(15)Ωcm,29.75 kV/mm,217.2℃,245.7℃,V-1 grade,and 33.6%,expected to be performed as a new generation of“lightweight/loading/wave-transparent”electromagnetic window materials in advanced military weapons and civil communication base station.
文摘Nitroalkanes react smoothly with CF_3CCl_2COCH=CHPh via Michael addition in the presence of inorganic bases such as KF/Al2O3 or K2CO3, giving fluorinecontaining γ-nitro ketones in good yields.
基金Supported by the Natural Science Foundation of Beij ing City,China(No.2062021)
文摘Poly（ether ether ketone）s（PEEK） are a class of high performance engineering thermoplastics known for their excellent thermal, mechanical, and electrical properties. This class of advanced materials has currently received considerable attention for potential application in aerospace, electronics, automobile and other high technology fields. However, it is difficult for PEEK to be processed because of their high melting temperature and poor solubility.
基金the financial support from the National Natural Science Foundation of China(No.21761132021)the Qing-Lan Project of Jiangsu Province(for Han)IKERBASQUE,Basque Foundation for Science(for Soloshonok)。
文摘Nine new fluorine-containing drugs have been approved by the US Food and Drug Administration(FDA)in 2021,which are presented in this review article.These small molecular drugs feature aromatic fluorine,trifluoromethyl and chlorodifluoro groups.The therapeutic areas of these fluorine-containing drugs include multiple myeloma,lymphoma,HIV,chronic heart failure,chronic myeloid leukemia,(ANCA)-associated vasculitis,migraines,von Hippel-Lindau disease,and non-small cell lung cancer.The brief biological activities and the synthetic methods have been discussed in this review for each of these nine drugs.
基金support from the National Natural Science Foundation of China (No.21761132021)the Qing-Lan Project of Jiangsu Province (for Han) and IKERBASQUE,Basque Foundation for Science (for Soloshonok)。
文摘This review profiles twelve fluorine-containing drugs approved by the US Food and Drug Administration(FDA) for the clinic in 2023.These small molecule drugs represent such therapeutic areas as cancer,neuromuscular disorder,immunodeficiency,virology,and infectious diseases.Medicinal chemistry discovery,biological activity,and synthetic routes have been discussed for each drug.Also,new trends in structural positioning,functionality,and degree of fluorination are discussed.Besides fluorination,the importance of amino acid residues and chirality in the design of new pharmaceuticals is highlighted.
基金This work was partially supported by the National Natural Science Foundation of China.
文摘2-Fluoroalkyl-4-hydroxy-quinolines were easily obtained from the reactions of 2-(F-alkyl)acetates with aromatic amines in the presence of Et_3N,followed by cyclization of the intermediates with PPA.
文摘A stereoselective and economic synthesis of the carbapenem sidechain (2S, 4S)-4-ace-tylsulphanyl-2-[(S)1-phenylethyl-carbamoyl] pyrrolidine-1-carboxylic acid 4-nitrobenzylester was developed. Due to the effect of spatial hindrance, only the (2S,4S) diastereomer 3 wasobtained by coupling 1 and the inexpensive racemic 2 catalyzed by EEDQ.
基金Supported by National Natural Science Foundation of China(Nos.11174310 and 11290164)the Key Research Program of Chinese Academy of Sciences(No.KJZD-EW-M03)
文摘Aluminium is widely used as an antimicrobial coagulant,food additive,and cookware.However,many reports indicate that aluminium may be a critical factor in many amyloid diseases,such as Alzheimer’s disease and Parkinson’s disease.Unfortunately,the underlying mechanism is still poorly understood,which limits efforts to prevent and treat these diseases.In this paper,using an ab initio method,we studied the interaction of Al-backbone ring structure with theπ-electron-rich sidechains of His,Phe,Trp,and Tyr.We found that in the absence of water,the Al-backbone ring can stably bind with those sidechains.In the presence of water,the Al-backbone ring can bind to the His sidechain and cannot bind to the other sidechains.As revealed by further investigations,this could be attributed to the fact that there was a coordinate bond of the Al-backbone ring with the His sidechain,while there were theπ-πstacking and cation-π-like interactions with the other sidechains.These findings potentially provide a molecular understanding of Al-related toxicity,and may be helpful in designing drugs for those aforementioned aluminum-linked diseases and encourage treatment of Al-polluted water.
文摘利用偶发分枝杆菌(Mycobacterium fortuitum)CICC 10279发酵断甾醇侧链进行定向菌株筛选;对选出的具有较高甾醇降解活性的菌株,借助TLC法开展多批次生物降解实验过程研究;并重点对积累9α-羟基雄烯二酮(9α-OH-AD)化合物的菌株稳定性及转化过程进行考察;在此基础上利用选出的22号菌株分别进行底物为胆固醇和植物甾醇的半微量制备实验.结果显示,分离的样品具有高纯度,HPLC分析为95.7%;TLC、HPLC、MS、1H N M R、13C N M R、i.r.等光谱数据分析结构确证其为9α-OH-A D;半微量制备实验以胆固醇或植物甾醇为底物,9α-OH-A D重量收得率分别可达34.0%和30.8%.本研究可能为高效含卤(氟,氯)皮质激素药物工业生产提供了一种很有用处的中间体.
