- Synthesis and antibacterial activity of some N-(3-hydroxy-2-pyridyl) benzamides
-
N-(3-Hydroxy-2-pyridyl)benzamides 3(a-J) were synthesized under weak basic solution by reacting of 2-amino-3-pyridinol and an appropriate carboxylic acid chloride, obtained by reaction of carboxylic acids with thionyl chloride. The microbiological activity of these compounds was tested in vitro against Escherichia Coil (PTCC 1338), Pseudomonas aeruginosa (PTCC 1074), Entrococcus faecalis (PTCC 1237) and Staphylococcus aureus (PTCC 1119) bacteria. Compounds 3a, 3e and 3f were the active benzamide derivatives against the Ef and Sa bacteria with a MIC value of 128 μg/ml. Compound 3g was the active entry against Ec and Pa bacteria with a MIC value of 128 μg/.
- Mobinikhaledi,Forughifar,Shariatzadeh,Fallah
-
-
Read Online
- Reactivity of (2-alkenyl-3-pentene-1,5-diyl)iron complexes: Preparation of functionalized vinylcyclopropanes and cycloheptadienes
-
(Chemical Equation Presented) The reactivity of (2-alkenyl-3-pentene-1,5- diyl)iron complexes toward olefin metathesis, cycloaddition, and mild oxidations (MnO2 or mCPBA) was examined. Cycloaddition reactions were observed to occur with modest
- Pandey, Rajesh K.,Wang, Lizhu,Wallock, Nathaniel J.,Lindeman, Sergey,Donaldson, William A.
-
-
Read Online
- Chemically assisted directed assembly of carbon nanotubes for the fabrication of large-scale device arrays
-
We report the directed assembly of single-walled carbon nanotubes (SWCNTs) at lithographically defined positions on gate oxide surfaces, allowing for the high yield (～90%) and parallel fabrication of SWCNT device arrays. SWCNTs were first chemically funct
- Tulevski, George S.,Hannon, James,Afzali, Ali,Chen, Zhihong,Avouris, Phaedon,Kagan, Cherie R.
-
-
Read Online
- One-step Conversion of Amides and Esters to Acid Chlorides with PCl3
-
A general and efficient iodine-promoted chlorination of amides and esters with phosphorus trichloride is described. For the first time. Various inactivated amides including secondary and tertiary amides were directly converted to the corresponding acid chlorides in one-step. The substrate scope of methyl esters including aromatic and aliphatic esters was also explored under this system. This method is simple, scalable and wide in scope, which provides an approach to preparation of these acid chlorides.
- Li, Fangshao,Wu, Xiaofang,Guo, Fengzhe,Tang, Zi-Long,Xiao, Jing
-
supporting information
p. 4314 - 4317
(2021/07/16)
-
- Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters
-
A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.
- Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.
-
supporting information
p. 7915 - 7922
(2021/05/03)
-
- Stereoselective Synthesis of a cis-Cedrane-8,9-diol as a Key Intermediate for an Amber Odorant
-
The naturally occurring (-)-α-cedrene exhibits a weak woody and cedarlike odor. In contrast, cis-cedrene acetonide, which is a derivative of cedrene, is an extremely powerful semisynthetic aroma molecule. The current process starting from cedrene yields cis-cedrene acetonide in an overall yield of 99% yield.
- Stefanow, Vivian,Grandane, Aiga,Eh, Marcus,Panten, Johannes,Spannenberg, Anke,Werner, Thomas
-
supporting information
p. 89 - 97
(2021/01/09)
-
- Immobilization of (l)-valine and (l)-valinol on SBA-15 nanoporous silica and their application as chiral heterogeneous ligands in the Cu-catalyzed asymmetric allylic oxidation of alkenes
-
SBA-15 nanoporous silica was synthesized by hydrothermal method using P123 surfactant and tetraethoxyortosilicate in acidic condition and then functionalized by 3-chloropropyltrimethoxysilane. Next, by immobilization of chiral amino acid (S)-2-amino-3-methyl butanoic acid (l-valine) and chiral amino alcohol (S)-2-amino-3-methylbutane-1-ol (l-valinol), preparedviathe reduction ofl-valine by NaBH4/I2in THF, on functionalized-SBA-15, chiral heterogeneous ligands AL*-i-Pr-SBA-15 and AA*-i-Pr-SBA-15 were prepared and characterized by FT-IR, XRD, TGA, EDX, SEM, BET-BJH techniques. The asymmetric allylic oxidation of alkenes was done using copper-complexes of these ligands and the as-synthesized peresters. The reactions were optimized by varying various parameters such as temperature, solvent, amount of chiral heterogeneous ligand, as well as the type and amount of copper salt. Under optimized conditions, 6 mg of AL*-i-Pr-SBA-15 and 3.2 mol% of Cu(CH3CN)4PF6in acetonitrile at 50 °C, the chiral allylic ester was obtained with 80% yield and 39% enantiomeric excess in 24 h. The recyclability of the chiral heterogeneous catalysts was also evaluated without significant reduction in the reaction results up to three runs.
- Ashouri, Akram,Mahramasrar, Mahsa,Majidian, Shiva,Rashid, Hersh I,Samadi, Saadi
-
supporting information
p. 17630 - 17641
(2021/10/04)
-
- 1, 8-naphthalic anhydride derivatives containing 8-(benzoylamino) quinoline as well as synthesis and application thereof
-
The invention discloses naphthalene anhydride derivatives containing 8-(benzoylamino) quinoline as well as a preparation method and application thereof, and belongs to the field of biological organicsynthesis. According to the naphthalic anhydride derivat
- -
-
Paragraph 0016; 0024-0026
(2021/02/20)
-
- Carbon dots as photocatalysts for organic synthesis: Metal-free methylene-oxygen-bond photocleavage
-
We report for the first time that irradiation of four different citric acid-derived carbon dots (CDs), in the absence of any other redox mediators, promotes an organic reaction. In this proof-of-concept study methylene-oxygen bond reductive photocleavage in N-methyl-4-picolinium esters is demonstrated. Cyclic voltammetry and UV-Vis spectra of the CDs and of the esters indicate that photocleavage reactivity correlates with the redox properties and the relative energies expressed in the Fermi scale. A photo-fragmentation mechanism is proposed. This study offers a new possibility to employ inexpensive and readily available CDs to promote photo-organic reactions.
- Cailotto, Simone,Negrato, Matteo,Daniele, Salvatore,Luque, Rafael,Selva, Maurizio,Amadio, Emanuele,Perosa, Alvise
-
supporting information
p. 1145 - 1149
(2020/03/11)
-
- Design, synthesis and biological evaluation of anthranilamide derivatives as potent SMO inhibitors
-
A series of anthranilamide derivatives were designed and synthesized as novel smoothened (SMO) inhibitors based on the SMO inhibitor taladegib (LY2940680), which can also inhibit the SMO-D473H mutant, via a ring-opening strategy. The phthalazine core in LY2940680 was replaced with anthranilamide, which retained the inhibitory activity towards the hedgehog (Hh) signaling pathway as evidenced by a dual luciferase reporter gene assay. Compound 12a displayed the best inhibitory activity against the Hh signaling pathway with IC50 value of 34.09 nM, and exhibited better proliferation inhibitory activity towards the Daoy cell line (IC50 = 0.48 μM) than LY2940680 (IC50 = 0.79 μM).
- Ji, Dezhong,Xu, Yungen,Zhang, Jing-Jing,Zhang, Wanwan
-
-
- Visible light-induced transformation of aldehydes to esters, carboxylic anhydrides and amides
-
A transition metal- and organophotocatalyst free synthesis of esters, carboxylic anhydrides and amides from aldehydes induced by visible-light has been reported. The proposed methodology can be carried out by the use of sunlight or artificial visible light as a blue LED source. The methodology has a very broad applicability and the desired products are obtained in very satisfactory yields.
- Gaspa, Silvia,Raposo, Inês,Pereira, Leonor,Mulas, Gabriele,Ricci, Pier Carlo,Porcheddu, Andrea,De Luca, Lidia
-
supporting information
p. 10711 - 10715
(2019/07/15)
-
- Method for synthesizing paranitrobenzoyl chloride through solvent
-
The invention belongs to the field of fine chemical engineering, and particularly relates to a method for synthesizing paranitrobenzoyl chloride through a solvent. In the method for synthesizing paranitrobenzoyl chloride through the solvent, p-nitrobenzoi
- -
-
Paragraph 0020-0031
(2019/01/23)
-
- Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides
-
Current methods for functional group interconversion have, for the most part, relied on relatively strong driving forces which often require highly reactive reagents to generate irreversibly a desired product in high yield and selectivity. These approaches generally prevent the use of the same catalytic strategy to perform the reverse reaction. Here we describe a catalytic functional group metathesis approach to interconvert, under CO-free conditions, two synthetically important classes of electrophiles that are often employed in the preparation of pharmaceuticals and agrochemicals—aroyl chlorides (ArCOCl) and aryl iodides (ArI). Our reaction design relies on the implementation of a key reversible ligand C–P bond cleavage event, which enables a non-innocent, metathesis-active phosphine ligand to mediate a rapid aryl group transfer between the two different electrophiles. Beyond enabling a practical and safer approach to the interconversion of ArCOCl and ArI, this type of ligand non-innocence provides a blueprint for the development of a broad range of functional group metathesis reactions employing synthetically relevant aryl electrophiles.
- Lee, Yong Ho,Morandi, Bill
-
p. 1016 - 1022
(2018/09/06)
-
- SMALL MOLECULE ACTIVATORS OF NICOTINAMIDE PHOSPHORIBOSYLTRANSFERASE (NAMPT) AND USES THEREOF
-
Provided herein are small molecule activators of Nicotinamide Phosphoribosyltransferase (NAMPT), compositions comprising the compounds, and methods of using the compounds and compositions.
- -
-
Paragraph 00352; 00365; 00379
(2018/08/03)
-
- An Efficient Synthesis of New 2-Aryl-5-phenylazenyl-1,3,4-oxadiazole Derivatives from N, N' -Diarylcarbonohydrazides
-
A series of new 1,3,4-oxadiazoles conjugated to aromatic substituents by an azo linker was synthesized in a four-step reaction sequence, involving cyclodehydration of a N, N' -diacylhydrazine fragment and dehydrogenation of the neighboring hydrazine fragm
- Kedzia, Anna,Jasiak, Karolina,Kudelko, Agnieszka
-
supporting information
p. 1745 - 1748
(2018/06/26)
-
- Identification of new pyrrolo[2,3-d]pyrimidines as potent VEGFR-2 tyrosine kinase inhibitors: Design, synthesis, biological evaluation and molecular modeling
-
Vascular endothelial growth factor receptor-2 (VEGFR-2) plays a crucial role in cancer angiogenesis. In the current study, a series of novel pyrrolo[2,3-d]pyrimidine based-compounds was designed and synthesized as VEGFR-2 inhibitors, in accordance to the structure activity relationship (SAR) studies of known type II VEGFR-2 inhibitors. The newly synthesized compounds were evaluated for their ability to inhibit VEGFR-2 kinase enzyme in vitro. All the tested compounds demonstrated highly potent dose-related VEGFR-2 inhibition with IC50 values in nanomolar range. Among these compounds, pyrrolo[2,3-d]pyrimidine derivatives carrying biaryl urea moieties (12d and 15c) exhibited IC50 values of 11.9 and 13.6 nM respectively. Additionally, most of the newly synthesized final compounds were tested on 60 human cancer cell lines. Docking of these compounds into the inactive conformation of VEGFR-2 was performed which showed comparable binding modes to that of the FDA approved VEGFR-2 kinase inhibitors. These newly discovered potent kinase inhibitors could be considered as potential candidates for the development of new targeted anticancer agent.
- Adel, Mai,Serya, Rabah A.T.,Lasheen, Deena S.,Abouzid, Khaled A.M.
-
p. 612 - 629
(2018/09/29)
-
- Synthesis method of 4-aminobenzamide
-
The invention provides a synthesis method of 4-aminobenzamide. The synthesis method comprises the following steps: (1) preparing a container, adding p-nitrobenzoic acid, triphosgene, and a solvent into the container to carry out reactions, after reactions, collecting the solvent, and obtaining p-nitrobenzoyl chloride; (2) preparing a reaction container, adding ammonia water and a phase-transfer catalyst, and dropwise adding a toluene solution of p-nitrobenzoyl chloride to obtain p-nitrobenzamide; and (3) preparing a reactor, adding p-nitrobenzamide, and adding water and a catalyst to obtain 4-aminobenzamide. The method has the advantages that the using amount of raw materials is little, the reaction speed is fast, the hydrogen chloride gas generated in reactions can be absorbed by water to prepare hydrochloric acid, which can be used in other fields, the production cost is effectively reduced; the hydrogenation method is used to replace iron powder method to carry out reduction reactions, the production cost is reduced, no solid waste is generated, the labor strength is largely reduced, the technology is environment-friendly and the economic benefit is good.
- -
-
Paragraph 0024
(2017/09/01)
-
- The Conversion of tert-Butyl Esters to Acid Chlorides Using Thionyl Chloride
-
The reaction of tert-butyl esters with SOCl2 at room temperature provides acid chlorides in unpurified yields of 89% or greater. Benzyl, methyl, ethyl, and isopropyl esters are essentially unreactive under these conditions, allowing for the selective conversion of tert-butyl esters to acid chlorides in the presence of other esters.
- Greenberg, Jacob A.,Sammakia, Tarek
-
p. 3245 - 3251
(2017/03/23)
-
- METHOD FOR PREPARATION OF CARBOXYLIC ACID CHLORIDES FROM METHYL KETONES WITH TWO REAGENTS
-
The invention discloses a method for the preparation of carboxylic acid chlorides starting from methyl ketones with a sulfur chloride and a chlorinating reagent.
- -
-
Page/Page column 32
(2017/01/26)
-
- Post-treatment process of p-nitrobenzoyl chloride
-
The invention belongs to the technical field of fine chemical separation and in particular relates to a post-treatment process of p-nitrobenzoyl chloride. The post-treatment process of the p-nitrobenzoyl chloride, provided by the invention, is mainly used
- -
-
Paragraph 0015; 0016; 0017; 0018; 0019; 0020
(2017/08/29)
-
- Metal-Free Oxidative Cross Esterification of Alcohols via Acyl Chloride Formation
-
A novel metal-free oxidative cross esterification of alcohols has been achieved using trichloroisocyanuric acid as an oxidant. The alcohols were converted in situ into their corresponding acyl chlorides, which were then reacted with primary and secondary aliphatic, benzylic and allylic alcohols and phenols. A wide variety of esters was obtained in satisfactory yields.
- Gaspa, Silvia,Porcheddu, Andrea,De Luca, Lidia
-
supporting information
p. 154 - 158
(2016/01/25)
-
- METHOD FOR PREPARATION OF CARBOXYLIC ACID CHLORIDES FROM METHYL KETONES
-
The invention discloses a method for the preparation of carboxylic acid chlorides starting from methyl ketones with a sulfur chloride.
- -
-
Page/Page column 32
(2017/01/02)
-
- Refining and purifying technology of paranitrobenzoyl chloride
-
The invention belongs to the technical field of fine chemical engineering separation, and particularly relates to a refining and purifying technology of paranitrobenzoyl chloride. According to the refining and purifying technology of paranitrobenzoyl chlo
- -
-
Paragraph 0018
(2016/10/24)
-
- P-nitrophenyl-formyl chloride method and apparatus for the preparation of
-
The invention belongs to the technical field of fine chemical engineering, and in particular relates to a method and equipment for preparing paranitrobenzoyl chloride. The method comprises the following steps: performing a refluxing reaction on nitrodracy
- -
-
Paragraph 0042-0046
(2017/04/06)
-
- Preparation method of acyl chloride
-
The invention relates to a preparation method of acyl chloride. The method comprises the following steps that 1, carboxylic acid is added into a reactor, or carboxylic acid is dissolved in organic solvent, a device is connected, and the temperature is raised to 100 DGE C-250 DEG C; 2, phosgene is introduced into the reactor for a reaction, and then the temperature is decreased to room temperature; 3, nitrogen is introduced, residual phosgene and hydrogen chloride are cleaned away, reaction liquid which is reacted without solvent is subjected to decompression distillation and purification directly, and needed acyl chloride is obtained; reaction liquid which is reacted with the solvent is subjected to decompression distillation to remove the solvent, and needed acyl chloride is obtained. According to the preparation method of acyl chloride, no catalyst is added, the risks that in the synthesizing process, due to the fact that the catalyst is dissolved, color of the finial product of acyl chloride is increased, and the catalyst is remained in late products are avoided, after the reaction is finished, high-quality acyl chloride can be obtained through decompression distillation, and the technological process is simple; due to the fact that in the whole technological process, except for absorbable and available phosgene, hydrogen chloride and carbon dioxide, no other three waste is discharged, the preparation method of acyl chloride is environmentally friendly, and the good implement value is achieved.
- -
-
Paragraph 0066; 0067
(2016/11/28)
-
- One-Step Conversion of Methyl Ketones to Acyl Chlorides
-
Treatment of aromatic and heteroaromatic methyl ketones with sulfur monochloride and catalytic amounts of pyridine in refluxing chlorobenzene leads to the formation of acyl chlorides. Both electron-rich and electron-poor aryl methyl ketones can be used as starting materials. The resulting C1-byproduct depends on the precise reaction conditions chosen.
- Zaragoza, Florencio
-
p. 10370 - 10374
(2015/11/03)
-
- BIO-BASED MONOMERS AND POLYMERS
-
Described are novel bio-based bioabsorbable/non-absorbable and biodegradable monomer compounds, bioabsorbable and biodegradable polymers therefrom, and methods of making such monomers and polymers, which are useful inter alia as medical devices, implantable or otherwise.
- -
-
-
- Metal-Free Direct Oxidation of Aldehydes to Esters Using TCCA
-
Aromatic and aliphatic aldehydes are simply converted into esters by an efficient oxidative esterification carried out under mild conditions. The aldehydes are converted in situ into their corresponding acyl chlorides, which are then reacted with primary and secondary aliphatic, benzylic, allylic, and propargylic alcohols and phenols. A variety of esters are obtained in high yields.
- Gaspa, Silvia,Porcheddu, Andrea,De Luca, Lidia
-
supporting information
p. 3666 - 3669
(2015/08/18)
-
- Synthesis, characterization and microbial activity of new aryl esters of 1,1'-bis(4-hydroxyphenyl)cyclohexane
-
Aryl esters of 1,1'-bis(4-hydroxyphenyl)cyclohexane (bisphenol-C) were synthesized by condensing bisphenol-C with aryl acid chlorides using triethylamine as a catalyst and ethyl acetate as a solvent at room temperature.The compounds were characterized by
- Patel, Chirag Bhupendra,Dhaduk, Bhavin Babu,Parsania, Parsotam Hari
-
p. 505 - 511
(2015/06/22)
-
- Hypervalent iodine(III)-mediated oxidative dearomatizing cyclization of arylamines
-
An oxidative dearomatizing cyclization of arylamines promoted by iodobenzene bis(trifluoroacetate) [PhI(CF3CO2) 2] has been explored, leading to a novel synthetic approach to functionalized spirocyclic building blocks containing the structurally unique dieniminium moiety. This unprecedented methodology, featuring oxidative dearomatization and carbon-carbon bond-forming cyclization, to some extent, not only expands the synthetic potential of hypervalent iodine chemistry, but also enriches the oxidation chemistry of arylamines.
- Jin, Cong-Yang,Du, Ji-Yuan,Zeng, Chao,Zhao, Xian-He,Cao, Ye-Xing,Zhang, Xiang-Zhi,Lu, Xin-Yun,Fan, Chun-An
-
supporting information
p. 2437 - 2444
(2014/09/17)
-
- An efficient synthesis of conjugated 5-aryl-1,3,4-oxadiazoles from 3-heteroarylacrylohydrazides and acid chlorides
-
New derivatives of 5-aryl-2-[2-(2-furyl)ethenyl]-1,3,4-oxadiazoles and 5-aryl-2-[2-(2-thienyl)ethenyl]-1,3,4-oxadiazoles are synthesized in a stepwise procedure through intermediate acyclic N′-arylcarbonyl-N-[2-(2-heteroaryl) acryloyl]hydrazines, starting from 3-(2-heteroaryl)acrylic acid hydrazides and acid chlorides. A facile one-pot methodology leading to the final 1,3,4-oxadiazoles is also described.
- Kudelko, Agnieszka,Wróblowska, Monika
-
supporting information
p. 3252 - 3254
(2014/06/09)
-
- Labeling of benzodioxin piperazines with fluorine-18 as prospective radioligands for selective imaging of dopamine D4 receptors
-
The D4 receptor is of high interest for research and clinical application but puts high demands on appropriate radioligands to be useful tools for investigation. Search for adequate radioligands suitable for in vivo imaging is therefore still in progress. The potential neuroleptic drug 6-(4-[4-fluorobenzyl]piperazin-1-yl)benzodioxin shows high affinity and selectivity to the D4 receptor. Derivatization of this lead structure by adding hydrophilic moieties was carried out in order to lower its lipophilicity what led to three new putative dopamine receptor D4 ligands. A comprehensive description of the syntheses of standard compounds and corresponding labeling precursors is given which were obtained in satisfactory yields. Furthermore, the radiosyntheses by direct 18F-labeling and build-up synthesis were compared. All derivatives of 6-(4-[4-fluorobenzyl]- piperazin-1-yl)benzodioxin were successfully synthesized in 18F- labeled form with radiochemical yields of 9-35% and molar activities of 30-60 GBq/μmol using one-pot procedures. 2013 John Wiley & Sons, Ltd. Derivatives of the lead structure 6-(4-[4-fluorobenzyl]-piperazine-1-yl) benzodioxin were successfully synthesized, labeled via direct 18F-substitution or build-up synthesis leading to new putative radioligands for imaging of the dopamine D4 receptor. Reductive amination proved as the method of choice for preparation of substituted benzyl-derivatives of piperazine as precursors and standards, and also superior for build-up radiofluorination (RCY = 9 - 35;%) in comparison to direct 18F- labeling (RCY = 1 - 5;%).
- Kuegler, Fabian,Ermert, Johannes,Coenen, Heinz H.
-
p. 609 - 618
(2013/12/04)
-
- PYRAZOLE COMPOUNDS AND THIAZOLE COMPOUNDS AS PROTEIN KINASES INHIBITORS
-
A compound of formula (I): wherein A, B, D, X, Y, R1, R2, R3, m, p, and q are defined herein. Also disclosed is a method for inhibiting FMS-like tyrosine kinase 3, aurora kinase, or vascular endothelial growth factor receptor.
- -
-
Paragraph 0046; 0047
(2013/03/26)
-
- Polyamine functionalized carbon nanotubes: Synthesis, characterization, cytotoxicity and siRNA binding
-
In this work we have synthesized a new series of cationic carbon nanotubes (CNTs) for siRNA binding. Both single- and multi-walled CNTs have been modified by addition or amidation reaction with short linear polyamine chains including putrescine, spermidin
- Singh, Prabhpreet,Samori, Cristian,Toma, Francesca Maria,Bussy, Cyrill,Nunes, Antonio,Al-Jamal, Khuloud T.,Menard-Moyon, Cecilia,Prato, Maurizio,Kostarelos, Kostas,Bianco, Alberto
-
supporting information; experimental part
p. 4850 - 4860
(2011/10/09)
-
- Investigating the spectrum of biological activity of ring- substituted salicylanilides and carbamoylphenylcarbamates
-
In this study, a series of twelve ring-substituted salicylanilides and carbamoylphenylcarbamates were prepared and characterized. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to the inhi
- Otevrel, Jan,Mandelova, Zuzana,Pesko, Matus,Guo, Jiahui,Kralova, Katarina,Sersen, Frantisek,Vejsova, Marcela,Kalinowski, Danuta S.,Kovacevic, Zaklina,Coffey, Aidan,Csollei, Jozef,Richardson, Des R.,Jampilek, Josef
-
experimental part
p. 8122 - 8142
(2011/02/27)
-
- Synthesis and evaluation of the α-glucosidase inhibitory activity of 3-[4-(phenylsulfonamido)benzoyl]-2H-1-benzopyran-2-one derivatives
-
In the course of studies directed toward the discovery of novel non-sugar α-glucosidase inhibitors for the treatment of diabetes, a series of 3-[4-(phenylsulfonamido)benzoyl]-2H-1-benzopyran-2-one derivatives was synthesized and evaluated as α-glucosidase inhibitors. Most compounds showed good inhibitory activity with IC50 values ranging from 0.0645?μM to 26.746?μM. 7-Hydroxy-6-methoxy-3-[4-(4-methylphenylsulfonamido)benzoyl]-2H-1-benzopyran-2-one 7u manifested the most potent inhibitory activity with an IC50 value of 0.0645 μM.
- Wang, Shaojie,Yan, Jufang,Wang, Xiaoyan,Yang, Zhuo,Lin, Fengwei,Zhang, Tingjian
-
experimental part
p. 1250 - 1255
(2010/04/26)
-
- Pyrrole derivatives as potent inhibitors of lymphocyte-specific kinase: Structure, synthesis, and SAR
-
We have described the synthesis, enzyme inhibitory activity, structure-activity relationships, and proposed binding mode of a novel series of pyrrole derivatives as lymphocyte-specific kinase (Lck) inhibitors. The most potent analogs exhibited good enzyme inhibitory activity (IC50s 10 nM) for Lck kinase inhibition.
- Takayama, Tetsuo,Umemiya, Hiroki,Amada, Hideaki,Yabuuchi, Tetsuya,Shiozawa, Fumiyasu,Katakai, Hironori,Takaoka, Akiko,Yamaguchi, Akie,Endo, Mayumi,Sato, Masakazu
-
scheme or table
p. 108 - 111
(2010/03/30)
-
- METHODS FOR PREPARING AMIDE DERIVATIVES
-
The present invention provides a novel method for preparing an amide derivative. The method of the present invention enables to economically prepare various amide derivatives containing pranlukart by reacting a carboxylic acid derivative 5 and an amine derivative through a brief procedure compared with a conventional technology, and permits to obtain a final product at a high yield rate because it is feasible to eliminate by-products after termination of reactions. Accordingly, the present method is to be quite suitable for massive production.
- -
-
Page/Page column 24
(2010/04/03)
-
- FUSED RING HETEROARYL KINASE INHIBITORS
-
Provided herein are fused ring heteroaryl compounds useful in a variety of methods, including reducing the activity of certain kinases and treating certain disease states.
- -
-
Page/Page column 63-65
(2010/04/30)
-
- NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE
-
The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.
- -
-
Page/Page column 24
(2009/10/01)
-
- Practical synthesis of a p38 MAP kinase inhibitor
-
p38 MAP kinase inhibitors have attracted considerable interest as potential agents for the treatment of inflammatory diseases. Herein, we describe a concise and efficient synthesis of inhibitor 1 that is based on a phthalazine scaffold. Highlights of our approach include a practical synthesis of a 1,6-disubstituted phthalazine building block 24 as well as the one-pot formation of boronic acid 27. Significant synthetic work to understand the reactivity principles of the intermediates helped in selection of the final synthetic route. Subsequent optimization of the individual steps of the final sequence led to a practical synthesisof 1.
- Achmatowicz, Michal,Thiel, Oliver R.,Wheeler, Philip,Bernard, Charles,Huang, Jinkun,Larsen, Robert D.,Faul, Margaret M.
-
scheme or table
p. 795 - 809
(2009/06/20)
-
- Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins
-
Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can be introduced in this way in good yields, including cyclen aza-crown macrocycles. Georg Thieme Verlag Stuttgart.
- Welch, Chris,Archibald, Stephen J.,Boyle, Ross W.
-
experimental part
p. 551 - 556
(2009/08/07)
-
- Hansch analysis of substituted benzoic acid benzylidene/furan-2-yl-methylene hydrazides as antimicrobial agents
-
A series of substituted hydrazide derivatives have been synthesized and screened for their in vitro antimicrobial activities against five representative microorganisms. The results of antimicrobial study indicated that the presence of electron withdrawing groups on the benzoic acid moiety improved antimicrobial activity. Further, the presence of heterocyclic ring furan does not improve the antimicrobial activity of substituted hydrazides. To understand the relationship between physicochemical parameters and antimicrobial activity of substituted hydrazide derivatives, QSAR investigation was performed by the development of one-target and multi-target models. The multi-target model was found to be effective in describing the antimicrobial activity of substituted hydrazides in comparison to the one-target models. Further, it indicated the importance of the topological parameter, valence third order molecular connectivity index (3χv) and the electronic parameter, energy of highest occupied molecular orbital (HOMO) in describing the antimicrobial activity of substituted hydrazides.
- Kumar, Pradeep,Narasimhan, Balasubramanian,Sharma, Deepika,Judge, Vikramjeet,Narang, Rakesh
-
experimental part
p. 1853 - 1863
(2009/09/30)
-
- Toward optimization of the second aryl substructure common to transthyretin amyloidogenesis inhibitors using biochemical and structural studies
-
Transthyretin (TTR) amyloidogenesis inhibitors are typically composed of two aromatic rings and a linker. We have previously established optimal structures for one aromatic ring and the linker. Herein, we employ a suboptimal linker and an optimal aryl-X substructure to rank order the desirability of aryl-Z substructures-using a library of 56 N-(3,5-dibromo-4-hydroxyphenyl) benzamides. Coconsideration of amyloid inhibition potency and ex vivo plasma TTR binding selectivity data reveal that 2,6, 2,5, 2, 3,4,5, and 3,5 substituted aryls bearing small substituents generate the most potent and selective inhibitors, in descending order. These benzamides generally lack undesirable thyroid hormone receptor binding and COX-1 inhibition activity. Three high-resolution TTR ? inhibitor crystal structures (1.31-1.35 ?) provide insight into why these inhibitors are potent and selective, enabling future structure-based design of TTR kinetic stabilizers.
- Johnson, Steven M.,Connelly, Stephen,Wilson, Ian A.,Kelly, Jeffery W.
-
supporting information; experimental part
p. 1115 - 1125
(2009/12/24)
-
- Synthesis and antiviral activities of novel acylhydrazone derivatives targeting HIV-1 capsid protein
-
HIV-1 capsid protein (CA) plays important roles in the viral replication cycle. A number of acylhydrazone derivatives that act as inhibitors of HIV-1 CA assembly, were designed and synthesized. The synthesized compounds were tested for their antiviral activities and cytotoxicities using CEM cells. Some derivatives also were assayed for their ability to inhibit HIV-1 CA assembly in vitro. Among them, compounds 14f and 14i display the most promising potency with EC50 values of 0.21 and 0.17 μΜ, respectively.
- Tian, Baohe,He, Meizi,Tang, Shixing,Hewlett, Indira,Tan, Zhiwu,Li, Jiebo,Jin, Yinxue,Yang, Ming
-
scheme or table
p. 2162 - 2167
(2009/12/25)
-
- Unprecedented aromatic homolytic substitutions and cyclization of amide-iminyl radicals: Experimental and theoretical study
-
Amide-iminyl radicals are versatile and efficient intermediates in cascade radical cyclizations of N-acylcyanamides. They are easily trapped by alkenes or (hetero-)aromatic rings and cyclize into a series of new heterocyclic compounds which bear a pyrroloquinazoline moiety. As an illustration of the synthetic importance of these compounds, the total synthesis of the natural antitumor compound luotonin A was achieved through a tin-free radical cascade cyclization process. Not only do amide-iminyl radicals lead to new tetracyclic heterocycles but these nitrogen-centered radical species also react in aromatic homolytic substitutions. Indeed, the amide-iminyl radical moiety unprecedentedly displaces methyl, methoxy, and fluorine radicals from an aromatic carbon atom. This seminal reaction in the field of radical chemistry has been developed experimentally and its mechanism has additionally been investigated by a theoretical study.
- Beaume, Aurore,Courillon, Christine,Derat, Etienne,Malacria, Max
-
p. 1238 - 1252
(2008/09/17)
-
- QUINOLINE DERIVATIVES FOR MODULATING DNA METHYLATION
-
Quinoline derivatives, particularly 4-anilinoquinoline derivatives, are provided. Such quinoline derivatives can be used for modulation of DNA methylation, such as effective inhibition of methylation of cytosine at the C-5 position, for example via selective inhibition of DNA methyltransferase DNMT1. Methods for synthesizing numerous 4-anilinoquinoline derivatives and for modulating DNA methylation are provided. Also provided are methods for formulating and administering these compounds or compositions to treat conditions such as cancer and hematological disorders.
- -
-
Page/Page column 52-53
(2008/06/13)
-
- Design, synthesis, and QSAR studies of novel lysine derives as amino-peptidase N/CD13 inhibitors
-
A series of novel l-lysine derivatives were designed, synthesized, and assayed for their inhibitory activities on amino-peptidase N (APN)/CD13 and matrix metalloproteinase-2 (MMP-2). The preliminary biological test showed that most of the compounds displayed a high inhibitory activity against MMP-2 and a low activity against APN except compound B6 which exhibited good potency (IC50 = 13.2 μM) similar with APN inhibitor Bestatin (IC50=15.5 μM), and could be used as lead compound in the future.
- Wang, Qiang,Chen, Maoying,Zhu, Huawei,Zhang, Jie,Fang, Hao,Wang, Binghe,Xu, Wenfang
-
p. 5473 - 5481
(2008/12/21)
-
- Synthesis and study of some compounds containing oxazolone ring, showing biological activity
-
Synthesis of the oxazolone ring has been performed by the condensation of 4-substituted alkoxy benzoyl glycine with appropriate 4-substituted alkoxy benzaldehyde, in the presence of acetic anhydride and anhydrous sodium acetate. The antibacterial activity has been checked against Micrococcus luteus and Escherichia coli and antifungal activity against Alternaria alternate and Phoma multirostata for all the compounds. The cytotoxicity has been checked against the monocots barley seeds: Hordeum vulgare L and dicots moong seeds; Phaseolus aureus. The compounds having electron releasing group exhibit antibacterial activity. Compounds with nitro group cause total inhibition of seed germination, exhibiting cytotoxic behaviour. The structures of the synthesized compounds have been characterized by elemental analysis and spectral data and the purity of the compounds has been checked by TLC method.
- Tandel,Mammen, Denni
-
p. 932 - 937
(2008/12/23)
-
- One-pot synthesis of 2-substituted benzoxazoles directly from carboxylic acids
-
Methanesulfonic acid has been found to be a highly effective catalyst for a convenient and one-pot synthesis of 2-substituted benzoxazoles by the reaction of 2-aminophenol with acid chlorides, generated in situ from carboxylic acids. Aryl, heteroaryl, and arylalkyl carboxylic acids provided excellent yields of the corresponding benzoxazoles. The reaction conditions were compatible with various substituents such as chloro, bromo, nitro, methoxy, cyclopentyloxy, phenoxy, thiophenoxy, and conjugated double bonds. Benzoxazole formation was found to be general with respect to substituted 2-aminophenols.
- Kumar, Dinesh,Rudrawar, Santosh,Chakraborti, Asit K.
-
scheme or table
p. 881 - 887
(2009/04/11)
-
- Radical cyclization of N-acylcyanamides: Total synthesis of luotonin A
-
(Chemical Equation Presented) As radical chain cascade precursors, N-acylcyanamides give rise to amide-iminyl radicals which, when appropriately substituted, can finally yield pyrroloquinazolines. The versatility of these new radical acceptors is illustrated by the formation of N-heterocycles with wide structural variation and by the total synthesis of luotonin A.
- Servais, Aurore,Azzouz, Meriam,Lopes, David,Courillon, Christine,Malacria, Max
-
p. 576 - 579
(2008/02/01)
-
- Synthesis and physico-analytical studies of some novel ferrocenyl Schiff base derivatives
-
A series of ferrocenyl Schiff base derivatives was synthesized by condensation reactions of 1,1′-ferrocenedicarboxaldehyde and aromatic amines containing long chain alkyl groups as free ends which were characterized by their physical properties, elemental
- Akhter, Zareen,Nigar, Asifa,Razzaq, Muhammad Y.,Siddiqi, Humaira M.
-
p. 3542 - 3546
(2008/02/12)
-
