88-95-9Relevant articles and documents
Design, synthesis and molecular docking studies of novel cyclic pentapeptides based on phthaloyl chloride with expected anticancer activity
Mohamed, Fatma H.,Shalaby, Ahmad M.,Soliman, Hanan A.,Abdelazem, Ahmed Z.,Mounier, Marwa M.,Nossier, Eman S.,Moustafa, Gaber O.
, p. 1723 - 1736 (2020/09/01)
Aseries of Nα-phthaloyl bridged cyclic pentapeptide derivatives were synthesized and characterized on the basis of spectral and elemental analyses. A preliminary cytotoxicity evaluation of all novel compounds was carried out against four human cancer cell lines, human lung (A-549), colon (CaCo-2), prostate (PC-3) and breast (MCF-7) cancer cells at 100 μM concentration using MTT growth inhibition assay. Compound 3 gave the highest cytotoxic activity towards the human colon (CaCo-2) cancer cell line (Growth Inhibition = 72.4 %). Further molecular docking of the promising derivative 3 was developed to study its binding mode within the active site of EGFR enzyme. The docking results suggest good fitting through different hydrogen bond interactions with the protein residues to elicit anticancer activity.
Preparation method of isoxazolidine hydrochloride
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Paragraph 0035; 0039; 0040, (2020/07/13)
The invention belongs to the field of organic synthesis, discloses a new route and a new method for preparing a herbicide intermediate, and particularly relates to a preparation method of isoxazolidine hydrochloride. The preparation method comprises the following steps: subjecting N-hydroxyphthalimide and 1-bromo-3-chloropropane to a condensation reaction in the presence of a solvent A and an acid-binding agent; reacting the condensation product that is 2-(3-chloropropoxy) isoindole-1,3-diketone with hydrochloric acid to obtain the isoxazolidine hydrochloride. The 1-bromo-3-chloropropane is adopted in place of 1,3-dichloropropane, the content and the reaction yield of the isoxazolidine hydrochloride prepared in a proper solvent are higher than those of isoxazolidine hydrochloride preparedby a traditional method, and meanwhile, the byproduct phthalic acid can be recycled. In addition, the post-reaction treatment is simpler, so that the product loss is less. Therefore, the production energy consumption is well controlled, the pollution to the environment is reduced, and the reaction safety is improved.
Method of co-producing methyl benzoic acid, methylbenzoyl chloride and phthaloyl dichloride
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Paragraph 0178; 0179; 0192-0194; 0196; 0198, (2018/06/16)
The invention discloses a method of co-producing methyl benzoic acid, methylbenzoyl chloride and phthaloyl dichloride. The method comprises the following steps: (1) continuously introducing xylene, acatalyst and oxygen-containing gas into an oxidizing reactor to react to obtain an oxidized reaction solution; (2) rectifying and separating the oxidized reaction solution to obtain a low-boiling-point component and an initial evaporative tower bottom; (3) rectifying the initial evaporative tower bottom to obtain a methyl benzoic acid product and a tower bottom; (4) carrying out an acylating chlorination reaction on the tower bottom and an acylating chlorination reagent to obtain an acyl chloride reaction solution; and (5) rectifying and separating the acyl chloride reaction solution to separately obtain methylbenzoyl chloride and phthaloyl dichloride products. The method provided by the invention has the advantages of being simple in process, small in equipment investment, green and environment-friendly and good in comprehensive economical benefit.
Aromatic Esters, Carbinols, and Derivatives Thereof with Perfluorohexyl Residues as Alternatives to Perfluoroalkanecarboxylic and -sulfonic Acids
Alpers, Torben,Muesmann, Thomas W. T.,Temme, Oliver,Christoffers, Jens
, p. 609 - 617 (2017/02/05)
Four perfluorohexyl carbinols have been prepared from the corresponding Grignard reagent and benzaldehyde, terephthalaldehyde, isophthalaldehyde, and trimesaldehyde. The corresponding secondary alcohols were then transformed by alkylation and acylation reactions to form a total of 14 ethers (methyl, ethyl, propyl, and n-hexyl ethers) and esters (acetyl and 2-ethylhexanoyl), respectively. Furthermore, 11 perfluoroalkyl carboxylates were prepared from aromatic, heteroaromatic, and aliphatic mono-, di-, tri-, and tetracarboxylic acids and tridecafluorooctanol. The wettability of all 29 materials was investigated by the water contact angle measurements of thin films on glass surfaces. In up to six cases, contact angles greater than 130° were observed, which indicates that the products might be suitable candidates for the impregnation of surfaces. With their relatively short perfluoroalkyl side-chains and therefore low bioaccumulativity, the target compounds might be beneficial alternatives to established products.
Novel bivalent securinine mimetics as topoisomerase I inhibitors
Hou, Wen,Lin, Hui,Wang, Zhen-Ya,Banwell, Martin G.,Zeng, Ting,Sun, Ping-Hua,Lin, Jing,Chen, Wei-Min
, p. 320 - 328 (2017/03/08)
A series of novel bivalent securinine mimetics incorporating different linkers between C-15 and C-15′ were synthesized and their topoisomerase I (Topo I) inhibitory activities evaluated. It was thus revealed that mimetic R2 incorporating a rigid m-substituted benzene linker exhibits Topo I inhibitory activity three times that of parent securinine. Comprehensive structure-activity relationship analyses in combination with docking studies were used to rationalize the potent activity of these bivalent mimetics. Mechanistic studies served to confirm the deductions arising from docking studies that the active bivalent mimetics not only inhibited complexation between Topo I and DNA but also stabilized the Topo I-DNA complex itself.
Enhance the fluorescence and singlet oxygen generation ability of BODIPY: Modification on the meso-phenyl unit with electron withdrawing groups
Zhang, Xian-Fu,Zhang, Yakui,Xu, Baomin
, p. 197 - 206 (2017/09/26)
Herein, meso-R-carboxyphenyl substituted BODIPY compounds were synthesized and characterized (R = CH3, COOH, NO2, H and Br4). The fluorescence, excited triplet state and singlet oxygen formation properties for these compounds were measured in nonpolar and polar solvents by UV–vis absorption, steady-state and time-resolved fluorescence methods, as well as laser flash photolysis technique. These BODIPYs exhibit very different fluorescence quantum yield and lifetime value, as well as singlet oxygen formation capability in polar solvents. In contrast, these compounds show very similar spectral shape and position, emit bright green fluorescence in non polar solvents. The introduction of an ortho-COOH on the benzene unit leads to a 20-fold increase in the fluorescence quantum yield. The further introduction of an electron withdrawing NO2 or COOH on the phenyl makes the BODIPY dye show much higher capability to generate singlet oxygen (up to 5-fold increase) and causes a sharp decrease in both fluorescence quantum yield and lifetime value. The increase in solvent polarity enhances singlet oxygen generation and intramolecular fluorescence quenching. The results are explained by the presence of intramolecular photoinduced electron/charge transfer from BODIPY core to the carboxyphenyl moiety.
Synthesis and antibacterial activity of some novel piperazinophanes with an intraannular ester functionality
Selvarani, Sivasamy,Rajakumar, Perumal
, p. 9494 - 9499 (2016/11/11)
1:1 and 2:2 oligomeric piperazinophanes with an intraannular ester functionality have been synthesized via Mannich reaction of various aromatic esters with piperazine by a one-pot reaction under benign conditions through the multicomponent reaction methodology. The newly synthesized piperazinophanes were characterized using spectral and analytical methods. The ester based 1:1 oligomeric piperazinophanes exhibit good target binding ability in molecular docking studies and also show better antibacterial activity against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus and Streptococcus pyogenes bacteria than the 2:2 oligomeric piperazinophanes.
PROCESS FOR PREPARING SOLID (CHLORINE METHYLENE) DIMETHYL AMMONIUM CHLORIDE
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Paragraph 0021-0022, (2016/12/22)
Solid (chloro methylene) dimethyl ammonium chloride of in manufacturing method, said method, and phthalic anhydride raw material is first acyl with Neel thio chloride and method for chlorinating side is performed on the stacking section for stacking o-reel chloride, again chloride reel-o N, reacts with N-dimethylformamide (chloro methylene) dimethyl ammonium chloride and, and phthalic anhydride is obtained, N of increased amount of generated, and phthalic anhydride, dissolving the-dimethylformamide N, solid-liquid through separation of solid (chloro methylene) dimethyl ammonium chloride to obtain. the method number 1-step reaction through the interrupt input is an input from the data input sulfur dioxide, high vacuum under conditions protruded from sulfur dioxide and does not require the removal of, , moderating reaction conditions, to implemented very easily in.
Dimeric 3,5-bis(benzylidene)-4-piperidones: A novel cluster of tumour-selective cytotoxins possessing multidrug-resistant properties
Das, Swagatika,Das, Umashankar,Sakagami, Hiroshi,Umemura, Naoki,Iwamoto, Shoko,Matsuta, Tomohiko,Kawase, Masami,Molnár, Joseph,Serly, Julianna,Gorecki, Dennis K.J.,Dimmock, Jonathan R.
supporting information; experimental part, p. 193 - 199 (2012/07/14)
A series of bis[3,5-bis(benzylidene)-4-oxo-1-piperidinyl]amides 1 display potent cytotoxic properties towards a wide range of tumours. A number of the CC50 and IC50 values are in the range of 10-8 M. Specifically, these compounds have the following important properties. First, greater toxicity was demonstrated towards certain tumours than various non-malignant cells. Second, various compounds in series 1 are toxic to a number of human colon cancer and leukaemic cells. Third, these compounds reverse P-gp mediated multidrug resistance. Various prototypic molecules such as 1a,b and 1i were identified as lead molecules for further studies. A representative lead molecule 1b induces apoptosis via internucleosomal DNA fragmentation and PARP cleavage in HSC-2 and HL-60 cells while flow cytometry revealed that this compound blocked the G2/M and S-phases in the cell cycle of human colon cancer HCT-116 cells.
Acetic anhydride mediated condensation of aromatic o-diacid dichlorides with benzimidazoles to provide electro-reducible p-dione adducts
Joyce, Eamonn,Kavanagh, Paul,Leech, Dónal,Karpinska, Jolanta,McArdle, Patrick,Aldabbagh, Fawaz
experimental part, p. 3788 - 3791 (2012/09/10)
Acetic anhydride mediates a facile and rapid condensation of benzimidazole with aromatic o-diacid dichlorides to precipitate p-dione adducts in excellent yields. Condensation with pyridine-3,4-dicarbonyl dichloride produced a 1:1 mixture of isomeric p-diones. The X-ray crystal structure of one of the latter isomers revealed unusual high density, and inter-layer separation similar to graphite. Cyclic voltammetry demonstrated that p-dione is capable of two consecutive one-electron-reductions with formal potentials influenced by the fused (hetero)aromatic and substituent effects.
