- Preparation method of 9-aminoacridine and derivatives thereof
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The invention relates to a preparation method of 9-aminoacridine and derivatives thereof, and belongs to the technical field of organic synthesis. The preparation method of 9-aminoacridine and derivatives thereof comprises the following steps: adding a compound represented by a formula III into a polar aprotic solvent, then introducing a compound represented by a formula II, carrying out a reaction at a temperature of 70-120 DEG C, and after the reaction is finished, separating and purifying an obtained reaction solution to obtain 9-aminoacridine represented by a formula I and the derivativesthereof. The preparation method can be used for preparing the final product by a one-pot method, and is short in synthetic route, simple and convenient to operate, free of intermediates, high in yieldand low in cost. The method has the advantages of mild reaction conditions, low solvent corrosivity, low price, easy availability and recyclability, ensures the long-term operation of reaction equipment, enhances the operation safety factor, further lowers the production cost, and is suitable for large-scale production and application.
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Paragraph 0043-0047; 0057-0060
(2020/05/01)
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- 9-Substituted acridines as effective corrosion inhibitors for mild steel: Electrochemical, surface morphology, and computational studies
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Three 9-substituted acridines, namely 9-carboxyacridine (CA), 9-methylacridine (MA), and 9-aminoacridine (AA), were designed and synthesized for the development of effective inhibitors for mild steel corrosion in a 15% HCl solution. The corrosion-resistance ability was tested by weight-loss tests, electrochemical techniques, surface-topography analyses (SEM, SECM, and XPS), and contact angle measurements. The results indicated the inhibition performance followed the order of η(AA) > η(MA) > η(CA), and these acridines acted as mixed type inhibitors with a predominant restrained cathode process. The adsorption of the three acridines on a mild steel surface obeyed the Langmuir adsorption isotherm and involved both physisorption and chemisorption modes. Surface analysis and characterization confirmed the existence of an adsorbed film. Quantum chemical calculations were performed to provide mechanistic insights into the roles of the different substituents (-COOH, -CH3, and -NH2) on the corrosion-inhibition behavior of the three acridines. Molecular dynamics (MD) simulations were carried out to explore the configurational adsorption behavior of these 9-substituted acridines on the Fe(110) surface.
- Li, Hui-Jing,Liu, Ying,Wang, Li-Juan,Wu, Yan-Chao,Zhang, Weiwei,Zhang, Yinlin
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p. 6464 - 6474
(2020/05/13)
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- Synthesis and performance research of selenazole fluorescent dye compound
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The invention discloses synthesis and performance research of a selenazole fluorescent dye compound; benzoselenazole is used as a recognition group for detecting the HOCl level in cells, and a reliable method is provided for detecting the HOCl level in a biological system in real time. A probe disclosed by the invention has the technical effects that the probe can sensitively and selectively respond to HOCl and detect the HOCl level in tumor living cells, so that the HOCl level in the tumor living cells can be rapidly monitored, and a new method can be provided for early detection of tumors. Compared with other fluorescent compounds, the fluorescent reaction system containing the selenide functional group is simple, has the characteristics of high luminous efficiency, small background interference and the like, and is a fluorescent probe with a wide prospect.
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Paragraph 0007; 0017
(2020/02/27)
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- Method for preparing and marking bcl-2 (b-cell lymphoma-2) protein of oral squamous cell carcinoma cells through imine acridine fluorescent probe
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The invention discloses a method for preparing and marking bcl-2 protein of oral squamous cell carcinoma cells through an imine acridine fluorescent probe. Imine acridine is applied to performing fluorescence marking on the bcl-2 protein of the oral squamous cell carcinoma cells and compared on photostability with Fluorescein insothiocyanate (FITC) marks. The applied imine acridine fluorescent probe technically has the advantages that the imine acridine fluorescent probe can reach a maximum emission wavelength of 470 nm under a fluorescence microscope, viewed under a fluorescence inversion microscope, the imine acridine fluorescent probe can clearly mark the bcl-2 protein in tongue cancer ca8113 cells; the method for preparing and marking the bcl-2 protein of the oral squamous cell carcinoma cells through the imine acridine fluorescent probe is high in sensitivity, simple rapid and accurate and is superior to traditional FITC marking methods.
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- Imine acridine derivative fluorescent probe as well as preparation method and application thereof in detection of MORAb-3-1 antibodies
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The invention discloses an imine acridine derivative fluorescent probe as well as a preparation method and application thereof in detection of MORAb-3-1 antibodies. A detection method of the MORAb-3-1antibody is established by combining specificities of antigens and antibodies. The detection method of the MORAb-3-1 antibody has the technical effects that 1, an imine acridine derivative biologicalprobe is combined with HSA (human serum albumin), and then combined with the MORAb-3-1 antibody for the first time, and the MORAb-3-1 antibody is observed under a fluorescent inverted microscope; 2,the combination of the probe and the antigen is judged by utilizing the photophysical and photochemistry natures; 3, the sensitivity is high, the operation is simple, convenient and rapid, and the accuracy is realized; compared with the traditional dye method, the advantages are more excellent. The formula is shown in the description.
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- Method of preparing imine-type acridine derivative fluorescent probe and detecting thyroglobulin antibody
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The invention discloses a method of preparing imine-type acridine derivative fluorescent probe and detecting thyroglobulin antibody. A detection method for thyroglobulin antibody is established through specific combination of antigen-antibody. The detection method for thyroglobulin antibody has following technical effects: 1) for the first time, it is put forward that the imine-type acridine probeis combined with the thyroglobulin (Tg) (iodized glycoprotein) and then is combined with the thyroglobulin antibody in order to observe the thyroglobulin antibody under a fluorescent inverted microscope; 2) the combination of antigen-antibody is determined by means of photo-physics and photo-chemistry properties; 3) the method is high in sensitivity, is simple, rapid and accurate, and has advantages than a conventional dye method.
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- Direct and facile synthesis of 9-aminoacridine and acridin-9-yl-ureas
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The ability of urea anions to react as nucleophiles with acridine has been investigated. An effective SNH synthesis of 9-aminoacridine was developed using the urea/NaH/DMSO system. However, when mono substituted ureas containing bulky substituents or 1,1-dialkyl substituted ureas were used, products of the SNH reaction of alkyl carbamoyl amination were obtained. Single crystal structure and the tautomerism of selected compound were studied.
- Borovlev, Ivan V.,Demidov, Oleg P.,Amangasieva, Gulminat A.,Avakyan, Elena K.
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supporting information
p. 3608 - 3611
(2016/07/19)
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- 9-amino acridine derivative and its synthetic method
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The invention discloses a novel aminoacridine derivative, and particularly relates to a 9-aminoacridine derivative and a synthetic method thereof, belonging to the technical field of organic chemical synthesis. The structure of the 9-aminoacridine derivative is shown in the specification, wherein R1 and R2 are independently selected from H, methoxyl, C1-C10 alkyl and C1-C10 halo-alkyl. The compound has better fluorescence property and can be applied to an organic light-emitting material.
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- A triazine-phosphite polymeric ligand bearing cage-like P,N-ligation sites: An efficient ligand in the nickel-catalyzed amination of aryl chlorides and phenols
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A novel P,N-ligand was introduced for efficient Ni-catalyzed amination of aryl chlorides. Reaction of cyanuric acid (1,3,5-triazine-2,4,6-triol) and trichlorophosphine (PCl3) resulted in the production of a new porous material (TPPM) containing triazine rings with phosphite moieties in a sheet morphology. Cavities in the prepared compound create sites on the surface of the material with appropriate ligation character to coordinate with metals for catalytic purposes. The nickel-catalyzed amination of aryl chlorides and of phenols in their 2,4,6-triaryloxy-1,3,5-triazine (TAT) protected form were efficiently accomplished in the presence of this easily prepared and reusable P,N-ligand under mild reaction conditions. More importantly, TPPM was reusable for 5 iterations following this protocol without significantly decreasing in its activity.
- Panahi, Farhad,Roozbin, Fatemeh,Rahimi, Sajjad,Moayyed, Mohammadesmaeil,Valaei, Aria,Iranpoor, Nasser
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supporting information
p. 80670 - 80678
(2016/10/12)
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- NOVEL HDMX INHIBITORS AND THEIR USE FOR CANCER TREATMENT
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The present invention provides for novel acridine-like class of compounds that have demonstrated efficiency in treating cancer. The compounds of the present invention have demonstrated efficacy in binding to and antagonizing the activity of the p53 repres
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Paragraph 0033; 0035; 0036
(2015/11/30)
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- NOVEL FLUORESCENT DYES AND USES THEREOF
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The present invention relates to fluorescent dyes based on acridine derivatives and use of such dyes, for example, in biochemical and/or cell based assays. A preferred feature of some of the dyes described is their long fluorescence lifetimes and their us
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Paragraph 0067-0068
(2014/04/04)
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- 9-Azidoacridine and 9-acridinylnitrene
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Matrix photolysis as well as flash vacuum thermolysis (FVT) of 9-azidoacridine affords 9-acridinylnitrene, which is characterized by its IR and ESR spectra and is photochemically inert. FVT above 600 -C yields a mixture of the five isomeric cyanocarbazoles. Microwave-assisted reaction with diethyl- and dipropylamines in solution affords acridinylformamidine and acridinylpropionamidine, respectively. Microwave-assisted reaction with dimethylamine causes nucleophilic displacement of the azido group. Microwave-assisted 1, 3-dipolar cycloaddition with phenylacetylene yields the two regioisomeric 9-(4- and 5-phenyl-1, 2, 3-triazol-1-yl)acridines, whose structures were established by Xray crystallography.
- Taherpour, Avat Arman,Kvaskoff, David,Bernhardt, Paul V.,Wentrup, Curt
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experimental part
p. 382 - 389
(2011/08/03)
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- BATCH DEVICES FOR THE REDUCTION OF COMPOUNDS FROM BIOLOGICAL COMPOSITIONS CONTAINING CELLS AND METHODS OF USE
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Methods and devices are provided for reducing the concentration of low molecular weight compounds in a biological composition containing cells while substantially maintaining a desired biological activity of the biological composition. The device comprises highly porous adsorbent particles, and the adsorbent particles are immobilized by an inert matrix.
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- Adsorbing pathogen-inactivating compounds with porous particles immobilized in a matrix
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Methods and devices are provided for reducing the concentration of low molecular weight compounds in a biological composition containing cells while substantially maintaining a desired biological activity of the biological composition. The device comprises highly porous adsorbent particles, and the adsorbent particles are immobilized by an inert matrix. The matrix containing the particles is contained in a housing, and the particles range in diameter from about 100 μm to about 1500 μm. The device can be used to adsorb and remove pathogen-inactivating compounds from a biological composition such as a blood product.
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- Gas-phase cyclisation reactions of 1-(2-arylaminophenyl)alkaniminyl radicals
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Flash vacuum pyrolysis (FVP) of the oxime ethers 9-11 at 650°C (10-2-10-3 Torr) gives products such as the nitrile 17, carbazoles 19 and 20 and acridines 18 and 21 derived from the corresponding iminyl radicals 13-15. The mechanism proposed for the formation of the acridines involves a key hydrogen abstraction by the iminyl of the adjacent N-H atom. When this route is blocked by an N-methyl group, as in 12, alternative cyclisations ensue, yielding the dihydroquinazoline 26 (via another hydrogen abstraction process) and the benzimidazole 25 (via an iminyl-imidoyl interconversion).
- Leardini, Rino,McNab, Hamish,Nanni, Daniele,Parsons, Simon,Reed, David,Tenan, Anton G.
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p. 1833 - 1838
(2007/10/03)
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- UNAMBIGUOUS SYNTHESIS OF 9-CYANAMINO-ACRIDINE AND 10-CYANO-9-IMINO-ACRIDANE
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The reaction of cyanogen bromide with 9-amino-acridine 1 affords 10-cyano-9-imino-acridane 2; the isomeric 9-cyanamino-acridine 3 is formed from 9-methoxy-acridine 6 with cyanamide.
- Schantl, Joachim G.,Tuerk, Wolfgang
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p. 2595 - 2599
(2007/10/02)
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- PHOSPHORORGANISCHE VERBINDUNGEN. 115. WEGE ZUM ANALYTISCHEN NACHWEIS VON VERBINDUNGEN MIT DER P(O)F- UND P(O)SR-GRUPPE
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Acridine-9-hydroxamic acid 5 is suitable for the analytical detection of the model phosphorylfluorides 7 by fluorescence.The model compounds are rearranged according to Lossen and degradated to the fluorescent 9-aminoacridine 6 using defined reaction conditions.Thiophospho-S-esters (with diethylthiophosphinic acid-S-butylester 8 as a model compound) are cleaved to the corresponding phosphorylfluorides (a) and mercaptanes (b) by fluorolysis. (a) is identified qualitatively with acridine-9-hydroxamic acid 5, (b) by the Ellman-reaction.
- Horner, Leopold,Hallenbach, Werner
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p. 301 - 312
(2007/10/02)
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- Synthesis of Pyridinium Heterocyclic Ylides. Degradation of the Pyridinium Group
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The synthesis of pyridinium-quinolone chlorides and ylides, a pyridinium-methylquinazolone ylide, 9-pyridinium acridine chloride, and their behaviour by treatment by boiling aniline are described.
- Esteve, Marta E.,Gaozza, Carlos H.
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p. 1061 - 1063
(2007/10/02)
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