- Physico-chemical properties of isomeric forms of luminol in aqueous solutions
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Two luminol isomers, 2,4-diaminoisoindoline-1,3-dione and 8-amino-4-hydroxyphthalazin-1(2H)-one, have been obtained and described, their physical and chemical properties studied. Using UV-spectroscopy and fluorescence data, it has been shown that, in aque
- Skripnikova, Tatiana A.,Lysova, Svetlana S.,Zevatskii, Yuriy E.,Myznikov, Leonid V.,Vorona, Svetlana V.,Artamonova, Tatiana V.
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Read Online
- A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur
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A transition metal-free, environment-friendly and practical protocol was developed either for the reduction of nitroarenes or for the deoxygenation of N-oxide containing heteroarenes. The reaction proceeded with the use of a non-toxic and cheap feedstock as elemental sulfur in aqueous methanol under relatively mild conditions. Green chemistry credentials were widely favorable compared to traditional and industrial protocols with good E-factors and a low production of waste. The strategy allowed the efficient reduction of a large variety of substituted-nitroarenes including various o-nitroanilines as well as selective reduction of various poly-nitroarenes in excellent yields with a broad substrate scope. The protocol was successfully extended to the deoxygenation of some N-oxide containing heteroarenes, like benzofuroxans, phenazine N,N'-dioxides, pyridine N-oxides, 2H-indazole N1-oxides, quinoxaline N1,N4-dioxides and benzo[d]imidazole N1,N3-dioxides. A gram-scale example for the synthesis of luminol, in green conditions, was reported. A solid mechanism of reaction was proposed from experimental evidences.
- Cerecetto, Hugo,Romero, Angel H.
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- CRYSTALLINE FORM OF 5-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE
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A new crystalline form of 5-amino-2,3-dihydro-1,4-phthalazinedione (luminol) is provided. Advantageous uses for this crystalline form as a detecting agent or as an agent for forensic purposes are disclosed, as well a pharmaceutical composition containing said crystalline form.
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Page/Page column 23; 24
(2017/09/08)
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- Luminol or isoluminol synthesizing method by one-pot process
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The invention discloses a luminol or isoluminol synthesizing method by a one-pot process. The luminol or the isoluminol synthesizing method by the one-pot process includes the steps of 1) enabling 3-nitrophthalic acid or 4-nitrophthalic acid as a starting material to react with urea in an organic solvent to obtain 3-nitrophthalimide or 4-nitrophthalimide; 2) enabling the 3-nitrophthalimide or the 4-nitrophthalimide to react with a hydrazine hydrate aqueous solution to obtain 3-nitrophthalhydrazide or 4-nitrophthalhydrazide; 3) enabling the 3-nitrophthalhydrazide or the 4-nitrophthalhydrazide to react with a reducing agent in the presence of a catalyst to obtain luminol or isoluminol. The luminol or the isoluminol synthesizing method by the one-pot process has the advantages of simplicity, convenience in operation, low cost, high yield and less pollution, and can be applicable to industrialized production.
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Paragraph 0062
(2017/08/30)
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- CRYSTALLINE FORMS FOR 5-AMINO-2, 3-DIHYDROPHTHALAZINE-1, 4-DIONE SODIUM SALT, PHARMACEUTICAL PREPARATIONS CONTAINING THE SAME AND METHOD FOR THE PRODUCTION OF SAID FORMS
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The invention relates to the provision of two novel crystalline forms I and II for 5-amino-2,3-dihydrophthalazine-1,4-dione sodium salt. Surprisingly, it was discovered that form I and form II have differing immunological effects. This advantageous property is useful for immunospecific applications. In addition, both forms have advantageous physicochemical properties, which are useful in the production, further processing and/or use of a pharmaceutical preparation of form I or form II or a mixture of both.
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Page/Page column 9
(2013/02/28)
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- Hydrazine-hydroquinone complex as an efficient solid phase hydrazine donor: High yield synthesis of luminol and isoluminol
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Isomeric aminophthalhydrazides, luminol and isoluminol were easily obtained from the corresponding aminoph-thalimides by solid phase hydrazinolysis with the hydrazine-hydroquinone complex in high yields. Synthesis of a novel chemiluminescent agent, a heterocyclic analogue of isoluminol related to aminoimidazolecarboxamide, is also described.
- Chattopadhyay, Gautam,Ray, Partha Sinha
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experimental part
p. 326 - 328
(2011/10/02)
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- On the photophysical properties of new luminol derivatives and their synthetic phthalimide precursors
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The photophysical properties of a series of structurally related 4-aminophthalimides and the corresponding 5-aminophthalic hydrazides (luminols) are reported. Absorption, steady-state, and time-resolved fluorescence spectra of luminols exhibited substitution, solvent, and pH dependence. Singlet lifetimes have been determined by time-resolved laser flash spectroscopy. UV spectra in gas phase and DMSO solution were calculated by TD-DFT which revealed the existence of two low-energy excited singlet states with strong pH-sensitivity. Springer Science+Business Media, LLC 2010.
- Perez-Ruiz, Raul,Fichtler, Robert,Diaz Miara, Yrene,Nicoul, Matthieu,Schaniel, Dominik,Neumann, Helfried,Beller, Matthias,Blunk, Dirk,Griesbeck, Axel G.,Jacobi Von Wangelin, Axel
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scheme or table
p. 657 - 664
(2011/11/05)
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- A new efficient synthesis of substituted luminols using multicomponent reactions
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A new general synthesis of substituted luminols (5-amino-2,3- dihydrophthalazine-1,4-diones) is presented. Diversely substituted luminol derivatives can be synthesized in three steps. The products are of interest as new materials, which exhibit chemiluminescence.
- Neumann, Helfried,Klaus, Stefan,Klawonn, Markus,Strübing, Dirk,Hübner, Sandra,G?rdes, Dirk,Von Wangelin, Axel Jacobi,Lalk, Michael,Beller, Matthias
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p. 431 - 438
(2007/10/03)
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- Composition of matter having bioactive properties
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Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.
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- Cyclic Imides. 16. Hydroxy and Methoxy Derivatives of Aminophthalimide and Phthalhydrazide
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Treatment of N-alkyl derivatives of 3,6-dichlorophthalimide and 4,5-dichlorophthalimide with potassium nitrite gave 3-hydroxy-6-nitro- and 4-hydroxy-5-nitrophthalimides.The potassium salts of these phenols were alkylated by dialkyl sulfates.The products were reduced to the 3-amino-6-alkoxy- and 4-amino-5-alkoxyphthalimides, and the fluorescence emission spectra of these products were measured.Hydrazinolysis of the phthalimides in a toulene medium gave phthalhydrazides.The luminescence spectra of several aminophthalhydrazides were measured.The infrared and proton magnetic resonance spectra of these and of some nitrophthalhydrazides were measured and aspects of these spectra characteristic of phthalhydrazides were identified.
- Caswell, Lyman R.,Cavasos, Gayle
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p. 907 - 914
(2007/10/02)
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- CHEMILUMINESCENCE MECHANISM OF CYCLIC HYDRAZIDES SUCH AS LUMINOL IN AQUEOUS SOLUTIONS.
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Independently of the mode of oxidation, the first critical intermediate on the chemiluminescent pathway of luminol is a hydroperoxide. Below its pK//a it decomposes into oxygen and the parent hydrazide. At higher pH, the monoanion of the hydroperoxide expels nitrogen and yields a monoprotonated dicarboxylate. The latter is chemiexcited to some extent.
- Lind,Merenyi,Eriksen
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p. 7655 - 7661
(2007/10/02)
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- Chemiluminescence of 5-Aminophthalazine-1,4-dione in the Presence of Hydrogen Peroxide
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In aqueus solutions containing luminol, H2O2, and ClO2-, chlorine dioxide (ClO2.) is generated by pulse radiolysis.ClO2. oxidizes luminol to 5-aminonaphthalazine-1,4-dione (azaquinone).The latter reacts with HO2- to yield an intense chemiluminescence.The results obtained from detailed kinetic study at various pH values and from product analysis are consistent with the following conclusions: The azaquinone combines with the HO2- to form an open carbon-centred peroxide.The latter decomposes via a short-lived endoperoxide in two parallel reactions.The first of thes yields oxygen and luminol while the second one generates nitrogen and ultimately excited 3-aminophthalate with an efficiency of 4 percent.The kinetics of the present system is compared with that of other similar systems reported.Based on observed differrences, the presence of several peroxide intermediates is implied.In addition evidence is presented that 3-aminophthalate may not be the sole emitter in every chemiluminescent system based on luminol.
- Eriksen, Trygve E.,Lind, Johan,Merenyi, Gabor
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p. 2137 - 2148
(2007/10/02)
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