117-80-6Relevant academic research and scientific papers
FRIES REACTION AND DAKIN REARRANGEMENT IN BENZO-2,1,3-THIADIAZOLES
Belen'kaya, I. A.,Krokhina, G. P.,Sirik, S. A.,Andronati, S. A.
, p. 1356 - 1359 (1987)
The Fries rearrangement of 4- and 5-acetoxybenzo-2,1,3-thiadiazoles has given 4-hydroxy-7-acetyl- and 5-hydroxy-4-acetylbenzo-2,1,3-thiadiazoles, which on oxidation afford mixtures of 5-chloro-4,7-dioxo- and 5,6-dichloro-4,7-dioxobenzo-2,1,3-thiadiazole and of 6-chloro-4,5-dioxo- and 6,7-dichloro-4,5-dioxobenzo-2,1,3-thiadiazole.Reaction of 6,7-dichloro-4,5-dioxobenzo-2,1,3-thiadiazole with ortho-phenylenediamine gives 4,5-dichloro-2,1,3-thiadiazolophenazine.
Method for preparing 2,3-dichloro-1,4-naphthoquinone from wastes in production process of 2-chloro-1,4-naphthoquinone
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Paragraph 0024; 0025, (2017/07/19)
The invention discloses a method for preparing 2,3-dichloro-1,4-naphthoquinone from wastes in the production process of a 2-chloro-1,4-naphthoquinone in the technical field of chemical industry. The method for preparing the 2,3-dichloro-1,4-naphthoquinone from the wastes in the production process of 2-chloro-1,4-naphthoquinone comprises the following specific steps: (S1) metering the wastes accumulated in production and feeding the wastes into a reaction kettle; (S2) feeding washed, centrifuged and dried materials into the reaction kettle again for discoloring treatment; (S3) carrying out detection through a GS gas chromatography analysis method; (S4) feeding pretreated tailings to the reaction bottle; (S5) adding industrial sodium acetate; and (S6) naturally cooling and stirring for about 30 minutes and then removing excessive chlorine. The 2,3-dichloro-1,4-naphthoquinone is prepared from waste residues generated in the production process of 2-chloro-1,4-naphthoquinone as a starting material through pretreatment and deep chlorination, so that the problem of waste residue emission is solved, the environment pressure is relieved, the environmental pollution is avoided and the production cost is reduced.
Synthesis, cytotoxic activities and structure-activity relationships of topoisomerase I inhibitors: Indolizinoquinoline-5,12-dione derivatives
Cheng, Yu,An, Lin-Kun,Wu, Ning,Wang, Xiao-Dong,Bu, Xian-Zhang,Huang, Zhi-Shu,Gu, Lian-Quan
, p. 4617 - 4625 (2008/12/20)
A series of indolizinoquinoline-5,12-dione derivatives (IQDs) are synthesized and evaluated for their cytotoxic activities toward human lung adenocarcinoma (GLC-82), large-cell lung carcinoma (NCI-H460), promyelocytic leukemia (HL-60) and breast carcinoma (MCF-7) cells by MTT method. Most of the IQDs show significant cytotoxic potency. In addition, the evaluation of structure-activity relationships indicated that the incorporation of electron-withdrawing substituents at the C or D ring will enhance the activities of the target compounds distinctly. The topoisomerase I inhibitory activity is also measured.
Reaction of semiquinoid compounds derived from N-arylsulfonyl-p-quinonemono- and diimines with tosylhydrazine
Avdeenko,Zhukova
, p. 816 - 819 (2007/10/03)
Reaction of 4-arylsulfonylimino-2,3,5,6,6-pentachloro-2-cyclohexen-1-ones with tosylhydrazine gives rise to N-arylsulfonyl-N-p-tolylsulfonyl-2,3,5,6-tetrachloroaminophenols. With 4-arylsulfonylimino-2,2,3-trichloro-1,2,3,4-tetrahydronaphthalen-1-ones and 4-arylsulfonylimino-2-dihalo-1,2,3,4-tetrahydronaphthalen-1-ones reaction products are 4-arylsulfonylamido-2,3-dichloro-4-p-tolylsulfonylhydrazido-1,4-dihydronaphthalen-1-ones and 2-p-tolylsulfonyl-1,4-naphthoquinone-4-diazide respectively. First stage of the processes consists in dehydrohalogenation yielding the corresponding N-arylsulfonyl-p-quinonimines.
Kinetics of oxidation of hydroquinones by molecular oxygen. Effect of superoxide dismutase
Roginsky, Vitaly,Barsukova, Tatyana
, p. 1575 - 1582 (2007/10/03)
The kinetics of the autoxidation of sixteen hydroquinones (QH2) (substituted 1,4-hydroquinones and 1,4-dihydroxynaphthalenes as well as 9,10-dihydroxyphenanthrene) were studied using the Clark electrode technique in aqueous solution, pH 7.40, at 37°C both with and without added superoxide dismutase (SOD). QH2 oxidation occurs typically with a self-acceleration. A maximum rate of oxidation, RMAX, was found to be the most indicative parameter characterizing QH2 oxidizability. A kinetic scheme of QH2 autoxidation was developed; computer simulations carried out on the basis of this scheme reproduce the main kinetic features of the studied process. QH2 autoxidation is suggested to be a free-radical chain process with semiquinone (Q-) and superoxide (O2-) as chain-carrying species. The oxidation is initiated by reaction (1) Q + QH2→2Q- + 2H+. The addition of SOD results in two main effects: shifting the equilibrium (2) Q- + O2?Q + O2- (K2) to the right and suppressing reaction (3) QH2 + O2-→Q- + H2O2. The net effect of SOD depends basically on K2. When K2 2 > 0.1, the more SOD inhibits the oxidation, the higher K2. The concentration of SOD causing the 50%-effect on RMAX ([SOD]50), both inhibitory and stimulatory, decreases dramatically when K2 increases. At [SOD] ? [SOD]50 the rate of QH2 autoxidation is definitively determined by the rate of reaction (1). For the majority of QH2, [SOD]50 is significantly less than the physiological values of [SOD] and thus QH2 autoxidation in biological environment is expected to occur in the above kinetically simple mode.
The treatment of pests using substituted naphthoquinones
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, (2008/06/13)
Naphthoquinone compounds of the formula I wherein R1 and R2 are each, independently, selected from H and OH and R3 and R4 are each, independently, selected from H, halo and 1-4C alkyl groups, provided that when R1 and R2 are each H, R3 and R4 cannot both be H, have use as pesticides particularly in the treatment of acarids and insects. A pesticidal composition comprises at least one compound of the formula I together with an inert carrier.
Solid-state organic reactions proceeding by pulverization: Oxidation and halogenation with iodosobenzene and inorganic solid-supports
Sohmiya, Hajime,Kimura, Takahide,Fujita, Mitsue,Ando, Takashi
, p. 13737 - 13750 (2007/10/03)
Pulverization-activation method was employed to accelerate solid-state organic reactions. Crushing and grinding of solid mixtures of hydrogen halide-treated silica gels, iodosobenzene and organic substrates in the absence of a solvent brought about smooth and rapid reactions to give halogenated and/or oxidized products in good yields. Various sulfides were smoothly converted to sulfonyl chlorides in one step in excellent yields. The surface of silica gel activated by pulverization serves as a reaction field on which reagent molecules can effectively encounter with each other.
Use of thiazyl chlorides, alkyl carbamates, and thionyl chloride to fuse 1,2,5-thiadiazoles to quinones and to oxidize, chlorinate, and aminate them
Shi,Katz,Yang,Liu
, p. 1285 - 1297 (2007/10/02)
Thiazyl chlorides in a simple one-step procedure fuse 1,2,5-thiadiazole rings to quinones. So do alkyl carbamates mixed with excess thionyl chloride and pyridine. Evidence is put forward to support the hypothesis that NSCl or a related thiazyl derivative is the reactive species that brings about the transformations. Selenoyl chloride mixed with an alkyl carbamate, pyridine, and quinones similarly gives 1,2,5-selenodiazoloquinones. Thionyl chloride in pyridine chlorinates quinones and oxidizes hydroquinones. 2,3-Dichloro-1,4-quinones with S4N4 or with alkyl N-sulfinylcarbamates give 1,2,5-thiadiazoloquinones. Quinones and their 2,3-dichloro derivatives with TsNSO in pyridine give betaine derivatives of 2,3-diaminoquinones, which pyrrolidine converts into 2-amino-3-(tosylamino)quinones. A unified set of mechanisms is presented that accounts for these transformations.
Method for dyeing keratinous fibres using an aminoindole in combination with a quinone derivative
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, (2008/06/13)
Method for dyeing keratinous fibres, characterized in that at least one composition (A) containing at least one aminoindole in a medium appropriate for dyeing is applied to these fibres, the application of the composition (A) being preceded or followed by the application of a composition (B) containing, in a medium appropriate for dyeing, at least one quinone derivative chosen from ortho- or para-benzoquinones, ortho- or para-benzoquinone monoimines or diimines, 1,2- or 1,4-naphthoquinones, ortho- or para-benzoquinone sulphonimides, α,ω-alkylene-bis-1,4-benzoquinones, or 1,2- or 1,4-naphthoquinone monoimines or diimines, the aminoindoles and the quinone derivatives being chosen such that the difference in redox potential ΔE between the redox potential Ei of the aminoindoles, determined at pH 7 in a phosphate medium on a vitreous carbon electrode by voltametry, and the redox potential Eq of the quinone derivative, determined at pH 7 in a phosphate medium by polarography on a mercury electrode relative to the saturated calomel electrode, in such that
METHOD FOR TREATING DISEASE STATES IN MAMMALS WITH NAPHTHALENE LIPOXYGENASE-INHIBITTNG AGENTS
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, (2008/06/13)
Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: wherein: R1 is lower alkoxy or optionally substituted phenoxy, R2 is the same as R1, or R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl, R3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; both X groups are the same and X is either -C(O)OR4 or -C(O)NR5R6 , wherein R4 is alkyl, phenyl or benzyl optionally substituted with one or two lower alkyl groups, lower alkoxy groups or halo; and R5 and R6 are independently hydrogen, lower alkyl, cycloalkyl or phenyl optionally substituted with one or two lower alkyl groups, lower alkoxy groups or halo. The compounds of this invention are also useful for the treatment of disease-states caused by lipoxygenase activity in mammals, particularly 5-lipoxygenase activity, when administered systemically.
