70197-61-4Relevant articles and documents
SPIROPIPERIDINE COMPOUND AND MEDICINAL USE THEREOF
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Page/Page column 40, (2010/11/30)
The present invention relates to a CXCR3 antagonist comprising a compound represented by formula (I) (wherein all the symbols have the same meaning as defined in the description), a salt thereof, a quaternary ammonium salt thereof, an N-oxide form thereof or a solvate thereof, or a prodrug thereof. This antagonist is useful as a preventive, therapeutic and/or progression-suppressing agent for a CXCR3-mediated disease such as an immune or an allergic disease [e.g., an atopic disease, an autoimmune disease (e.g., multiple sclerosis, rheumatoid arthritis, systemic lupus erythematosus, type I diabetes, glomerulonephritis, Sjogren's syndrome and the like), systemic inflammatory response syndrome (SIRS), a rejection response to transplanted organ, tissue and/or cell or the like], a gastrointestinal disease [e.g., an inflammatory bowel disease or the like], or a respiratory disease [e.g., asthma, a chronic obstructive pulmonary disease or the like].
Reaction of Superoxide with Aci-Reductones
Frimer, Aryeh A.,Marks, Vered,Gilinsky-Sharon, Pessia,Aljadeff, Gladis,Gottlieb, Hugo E.
, p. 4510 - 4520 (2007/10/02)
Three reductones, 2,3-dihydroxy-4,4-diphenyl-2,5-cyclohexadien-1-one (11), 3,4-dihydroxycoumarin (35), and 3,4-dihydroxyspiroundecan-3-en-4-one (64), were prepared and subsequently reacted with superoxide anion radical (O2(.-), generated from KO2 and 18-crown-6-polyether.The reactions were carried out in aprotic media and quenched with methyl iodide which facilitates the trapping of the various oxyanions formed.While a plethora of products were formed in each case undeca-1,4-dien-3-one (66), 2-hydroxyspirodec-1-en-3-one (70), dimethyl 1,1-cyclohexanediacetate (73), and dimethyl α-keto-1-cyclohexane-1-propionate) (75) from 64> an overall analysis of the product distribution indicates that the basic elements of the reaction sequence are the same.The first step involves facile deprotonation and the concomitant generation of the reductone monoanion, a process which lends support to the suggestion of Afanas'ev and co-workers (Afanas'ev, I.B., Grabovietskii, V.V.; Kuprianova, N.S. J.Chem.Soc.Perkin Trans. 2 1987, 281-285).Oxidation of this monoanion yields the corresponding triketone.Of the various options available to this polyketone, superoxide attack at the most electrophilic central carbonyl followed by oxidative cleavage and/or benzylic acid rearrangement are clearly the most prominent.These are followed by a variety of base catalyzed autoxidative processes which are highly dependent on the nature of the substrate.
