2-Thiazolyl tetrazolium salt compounds characterized by a reflectance spectrum exhibiting an extended plateau above about 600-650 nm. Such compounds are useful as chromogenic indicators for reducing substances such as NADH. The reflectance plateau confers improved accuracy to analytical assays, part
2-Thiazolyl tetrazolium salt compounds characterized by a reflectance spectrum exhibiting an extended plateau above about 600-650 nm. Such compounds are useful as chromogenic indicators for reducing substances such as NADH. The reflectance plateau confers improved accuracy to analytical assays, particularly for the determination of analytes of medical diagnostic significance, in which a colorimetric response on a reagent carrier matrix is measured by reflectance.
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A compound of the formula: [Figure] wherein R1 is di- or trifluoroalkyl wherein the fluoro substituents are on the carbon adjacent to the thiazolyl residue in the formula, and R2 is chloro, and wherein R3 is selected from: [Figure] (a1) wherein Q is a bond or -CH〓CH-, and wherein (i) Y1 is alkoxy, a
A compound of the formula: [Figure] wherein R1 is di- or trifluoroalkyl wherein the fluoro substituents are on the carbon adjacent to the thiazolyl residue in the formula, and R2 is chloro, and wherein R3 is selected from: [Figure] (a1) wherein Q is a bond or -CH〓CH-, and wherein (i) Y1 is alkoxy, aryloxy, alkyl, amido, alkylamido, arylamido, alkylthio, arylthio, halo, or hydrogen, Y2 is alkoxy, aryloxy, alkyl, amido, alkylamido, arylamido, alkylthio, arylthio, amino, carbamoyl, carbalkoxy, carboxyl, cyano, halo, hydrogen, nitro, sulfo, sulfonamido, sulfamoyl, trialkylammonio, or ureido, Y3 is alkoxy, aryloxy, alkyl, amido, alkylamido, arylamido, alkylthio, arylthio, amino, carbamoyl, carbalkoxy, carbaryloxy, carboxyl, cyano, halo, hydrogen, hydroxyl, nitro, sulfo, sulfonamido, sulfamoyl, trialkylammonio, or ureido, and Y4 is alkoxy, halo, or hydrogen, or (ii) Y2 and Y3 together form methylenedioxy or imidazo and Y1 and Y4 are hydrogen, (b1) 2, 3, or 4-pyridyl, (c1) 2, or 3-thienyl, and (d1) 2 or 3-furanyl; wherein R4 is selected from: [Figure] (a2) wherein Y5 is alkoxy, aryloxy, alkyl, amido, alkylamido,m arylamido, alkylthio, arylthio, halo, hydrogen, nitro, or ureido, Y6 is alkoxy, aryloxy, alkyl, amido, alkylamido, arylamido, alkylthio, arylthio, carbamoyl, carbalkoxy, carboxyl, cyano, halo, hydrogen, nitro, sulfo, sulfonamido, sulfamoyl, trialkylammonio, or ureido, Y7 is alkoxy, aryloxy, amido, aklylamido, arylamido, alkylthio, arylthio, carbamoyl, carbalkoxy, carbaryloxy, carboxyl, cyano, hydrogen, hydroxyl, nitro, phenylazo, sulfo, sulfonamido, sulfamoyl, or ureido, and Y8 is alkoxy, aryloxy, alkyl, halo, hydrogen or nitro, [Figure] (b2) wherein Y9 is alkoxy, aryloxy, alkyl, amido, alkylamido, arylamido, alkylthio, arylthio, carbamoyl, carbalkoxy, carboxyl, cyano, halo, hydrogen, nitro, phenylsulfo, sulfonamido, sulfo, sulfonamido, sulfamoyl, trialkylammonio, or ureido. (c2) 2, 4, 6, or 8-quinolyl, or 2-methylquinolyl, and (d2) anthranyl; and wherein X is a counteranion provided that each of the alkyl groups contain from 1 to 6 carbon atoms and that each aryl group is selected from the group consisting of phenyl, naphthyl, pyrydl, oxazolyl, quinolyl, thiazolyl, thienyl and furanyl and further provided that the compounds are characterized in that the reflectance spectra exhibited by each of said compounds when reduced to its colored formazan state varies by less than 17% over a wavelength range of 50 nm at wavelengths of 600 nm or greater.
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