Chromogenic acridinone enzyme substrates

C - Chemistry – Metallurgy – 07 – D

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C07D 219/06 (2006.01) C07D 221/20 (2006.01) C07F 9/64 (2006.01) C07H 15/26 (2006.01) C07H 17/02 (2006.01) C07H 21/00 (2006.01) C12Q 1/34 (2006.01) C12Q 1/54 (2006.01)

Patent

CA 1303611

ABSTRACT OF THE DISCLOSURE Chromogenic acridinone enzyme substrate compounds comprising 7-hydroxy-9H-acridin-2-one chromogens derivatized at the 7-hydroxy-position with an enzymatically-cleavable group and disubstituted at the 9-position with alkyl or aryl groups, which can be the same or different, preferably lower alkyl or phenyl, respectively, or together form a cyclohexa-2,5-diene-4-one residue or a 4-hydroxycyclohexyl residue, and 7-hydroxy-1,3-dihalo-9,9-dimethyl-acridin-2-one intermediates useful for the preparation of the novel chromogenic acridinone enzyme substrate compounds and methods therefor. The enzymatically- cleavable group is a radical of a compound Y-OH comprising an enzyme-specific moiety which is capable of being cleaved by a specific enzyme wherein a deprotonated form of the chromogen is liberated having an absorbance maximum in basic solution which is substantially greater than the absorbance maximum of the chromogenic acridinone enzyme substrate compound to provide a distinct change in absorbance which can be accurately measured and correlated to the amount of enzyme present in a liquid test sample. MS-1470-CIP

552712

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