Relationships between the Molecular Structures and Stabilities of Functional Dyes with a Phenothiazine Skeleton

Article abstract of DOI:10.1246/bcsj.69.1423

10-N-Methylcarbamoyl-3,7-bis(dimethylamino)-10H-phenothiazine (MCDP) is one of the functional dyes which are applied clinically as diagnostics. MCDP spontaneously decomposes to methylene blue while increasing the undesirable background of diagnosis. Understanding the mechanisms of spontaneous decomposition is essential for the molecular design of better functional dyes. X-Ray analyses of two derivatives of MCDP, 10-N-methylthiocarbamoyl-3,7-bis(dimethylamino)-10H-phenothiazine and 10-N-benzylthiocarbamoyl-3,7-bis(dimethylamino)-10H-phenothiazine, have been undertaken. Based on the three-dimensional structures the structure-property relationships between them were analysed.