Physicochemical characteristics of patent blue violet dye. 1981

D W Newton, and P J Breen, and D E Brown, and J F Mackie, and R B Kluza

Physicochemical data for patent blue violet dye (I) are reported. The pKa for protonation of the first diethylanilino group was 2.78 +/- 0.03. The absorptivity values calculated for a 1% (w/v) solution of previously dried I at pH 7.4 were 1650, 170, and 250 at 638, 412, and 309 nm, respectively. A table of wavelength maxima and observed solution color as a function of pH and Ho and five spectra of I at certain pH and Ho values are included. The solution chemistry of I is explained, and a scheme showing its two protonated carbonium ions and its triphenylcarbinol derivative is presented. The distribution coefficients of I in n-octanol or chloroform and pH 7.4 phosphate buffer systems were 0.013 and 0.12, respectively. The approximate solubilities at 25 degrees of I in six organic solvents and the solubility analysis of I in distilled water are reported. Results of the latter analysis suggest that I forms a lyotropic mesophase in high aqueous concentrations. Compound I is poorly lipid soluble. Samples of 1.000% I in 0.9% NaCl, formulated with and without 1% (v/v) benzyl alcohol and autoclaving, varied not more than 5% from the initial I content during storage in the dark and under constant fluorescent light at 25 +/- 5 degrees for 20 months. Data from the TLC of I in several eluents indicated a high degree of purity of the dye. The half-lives for the loss of color in 5 X 10(-4)% I solutions in potassium hydroxide solutions of pH 13.7, 12.7, 11.3, and 10.0 were 1.2 hr, 17.0 hr, 9.5 days, and 180 days, respectively. The fraction of I bound to 4% (w/v) human serum albumin at 37 degrees and pH 7.4 ranged from 0.05 to 0.83, corresponding to unbound I in the postdialysis concentration range of 1.7 X 10(-4) to 2.0% (w/v). A Scatchard plot of the albumin binding data of I revealed one high-affinity binding site, K = 6235 M-1, and five low-affinity sites, with average affinity constants of 33 M-1. The data support the fact that the spectrophotometric determination of I at 639 +/- 2 nm appears to comprise a stability-indicating assay.

UI MeSH Term Description Entries
D002627 Chemistry, Physical The study of CHEMICAL PHENOMENA and processes in terms of the underlying PHYSICAL PHENOMENA and processes. Physical Chemistry,Chemistries, Physical,Physical Chemistries
D006207 Half-Life The time it takes for a substance (drug, radioactive nuclide, or other) to lose half of its pharmacologic, physiologic, or radiologic activity. Halflife,Half Life,Half-Lifes,Halflifes
D006863 Hydrogen-Ion Concentration The normality of a solution with respect to HYDROGEN ions; H+. It is related to acidity measurements in most cases by pH pH,Concentration, Hydrogen-Ion,Concentrations, Hydrogen-Ion,Hydrogen Ion Concentration,Hydrogen-Ion Concentrations
D012394 Rosaniline Dyes Compounds that contain the triphenylmethane aniline structure found in rosaniline. Many of them have a characteristic magenta color and are used as COLORING AGENTS. Fuchsins,Magentas,Fuchsin,Triphenylmethane Aniline Compounds,Aniline Compounds, Triphenylmethane,Compounds, Triphenylmethane Aniline,Dyes, Rosaniline
D012995 Solubility The ability of a substance to be dissolved, i.e. to form a solution with another substance. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Solubilities
D013053 Spectrophotometry The art or process of comparing photometrically the relative intensities of the light in different parts of the spectrum.
D055598 Chemical Phenomena The composition, structure, conformation, and properties of atoms and molecules, and their reaction and interaction processes. Chemical Concepts,Chemical Processes,Physical Chemistry Concepts,Physical Chemistry Processes,Physicochemical Concepts,Physicochemical Phenomena,Physicochemical Processes,Chemical Phenomenon,Chemical Process,Physical Chemistry Phenomena,Physical Chemistry Process,Physicochemical Phenomenon,Physicochemical Process,Chemical Concept,Chemistry Process, Physical,Chemistry Processes, Physical,Concept, Chemical,Concept, Physical Chemistry,Concept, Physicochemical,Concepts, Chemical,Concepts, Physical Chemistry,Concepts, Physicochemical,Phenomena, Chemical,Phenomena, Physical Chemistry,Phenomena, Physicochemical,Phenomenon, Chemical,Phenomenon, Physicochemical,Physical Chemistry Concept,Physicochemical Concept,Process, Chemical,Process, Physical Chemistry,Process, Physicochemical,Processes, Chemical,Processes, Physical Chemistry,Processes, Physicochemical

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