9520. Tolonium Chloride

Nomenclature

CAS number: 92-31-9
3-Amino-7-(dimethylamino)-2-methylphenothiazin-5-ium chloride; 3-amino-7-dimethylamino-2-methylphenazathionium chloride; toluidine blue O; dimethyltoluthionine chloride; C.I. Basic Blue 17; C.I. 52040; Blutene (Abbott); Klot (Warren-Teed); Tolazul.
C15H16ClN3S; mol wt 305.83.
C 58.91%, H 5.27%, Cl 11.59%, N 13.74%, S 10.48%.

Description and references

Prepd from dimethyl-p-phenylenediamine, sodium thiosulfate, and o-toluidine: Dndliker, Bernthsen, US 416055 (1888 to BASF). Prepn of hemostatic compositions contg tolonium chloride: D. A. Hoff, US 2809913 (1957 to Warren-Teed). Prepn of clear, colorless, stable, isotonic solns of purified leucotoluidine blue O by reducing toluidine blue O with sodium hydrosulfite at pH 2.5-3.5: B. March, E. E. Moore, US 2571593 (1951 to Abbott). Clinical studies in bleeding disorders: J. Allen et al., Surg. Gynecol. Obstet. 89, 692 (1949). Clinical use for parathyroid identification during thyroidectomy: R. M. Yeager, E. T. Krementz, Ann. Surg. 169, 829 (1969). Acute and chronic toxicity study: T. J. Haley, F. Stolarsky, Stanford Med. Bull. 9, 96 (1951). Review of therapeutic and diagnostic use: A. Mashberg, J. Am. Dent. Assoc. 106, 319-323 (1983). See also Colour Index vol. 4 (3rd ed., 1971) p 4471; H. J. Conn's Biological Stains, R. D. Lillie, Ed. (Williams & Wilkins, Baltimore, 9th ed., 1977) p 428.

Chemical structure

Properties

Dark green powder. Sol in water (3.82 g/100 ml), giving a blue to violet soln; sol in alc (0.57 g/100 ml), giving a blue soln. Absorption max (water): 640.4 nm. LD50 in mice, rats, rabbits (mg/kg): 27.56, 28.93, 13.44 i.v. (Haley, Storlarsky).

Use

Direct dyeing, printing of wool, silk. Biological stain.

Therapeutic Category

Hemostatic. Diagnostic aid (oral carcinoma).

Keywords

Diagnostic Aid; Hemostatic