From Big Medical Encyclopedia

SKATOLE (Greek skor skatos a dung, excrements) — organic heterocyclic compound, the indole, C beta marked 9 H 9 N; the product of ichorization of proteins, is poisonous.

The page is formed of the amino acid which is a part of proteins tryptophane (see), edges under the influence of enzymes of putrefactive intestinal microflora is exposed to decarboxylation (see) and then to recovery with eliminating of methylamine with formation of skatole.

Page and indole (see), formed also of tryptophane, cause off-flavor of the decaying protein and excrements. The page is found in excrements of animals and in drain waters, in a small amount contains in coal tar.

S.'s neutralization in an organism of animals and the person happens in a liver by a hydroxylation to formation of a skatoksil, to-ry reacts with an active form sulfuric or glucuronic to - t and is removed with urine in the form of the corresponding conjugates: skatoksilserny or skatoksilglyukuronovy to - t.

The page represents colourless crystals, water-insoluble, soluble in organic solvents, t°pl 95 °, t°kip 265 °. The concentrated solutions C. have a disgusting smell, however its strongly diluted solutions have pleasant flower aroma thanks to what skatole finds application in the perfumery industry.

Villages receive cyclization of phenythydrazone of propylaldehyde with CuCl cuprous chloride or ZnCl zinc chloride 2 (so-called reaction of Fischer — Arbuzova).

As qualitative test on S. serves emergence of violet coloring with alcohol-muriatic solution of p-dimethylaminobenzaldehyde (Ehrlich's reactant).

Bibliography: see bibliogr. to St. Rotting .

H. N. Chernov.