Salicyluric acid

Structural formula
General
Surname	Salicyluric acid
other names	Saliglycic acid; 2-hydroxyhippuric acid;
Molecular formula	C 9 H 9 NO 4
Brief description	white solid
External identifiers / databases
EC number	207-661-6
ECHA InfoCard	100.006.965
PubChem	10253
ChemSpider	9835
Wikidata	Q2214314
properties
Molar mass	195.17 g mol −1
Physical state	firmly
Melting point	167-169 ° C
solubility	poorly soluble in water (1.8 g / l at 20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	3000 mg kg −1 ( LD 50 , rat , sc )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Salicyluric acid (saliglycic acid), C ₉ H ₉ NO ₄ , is an amide of salicylic acid with glycine . Chemically, it is also a derivative of hippuric acid . Salicyluric acid is formed in the liver after ingestion of salicylic acid preparations, whereby up to 70% of the salicylic acid is converted into salicyluric acid. It is excreted in the urine.

Salicyluric acid crystallizes out of the hot aqueous solution in concentrically grouped needles. Salicyluric acid has a bitter taste, is acidic, and dissolves in hot water, ethanol and diethyl ether . It can be detected in solution by means of iron (III) salts, e.g. B. ferric chloride . If the result is positive, purple complexes form. After long boiling, salicyluric acid breaks down into salicylic acid and glycine.

Individual evidence

↑ ^a ^b ^c ^d ^e data sheet o-Hydroxyhippuric acid, analytical standard from Sigma-Aldrich , accessed on December 26, 2019 ( PDF ).
↑ ^a ^b Entry on salicylic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 7, 2014.
↑ ^a ^b ^c L. Gmelin : Handbuch der Chemie, Volume 6 , pp. 257-258, University bookstore by Karl Winter, 1859 .
↑ B. Brinkmann (ed.), B. Madea (ed.): Handbook of judicial medicine Volume 2 , p. 322, 1st edition, Springer Verlag Berlin, 2003 , ISBN 978-3-540-66447-5 .

[Sigma-1] ↑ ^a ^b ^c ^d ^e data sheet o-Hydroxyhippuric acid, analytical standard from Sigma-Aldrich , accessed on December 26, 2019 ( PDF ).

[roempp-2] Entry on salicylic acid. In: Römpp Online . Georg Thieme Verlag, accessed on June 7, 2014.

[gme59-3] L. Gmelin : Handbuch der Chemie, Volume 6 , pp. 257-258, University bookstore by Karl Winter, 1859 .

[4] B. Brinkmann (ed.), B. Madea (ed.): Handbook of judicial medicine Volume 2 , p. 322, 1st edition, Springer Verlag Berlin, 2003 , ISBN 978-3-540-66447-5 .