Salicyluric acid Chemical Properties

Melting point:

164-169 °C

Boiling point:

331.83°C (rough estimate)

Density 

1.3544 (rough estimate)

refractive index 

1.5700 (estimate)

storage temp. 

Store at 0°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Powder, Crystals or Chunks

pka

3.68±0.10(Predicted)

color 

White to light yellow

Stability:

Hygroscopic

CAS DataBase Reference

487-54-7(CAS DataBase Reference)

EPA Substance Registry System

Glycine, N-(2-hydroxybenzoyl)- (487-54-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36/37/39-27-26

RTECS 

MR8160000

HS Code 

29242998

MSDS

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Salicyluric acid Usage And Synthesis

Description

Salicyluric acid is an N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl. It has a role as a uremic toxin and a human xenobiotic metabolite. It is a N-acylglycine and a secondary carboxamide. It is functionally related to a glycine. It is a conjugate acid of a salicylurate.

Chemical Properties

Light gray crystalline powder

Uses

Metabolite of Salicylic Acid (S088125).
2-Hydroxyhippuric acid is a phenol marker. Can be associated with dietary intake or bacterial overgrowth.
Indicators of Detoxification: A conjugate of the amino acid glycine and hydroxybenzoic acid (salicylic acid). Intake of aspirin (salicylates) or the growth of salicylate-producing gastrointestinal bacteria may elevate levels. Also increased after the ingestion of the artificial sweetener aspartame (Nutrasweet).

Definition

ChEBI: An N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl.

Synthesis

The synthesis of Salicyluric acid is as follows:
To a solution of 5 g of glycine in 50ml of 10%NaOH was stirred at room temperature upon slowaddition of salicyloyl chloride, and the resultingmixture was stirred overnight. Progress of the reaction was followed by TLC (hexane : ethylacetate, 7 : 3).Then the reaction mixture was treated with crushed iceupon stirring. Concentrated HCl was added dropwiseand stirring was continued until the mixture turnedacidic. For removing the residual benzoic acid the mixture was treated with 10-12 mL of CCl4, boiled and then filtered. A pinkish white solid was obtained, yield 90%, mp 165°C.

Salicyluric acid(487-54-7)Related Product Information

• Salicyluric acid
• ANTIMYCIN A1
• OCHRATOXIN B
• OCHRATOXIN A
• Hippuric acid
• Uric acid
• Pradimicin L
• Pradimicin B
• Dexylosylbenanomicin A
• 1-(2-ethoxybenzoyl)pyrrolidine-2-carboxylic acid
• Benanomicin A
• Pradimicin A
• citreamicin alpha
• citreamicin eta
• ANTIMYCIN A2
• Benanomicin B
• 5-BROMO-2-HYDROXYHIPPURIC ACID 97
• P-HYDROXYHIPPURIC ACID