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HomeProduct name listSalicyluric acid

Salicyluric acid

Synonym(s):2-Hydroxybenzoylaminoacetic acid;Salicylglycine

  • CAS NO.:487-54-7
  • Empirical Formula: C9H9NO4
  • Molecular Weight: 195.17
  • MDL number: MFCD00002695
  • EINECS: 207-661-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-18 11:31:16
Salicyluric acid Structural

What is Salicyluric acid?

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

The Uses of Salicyluric acid

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).

What are the applications of Application

2-Hydroxy Hippuric Acid is a metabolite of Salicylic Acid

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.
synthesis of Salicyluric acid.png

Properties of Salicyluric acid

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 for Salicyluric acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P233:Keep container tightly closed.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304:IF INHALED:
P312:Call a POISON CENTER or doctor/physician if you feel unwell.
P321:Specific treatment (see … on this label).
P340:Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362:Take off contaminated clothing and wash before reuse.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.
P403:Store in a well-ventilated place.
P405:Store locked up.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P501:Dispose of contents/container to..…

Computed Descriptors for Salicyluric acid

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