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Salicylic Acid
"Descrizione"
by A_Partyns (12876 pt)
2022-Oct-09 11:28

Review Consensus: 8 Rating: 8 Number of users: 1
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Salicylic acid is a compound that occurs naturally throughout the plant kingdom and is produced industrially by chemical means from the bark of the white willow tree.

It appears in the form of a white powder that is poorly soluble in water and oil, and soluble in glycols and alcohol.

What it is used for and where

It is an aromatic acid and natural plant phenolic regulator and a metabolite of phenylalanine.

It was discovered in 1830 in an experiment on salicylin. It is one of the components of Aspirin and an aetiological agent in aspirin teratogenesis in animals. 

Medical

It is an anti-inflammatory drug and is used as a disinfectant, antiseptic and antipyretic. It is effective in treating less severe cases of acne vulgaris i.e. mild to moderate acne (1).

In the 1960s it was used in canned food as a preservative but European legislation has long since banned its use due to certain contraindications such as stomach irritation and others. The safe alternative today is sorbic acid.

Cosmetics

Used in cosmetic formulations as a skin conditioning agent, hair conditioning agent and denaturant. It also has the function of improving the percutaneous penetration of certain agents such as vitamin A and is a preservative agent commonly included in skin creams and other personal care products to inhibit the growth of microorganisms (2).

Safety

In 2003, the Expert Panel for the Review of Cosmetic Ingredients deemed salicylic acid safe when used when formulated to avoid skin irritation and when formulated to avoid increasing the skin's sensitivity to the sun, or, when one would expect increased sensitivity to the sun, the instructions for use include daily use of sunscreen (3).

Salicylic Acid studies

Typical commercial product characteristics Salicylic acid

AppearanceWhite powder
Boiling Point
336.3±0.0°C at 760 mmHg
Melting Point
158-161°C
Flash Point
144.5±19.1°C
Density1.4±0.1 g/cm3
Vapor Pressure
0.0±0.7 mmHg at 25°C
Vapor Density
4.8
Refraction Index1.616
PSA57.53000
LogP2.06
Water Solubility
1.8 g/L 
Phenol≤0.02%
Impurities≤0.03%
4-hydroxyisophthalic acid
≤0.05%
4-hydroxybenzoic acid
≤0.1%
Heavy metals
≤20ppm
Sulfate≤200ppm
Chloride≤100ppm
Loss on drying
≤0.4%
Sulphated ash
≤0.050%
Chemical Risk



  • Molecular Formula    C7H6O3
  • Linear Formula    2-(HO)C6H4CO2H
  • Molecular Weight    138.122 g/mol
  • UNII    O414PZ4LPZ
  • CAS    69-72-7  
  • EC Number    200-712-3
  • DSSTox Substance ID  
  • IUPAC  2-hydroxybenzoic acid
  • InChl=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
  • InChl Key      YGSDEFSMJLZEOE-UHFFFAOYSA-N
  • SMILES   C1=CC=C(C(=C1)C(=O)O)O
  • FEMA Number    3985
  • PubChem Substance ID 24899681
  • MDL number MFCD00002439
  • Beilstein Registry Number 774890
  • ChEBI  16914
  • RTECS  VO0525000
  • ICSC    0563
  • NSC      180
  • JECFA   958  

Synonyms

  • 2-Hydroxybenzoic acid
  • 2-hydroxy-benzoic acid
  • o-hydroxybenzoic acid
  • 2-Carboxyphenol
  • o-Carboxyphenol
  • Rutranex
  • Salonil
  • Psoriacid-S-stift
  • salicylate
  • Stri-Dex
  • Salicylic acid soap
  • Benzoic acid, 2-hydroxy-
  • Salicylic acid collodion
  • Hydrisalic Gel
  • Retarder W
  • Keralyt
  • Duoplant
  • Freezone
  • Saligel
  • Ionil
  • Orthohydroxybenzoic acid
  • 2-Hydroxybenzenecarboxylic acid
  • Verrugon
  • Phenol-2-carboxylic acid
  • Acidum salicylicum
  • Trans-Ver-Sal

References______________________________________________________________________

(1) Eichenfield DZ, Sprague J, Eichenfield LF. Management of Acne Vulgaris: A Review. JAMA. 2021 Nov 23;326(20):2055-2067. doi: 10.1001/jama.2021.17633. 

Sarkar R, Ghunawat S, Garg VK. Comparative Study of 35% Glycolic Acid, 20% Salicylic-10% Mandelic Acid, and Phytic Acid Combination Peels in the Treatment of Active Acne and Postacne Pigmentation. J Cutan Aesthet Surg. 2019 Jul-Sep;12(3):158-163. doi: 10.4103/JCAS.JCAS_135_18.

(2) Rastogi SC. Analytical control of preservative labelling on skin creams. Contact Dermatitis. 2000 Dec;43(6):339-43. doi: 10.1034/j.1600-0536.2000.043006339.x. 

(3) Cosmetic Ingredient Review Expert Panel. Safety assessment of Salicylic Acid, Butyloctyl Salicylate, Calcium Salicylate, C12-15 Alkyl Salicylate, Capryloyl Salicylic Acid, Hexyldodecyl Salicylate, Isocetyl Salicylate, Isodecyl Salicylate, Magnesium Salicylate, MEA-Salicylate, Ethylhexyl Salicylate, Potassium Salicylate, Methyl Salicylate, Myristyl Salicylate, Sodium Salicylate, TEA-Salicylate, and Tridecyl Salicylate. Int J Toxicol. 2003;22 Suppl 3:1-108.

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