Salicylic acid

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Salicylic acid
Adult Indications & Dosage
Pediatric Indications & Dosage
Contraindications
Warnings & Precautions
Adverse Reactions
Drug Interactions
Use in Specific Populations
Administration & Monitoring
Overdosage
Pharmacology
Clinical Studies
How Supplied
Images
Patient Counseling Information
Precautions with Alcohol
Brand Names
Look-Alike Names

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]; Associate Editor(s)-in-Chief: Ammu Susheela, M.D. [2]

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Overview

Salicylic acid is an anti acne agent that is FDA approved for the treatment of acne, for relief of itching, irritation, redness and scaling assoicated with psoriasis, eczema and seborrheic dermatitis. Common adverse reactions include hypersensitivity reaction, salicylate toxicity.

Adult Indications and Dosage

FDA-Labeled Indications and Dosage (Adult)

  • FOR THE TREATMENT OF ACNE
  • HELPS KEEP SKIN CLEAR OF NEW ACNE BLEMISHES
  • For relief of itching, irritation, redness and scaling assoicated with psoriasis, eczema and seborrheic dermatitis.

Off-Label Use and Dosage (Adult)

Guideline-Supported Use

  • Apply TOPICALLY in concentrations of 0.5% to 10%
  • Disorder of skin, Hyperkeratotic: gel, apply TOPICALLY to the affected area and occlude the area at night.
  • Disorder of skin, Hyperkeratotic
  • shampoo, wet hair and apply TOPICALLY to the scalp, work into a lather and rinse; repeat the treatment as needed until the condition clears [5]
  • Psoriasis
  • Apply TOPICALLY in concentrations of 3% to 6%
  • Removal of wart
  • Apply TOPICALLY once or twice daily in concentrations of 5% to 40% for up to 12 weeks

Non–Guideline-Supported Use

There is limited information regarding Off-Label Non–Guideline-Supported Use of Salicylic acid in adult patients.

Pediatric Indications and Dosage

FDA-Labeled Indications and Dosage (Pediatric)

There is limited information regarding FDA-labeled indications and dosage information of Salicylic acid in pediatric patients.

Off-Label Use and Dosage (Pediatric)

Guideline-Supported Use

There is limited information regarding Off-Label Guideline-Supported Use of Salicylic acid in pediatric patients.

Non–Guideline-Supported Use

There is limited information regarding Off-Label Non–Guideline-Supported Use of Salicylic acid in pediatric patients.

Contraindications

There is limited information regarding Salicylic acid Contraindications in the drug label.

Warnings

  • For external use only.
  • Avoid contact with eyes. If contact occurs, rinse thoroughly with water.
  • Do not use without consulting a doctor if the condition appears over a large portion of hte body.
  • If condition worsens, or does not improve after using as directed, consult physician.
  • Do not use for prolonged periods without consulting a doctor.

Adverse Reactions

Clinical Trials Experience

There is limited information regarding Clinical Trial Experience of Salicylic acid in the drug label.

Postmarketing Experience

There is limited information regarding Postmarketing Experience of Salicylic acid in the drug label.

Drug Interactions

There is limited information regarding Salicylic acid Drug Interactions in the drug label.

Use in Specific Populations

Pregnancy

Pregnancy Category (FDA):

  • Pregnancy Category


Pregnancy Category (AUS):

  • Australian Drug Evaluation Committee (ADEC) Pregnancy Category

There is no Australian Drug Evaluation Committee (ADEC) guidance on usage of Salicylic acid in women who are pregnant.

Labor and Delivery

There is no FDA guidance on use of Salicylic acid during labor and delivery.

Nursing Mothers

There is no FDA guidance on the use of Salicylic acid with respect to nursing mothers.

Pediatric Use

There is no FDA guidance on the use of Salicylic acid with respect to pediatric patients.

Geriatic Use

There is no FDA guidance on the use of Salicylic acid with respect to geriatric patients.

Gender

There is no FDA guidance on the use of Salicylic acid with respect to specific gender populations.

Race

There is no FDA guidance on the use of Salicylic acid with respect to specific racial populations.

Renal Impairment

There is no FDA guidance on the use of Salicylic acid in patients with renal impairment.

Hepatic Impairment

There is no FDA guidance on the use of Salicylic acid in patients with hepatic impairment.

Females of Reproductive Potential and Males

There is no FDA guidance on the use of Salicylic acid in women of reproductive potentials and males.

Immunocompromised Patients

There is no FDA guidance one the use of Salicylic acid in patients who are immunocompromised.

Administration and Monitoring

Administration

  • Topical

Monitoring

There is limited information regarding Monitoring of Salicylic acid in the drug label.

IV Compatibility

There is limited information regarding IV Compatibility of Salicylic acid in the drug label.

Overdosage

There is limited information regarding Chronic Overdose of Salicylic acid in the drug label.

Pharmacology

Template:Chembox ECNumberTemplate:Chembox E numberTemplate:Chembox SolubilityInWaterTemplate:Chembox GHSPictogramsTemplate:Chembox GHSSignalWordTemplate:Chembox HPhrasesTemplate:Chembox PPhrasesTemplate:Chembox AutoignitionPtTemplate:Chembox Lethal amounts (set)
Salicylic acid
IUPAC name 2-Hydroxybenzoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
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KEGG
RTECS number VO0525000
UNII
Properties
C7H6O3
Molar mass 138.12 g·mol−1
Appearance colorless to white crystals
Odor odorless
Density 1.443 g/cm3 (20 °C)[1]
Melting point
Boiling point
sublimation conditions sublimes at 76 °C[2]
Solubility soluble in ether, CCl4, benzene, propanol, acetone, ethanol, oil of turpentine, toluene
Solubility in benzene 0.46 g/100 g (11.7 °C)
0.775 g/100 g (25 °C)
0.991 g/100 g (30.5 °C)
2.38 g/100 g (49.4 °C)
4.4 g/100 g (64.2 °C)[3][4]
Solubility in chloroform 2.22 g/100 mL (25 °C)[4]
2.31 g/100 mL (30.5 °C)[3]
Solubility in methanol 40.67 g/100 g (−3 °C)
62.48 g/100 g (21 °C)[3]
Solubility in olive oil 2.43 g/100 g (23 °C)[3]
Solubility in acetone 39.6 g/100 g (23 °C)[3]
log P 2.26
Vapor pressure 10.93 mPa[2]
Acidity (pKa) 1 = 2.97 (25 °C)[5]
2 = 13.82 (20 °C)[3]
λmax 210 nm, 234 nm, 303 nm (4 mg % in ethanol)[2]
Refractive index (nD) 1.565 (20 °C)[1]
Thermochemistry
Std enthalpy of
formation
ΔfHo298
-589.9 kJ/mol
Std enthalpy of
combustion
ΔcHo298
3.025 MJ/mol[6]
Hazards
Eye hazard Severe irritation
Skin hazard Mild irritation
Flash point {{{value}}}
Related compounds
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Mechanism of Action

  • Salicylic acid has been shown to work through several different pathways. It produces its anti-inflammatory effects via suppressing the activity of cyclooxygenase (COX), an enzyme that is responsible for the production of pro-inflammatory mediators such as the prostaglandins.
  • It does this not by direct inhibition of COX like most other non-steroidal anti-inflammatory drugs (NSAIDs) but instead by suppression of the expression of the enzyme (via a yet-unelucidated mechanism).[8]
  • Salicylic acid has also been shown to activate adenosine monophosphate-activated protein kinase (AMPK), and it is thought that this action may play a role in the anticancer effects of the compound and its prodrugs aspirin and salsalate. In addition, the antidiabetic effects of salicylic acid are likely mediated by AMPK activation primarily through allosteric conformational change that increases levels of phosphorylation.[9]
  • Salicylic acid also uncouples oxidative phosphorylation, which leads to increased ADP:ATP and AMP:ATP ratios in the cell. As a consequence, salicylic acid may alter AMPK activity and subsequently exert its anti-diabetic properties through altered energy status of the cell. Even in AMPK knock-out mice, however, there is an anti-diabetic effect, demonstrating that there is at least one additional, yet-unidentified action of the compound.

[10]

Structure

There is limited information regarding Salicylic acid Structure in the drug label.

Pharmacodynamics

There is limited information regarding Pharmacodynamics of Salicylic acid in the drug label.

Pharmacokinetics

There is limited information regarding Pharmacokinetics of Salicylic acid in the drug label.

Nonclinical Toxicology

There is limited information regarding Nonclinical Toxicology of Salicylic acid in the drug label.

Clinical Studies

There is limited information regarding Clinical Studies of Salicylic acid in the drug label.

How Supplied

There is limited information regarding Salicylic acid How Supplied in the drug label.

Storage

There is limited information regarding Salicylic acid Storage in the drug label.

Images

Drug Images

Package and Label Display Panel

Saly 1.jpg
This image of the FDA label is provided by the National Library of Medicine.
Saly 2.png
This image of the FDA label is provided by the National Library of Medicine.
Saly 3.png
This image of the FDA label is provided by the National Library of Medicine.
Saly 4.png
This image of the FDA label is provided by the National Library of Medicine.

Patient Counseling Information

  • Wash affected areas well with soap and water. Pat dry. Apply cream to affected area one to four times per day, or as directed by physician.

Precautions with Alcohol

  • Alcohol-Salicylic acid interaction has not been established. Talk to your doctor about the effects of taking alcohol with this medication.

Brand Names

Look-Alike Drug Names

There is limited information regarding Salicylic acid Look-Alike Drug Names in the drug label.

Drug Shortage Status

Price

References

The contents of this FDA label are provided by the National Library of Medicine.

  1. 1.0 1.1 1.2 Template:RubberBible92nd
  2. 2.0 2.1 2.2 2.3 2.4 CID 338 from PubChem
  3. 3.0 3.1 3.2 3.3 3.4 3.5 3.6 3.7 http://chemister.ru/Database/properties-en.php?dbid=1&id=1777
  4. 4.0 4.1 4.2 Seidell, Atherton; Linke, William F. (1952). [Google Books Solubilities of Inorganic and Organic Compounds] Check |url= value (help). Van Nostrand. Retrieved 2014-05-29.
  5. Salicyclic acid. Drugbank.ca. Retrieved on 2012-06-03.
  6. http://webbook.nist.gov/cgi/cbook.cgi?ID=C69727&Type=HCOMBS
  7. 7.0 7.1 7.2 Template:Sigma-Aldrich
  8. "American chemical society".
  9. Hawley SA, Fullerton MD, Ross FA, Schertzer JD, Chevtzoff C, Walker KJ; et al. (2012). "The ancient drug salicylate directly activates AMP-activated protein kinase". Science. 336 (6083): 918–22. doi:10.1126/science.1215327. PMC 3399766. PMID 22517326 PMID 22517326 Check |pmid= value (help).
  10. "Newscientist".
  11. "ALA-SEPTIC- salicylic acid cream".

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