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Home > Encyclopedia > Glycol salicylate

Glycol salicylate

pharmaceutical raw materials
Glycol salicylate structure

Glycol salicylate 

structure
  • CAS No:

    87-28-5

  • Formula:

    C9H10O4

  • Chemical Name:

    Glycol salicylate

  • Synonyms:

    Benzoic acid,2-hydroxy-,2-hydroxyethyl ester;Salicylic acid,2-hydroxyethyl ester;Ethylene glycol,monosalicylate;GL 7;Ethylene glycol salicylate;Glycol monosalicylate;Glycol salicylate;Glysal;2-Hydroxyethyl salicylate;Monoglycol salicylate;Spirosal;β-Hydroxyethyl salicylate;Espirosal;Rheumacyl;Sarocol;2-Hydroxyethyl 2-hydroxybenzoate;Norgesic;Saliment

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Glycol salicylate is a derivative of salicylic acid and can be used to improve the aesthetic appearance of the skin, extracted from patent US 20150148320 A1.


2-hydroxyethyl salicylate is a benzoate ester obtained by the formal condensation of carboxy group of salicylic acid with one of the hydroxy groups of ethylene glycol It is a member of phenols, a primary alcohol and a member of salicylates. It derives from an ethylene glycol and a salicylic acid.|Glycol salicylate, also known as 2-hydroxyethyl salicylate, is a benzoate ester formed from the condensation of the carboxy group of salicylic acid with one of the hydroxy groups of ethylene glycol. It is found as an active ingredient and topical analgesic in patches used to provide relief for mild to moderate muscle and joint pain. This drug belongs to the salicylate group of drugs, which are used as analgesic agents for the treatment of mild to moderate pain. Glycol salicylate (GS), composed of salicylic acid (SA) and ethylene glycol, is a non-steroidal anti-inflammatory drug. This ingredient is an important component of many topical creams and sprays for the relief of aches, pains, and stiffness of the muscles, joints, and tendons.

Glycol salicylate Basic Attributes

182.17300

182.17

201-737-2

3I1VBB7AXH

72097

DTXSID4048987

2918230000

Characteristics

66.76000

0.54130

Colorless oily liquid or low melting solid

1.2563 g/cm3 @ Temp: 20 °C

37 °C

169-172 °C @ Press: 12 Torr

113ºC

1.548

13.1 g/L

0.0001 hPa (20 °C)

LD50 orally in Rabbit: 1380 mg/kg

Safety Information

NONH for all modes of transport

3

R22

44

Xn

P301 + P312 + P330

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 48 companies from 3 notifications to the ECHA C&L Inventory.

Toxicity

Acute ingestion of > 150 mg/kg of salicylates may result in severe toxicity. Salicylate tablets may form stomach bezoars, prolonging absorption of the drug and toxicity. Chronic toxicity can occur after several days or more of high therapeutic doses; it is common, often undiagnosed, and often more serious than acute toxicity. Chronic toxicity is likely to occur in elderly patients. Treatment for salicylate poisoning consists of activated charcoal and alkaline diuresis with extra KCl. Unless contraindicated (eg, by altered mental status), activated charcoal is administered as soon as possible and, if bowel sounds are active and there is adequate gastrointestinal motility, may be repeated every 4 hours until charcoal appears in the stool. After volume and electrolyte abnormalities are corrected and maintained, alkaline diuresis can be used to increase urine pH, ideally to ≥ 8. Alkaline diuresis is advised for patients with any symptoms of poisoning and should not be delayed until salicylate levels are determined. This process is usually safe and greatly increases the rate of salicylate excretion. Because hypokalemia can interfere with alkaline diuresis, patients are often given a solution composed of 1 L of 5% D/W, 3 50-mEq ampules of NaHCO3, and 40 mEq of KCl at 1.5 to 2 times the maintenance IV fluid rate. Serum potassium levels are monitored. Due to the fact that fluid overload can lead to the occurrence of pulmonary edema, patients are monitored for respiratory findings. Drugs that increase urinary HCO3 (eg, acetazolamide) must be avoided because they worsen metabolic acidosis and decrease blood pH. Drugs that decrease respiratory drive should be avoided when possible because they may impair hyperventilation and respiratory alkalosis, decreasing blood pH.

The plasma protein binding of salicylic acid is concentration-dependent and subject to pronounced interindividual differences.

Drug Information

This drug is only recommended for topical usages for the relief of muscular and rheumatic pain in human and animals.

Temporarily relieves minor to moderate aches and pains. Works with ingredients such as menthol, which has counter-irritant properties. Counter-irritants are externally applied, and lead to irritation or mild inflammation of the skin to relieve pain in muscles or joints by reducing inflammation in deeper adjacent structures. Counter-irritants relieve pain by disrupting the brain from receiving pain signals resulting from conditions such as osteoarthritis (OA) or injuries such as sprains or strains. These agents may cause vasodilatation or skin irritation, leading to a false sensation of heat or warmth.

Salicylate absorption follows first-order kinetics with an absorption half-life ranging from 5 to 16 minutes.|Salicylates are generally excreted.

The metabolism of glycol salicylate is similar to that of [DB00945] at other salicylates. Metabolism of salicylic acid occurs through glucuronide formation (to produce salicyl acyl glucuronide and salicyl phenolic glucuronide), conjugation with glycine (to produce salicyluric acid), and oxidation to gentisic acid. The rate of formation of salicyl phenolic glucuronide and salicyluric acid are readily saturated at low salicylic acid concentrations and their formation is described by Michaelis-Menten kinetics. The larger the dose administered, the longer it will take to reach steady-state concentrations of salicylates. There is also evidence that enzyme induction of salicyluric acid formation occurs during the metabolism of salicylates.

The serum half-life of [DB00945], a similar salicylate, is 20 min.

Similar to other salicylates. Salicylates and other analgesics and anti-inflammatory drugs, particularly the non-steroidal anti-inflammatory drugs (NSAID) mainly used in rheumatology, inhibit cyclooxygenase, therefore reducing prostaglandin synthesis.

ethyleneglycolmonosalicylic acid ester

Glycol salicylate Use and Manufacturing

Uses

Used as pharmaceutical intermediate

Benzoic acid, 2-hydroxy-, 2-hydroxyethyl ester: INACTIVE

Cosmetics -> Uv absorber

Computed Properties

Molecular Weight:182.17
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:182.05790880
Monoisotopic Mass:182.05790880
Topological Polar Surface Area:66.8
Heavy Atom Count:13
Complexity:169
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Drug Function and Efficacy

Has good anti-inflammatory effect

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • UBE CORP.

    European Union European Union
    Active

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