Basic information
- CAS
87-28-5- Standard SMILES
O=C(OCCO)c1ccccc1O- InChIKey
LVYLCBNXHHHPSB-UHFFFAOYSA-N- Molecular formula
- C9H10O4
- Average molar mass
- 182.17 g/mol
- Monoisotopic mass
- 182.0579088
Overview
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 primary alcohol, a member of salicylates and a member of phenols. It is functionally related to a salicylic acid and an ethylene glycol.
Names & identifiers
- Preferred name
- Glycol Salicylate
- IUPAC
- 2-hydroxyethyl 2-hydroxybenzoate
- English name
- 2-Hydroxyethyl salicylate
- Molecular formula
- C9H10O4
- Molecular weight
- 182.17
Names & synonyms
2-Hydroxyethyl salicylate87-28-52-Hydroxyethyl 2-hydroxybenzoateGLYCOL SALICYLATEEthylene glycol monosalicylateGlycol monosalicylatehydroxyethyl salicylateEthylene glycol salicylateBenzoic acid, 2-hydroxy-, 2-hydroxyethyl ester2-Hydroxybenzoic acid 2-hydroxyethyl esterSalicylic acid, 2-hydroxyethyl esterDTXSID4048987
Show more names
GLYSALClemastine Impurity 7Mono Ethylene Glycol SalicylateGL 7SarocolmonosaLSpirosal
2-hydroxyethyl 2-oxidanylbenzoate3I1VBB7AXHNSC-720972-Hydroxybenzoic acid, 2-hydroxyethyl esterDTXCID4028913CHEBI:86541RefChem:663897ethyleneglycolmonosalicylic acid ester
Database identifiers
- CAS
87-28-5- PubChem CID
- 6880
- DTXSID
DTXSID4048987- ChEMBL
CHEMBL173562- ChEBI
CHEBI:86541- UNII
- 3I1VBB7AXH
- EC Number
- 201-737-2
- Nikkaji
- J55.649A
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 169
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsUv absorber
Physicochemical properties
- Melting point
- 25 °C · 25°C
- Boiling point
- 166 °C13 · 166 °C13 mm Hg(lit.)
- Density
- 1.244 g/mL · 1.244 g/mL at 25 °C(lit.)
- vapor pressure
- 0.0001 hPa · 0.0001 hPa (20 °C)
- refractive index
- 20 · n20/D 1.548(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 13.1 g/l · 13.1g/l
- form
- Oily Liquid or Low Melting Solid
- pka
- 8 · 8.00±0.30(Predicted)
- Specific Gravity
- 1.244 · 1.244 (20/4℃)
- color
- Colorless
- PH
- 4 · 4.0 (13.1g/l, H2O, 20℃)
- Merck
- 14 · 14,4499
- BRN
- 2255685 · 2255685
- Cosmetics Ingredients Functions
- UV ABSORBER
- InChI
- 1S/C9H10O4/c10-5-6-13-9(12)7-3-1-2-4-8(7)11/h1-4,10-11H,5-6H2
- InChIKey
- LVYLCBNXHHHPSB-UHFFFAOYSA-N
- SMILES
- OCCOC(=O)c1ccccc1O
- LogP
- 1.519 · 1.519 (est)
- CAS DataBase Reference
- 87 · 87-28-5(CAS DataBase Reference)
- FDA 21 CFR
- 310.545 · 310.545
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 I1VBB7AXH · 3I1VBB7AXH
- NIST Chemistry Reference
- 2 · 2-Hydroxyethyl salicylate(87-28-5)
- EPA Substance Registry System
- 2 · Benzoic acid, 2-hydroxy-, 2-hydroxyethyl ester (87-28-5)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 301 · P301+P312+P330
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- Safety Statements
- 44 · 44
- WGK Germany
- 3 · 3
- Autoignition Temperature
- 441 °C · 441 °C DIN 51794
- TSCA
- TSCA listed
- HS Code
- 2918 · 2918 23 00
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1380 mg/kg
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 4 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Benzoic acid, 2-hydroxy-, 2-hydroxyethyl ester
Glycol salicylate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2918 23 00
- Toxicity
- LD50 orally in Rabbit: 1380 mg/kg
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 44
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Autoignition Temperature
- 441 °C DIN 51794
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
Protein BindingThe plasma protein binding of salicylic acid is concentration-dependent and subject to pronounced interindividual differences.
Pharmacodynamics
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.
Mechanism of Action
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.
Biological Half-LifeThe serum half-life of [DB00945], a similar salicylate, is 20 min.
Metabolism/Metabolites
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.
Absorption, Distribution and Excretion
Salicylate absorption follows first-order kinetics with an absorption half-life ranging from 5 to 16 minutes.
Salicylates are generally excreted.
Uses & manufacturing
Use ClassificationCosmetics -> Uv absorber
General Manufacturing InformationBenzoic acid, 2-hydroxy-, 2-hydroxyethyl ester: INACTIVE
Applications
UsesGlycol Salicylate, is a derivative of salicylic acid that has been proved to be able to improve the aesthetic appearance of the skin. It is also a building block used in various chemical synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
山东洛克化工有限公司17653113209 13065062079 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
武汉丰泰威远科技有限公司
Additional notes
DefinitionChEBI: A benzoate ester obtained by the formal condensation of carboxy group of salicylic acid with one of the hydroxy groups of ethylene glycol
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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