Phenylsalicylat

Phenyl Salicylate

HCID 8361CAS 118-55-8

Grundinformationen

Standard-SMILES
O=C(Oc1ccccc1)c1ccccc1O
InChIKey
ZQBAKBUEJOMQEX-UHFFFAOYSA-N
Summenformel
C13H10O3
Durchschnittliche Molmasse
214,22 g/mol
Monoisotopische Masse
214,06299418

Überblick

Phenyl salicylate is a benzoate ester that is the phenyl ester of salicylic acid. Also known as salol, it can be formed by heating salicylic acid with phenol and is used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes. It has a role as an ultraviolet filter. It is a member of salicylates, a member of phenols and a benzoate ester. It is functionally related to a salicylic acid.

Namen und Bezeichner

Bevorzugter Name
Phenyl Salicylate
IUPAC
phenyl 2-hydroxybenzoate
Lokaler Name
Phenylsalicylat
Englischer Name
Phenyl salicylate
Summenformel
C13H10O3
Molmasse
214.22

Namen und Synonyme

Phenyl salicylate118-55-8PHENYL 2-HYDROXYBENZOATESalolPhenol salicylateSalphenylMusol2-PhenoxycarbonylphenolBenzoic acid, 2-hydroxy-, phenyl ester2-Hydroxybenzoic acid phenyl esterSalicylic acid, phenyl esterPhenyl-2-hydroxybenzoate
Weitere Namen anzeigen
FEMA 3960SALICYLIC ACID PHENYL ESTERNSC33406NSC 33406
Fenylester kyseliny salicylove2-Hydroxy-benzoic acid phenyl esterDTXSID6021957Seesorb 201Seesorb K 2012-Hydroxybenzoic acid, phenyl esterNSC-33406FEMA NO. 3960

Datenbank-Bezeichner

CAS
118-55-8
PubChem CID
8361
DTXSID
DTXSID6021957
ChEMBL
CHEMBL1339216
ChEBI
CHEBI:34918
UNII
28A37T47QO
EC Number
204-259-2
Nikkaji
J5.300G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,8
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
16

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Esters, Other
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsDenaturant; Antimicrobial
SpringerMaterials PropertiesAngular frequency
FragrancesFragrance Ingredient (Phenyl salicylate) -> IFRA transparency List
Food AdditivesANTIOXIDANT, STABILIZER OR THICKENER -> FDA Substance added to food

Physikochemische Eigenschaften

Schmelzpunkt
41 · 41-43 °C (lit.)
Siedepunkt
172 · 172-173 °C/12 mmHg (lit.)
Dichte
1.25 g/cm3 · 1.250g/cm3
Brechungsindex
1.509 · 1.5090 (estimate)
FEMA
3960 · 3960 | PHENYL SALICYLATE
Flammpunkt
230 °F · >230 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 12.6% (92 of 729) of reports.

Warning

H315 (85.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 729 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Benzoic acid, 2-hydroxy-, phenyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzoic acid, 2-hydroxy-, phenyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 2-hydroxy-, phenyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 14-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20078

Benzoic acid, 2-hydroxy-, phenyl ester: Non hazardous

Hazards Summary · 1 Eintrag

Causes convulsions and decreased body temperature in oral lethal-dose studies of rabbits; [RTECS] Mildly irritating to skin and eyes; [NTP] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See Methyl salicylate. See Acetylsalicylic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (85.9%)

Toxikologische Informationen

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 3077 9 / PGIII
hs_code
29182300
RTECS-Nr.
VO6125000
risk_code
36/37/38

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

G - Genito urinary system and sex hormones

QG - Genito urinary system and sex hormones

Protein BindingPlease refer to [DB00945] for protein binding of salicylates.
Pharmacodynamics · 1 Eintrag

Phenyl salicylate has several medical uses. It can be used as an analgesic to relieve pain, as an antiseptic with antibacterial effect as well as a kind of antipyretic for the treatment of fever. It is also used for the treatment of inflammation in the lower urinary tract. It is no longer commonly applied to human medical practice but is still used in veterinary medicine [MSDS]. When it is combined with methenamine, benzoic acid, phenyl salicylate, methylene blue, and hyoscyamine sulfate, it is used to relieve the discomfort, pain, frequent urge to urinate, and cramps/spasms of the urinary tract caused by a urinary tract infection or a diagnostic procedure.

Mechanism of ActionInhibits the activity of the enzyme known as cyclooxygenase (COX) which causes the formation of prostaglandins, substances which cause inflammation, swelling, pain, and fever. For more information, refer to the drug entry [DB00945].
Biological Half-LifeMean half-life of 1.1 h.
Metabolism/Metabolites · 1 Eintrag

Hydrolyzed to salicylic acid. Salicylic acid elimination kinetics are dependent on drug concentration because of the limited capacity of two major biotransformation pathways: formation of salicyluric acid and of salicyl phenolic glucuronide. Metabolism of this drug occurs mainly in the liver, like other salicylates. Metabolism of salicylic acid occurs through glucuronide formation (to produce salicyluric acid), and salicyl phenolic glucuronide), conjugation with glycine (to produce salicyluric acid), and oxidation to form gentisic acid. The rate of formation of salicyl phenolic glucuronide and salicyluric acid are easily saturated at low salicylic acid concentrations and their formation can be described by Michaelis-Menten kinetics.

Verwendung und Herstellung

Uses · 2 Einträge

Used to make polymers; Also used as a drug (analgesic/antipyretic/anti-inflammatory) and ingredient in lacquers, adhesives, waxes, polishes, suntan products, and plastics (absorbs light and prevents discoloration); [Merck Index] Used as an antioxidant and stabilizer/thickener for foods; [FDA]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

U.S. Production2023: 19,842 lb
Industry UsesAbsorbent
Use Classification · 5 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Cosmetics -> Denaturant; Antimicrobial

General Manufacturing Information · 2 Einträge

Plastics Product Manufacturing

Benzoic acid, 2-hydroxy-, phenyl ester: ACTIVE

Anwendungen · 2 Einträge

BeschreibungPhenyl salicylate, also referred to as salol, is a member of the hydroxybenzoic acid family of organic compounds. Its chemical formula is C13H10O3. It is manufactured through the chemical reaction between phenol and salicylic acid. Phenyl salicylate is a good antiseptic that is used in the production of toothpaste. It has several medical properties, including its ability to act as an analgesic, anti-septic with antibacterial properties, and antipyretic to reduce fever. Additionally, it can be utilized for treating lower urinary tract inflammation. Although it is no longer widely used in human medicine, it is still employed in veterinary medicine.

VerwendenPhenyl salicylate is used as an analgesic and antipyretic. It is also used in the manufacture of polymer plastics, lacquers, waxes, polishes, adhesives, and sunscreen products(suntan oils and cremes). As light absorber to prevent discoloration of plastics. It is also a fragrance ingredient, but has limited use. in veterinary use as an external disinfectant and intestinal antiseptic agent.

Darstellung · 1 Eintrag

synthetischePhenyl salicylate was synthesized by esterification of salicylic acid and phenol in the presence of catalyst sulfuric acid. The esterification liquid is neutralized, washed with water and distilled to obtain the finished product. It also can preparation by the action of phosphorus oxychloride on a mixture of phenol and salicylic acid (Merck Index, 1968).

Anbieter50 Anbieter

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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]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Phenyl salicylate is a benzoate ester that is the phenyl ester of salicylic acid. Also known as salol, it can be formed by heating salicylic acid with phenol and is used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes. It has a role as an ultraviolet filter. It is a benzoate ester, a member of phenols and a member of salicylates. It derives from a salicylic acid.

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