기본 정보
- 표준 SMILES
O=C(Oc1ccccc1)c1ccccc1O- InChIKey
ZQBAKBUEJOMQEX-UHFFFAOYSA-N- 분자식
- C13H10O3
- 평균 분자량
- 214.22 g/mol
- 단동위원소 질량
- 214.06299418
개요
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.
이름 및 식별자
- 우선 이름
- Phenyl Salicylate
- IUPAC
- phenyl 2-hydroxybenzoate
- 현지명
- 페닐 살리실산
- 영어명
- Phenyl salicylate
- 분자식
- C13H10O3
- 분자량
- 214.22
이름 및 동의어
Phenyl salicylate118-55-8PHENYL 2-HYDROXYBENZOATESalolPhenol salicylateSalphenylMusol2-PhenoxycarbonylphenolBenzoic acid, 2-hydroxy-, phenyl ester2-Hydroxybenzoic acid phenyl esterSalicylic acid, phenyl esterPhenyl-2-hydroxybenzoate
이름 더 보기
페닐살리실산페닐살리실산페닐살리실레이트2-펜옥시카보닐페놀2-하이드록시벤조 산 페닐 에스터벤조 산, 2-하이드록시-, 페닐 에스터살롤살리실 산, 페닐 에스터페놀 살리실산페닐 2-하이드록시벤조산페닐 살리실산FEMA 3960SALICYLIC ACID PHENYL ESTERNSC33406NSC 33406
Fenylester kyseliny salicylove2-Hydroxy-benzoic acid phenyl esterDTXSID6021957Seesorb 201Seesorb K 2012-Hydroxybenzoic acid, phenyl esterNSC-33406FEMA NO. 3960
데이터베이스 식별자
- CAS
118-55-8- PubChem CID
- 8361
- DTXSID
DTXSID6021957- ChEMBL
CHEMBL1339216- ChEBI
CHEBI:34918- UNII
- 28A37T47QO
- EC Number
- 204-259-2
- Nikkaji
- J5.300G
물성
구조 계산 물성
- XLogP
- 3.8
- 극성 표면적
- 46.5 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 16
- 형식 전하
- 0
- 복잡도
- 233
실험 및 물리화학적 성질
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
Flavoring AgentsEU Flavoring substances
Solubility
insoluble
0.15 mg/mL at 25 °C
insoluble in water; soluble in 50% Heptane
moderately soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point
172-173
172.00 to 173.00 °C. @ 12.00 mm Hg
172-173 °C (12 mm Hg)
Melting Point
41-43
43 °C
Vapor Pressure0.00000817 [mmHg]
물리화학적 성질
- 녹는점
- 41 · 41-43 °C (lit.)
- 끓는 점
- 172 · 172-173 °C/12 mmHg (lit.)
- 밀도
- 1.25 g/cm3 · 1.250g/cm3
- 굴절률
- 1.509 · 1.5090 (estimate)
- FEMA
- 3960 · 3960 | PHENYL SALICYLATE
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 2 · 2-8°C
- 용해도
- 0.1 g/mL, · 디옥산: 0.1 g/mL, 투명, 무색
- 산도 계수 (pKa)
- 8.71 · 8.71±0.10(Predicted)
- 물리적 상태
- 미세 결정성 분말
- 색상
- 하얀색
- 냄새
- 100 %에서 · 100.00%에서. 순하고 달콤한 과일 발삼
- 냄새 유형
- 발사믹
- 생물학적 소스
- synthetic
- 수용성
- 알코올, 에테르, 클로로포름, 테레빈유, 아세톤 및 벤젠에 용해됩니다. 클로로포름벤젠에 거의 용해되지 않습니다. 물에 불용성.
- JECFA Number
- 736 · 736
- Merck
- 14 · 14,7310
- BRN
- 393969 · 393969
- Dielectric constant
- 6.3 · 6.3(50.0℃)
- 안정성
- 빛에 민감합니다. 강한 산화제와 호환되지 않습니다. 가연성.
- 화장품 원료 기능
- 항균향수변성제
- InChI
- 1S/C13H10O3/c14-12-9-5-4-8-11(12)13(15)16-10-6-2-1-3-7-10/h1-9,14H
- InChIKey
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N
- SMILES
- Oc1ccccc1C(=O)Oc2ccccc2
- LogP
- 3.55 · 3.55
- NIST
- 2 · Benzoic acid, 2-hydroxy-, phenyl ester(118-55-8)
- EPA
- Phenyl salicylate (118-55-8)
화학적 성질
Phenyl salicylate is a white crystalline solid that has a balsamic type odor. It readily dissolves in ether, benzene, and chloroform, and can be dissolved in ethanol, but is almost insoluble in water and glycerol.
안전 및 규제
GHS 분류
GHS Classification
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.
유해성 정보
Regulatory Information
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
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%)
독성 정보
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- VO6125000
- ridadr
- UN 3077 9 / PGIII
- HS 번호
- 29182300
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- 기존화학 물질
- KE-30839
- Hazard Classifications
- Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
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
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
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.
Absorption, Distribution and Excretion
Rapidly absorbed. Refer to [DB00945] for detailed salicylate absorption information.
Please refer to [DB00945] for the route of elimination.
Steady-state plasma salicylate concentrations increase more than proportionally with increasing dosages; the time required to reach steady state increases with increasing daily dose. Dosage intervals of 8-12 h are sufficient to maintain plasma salicylate concentrations in the normal therapeutic anti-inflammatory concentration range.
Please refer to [DB00945] for more information.
Cellular LocationsMembrane
용도 및 제조
Uses
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
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
Plastics Product Manufacturing
Benzoic acid, 2-hydroxy-, phenyl ester: ACTIVE
응용 분야
개요Phenyl 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.
용도Phenyl 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.
일반 설명Phenyl salicylate is a phenyl ester of salicylic acid and is used as a medicine under the name ′salol′ as an internal antiseptic. It finds its application in paints, waxes, and varnishes as it is found to absorb UV radiation in the range of 290-325 nm. It also shows its presence in cosmetics and sunscreens as a UV filter.
제조 방법
Phenyl 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).
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상류 원료
하류 제품
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추가 설명
정의ChEBI: 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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