파스향나무잎오일

Methyl Salicylate

HCID 4133CAS 119-36-8

기본 정보

표준 SMILES
COC(=O)c1ccccc1O
InChIKey
OSWPMRLSEDHDFF-UHFFFAOYSA-N
분자식
C8H8O3
평균 분자량
152.15 g/mol
단동위원소 질량
152.04734412

개요

Methyl salicylate appears as colorless yellowish or reddish liquid with odor of wintergreen. (USCG, 1999)

이름 및 식별자

우선 이름
Methyl Salicylate
IUPAC
methyl 2-hydroxybenzoate
현지명
파스향나무잎오일
영어명
Gaultheria procumbens, ext.
분자량
0

이름 및 동의어

methyl salicylateMethyl 2-hydroxybenzoate119-36-8AnalgitFlucarmitExagienBetula2-Hydroxybenzoic acid methyl esterGaultheriaoelWintergruenoel2-CarbomethoxyphenolMethyl o-hydroxybenzoate
이름 더 보기
파스향나무잎오일파스향나무잎추출물갈테리아프로쿰벤스(Gaultheriaprocumbens),내선Gaultheria procumbens, ext.Gaultheria procumbens extractGaultheria procumbens, ExtraktWintergreen oil(Extract from Gaultheria)GAULTHERIA PROCUMBENS (WINTERGREEN) LEAF OILWINTERGREEN EXTRACT (GAULTHERIA PROCUMBENS L.)GAULTHERIA PROCUMBENS (WINTERGREEN) LEAF EXTRACT
methylsalicylate2-(Methoxycarbonyl)phenolSalicylic acid, methyl esterAnthrapole NDBenzoic acid, 2-hydroxy-, methyl esterFEMA No. 2745o-Hydroxybenzoic acid, methyl esterFEMA Number 2745

데이터베이스 식별자

CAS
119-36-8、90045-28-6
PubChem CID
4133
DTXSID
DTXSID5025659
ChEMBL
CHEMBL108545
ChEBI
CHEBI:31832
UNII
LAV5U5022Y
EC Number
204-317-7、289-888-0
Nikkaji
J1.161.435C、J2.915G、J3.013.287D

물성

구조 계산 물성

XLogP
2.3
극성 표면적
46.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Uses -> Sunscreens

Waste-water effluent contaminant

DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics · 3건

Cosmetics ingredient -> Flavor; Fragrance

Cosmetic ingredients (Methyl Salicylate) -> CIR (Cosmetic Ingredient Review)

Tonic; Denaturant; Skin conditioning; Soothing

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (Methyl salicylate) -> IFRA transparency List
LogP · 4건

Log Kow = 2.55

2.55

2.55

2.08

물리화학적 성질

밀도
1.181 g/mL · 1.181 g/mL at 25 °C(lit.)
FEMA
3112 · 3112 | WINTERGREEN EXTRACT (GAULTHERIA PROCUMBENS L.)
인화점
96 ℃ · 96℃
저장 조건
2 · 2-8°C
냄새
100 %에서 · 100.00%에서. 윈터그린 민트
냄새 유형
민트 맛

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.3% (6 of 2210) of reports.

Warning

H302 (96.9%): Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory Information · 6건

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

Chemical: Gaultheria procumbens, ext.

Hazard Traits - Fragrance Allergen

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

Benzoic acid, 2-hydroxy-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 2-hydroxy-, methyl 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: 17-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/2227

Fire Hazards · 2건

This chemical is combustible. (NTP, 1992)

Combustible.

Fire PotentialSLIGHT, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Health Hazards · 1건

Harmful if swallowed, inhaled, absorbed through skin. Vapor mist is irritating to the eyes, mucous membranes, upper respiratory tract and skin. Ingestion of relatively small amount causes severe poisoning and death. Causes nausea, vomiting, acidosis, pulmonary edema, pneumonia, convulsions and death. (USCG, 1999)

Hazards Summary · 1건

A skin and eye irritant; Can be absorbed through skin; May have CNS adverse effects; [ICSC] A skin, eye, mucous membrane, and upper respiratory tract irritant; [CAMEO] A skin and eye irritant; [eChemPortal: ERMA] Included in list of established contact allergens in humans; [EC: Scientific Committee on Consumer Safety: Fragrance allergens in cosmetic products (2011)] An irritant; Can be absorbed through skin; May cause skin sensitization; Effects in poisoning cases include disturbance of acid-base balance, convulsions, and coma; [MSDSonline] See Acetylsalicylic acid.

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

안전 및 보호

Fire Fighting · 2건

Fire Extinguishing Agents Not to Be Used: Emits toxic fumes under fire conditions.

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer immediately for medical attention.

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants and strong bases.
Fire Fighting ProceduresWATER, FOAM, CARBON DIOXIDE, DRY CHEMICAL.
Storage ConditionsMETHYL SALICYLATE SHOULD BE STORED AND DISPENSED IN TIGHT CONTAINERS.

독성 정보

Interactions... The prolonged and excessive ingestion of analgesic mixtures containing salicylates in combination with acetaminophen or salicylamide can produce papillary necrosis and interstitial nephritis. /Salicylates/
Environmental Fate · 3건

TERRESTRIAL FATE: If released on soil, methyl salicylate would readily leach. It would also be expected to partially volatilize from dry soil and photolyze on the soil surface. Based on the results of sceening tests, it would be expected to readily biodregrade. Chemical hydrolysis may be important in alkaline soil. (SRC)

AQUATIC FATE: Methyl salicylate is readily biodegradable in screening tests and may be expected to biodegrade in surface waters. Methyl salicylate is expected to hydrolyze in water, the hydrolysis rate increasing with pH. At pH 7.5, its hydrolysis half-life is estimated to be 14.1 days(1,2,SRC). Methyl salicylate will react with singlet oxygen in natural surface waters resulting in a half-life of about 52 hr(3). Methyl salicylate absorbs UV radiation >290 nm and therefore may undergo direct photolysis under environmental conditions. Based on an estimated Henry's Law constant of 9.3X10-7 atm-cu-m/mol(4,5,SRC), a volatilization half-life of 49 days would be expected in a model river(SRC).

ATMOSPHERIC FATE: Methyl salicylate reacts with photochemically-produced hydroxyl radicals in the atmosphere resulting in an estimated half-life of 1.4 days(1,SRC). It is fairly soluble in water, 7400 mg/L(2) and may be washed out by rain.

Food Survey Values · 2건

Methyl salicylate concentrations of 54 ppm in bakery goods, 840 ppm in candy, 59 ppm in non-alcoholic beverages, 8400 ppm in chewing gum, 27 ppm in ice cream and 200 ppm in syrups. Methyl salicylate has been identified as a volatile component of meat(2).

FLAVOR INGREDIENT, METHYL SALICYLATE...NON-ALCOHOLIC BEVERAGES 59 PPM; ICE CREAM, ICES, ETC 27 PPM; CANDY 840 PPM; BAKED GOODS 54 PPM; CHEWING GUM 8400 PPM; SYRUPS 200 PPM.

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation, through the skin and by ingestion.
Toxicity Summary · 2건

The Panel concluded that the following ingredients are safe in cosmetics in the present practices of use and concentration described in the safety assessment, when formulated to be non-irritating and non-sensitizing, which may be based on a quantitative risk assessment (QRA)...Methyl Salicylate...

Safe for use in cosmetics, with qualifications

규제 정보

FIFRA Requirements · 1건

Residues of wintergreen oil are exempted from the requirement of a tolerance when used as a attractant in accordance with good agricultural practices as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.

안전 데이터

wgk
1
risk_code
22-36/38
hazard_code
Xn
safety_code
26-36

화학 및 산업

약리 정보

Protein BindingDegree of albumin binding depends on the plasma concentration of the compound
Pharmacodynamics · 1건

Methyl salicylate relieve musculoskeletal pain in the muscles, joints, and tendons by causing irritation and reddening of the skin due to dilated capillaries and increased blood flow. It is pharmacologically similar to aspirin and other NSAIDs but as a topical agent it primarily acts as a rubefacient and skin irritant. Counter-irritation is believed to cause a soothing sensation of warmth.

Mechanism of Action · 1건

Counter-irritation is thought to be effective at alleviating musculoskeletal pain as the irritation of the sensory nerve endings is thought to alter or offset pain in the underlying muscle or joints that are served by the same nerves. This is thought to mask the underlying musculoskeletal pain and discomfort. When applied topically, methyl salicylate is thought to penetrate the skin and underlying tissues where it reversibly inhibits cyclooxygenase enzyme and locally and peripherally prevents the production of inflammatory mediators such as prostaglandin and thromboxane A2.

Biological Half-Life · 2건

The plasma half-life for salicylate is 2 to 3 hr in low doses and about 12 hr at usual anti-inflammatory doses. The half-life of salicylate may be as long as 15 to 30 hr at high therapeutic doses or when there is intoxication.

The plasma half-life for ... salicylate is 2 to 3 hr in low doses and about 12 hr at usual antiinflammatory doses. The half-life of salicylate may be as long as 15 to 30 hr at high therapeutic doses or when there is intoxication. /Salicylates/

Metabolism/Metabolites · 4건

Minor metabolism may occur in various tissues but hepatic metabolism constitutes the majority of metabolic processes of absorbed methyl salicylate. It is mainly hydrolyzed to salicylic acid via hepatic esterase enzymes. Conjugation with glycine forms salicyluric acid and conjugation with glucuronic forms ester or acyl and ether or phenolic glucuronide, which are the three main metabolites.

...EVIDENCE THAT CONSIDERABLE HYDROLYSIS OF ESTER OCCURS IN INTESTINAL TRACT... IN SOME SPECIES, SUCH AS RABBIT, MAY BE PARTLY EXCRETED AS SULFATE OR GLUCURONIC ACID CONJUGATE ON THE FREE HYDROXYL GROUP. CONJUGATION APPEARS TO TAKE PLACE BEFORE HYDROLYSIS OF THE METHYL ESTER.

For small doses 80% of the hepatic metabolism results from conjugation with glycine to form salicyluric acid and with glucuronic acid to form salicyl acyl and phenolic glucuronide. The two parallel pathways (glycine, glucuronide conjugation) have limited capacity and saturate easily above therapeutic doses. /Salicylates/

The biotransformation of salicylates takes place in many tissues, but particularly in the hepatic endoplasmic reticulum and mitochondria. The three chief metabolic products are salicyluric acid (the glycine conjugate), the ether or phenolic glucuronide, and the ester or acyl glucuronide. In addition, a small fraction is oxidized to gentisic acid (2,5-dihydroxybenzoic acid) and to 2,3-dihydroxybenzoic and 2,3,5-trihydroxybenzoic acids; gentisuric acid, the glycine conjugate of gentisic acid, is also formed. /Salicylates/

MeSH Pharmacological Classification · 2건

Agents employed in the preparation of histologic or pathologic specimens for the purpose of maintaining the existing form and structure of all of the constituent elements. Great numbers of different agents are used; some are also decalcifying and hardening agents. They must quickly kill and coagulate living tissue.

Drugs that are used to treat RHEUMATOID ARTHRITIS.

용도 및 제조

Uses · 6건

CIR ingredient: Methyl Salicylate

Used as food flavor (restricted by FDA); [Hawley] Used as flavor, UV-absorber in sunscreens, fragrance, solvent (insecticides, polishes, and inks), antiseptic in oral hygiene products, dye carrier, UV light stabilizer in acrylic resins, and topical analgesic in human and veterinary medicine; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

OIL: IN FERN AND CYPRESS TYPE PERFUMES & IN TOOTHPASTE

MEDICATION (VET)

MEDICATION

U.S. Imports · 3건

(1977) 8.19X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 4.58X10+7 GRAMS

(1985) 3.43X10+8 g

U.S. Production · 3건

2023: 1,000,000 - <5,000,000 lb

(1976) 1.27X10+8 G (MIN CONSUMPTION IN FOODS)

(1978) 4.09X10+7 G (CONSUMPTION AS FRAGRANCE)

Consumer UsesFragrance
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 2건

...OIL IS WATER-STEAM DISTILLED FROM LEAVES CHARGED INTO THE STILL AND ALLOWED TO MACERATE FOR SEVERAL HR TO HYDROLYZE GAULTHERIN GLUCOSIDE (METHYL SALICYLATE + GLUCOSE). DISTILLATION FROM 5-6 HR YIELDS APPROXIMATELY 0.7% ESSENTIAL OIL. OFTEN ADULTERATED BY CO-DISTILLING SWEET BIRCH BARK.

MOSTLY PREPD BY ESTERIFICATION OF SALICYLIC ACID WITH METHANOL. PRODUCT OF COMMERCE IS ABOUT 99% PURE.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东隆汇化工有限公司531-88613858 15562516958 · [email protected]

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