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Menthylsalicylat

Menthyl Salicylate

HCID 20055232
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Grundinformationen

CAS
89-46-3
Standard-SMILES
CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)c1ccccc1O
InChIKey
SJOXEWUZWQYCGL-DVOMOZLQSA-N
Summenformel
C17H24O3
Durchschnittliche Molmasse
276,4 g/mol
Monoisotopische Masse
276,17254462

Überblick

Menthyl salicylate is a member of phenols and a benzoate ester. It is functionally related to a salicylic acid.

Namen und Bezeichner

Bevorzugter Name
Menthyl Salicylate
IUPAC
[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxybenzoate
Lokaler Name
Menthylsalicylat
Englischer Name
MENTHYL SALICYLATE
Summenformel
C17H24O3
Molmasse
276.37

Namen und Synonyme

MENTHYL SALICYLATE89-46-31-Menthyl salicylateDTXSID804682243XOA705ZDBenzoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-EINECS 201-909-7MENTHYL SALICYLATE [MI]DTXCID80809573(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl 2-hydroxybenzoateBenzoic acid, 2-hydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl esterBenzoic acid, 2-hydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1alpha,2beta,5alpha)-
Weitere Namen anzeigen
menthylSamolContrasolSalimentholMENTHYL SALICYLATE(RG)Sunburn preventive No.1Menthol salicylate ester
5-Methyl-2-(1-methylethyl)cyclohexyl 2-hydroxybenzoate2-Hydroxybenzoic acid, 5-methyl-2-(1-methylethyl)cyclohexyl esterBenzoic acid, 2-hydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1.alpha.,2.beta.,5.alpha.)-RefChem:810983MENTHYL SALICYLATE [INCI]menthyl salicylate, (+/-)-rel-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 2-hydroxybenzoateNCGC00181042-01

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,4
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
20
Formalladung
0
Komplexität
326

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsMasking; Uv absorber
Flavoring AgentsEU Flavoring substances

Physikochemische Eigenschaften

Schmelzpunkt
25 °C · <25 °C
Siedepunkt
186 · 186-190 °C/12 mmHg (lit.)
Dichte
1.04 g/mL · 1.04 g/mL at 20 °C (lit.)
Brechungsindex
20 · n20/D 1.52
Flammpunkt
100 ℃ · 100℃
pka
8.1 · 8.10±0.30(Predicted)
Aggregatzustand
liquid
Wichte
1.05 · 1.05
Geruch (Odor)
Odorless or slight fruity odor
BRN
3097754 · 3097754
Stabilität
Stable. Incompatible with strong oxidizing agents. Combustible.

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 3 Einträge

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Benzoic acid, 2-hydroxy-, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1.alpha.,2.beta.,5.alpha.)-

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

Benzoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAquatic Chronic 4 (100%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
Speicherklasse
10 - Combustible liquids
Hazard Classifications
Aquatic Chronic 4

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

Menthol and methyl salicylate are known as counterirritants. They work by causing the skin to feel cool and then warm. Used together, they provide symptomatic relief for mild to moderate muscular and joint aches and pains, muscle cramps, shoulder aches and stiff neck..

Mechanism of Action · 1 Eintrag

Menthol dilates the blood vessels causing a sensation of coldness, followed by an analgesic effect. Menthol also acts as a penetration enhancer, increasing the penetration of drugs when applied on the skin, to give a faster onset of action. Methyl salicylate is a salicylic acid derivative, and when combined with menthol, produces menthyl salicylate. Salicylates inhibit cyclooxygenase, thereby reducing the formation of prostaglandins, and cause platelet dysfunction Methyl salicylate is used topically as a counter-irritant. Upon application, it is absorbed through the skin and is applied for the relief of pain in rheumatic conditions and painful muscle or joints. The menthol dilates blood vessels, why the salicylate portion provides a topical anesthetic and analgesic action on the affected area. The cooling and warning action may interfere with the transmission of pain signals through nerves.

Absorption, Distribution and Excretion · 1 Eintrag

May be absorbed through intact skin. The absorption of topical salicylates is proportional to the surface area exposed, the duration of exposure, concentration and skin integrity. Absorption characteristics of salicylates vary with the dose, formulation, and route of administration. Percutaneous absorption is enhanced by exercise, heat, occlusion, or disruption of the integrity of the skin or application to large areas of skin. Both the rate and extent of absorption increases after continuous application, increasing its bioavailability.

Verwendung und Herstellung

Use ClassificationCosmetics -> Masking; Uv absorber
General Manufacturing Information

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Datenbank-Bezeichner

CAS
89-46-3
PubChem CID
20055232
DTXSID
DTXSID8046822
ChEBI
CHEBI:135976
UNII
43XOA705ZD
EC Number
201-909-7
Nikkaji
J276.317F
Kosmetik-Inhaltsstoffe Funktionen
UV ABSORBERFRAGRANCE
InChI
1S/C17H24O3/c1-11(2)13-9-8-12(3)10-16(13)20-17(19)14-6-4-5-7-15(14)18/h4-7,11-13,16,18H,8-10H2,1-3H3
InChIKey
SJOXEWUZWQYCGL-UHFFFAOYSA-N
SMILES
CC(C)C1CCC(C)CC1OC(=O)c2ccccc2O
LogP
6.429 · 6.429 (est)
EPA chemische Informationen
2 · Benzoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel- (89-46-3)
Benzoic acid, 2-hydroxy-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, rel-: INACTIVE
Anwendungen · 2 Einträge

BeschreibungMenthyl salicylate is almost odorless when pure. Slightly bitter-astringent taste. It carries the usual characteristics of a phenol, which are not exactly welcome by the perfumer.

VerwendenMenthyl salicylate is an ester of menthol and salicylic acid. This product is used to treat minor aches and pains of the muscles/joints (e.g., arthritis, backache, sprains). It also as a "sun screen" to filter out ultraviolet light in Preparations for preventing sunburn.

Darstellung

synthetischeMenthyl salicylate is produced by azeotropic esterification of Menthol with Salicylic acid, using a Benzene- or Toluene sulfonic acid catalyst.

Anbieter34 Anbieter

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
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