3,3''-(1,4-Phenylenedimethylidyne)bis[7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid]
Grundinformationen
- CAS
92761-26-7- Standard-SMILES
CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)/C2=C/c1ccc(/C=C2/C(=O)C3(CS(=O)(=O)O)CCC2C3(C)C)cc1- InChIKey
HEAHZSUCFKFERC-IWGRKNQJSA-N- Summenformel
- C28H34O8S2
- Durchschnittliche Molmasse
- 562,7 g/mol
- Monoisotopische Masse
- 562,16951039
Überblick
Ecamsule is an organic compound which is added to many sunscreens to filter out UVA rays. It is a benzylidene camphor derivative, many of which are known for their excellent photostability. Ecamsule has been approved for use in the U.S. since 2006, but only at a specific concentration and only in a few products manufactured by L'Oreal. The company got approval for those products through a new drug application process.
Namen und Bezeichner
- Bevorzugter Name
- 3,3''-(1,4-Phenylenedimethylidyne)bis[7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid]
- IUPAC
- [(3E)-3-[[4-[(E)-[7,7-dimethyl-3-oxo-4-(sulfomethyl)-2-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid
- Englischer Name
- [(3E)-3-[[4-[(Z)-[7,7-dimethyl-3-oxo-4-(sulfomethyl)norbornan-2-yliden e]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-norbornan-1-yl]methane sulfonic acid
- Summenformel
- C28H34O8S2
- Molmasse
- 562.7
Namen und Synonyme
90457-82-23,3''-(1,4-Phenylenedimethylidyne)bis[7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid]Ecamsule [USAN]ECAMSULE [INN]ECAMSULE [MI]ECAMSULE [MART.]ECAMSULE [WHO-DD]ECAMSULE [ORANGE BOOK]SCHEMBL9927140HEAHZSUCFKFERC-IWGRKNQJSA-N[(3E)-3-[[4-[(E)-[7,7-Dimethyl-3-oxo-4-(sulfomethyl)-2-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acidEBC-27326
Weitere Namen anzeigen
Mexoryl SXECAMSULE TRIETHANOLAMINETerephthalylidene Dicamphor Sulfonic Acid,Mexoryl SXYi Kan ShuAnthelios sxEcamsule 98%Capital soleilEcamsule (TDSA)JADEWIN EcamsuleSunscreen Ecamsule
AKOS040759635ANTHELIOS SX COMPONENT ECAMSULEDB09534CAPITAL SOLEIL COMPONENT ECAMSULEAS-76600T9048EN300-33336721(+/-)-(3E,3'E)-3,3'-(P-PHENYLENEDIMETHYLIDYNE)BIS(2-OXO-10-BORNANESULFONIC ACID)
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,1
- Polarare Oberfläche (TPSA)
- 160 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 38
- Formalladung
- 0
- Komplexität
- 1.230
Experimentelle und physikochemische Eigenschaften
CosmeticsUv absorber; Uv filter
Physikochemische Eigenschaften
- Schmelzpunkt
- 255 ° · 255° (dec)
- Dichte
- 1.424 · 1.424±0.06 g/cm3(Predicted)
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 0.86 · 0.86±0.50(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Light yellow to yellow
- BRN
- 8371688 · 8371688
- Stabilität
- Stable under recommended storage conditions., Stable Under Recommended Storage C
- Major Application
- cleaning productscosmeticsenvironmentalfood and beveragespersonal care
- Kosmetik-Inhaltsstoffe Funktionen
- LIGHT STABILIZERUV FILTERUV ABSORBER
- InChIKey
- IYNJWELIJKCWCX-DJOQCHOTSA-N
- SMILES
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 1
- risk_code
- 41
- hazard_code
- Xi
- safety_code
- 26-39
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 92761-26-7(Hazardous Substances Data)
- Hazard Classifications
- Eye Dam. 1
Chemie und Industrie
Pharmakologische Informationen
Protein BindingEcamsule is intended for topical application only.
PharmacodynamicsWhen exposed to UV ecamsule undergoes reversible photoisomerization followed by photoexcitation. The absorbed UV is then released as thermal energy, without penetrating the skin, thereby protecting the skin from UV exposure.
Mechanism of Action
Ecamsule protects against UV wavelengths in the 290–400 nanometer range, with peak protection at 345 nm. Ecamsule is photostable and it does not degrade significantly when exposed to light. In studies done in mice it reduces the formation of UV induced pyrimidine dimers and delays the onset of skin cancer. In vitro, ecamsule has been shown to effectively protect against the harmful effects of UV.
Biological Half-LifeEcamsule is not absorbed and has no reported half life data.
Metabolism/MetabolitesEcamsule is not absorbed or metabolized.
Absorption, Distribution and Excretion
Ecamsule is a topical preparation, it should not be absorbed. Research done by L'Oreal on human subjects revealed that the systemically absorbed dose of [(14)C]-Ecamsule is less than 0.1% and under realistic exposure conditions, the human systemic exposure to this UVA filter is negligible and poses no risk to human health.
Ecamsule is intended for topical application only.
Ecamsule is intended for topical application and has no volume of distribution.
Ecamsule is used topically, it not absorbed or metabolized.
Verwendung und Herstellung
Use ClassificationCosmetics -> Uv absorber; Uv filter
Anwendungen
Zugehörige Reaktionen
0
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
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