ECAMSULE

Details

Stereochemistry	MIXED
Molecular Formula	C28H34O8S2
Molecular Weight	562.695
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 4
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)C2CCC1(CS(O)(=O)=O)C(=O)\C2=C\C3=CC=C(C=C3)\C=C4/C5CCC(CS(O)(=O)=O)(C4=O)C5(C)C

InChI

InChIKey=HEAHZSUCFKFERC-IWGRKNQJSA-N

InChI=1S/C28H34O8S2/c1-25(2)21-9-11-27(25,15-37(31,32)33)23(29)19(21)13-17-5-7-18(8-6-17)14-20-22-10-12-28(24(20)30,26(22,3)4)16-38(34,35)36/h5-8,13-14,21-22H,9-12,15-16H2,1-4H3,(H,31,32,33)(H,34,35,36)/b19-13+,20-14+

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2006/021502s002lbl.pdf
Curator's Comment: Description was created based on several sources, including https://en.wikipedia.org/wiki/Ecamsule

Also called Ecamsule (technical name terephthalylidine dicamphor sulfonic acid), Mexoryl SX is a synthetic sunscreen agent developed and patented by L’Oreal and used in the company’s sunscreen products sold outside the United States since 1993 (approved for use in Europe in 1991). Ecamsule affords broad spectrum protection against the sun’s UVB and UVA rays. Exposed to UV, ecamsule undergoes reversible photoisomerization, followed by photoexcitation. The absorbed UV is then released as thermal energy, without penetrating the skin. The UVB range is 280 to 320 nanometers, and the UVA range is 320 to 400. Ecamsule protects against UV wavelengths in the 290–400 nanometer range, with peak protection at 345 nm.[3][4] Since ecamsule doesn't cover the entire UV spectrum, it should be combined with other active sunscreen agents to ensure broad-spectrum UV protection. Ecamsule is a photostable organic UVA absorber, meaning it doesn't degrade significantly when exposed to light.

Originator

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Sunburn 84 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2007/021502s004_LBL.pdf	Preventing	Approved 8429	ANTHELIOS SX Approved Use For the prevention of sunburn and for protection against ultraviolet B (UVB) and ultraviolet A (UVA) rays. Launch Date 2006
Polymorphous light eruption 1 Sources: http://www.ncbi.nlm.nih.gov/pubmed/19326695	Preventing	Basic research	Unknown Approved Use Unknown
Melasma 5 Sources: https://clinicaltrials.gov/ct2/show/NCT01695356	Preventing	Approved 8429	Mexoryl SX Approved Use Unknown Launch Date 1990

C_max

Value	Dose	Co-administered	Analyte	Population
1.5 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31058986/	0.576 g 4 times / day multiple, topical dose: 0.576 g route of administration: Topical experiment type: MULTIPLE co-administered:		ECAMSULE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
2 % 1 times / day single, topical Recommended Dose: 2 %, 1 times / day Route: topical Route: single Dose: 2 %, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2006/021501s000_MedR_P2.pdf	unknown n = 2539 Health Status: unknown Condition: UNK Sex: M+F Population Size: 2539 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2006/021501s000_MedR_P2.pdf	Disc. AE: Irritation skin... AEs leading to discontinuation/dose reduction: Irritation skin Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2006/021501s000_MedR_P2.pdf

AEs

AE	Significance	Dose	Population
Irritation skin	Disc. AE	2 % 1 times / day single, topical Recommended Dose: 2 %, 1 times / day Route: topical Route: single Dose: 2 %, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2006/021501s000_MedR_P2.pdf	unknown n = 2539 Health Status: unknown Condition: UNK Sex: M+F Population Size: 2539 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2006/021501s000_MedR_P2.pdf

Sourcing

Vendor/Aggregator	ID	URL
Ambinter	Amb22757545	http://www.ambinter.com/reference/22757545
Aurora Fine Chemicals LLC	A17.910.116	http://online.aurorafinechemicals.com/info?ID=A17.910.116
BLD Pharm	BD291400	http://www.bldpharm.com/products/92761-26-7.html
BenchChem	B001337	https://www.benchchem.com/product/b001337
BioChemPartner	BCP16962	http://www.biochempartner.com/92761-26-7-BCP16962
Boerchem	BC678186	http://www.boerchem.com/?product_39697.html
ChemMol	44010171	http://www.chemmol.com/chemmol/44010171.html
Clearsynth	CS-EB-00738	https://www.clearsynth.com/en/CSEB00738.html
Clearsynth	CS-ER-00730	https://www.clearsynth.com/en/CSER00730.html
Debye Scientific	DB-091412	http://www.debyesci.com/cas_92761-26-7.html
MolPort	MolPort-035-758-250	https://www.molport.com/shop/molecule-link/MolPort-035-758-250
Smolecule	S567904	https://www.smolecule.com/products/s567904
THE BioTek	bt-461003	https://www.thebiotek.com/product/others/bt-461003
Yuhao Chemical	YH96163	http://www.chemyuhao.com/92761-26-7.html
eNovation Chemicals	Y1014983	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1014983
iChemical	EBD22790	http://www.ichemical.com/products/92761-26-7.html

PubMed

Title	Date	PubMed
Evaluation of the protective effect of sunscreens on in vitro reconstructed human skin exposed to UVB or UVA irradiation.	2000 Mar	10732449
A new ecamsule-containing SPF 40 sunscreen cream for the prevention of polymorphous light eruption: a double-blind, randomized, controlled study in maximized outdoor conditions.	2009 Feb	19326695

Patents

Sample Use Guides

In Vivo Use Guide

apply evenly before sun exposure; reapply as needed or after towel drying, swimming, or perspiring

Route of Administration: Topical

In Vitro Use Guide

ECAMSULE applied topically on the skin surface - 2 mg/cm2

Name

Type

Language

ECAMSULE

Official Name

English

ECAMSULE SOLUTION [USP MONOGRAPH]

Common Name

English

ECAMSULE [MI]

Common Name

English

TEREPHTHALYLIDENE DICAMPHOR SULFONIC ACID [INCI]

Common Name

English

(±)-(3E,3'E)-3,3'-(P-PHENYLENEDIMETHYLIDYNE)BIS(2-OXO-10-BORNANESULFONIC ACID)

Common Name

English

ECAMSULE SOLUTION [USP-RS]

Common Name

English

MEXORYL SX

Brand Name

English

ECAMSULE COMPONENT OF ANTHELIOS SX

Common Name

English

CAPITAL SOLEIL COMPONENT ECAMSULE

Common Name

English

TEREPHTHALYLIDENE DICAMPHOR SULFONIC ACID

Official Name

English

Ecamsule [WHO-DD]

Common Name

English

ECAMSULE COMPONENT OF CAPITAL SOLEIL

Common Name

English

ecamsule [INN]

Common Name

English

ECAMSULE [MART.]

Common Name

English

MEXORYL

Brand Name

English

NSC-760054

Code

English

ECAMSULE [USAN]

Common Name

English

ECAMSULE [ORANGE BOOK]

Common Name

English

ANTHELIOS SX COMPONENT ECAMSULE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C851

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Code System Code Type Description

INN

7518

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RS_ITEM_NUM

1231580

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DAILYMED

M94R1PM439

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USAN

HH-10

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NCI_THESAURUS

C87221

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EPA CompTox

DTXSID80869056

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MERCK INDEX

m4807

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Merck Index

NSC

760054

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DRUG CENTRAL

3171

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DRUG BANK

DB09534

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ChEMBL

CHEMBL2096649

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PUBCHEM

9915879

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RXCUI

1544124

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RxNorm

CAS

92761-26-7

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FDA UNII

M94R1PM439

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SMS_ID

100000080485

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WIKIPEDIA

ECAMSULE

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EVMPD

SUB06443MIG

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ACTIVE MOIETY


					M94R1PM439

ECAMSULE

Details

SMILES

InChI

DescriptionSources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2006/021502s002lbl.pdfCurator's Comment: Description was created based on several sources, including https://en.wikipedia.org/wiki/Ecamsule

Originator

Approval Year

Conditions

Approved Use

Launch Date

Approved Use

Approved Use

Launch Date

Cmax

Doses

AEs

Sourcing

PubMed

Patents

Sample Use Guides

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2006/021502s002lbl.pdf
Curator's Comment: Description was created based on several sources, including https://en.wikipedia.org/wiki/Ecamsule

C_max