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Details

Stereochemistry MIXED
Molecular Formula C38H49N3O5
Molecular Weight 627.8128
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEMOTRIZINOL

SMILES

CCCCC(CC)COC1=CC=C(C(O)=C1)C2=NC(=NC(=N2)C3=C(O)C=C(OCC(CC)CCCC)C=C3)C4=CC=C(OC)C=C4

InChI

InChIKey=XVAMCHGMPYWHNL-UHFFFAOYSA-N
InChI=1S/C38H49N3O5/c1-6-10-12-26(8-3)24-45-30-18-20-32(34(42)22-30)37-39-36(28-14-16-29(44-5)17-15-28)40-38(41-37)33-21-19-31(23-35(33)43)46-25-27(9-4)13-11-7-2/h14-23,26-27,42-43H,6-13,24-25H2,1-5H3

HIDE SMILES / InChI

Molecular Formula C38H49N3O5
Molecular Weight 627.8128
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Bemotrizinol (INN/USAN, INCI bis-ethylhexyloxyphenol methoxyphenyl triazine) is an oil-soluble organic compound that is added to sunscreens to absorb UV rays. It is marketed as Tinosorb S by BASF and as Escalol S by Ashland Inc. Bemotrizinol is a broad-spectrum UV absorber, absorbing UVB as well as UVA rays. It has two absorption peaks at 310 and 340 nm. It is highly photostable. Even after 50 MEDs (minimal erythemal doses) 98.4% remains intact. It helps prevent the photodegradation of other sunscreen actives like avobenzone. Furthermore, its presense can at least partially protect less photostable UV blockers (e.g. UVA-blocker avobenzone) from degradation. It is approved in Europe and Australia but not in the USA. Unlike some other organic sunscreen agents, bemotrizinol has not been shown to have hormone-like (estrogenic) effects in cell cultures. Bemotrizinol appears to be relatively non-toxic and rarely causes skin irritation. However, as with many synthetic chemicals, it is unclear whether bemotrizinol may produce low-level skin damage and/or systemic effects with long-term use.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Tinosorb S

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
PWZ1720CBH
Record Status Validated (UNII)
Record Version