Phenylbenzimidazole sulfonic acid

Phenylbenzimidazole sulfonic acid

Names
IUPAC name 2-Phenyl-3H-benzimidazole-5-sulfonic acid
Identifiers
CAS Number	27503-81-7 Y
ChemSpider	31267 Y
Jmol interactive 3D	Image
KEGG	D10005 Y
PubChem	33919
UNII	9YQ9DI1W42 Y
InChI InChI=1S/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18) Y Key: UVCJGUGAGLDPAA-UHFFFAOYSA-N Y InChI=1/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18) Key: UVCJGUGAGLDPAA-UHFFFAOYAY
SMILES O=S(=O)(O)c3cc1c(nc(n1)c2ccccc2)cc3
Properties
Chemical formula	C13H10N2O3S
Molar mass	274.30 g/mol
Hazards
Safety data sheet	Cole Parmer Material Safety Data Sheet
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Phenylbenzimidazole sulfonic acid (C₁₃H₁₀N₂O₃S) is a common sunscreen agent. In 1999, the United States Food and Drug Administration regulated that the name ensulizole be used on sunscreen labels in the United States. Phenylbenzimidazole sulfonic acid is primarily a UVB protecting agent providing only minimal UVA protection. The scope of UVB is 290 to 340 nanometers whereas the UVA range is 320 to 400 nanometers.^[1] For better UVA protection, it must be paired with avobenzone, titanium dioxide, or zinc oxide; outside of the United States it can also be paired with Tinosorb and Mexoryl. Because phenylbenzimidazole sulfonic acid is water-soluble, it has the characteristic of feeling lighter on skin. As such, it is often used in sunscreen lotions or moisturizers whose aesthetic goal is a non-greasy finish.^[2] The free acid is poorly soluble in water, so it is only used as its soluble salts.^[3]

References

1. ↑ http://www.uspdqi.org/pubs/monographs/sunscreen_agents.pdf
2. ↑ eMedicine - Sunscreens and Photoprotection : Article by Stanley B Levy
3. ↑ http://www.merck.de/servlet/PB/menu/1254590/index.html

External links

• Thomson MICROMEDEX - Sunscreen Agents (Topical)