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Phenylbenzimidazole sulfonic acid

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Phenylbenzimidazole sulfonic acid
Skeletal formula
Space-filling model
Names
IUPAC name
2-Phenyl-3H-benzimidazole-5-sulfonic acid
Other names
Ensulizole
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.044.078 Edit this at Wikidata
KEGG
UNII
  • 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) checkY
    Key: UVCJGUGAGLDPAA-UHFFFAOYSA-N checkY
  • 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
  • O=S(=O)(O)c3ccc2[nH]c(c1ccccc1)nc2c3
Properties
C13H10N2O3S
Molar mass 274.29 g·mol−1
Hazards
Safety data sheet (SDS) 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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Phenylbenzimidazole sulfonic acid (INCI), abbreviated as PBSA and also known as ensulizole (INN)[1] 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.

PBSA is primarily a UVB protecting agent providing only minimal UVA protection. The scope of UVB is 280 to 315 nanometers whereas the UVA range is 315 to 400 nanometers.[2] For better UVA protection, it must be paired with avobenzone, bemotrizinol, titanium dioxide, or zinc oxide; outside of the United States it can also be paired with a UVA absorber such as ecamsule or a UVA/UVB absorber such as bisoctrizole or drometrizole trisiloxane.

Because PBSA 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.[3] The free acid is poorly soluble in water, so it is only used as its soluble salts.[4]

References

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  1. ↑ "International non-proprietary name". Medinet. Retrieved 6 May 2016.
  2. ↑ "Archived copy" (PDF). www.uspdqi.org. Archived from the original (PDF) on 14 December 2003. Retrieved 22 May 2022.{{cite web}}: CS1 maint: archived copy as title (link)
  3. ↑ eMedicine - Sunscreens and Photoprotection : Article by Stanley B Levy
  4. ↑ "Vibrant Science & Technology - EMD Group".
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