Bisdisulizole disodium (INN[1]/USAN,[2] trade name Neo Heliopan AP, INCI disodium phenyl dibenzimidazole tetrasulfonate) is a water-soluble organic compound which is added to sunscreen products to absorb UVA rays. It is marketed by Symrise.

Bisdisulizole disodium
Skeletal formula of bisdisulizole disodium
Space-filling model of the component ions of bisdisulizole disodium
Names
Preferred IUPAC name
Disodium 2,2′-(1,4-phenylene)bis(6-sulfo-1H-1,3-benzimidazole-4-sulfonate)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.121.951 Edit this at Wikidata
UNII
  • InChI=1S/C20H14N4O12S4.2Na/c25-37(26,27)11-5-13-17(15(7-11)39(31,32)33)23-19(21-13)9-1-2-10(4-3-9)20-22-14-6-12(38(28,29)30)8-16(18(14)24-20)40(34,35)36;;/h1-8H,(H,21,23)(H,22,24)(H,25,26,27)(H,28,29,30)(H,31,32,33)(H,34,35,36);;/q;2*+1/p-2 checkY
    Key: GLCJMPWWQKKJQZ-UHFFFAOYSA-L checkY
  • InChI=1/C20H14N4O12S4.2Na/c25-37(26,27)11-5-13-17(15(7-11)39(31,32)33)23-19(21-13)9-1-2-10(4-3-9)20-22-14-6-12(38(28,29)30)8-16(18(14)24-20)40(34,35)36;;/h1-8H,(H,21,23)(H,22,24)(H,25,26,27)(H,28,29,30)(H,31,32,33)(H,34,35,36);;/q;2*+1/p-2
    Key: GLCJMPWWQKKJQZ-NUQVWONBAQ
  • C1=CC(=CC=C1C2=NC3=C(C=C(C=C3N2)S(=O)(=O)O)S(=O)(=O)[O-])C4=NC5=C(C=C(C=C5N4)S(=O)(=O)O)S(=O)(=O)[O-].[Na+].[Na+]
Properties
C20H12N4Na2O12S4
Molar mass 674.55 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

The use of bisdisulizole disodium has been approved in the European Union (since the year 2000)[3] and other parts of the world up to 10% in sunscreen formulations,[4][5][6] while it is not approved in the United States.

References

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  1. ^ http://ec.europa.eu/enterprise/cosmetics/cosing/index.cfm?fuseaction=search.detailsPDF&id=75792[permanent dead link]
  2. ^ "Statement on a nonproprietary name adopted by the USAN Council: Bisdisulizole disodium" (PDF). American Medical Association. April 4, 2006. Retrieved 2008-01-08.
  3. ^ Osstervalder U, Luther H, Herzog B (2001). "Über den Lichtschutzfaktor hinaus - neue effiziente und photostabile UVA-Filter". Bundesgesundheitsblatt - Gesundheitsforschung - Gesundheitsschutz (in German). 44 (5): 463–70. doi:10.1007/s001030170019. S2CID 36985446.
  4. ^ "10. Sunscreens" (PDF). Australian regulatory guidelines for OTC medicines. Commonwealth Department of Health and Ageing, Therapeutic Goods Administration. July 1, 2003. p. 14. Archived from the original (PDF) on August 31, 2007. Retrieved 2008-01-08.
  5. ^ "Symrise UV protection products" (PDF). Symrise. Archived from the original (PDF) on 2008-08-21. Retrieved 2008-08-10.
  6. ^ "Cosmetic Products Regulation, Annex VI - Allowed UV Filters". ECHA. Retrieved 2023-08-15.