Bisoctrizole

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Structural formula
Structural formula of bisoctrizole
General
Surname Bisoctrizole
other names
  • UV-360
  • Tinosorb M.
  • 2,2′-methylenebis [6- (2 H -benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] ( IUPAC )
  • METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYLPHENOL ( INCI )
Molecular formula C 41 H 50 N 6 O 2
Brief description

white solid

External identifiers / databases
CAS number 103597-45-1
EC number 403-800-1
ECHA InfoCard 100.100.550
PubChem 3571576
ChemSpider 2808671
DrugBank DB11262
Wikidata Q4918369
properties
Molar mass 658.87 g mol −1
Physical state

firmly

density

1.2 g cm −3

Melting point

197-199 ° C

boiling point

571.7 ° C

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
no GHS pictograms
H and P phrases H: 413
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bisoctrizol (trade names: Tinosorb M , Milestab 360 ) is a chemical compound from the group of 2- (2-hydroxyphenyl) -2 H -benzotriazoles , which is used as a UV stabilizer . It doesn't occur naturally.

use

Bisoctrizol is used in the form of microparticles in sunscreen . The protective effect is from 280 to 400  nm , where, therefore, includes UV A and UV B . It combines the advantages of organic and inorganic UV filters through scattering, reflection and absorption of light .

Biological importance

As an ingredient in sun creams, bisoctrizole shows little penetration into the skin. In contrast to other organic UV filters used in sunscreen, it does not have any estrogenic effects in vitro .

safety instructions

Bisoctrizole has not been approved by the Food and Drug Administration (FDA), but it has been approved in the EU and other parts of the world.

literature

  • Mukund Manikrao Donglikar, Sharada Laxman Deore: Sunscreens: A review . In: Pharmacognosy Journal . 8, No. 3, 2016, pp. 171–179. doi : 10.5530 / pj.2016.3.1 .

Individual evidence

  1. ↑ Entry on METHYLENE BIS-BENZOTRIAZOLYL TETRAMETHYLBUTYLPHENOL in the CosIng database of the EU Commission, accessed on December 29, 2019.
  2. ↑ a b c d data sheet 2,2′-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol], 99% from Sigma-Aldrich , accessed on January 14, 2018 ( PDF ).
  3. ↑ a b Entry on 2,2′-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) in the GESTIS substance database of the IFA , accessed on 14 January 2018(JavaScript required) .
  4. ↑ Entry on 2,2′-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 14, 2018. Manufacturers or distributors can extend the harmonized classification and labeling .
  5. ^ Tinosorb M: The first UV filter using micro-fine organic particles. In: carecreations.com. BASF , accessed January 13, 2018 .
  6. ↑ Tinosorb M. In: ulprospector.com. Retrieved January 13, 2018 .
  7. ↑ G. Todorov: Bisoctrizole (Tinosorb M) - Chemical and physical UVA + UVB sunscreen / sunblock agent. In: smartskincare.com. Retrieved January 13, 2018 .
  8. ^ Marc S. Reisch: New wave Sunscreens . In: Chemical & Engineering News . tape 83 , no. 15 , 2005, pp. 18-22 ( online ).
  9. ↑ A. Mavon, C. Miquel, O. Lejeune, B. Payre, P. Moretto: In vitro percutaneous absorption and in vivo stratum corneum distribution of an organic and a mineral sunscreen . In: Skin Pharmacol Physiol . 20, No. 1, 2007, pp. 10-20. doi : 10.1159 / 000096167 . PMID 17035717 .
  10. ↑ J. Ashby, H. Tinwell, J. Plautz, K. Twomey, PA Lefevre: Lack of binding to isolated estrogen or androgen receptors, and inactivity in the immature rat uterotrophic assay, of the ultraviolet sunscreen filters Tinosorb M-active and Tinosorb S . In: Regul Toxicol Pharmacol . 34, No. 3, 2001, pp. 287-291. doi : 10.1006 / rtph.2001.1511 . PMID 11754532 .
  11. ↑ Regulation (EC) No. 1223/2009 of the European Parliament and of the Council of November 30, 2009 on cosmetic products
  12. ^ Australian Regulatory Guidelines for OTC Medicines - Chapter 10 , 2003.