BMF 73 Sunscreen Agents | V2 | 05/20 Why Do We Use Sunscreen?

BMF 73 Sunscreen Agents | v2 | 05/20 Why do we use sunscreen?

Sunscreen is a common body care product that many people use to protect themselves from the adverse effects of the sun. If used as instructed, sunscreen can prevent premature ageing, skin damage, and decrease your risk of developing skin cancer.1 Almost all skin cancers are caused by too much UV radiation, whether from the sun or solaria.2 The harmful effects of the sun are not restricted to sunny days, you can develop skin damage on cloudy days too since up to 80% of the sun’s UV radiation reaches the earth’s surface.1 Two types of UV light that can cause detrimental effects:

Ultraviolet A (UVA) light | contain longer wavelengths (320-400 nm) and penetrates deeply into the dermal layer (dermis) of the skin and is responsible for skin aging.3

Ultraviolet B (UVB) light | consist of shorter wavelengths (290-320 nm) and permeates the surface layer (epidermis) causing sunburn.2

Other modes of UVA and UVB prevention include limiting time spent outside, the use of shade, wearing Ingredients sun-protective clothing, and avoiding the outdoors when the sun is at its highest point in the sky (between 10 am of concern and 2 pm).4 Sunscreen ingredients can be split into two groups, Examples of chemical blockers include: physical (inorganic) and chemical (organic). There are Oxybenzone | (UVA and UVB protection) Hormone also inactive ingredients that make up 50-70% of the disruption, organ toxicity, high rates of skin allergies. 5 sunscreen you find on the shelves. Many different Octinoxate | (UVB protection) Hormone and thyroid ingredients are present in sunscreens because they need disruption, reproductive toxicity, moderate rates of skin to be used in conjunction with other blockers and filters allergies. 3 to give optimum protection. Homosalate | (UVB protection) Hormone disruption, enhance absorption of secondary chemicals on skin, Physical components block and scatter the UV rays.1 including insect repellent. These ingredients are nanoparticles that sit on the surface of the skin so the body doesn’t normally Avobenzone | (UVA protection, must be mixed with stabilizers) Very limited skin penetration, high rates of absorb these minerals.3 Non-nanoparticle formats skin allergies are also commercially available.4 The Food and Drug Octisalate | (UVB protection) Possible skin penetrations Administration (FDA) in the United States has declared and rare instances skin allergies these physical components as GRASE (Generally Recognized As Safe and Effective).5 Octocrylene | (UVA protection) Possible skin penetrations, high rates of skin allergies

Examples of physical blockers include: Mexoryl SX | (UVA protection) Very limited skin penetrations and rare instances skin allergies Titanium dioxide | (UVB and some UVA protection) Nanoparticle, inhalation concerns. These ingredients are rarely used in sunscreen but still Zinc oxide | (UVA and UVB protection) Nanoparticle, are of concern: inhalation concerns. p-Aminobenzoic acid (PABA), trolamine salicylate, dioxybenzone (benzophenone-8), cinoxate, ensulizole, Chemical ingredients absorb UV rays and are under meradimate (menthyl anthranilate), padimate O, the spotlight because many can be absorbed by the sulisobenzone (benzophenone-4) body and even show up in blood, breast milk, and urine samples.4 There is also evidence of hormone disruption The inactive ingredient, Methylisothiazolinone, is known in many and more studies are being conducted to assess to be a skin sensitizer and has shown an increase in skin the safety of these components. allergy rates.5 References: Environmental 1. The Skin Cancer Foundation. (2020) All About Sunscreen: Why You Need It. How it Works for You [online]. The Skin Cancer Foundation. Impacts Available from https://www.skincancer.org/skin- Sunscreen agents are not only developing a reputation cancer-prevention/sun-protection/sunscreen/ for health concerns, but also environmental impacts. [Accessed 15 May 2020] Some components are known to harm coral, disrupt 2. Cancer Council NSW. (2015) How ultraviolet hormones in fish and other aquatic life, and are (UV) radiation causes skin cancer [online]. Cancer persistent in the environment. Council Australia. Available from https://www. The UVB absorber, Homosalate, doesn’t break down cancercouncil.com.au/63295/cancer-prevention/ readily and accumulates in fish and the environment. sun-protection/sun-protection-sport-and- Oxybenzone and Octinoxate have been banned in recreation/sun-protection-information-for- Hawaii and the U.S. Virgin Islands to protect coral sporting-groups/how-ultraviolet-uv-radiation- reefs from degradation.6 Many popular tourist beaches causes-skin-cancer/ [Accessed 15 May 2020] around the world have been closing in order to restore 3. Rai, R., Shanmuga, S. C., & Srinivas, C. (2012). their coral health, revealing that sunscreen pollution Update on photoprotection. Indian journal of is unsustainable tourism. The Republic of Palau has dermatology, 57(5), 335–342. Available from: banned a total of ten sunscreen ingredients in order https://doi.org/10.4103/0019-5154.100472 to keep its coral reefs, a UNESCO World Heritage site, [Accessed 15 May 2020] intact and preserved for generations to come.7 More countries are expected to have similar legislation in the 4. MADE SAFE. (2020) Sunscreen [online] Nontoxic works as sunscreen pollution and its severity is being Certified. Available from https://www.madesafe. acknowledged. org/education/whats-in-that/sunscreen/ [Accessed 15 May 2020]

5. Environmental Working Group. (2020) The Trouble with Ingredients in Sunscreens [online]. EWG. Available from https://www.ewg.org/sunscreen/ report/the-trouble-with-sunscreen-chemicals/ [Accessed 15 May 2020]

6. Romo, V. (2018) Hawaii Approves Bill Banning Sunscreen Believed To Kill Coral Reefs [online] NPR. Available from https://www.npr.org/sections/ thetwo-way/2018/05/02/607765760/hawaii- approves-bill-banning-sunscreen-believed-to-kill- coral-reefs?t=1587991680321 [Accessed 15 May 2020]

7. International Coral Reef Initiative. (2018) The Republic of Palau Bans Sunscreen Chemicals to Protect its Coral Reefs and UNESCO World Heritage site [online] ICRI. Available from https:// www.icriforum.org/news/2018/11/republic-palau- bans-sunscreen-chemicals-protect-its-coral-reefs- and-unesco-world-herita [Accessed 15 May 2020] SunscreenSunscreen agents agents

Chiron No. Structure / Class Name Synonyms CAS SVHC index Phenoxy derivatives:

O OH 10222.8 2-Phenoxy-1-ethanol Phenoxyethanol 122-99-6

Benzophenone derivatives

O OH 10232.14 2-Hydroxy-4-methoxybenzophenone Oxybenzone 131-57-7 O

D O OH D 2-Hydroxy-4-methoxybenzophenone- 11794.14 Oxybenzone-d5 1219798-54-5 D D O 2',3',4',5',6'-d5 D

O O O OH Diethylaminohydroxybenzoyl 10233.24 Uvinul A Plus, DHHB 302776-68-7 N hexylbenzoate

O O O 2-Hydroxy-4-methoxybenzophenone- S Sulisobenzone, Uvinul MS40, 10242.14 OH 5-sulfonic acid hydrate, contains 5- 4065-45-6 UV 284 HO O 10% isopropyl alcohol

O OH Uvinul 3000, Uvinul 400, 10248.13 2,4-Dihydroxybenzophenone Uvinul M 400, UV 0, UV 12, 131-56-6 OH UV 214 UV absorber, DHBP

O OH Uvinul 3000-13C6, Uvinul 400- 13C 131-56-6 10249.13 13C 13C 2,4-Dihydroxybenzophenone-13C6 13C6, Uvinul M 400-13C6, UV 13C 13C (unlabelled) 13C OH 214-13C6, DHBP-13C6

D O OH Uvinul 3000-d5, Uvinul 400- D 2,4-Dihydroxybenzophenone- 14237.13 d5, Uvinul M 400-d5, UV 214- 91586-06-0 D D OH 2',3',4',5',6'-d5 D d5, DHBP-d5

O OH 2,2'-Dihydroxy-4- 10269.14 Dioxybenzone 131-53-3 methoxybenzophenone OH O

O OH 2,2',4,4'- 14246.13 Uvinul 350, Uvinul D50 131-55-5 Tetrahydroxybenzoophenone HO OH OH

O OH Uvinul MC, Uvinul M40, 14247.14 2-Hydroxy-4-methoxybenzophenone 131-57-7 Uvinul M9, Uvinul 3040 O

O Cl UV absorber NL/5, 14248.13 5-Chloro-2-hydroxybenzophenone 85-19-8 Benzophenone-7 HO

O OH NaSO 2,2'-Dihydroxy-4,4'- 3 Uvinul 3049, Uvinul D549, 14249.15 dimethoxybenzophenone-5,5- 76656-36-5 HO OH O Benzophenone-9 sodium salt

SO3Na disulfonic acid sodium salt

O OH 2-Hydroxy-4-methoxybenzophenone- 14250.14 Uvistat 1121, Uvin 1M540 6628-37-1 O 5-sulfonic acid sodium salt

SO3Na

O OH 2,2'-Dihydroxy-4,4'- Uvinul 3040, Uvinul D49, UV 14251.15 131-54-4 dimethoxybenzophenone 49, Benzophenone-6 O OH O

O OH 2-Hydroxy-4-methoxy-4'- Mexenone, Unistat 2211, 14252.15 1641-17-4 methylbenzophenone Benzophenone-10 O

O N 2-Benzyl-2-dimethylamino-4'- 14219.23 UV369 119313-12-1 202 N morpholinobutyrophenone O

S 2-Methyl-1-(4-methylthiophenyl)-2- 14218.15 UV 907 71868-10-5 203 N morpholinopropan-1-one O O Cinnamate deriva�ves O Octyl methoxycinnamate Uvinul MC 80, Uvinul MC 90, 10237.18 O 5466-77-3 2-thylhexyl 3-methoxycinnamate Uvinul 3088, OMC O

10244.15 O sopentyl 4-methoxycinnamate 1000, NSC 408332 71617-10-2

O O 2-thoxyethyl 4- 14260.14 O Cinoxate 104-28-9 methoxycinnamate O

O thyl 3-phenyl-2-propenoate, 14262.11 O thyl cinnamate 103-36-6 NSC 6773

O Benzyl 3-phenylpropenoate, 9088.16 O Benzyl cinnamate 103-41-3 Cinnamic acid benzyl ester

O 2-thylhexyl 2-cyano-3,3-diphenyl-2- Octocrylene, Octocrilene, 10235.24 6197-30-4 O propionate Uvinul N 539T, Uvinol 3039 CN Benzoates

O 2-thylhexyl p- Padimate O, Octyl dimethyl 10236.17 O 21245-02-3 N dimethylaminobenzoate PABA

OH O 10239.15 O 2-thylhexyl salicylate Oc�salate, Uvinul 0-18 118-60-5

OH O 3,3,5-Trimethylhexyl 2- 10241.16 Homosalate 118-56-9 O hydroxybenzoiate

COOH 10243.7 p-Aminobenzoic acid PABA 150-13-0

H2N

COOH OH Triethanolamine, Tris(2- 14262.13 N Trolamine salicylate 2174-16-5 OH HO OH hydroxyethyl)amine

O CoAP (Community O Benzyl salicylate Benzyl 4-hydroxybenzoate 118-58-1 9091.14 rollin OH ac�on plan) ienzoyl deriva�ves O O 1-4-(1,1-Dimethylethyl)phenyl-3-(4- 10238.20 Avobenzone 70356-09-1 O methoxyphenyl)-1,3-propandione

Benzmidazole and enzotriazolenderiva�ves

N 2-Phenylbenzimidazole-5-sulfonic 10231.13 PB, UV T, nsulizole 27503-81-7 HO NH S acid O O

N OH OH N N N N N 2,2'-Methylenebis(6-(2H)- UV 360, UV 5431, Bisoctrizole, 10240.41 103597-45-1 benzotriazol-2-yl)-4-tert-octylphenol Tinosorb M

2-2(H-Benzotrialzol-2-yl)-4,6-bis(1- Benzotriazole BT, Uvinul 3034, 10250.30 70321-86-7 N N methyl-1-phenylethyl)phenol UV 234 an�oxidant N OH

2-(5-Chloro-2-benzotriazolyl)-6-tert- Bumetriazole, Uvinul 3026, 10251.17 Cl N 3896-11-5 N butyl-p-cresol UV 326 N OH S Sunscreen agents 2-Methyl-1-(4-methylthiophenyl)-2- 14218.15 UV 907 71868-10-5 203 N morpholinopropan-1-one Chiron No. O StructureO / Class Name Synonyms CAS SVHC index CPhenoxyinnamat ederivatives: deriva�ves O O OH Octyl methoxycinnamate Uvinul MC 80, Uvinul MC 90, 1023710222.8.18 O 2-Phenoxy-1-ethanol Phenoxyethanol 5466122-99-6-77-3 2-thylhexyl 3-methoxycinnamate Uvinul 3088, OMC O

Benzophenone derivativesO 10244.15 O OHO sopentyl 4-methoxycinnamate 1000, NSC 408332 71617-10-2

10232.14 O 2-Hydroxy-4-methoxybenzophenone Oxybenzone 131-57-7 O O

D O OH O 2-thoxyethyl 4- 14260.14 O Cinoxate 104-28-9 D 2-Hydroxy-4-methoxybenzophenone- methoxycinnamate 11794.14 O Oxybenzone-d5 1219798-54-5 D D O 2',3',4',5',6'-d5 D O

O O thyl 3-phenyl-2-propenoate, 14262.11 O OOH thyl cinnamate 103-36-6 Diethylaminohydroxybenzoyl NSC 6773 10233.24 Uvinul A Plus, DHHB 302776-68-7 N hexylbenzoate O Benzyl 3-phenylpropenoate, 9088.16 O O O O 2-Hydroxy-4-methoxybenzophenone-Benzyl cinnamate 103-41-3 S Sulisobenzone,Cinnamic acid Uvinulbenzyl MS40,ester 10242.14 OH 5-sulfonic acid hydrate, contains 5- 4065-45-6 UV 284 HO O 10% isopropyl alcohol

O 2-thylhexyl 2-cyano-3,3-diphenyl-2- Octocrylene, Octocrilene, 10235.24 O OH Uvinul 3000, Uvinul 400, 6197-30-4 O propionate Uvinul N 539T, Uvinol 3039 10248.13 CN 2,4-Dihydroxybenzophenone Uvinul M 400, UV 0, UV 12, 131-56-6 Benzoates OH UV 214 UV absorber, DHBP

O O OH Uvinul 3000-13C6, Uvinul 400- 13 C O 2-thylhexyl p- Padimate O, Octyl dimethyl 131-56-6 10249.1310236.17 13C 13C 2,4-Dihydroxybenzophenone-13C6 13C6, Uvinul M 400-13C6, UV 21245-02-3 13 13 N C C dimethylaminobenzoate PABA (unlabelled) 13C OH 214-13C6, DHBP-13C6

OH OD O OH Uvinul 3000-d5, Uvinul 400- D 2,4-Dihydroxybenzophenone- 14237.1310239.15 O 2-thylhexyl salicylate d5, OUvinulc�sal aMte 400-d5,, Uvinul UV0-18 214- 91586-06-0118-60-5 D D OH 2',3',4',5',6'-d5 D d5, DHBP-d5

O OH OH O 2,2'-Dihydroxy-4- 3,3,5-Trimethylhexyl 2- 10269.1410241.16 Homosalate Dioxybenzone 131-53-3118-56-9 O methoxybenzophenone hydroxybenzoiate OH O

O COOHOH 2,2',4,4'- 14246.1310243.7 p-Aminobenzoic acid Uvinul 350,PA BUvinulA D50 131-55-5150-13-0 Tetrahydroxybenzoophenone HH2ON OH OH

COOH O OH OH TUvinulrietha MC,nola mUvinuline, T M40,ris(2- 14247.1414262.13 2-Hydroxy-4-methoxybenzophenoneTrolamine salicylate 2174131-57-7-16-5 N Uvinulhydro M9,xye tUvinulhyl)am 3040ine OH HO O OH

O O CoAP Cl UV absorber NL/5, (Community 14248.139091.14 O 5-Chloro-2-hydroxybenzophenoneBenzyl salicylate Benzyl 4-hydroxybenzoate 11885-19-8-58-1 Benzophenone-7 rollin OHO ac�on plan) ienzoyl dOerivOaH�ves NaSO3 2,2'-Dihydroxy-4,4'- O O Uvinul 3049, Uvinul D549, 14249.15 dimethoxybenzophenone-5,5- 76656-36-5 HO OH O 1-4-(1,1-Dimethylethyl)phenyl-3-(4- Benzophenone-9 sodium salt 10238.20 Avobenzone 70356-09-1 SO3Na disulfonic acid sodium salt O methoxyphenyl)-1,3-propandione O OH Benzmidazole and enzotriazolenderiva�2-Hydroxy-4-methoxybenzophenone-ves 14250.14 Uvistat 1121, Uvin 1M540 6628-37-1 O 5-sulfonic acid sodium salt SO Na N 3 2-Phenylbenzimidazole-5-sulfonic 10231.13 PB, UV T, nsulizole 27503-81-7 HO O ONH S acid O O 2,2'-Dihydroxy-4,4'- Uvinul 3040, Uvinul D49, UV 14251.15 131-54-4 N OH OH N dimethoxybenzophenone 49, Benzophenone-6 O O N OH N N N 2,2'-Methylenebis(6-(2H)- UV 360, UV 5431, Bisoctrizole, 10240.41 103597-45-1 O OH benzotriazol-2-yl)-4-tert-octylphenol Tinosorb M 2-Hydroxy-4-methoxy-4'- Mexenone, Unistat 2211, 14252.15 1641-17-4 methylbenzophenone Benzophenone-10 O 2-2(H-Benzotrialzol-2-yl)-4,6-bis(1- Benzotriazole BT, Uvinul 3034, 10250.30 70321-86-7 N O N methyl-1-phenylethyl)phenol UV 234 an�oxidant N N OH 2-Benzyl-2-dimethylamino-4'- 14219.23 UV369 119313-12-1 202 N morpholinobutyrophenone O 2-(5-Chloro-2-benzotriazolyl)-6-tert- Bumetriazole, Uvinul 3026, 10251.17 Cl N 3896-11-5 N butyl-p-cresol UV 326 N OH

2-(3',5'-Di-tert-butyl-2'- HO

13132.20 Cl N hydroxyphenyl)-5- UV 327, UV 2 UV stabilizer 3864-99-1 167 N N chlorobenzotriazole

2-(2H-Benzotriazol-2-yl)-4-(tert- 13133.20 N UV350 36437-37-3 166 N butyl)-6-(sec-butyl)phenol N OH

2-(2'-Hydroxy-3'-5'-di-tert- 13135.22 N UV 328, UV 2337, UV 74 25973-55-1 160 N amylphenyl)benzotriazole N OH

2-(3,5-Di-tert-butyl-2-hydroxyphenyl)- 13136.20 N UV 320 3846-71-7 159 N 2H-benzotriazole N OH

Si O O N sI Si 14239.24 N Drometrizole trisiloxane Silatriazole, Mexoryl XL 155633-54-8 N

Camphor-derivatives

14058.17 3-Benzylidenecamphor 3-Benzylidene-2-bornanone 15087-24-8 197 O

36861-47-9 10245.18 3-(4-Methylbenzylidene)camphor Uvinul MBC 95 38102-62-4 is a O deleted CAS

D D (+/-)-3-(4-Methylbenzylidene- 14062.18 Uvinul MBC 95-d4 1219806-41-3 O d4)camphor D D

3-Benzylidenecamphor-4'-sulfonic 3-Benzylidene-2-bornanone- 14059.17 56039-58-8 O SO3H acid 4'-sulfonic acid

+ O S O 14061.21 O N Camphor benzalkonium methyl sulfate BCM 52793-97-2 O

SO H 3 3,3'-(1,4- O Phenylenemethylidyne)bis[7,7- 14240.28 Ecamsule 92761-26-7 O dimethyl-2-oxobicyclo[2.2.1]heptane- SO H 3 1-methanesulfonic acid] Triazine-dervatives

O O Ethylhexyl triazone, Uvinul T 10247.48 O HN O Octyl triazone 88122-99-0 O N N O 150, UVT 150 N N N H H

O 2,2'-[6-(4-Methoxyphenyl)-1,3,5- HO 10234.38 N N OH triazine-2,4-diyl]bis[5-[(2- Bemotrizinol, Tinosorb S 187393-00-6 N O O ethylhexyl)oxy]phenol

O O NH O Diethylhexyl butamideo triazone Iscotrizinol 154702-15-5 14241.44 O N N N

N N N H H

2,4,6-Tris([1,1'-biphenyl]-yl])-1,3,5- 14243.39 N N Tribiphenyl triazine 31274-51-8 N triazine

Miscellaneous compounds

14244.0 Titanium oxide 13463-67-7 S 2-Methyl-1-(4-methylthiophenyl)-2- 14218.15 UV 907 71868-10-5 203 N morpholinopropan-1-one O O Cinnamate deriva�ves O Octyl methoxycinnamate Uvinul MC 80, Uvinul MC 90, 10237.18 O 5466-77-3 2-thylhexyl 3-methoxycinnamate Uvinul 3088, OMC O