Identification
- Summary
Bemotrizinol is an ingredient used in sunscreen to block UVA and UVB radiation.
- Generic Name
- Bemotrizinol
- DrugBank Accession Number
- DB11206
- Background
Bemotrizinol, or bis-ethylhexyloxyphenol methoxyphenyl triazine, is an organic UV filter found in over-the-counter sunscreen products. It primarily absorbs UV-A rays. Compared to older broad-spectrum chemical agents, bemotrizinol is more more fat soluble (oil soluble in cosmetic oils) to aid in efficacy and broad-spectrum activity 2. It is claimed to be photostable, which increases its onset of action and its efficiency in providing protection against UV-rays upon topical application 2,3. Bemotrizinol is commonly marketed as Tinosorb S and Escalol S.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Bemotrizinol (DB11206)
- Weight
- Average: 627.826
Monoisotopic: 627.36722169 - Chemical Formula
- C38H49N3O5
- Synonyms
- Bemotrizinol
- BEMT
- External IDs
- FAT 70'884
- FAT-70884
Pharmacology
- Indication
Indicated as an active sunscreen agent.
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Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination for prophylaxis of Sunburn ••• ••• - Contraindications & Blackbox Warnings
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Findings from an immature rat uterotrophic competitive binding assay suggest that bemotrizinol does not display significant binding affinities towards estrogen and androgen receptors in vitro, thus lacking intrinsic estrogenic, antiestrogenic, androgenic and antiandrogenic activity 1. Bemotrizinol minimizes erythema and provides excellent anti-aging effects as well as protectant effects on the skin's antioxidant defense system 2. In a comparative study of individuals with a history of polymorphic light eruption (PLE) undergoing photoprovocation, treatment of bemotrinizol was effective in preventing the development of PLE 4.
- Mechanism of action
By absorbing UV-A and UVB rays ranging from 280 to 400nm, bemotrizinol serves to prevent the formation of free radicals induced by UV radiation 2.
- Absorption
No pharmacokinetic data available.
- Volume of distribution
No pharmacokinetic data available.
- Protein binding
No pharmacokinetic data available.
- Metabolism
No pharmacokinetic data available.
- Route of elimination
No pharmacokinetic data available.
- Half-life
No pharmacokinetic data available.
- Clearance
No pharmacokinetic data available.
- Adverse Effects
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Oral LD50 in rat is > 2000 mg/kg and dermal LD50 in rabbit is > 2000 mg/kg, respectively MSDS.
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image a.c. care Bees Sun Protection Bemotrizinol (2.10000 g/70g) + Amiloxate (1.40000 g/70g) + Octinoxate (5.25000 g/70g) + Titanium dioxide (0.79100 g/70g) + Zinc oxide (1.75000 g/70g) Cream Topical Dong Sung Pharm. Co., Ltd. 2014-08-20 2015-11-30 US 
a.c.care Bees Sun Protection UV Moisturizer SPF 50 Bemotrizinol (2.10000 g/70g) + Amiloxate (1.40000 g/70g) + Octinoxate (5.25000 g/70g) + Titanium dioxide (0.79100 g/70g) + Zinc oxide (1.75000 g/70g) Cream Topical Dong Sung Pharm. Co., Ltd. 2011-12-20 2014-08-01 US Anthelios 50+ Bemotrizinol (6 % w/w) + Avobenzone (5 % w/w) + Drometrizole trisiloxane (4 % w/w) + Ecamsule (0.5 % w/w) + Homosalate (10 % w/w) + Octisalate (5 % w/w) + Titanium dioxide (2.5 % w/w) Lotion Topical Laboratoires La Roche Posay Canada Not applicable Not applicable Canada 
Anthelios Age Correct Bemotrizinol (3.8 % w/w) + Avobenzone (2.3 % w/w) + Drometrizole trisiloxane (1.3 % w/w) + Ecamsule (1 % w/w) + Ensulizole (3.5 % w/w) + Octisalate (5 % w/w) Cream Topical Laboratoires La Roche Posay Canada 2023-05-01 Not applicable Canada Anthelios Dermo-kids 50+ Bemotrizinol (6 % w/w) + Avobenzone (5 % w/w) + Drometrizole trisiloxane (4 % w/w) + Ecamsule (0.5 % w/w) + Homosalate (10 % w/w) + Octisalate (5 % w/w) + Titanium dioxide (2.5 % w/w) Cream Topical Laboratoires La Roche Posay Canada Not applicable Not applicable Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image BRING GREEN Tea Tree CICA Cooling Sun Bemotrizinol (1.5 g/100g) + Diethylamino hydroxybenzoyl hexyl benzoate (3.5 g/100g) + Octyl triazone (3.0 g/100g) + Polysilicone-15 (2.0 g/100g) Stick Topical CJ Olive Young Corporation 2022-08-01 Not applicable US Dr.Jucre Rebirth White Sun Protection Bemotrizinol (1.50 g/100mL) + Adenosine (0.04 g/100mL) + Avobenzone (4.00 g/100mL) + Ensulizole (3.50 g/100mL) + Homosalate (6.00 g/100mL) + Nicotinamide (2.00 g/100mL) + Octinoxate (7.30 g/100mL) + Octisalate (4.50 g/100mL) + Octocrylene (2.00 g/100mL) Cream Topical NATURECELL CO., LTD. 2022-10-01 Not applicable US Fascy Lab Green Plus Sun Bemotrizinol (0.5 g/50mL) + Diethylamino hydroxybenzoyl hexyl benzoate (1.0 g/50mL) Cream Topical Fascy Co,.ltd. 2020-04-01 Not applicable US P.CALM Water Barrier Suncream Bemotrizinol (5 mg/1mL) + Diethylamino hydroxybenzoyl hexyl benzoate (10 mg/1mL) + Ecamsule (26.4 mg/1mL) + Octyl triazone (27 mg/1mL) + Polysilicone-15 (10 mg/1mL) Cream Topical LIFE WITH CORPORATION Inc. 2023-10-17 Not applicable US SUN PROJECT SILKY CALMING SUN stick Bemotrizinol (0.21 g/14g) + Diethylamino hydroxybenzoyl hexyl benzoate (0.49 g/14g) + Octyl triazone (0.42 g/14g) + Polysilicone-15 (0.28 g/14g) Stick Topical Thank You Farmer Co., Ltd. 2022-05-31 Not applicable US
Categories
- Drug Categories
- Classification
- Not classified
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- PWZ1720CBH
- CAS number
- 187393-00-6
- InChI Key
- XVAMCHGMPYWHNL-UHFFFAOYSA-N
- InChI
- InChI=1S/C38H49N3O5/c1-6-10-12-26(8-3)24-45-30-18-20-32(34(42)22-30)37-39-36(28-14-16-29(44-5)17-15-28)40-38(41-37)33-21-19-31(23-35(33)43)46-25-27(9-4)13-11-7-2/h14-23,26-27,42-43H,6-13,24-25H2,1-5H3
- IUPAC Name
- 5-[(2-ethylhexyl)oxy]-2-(4-{4-[(2-ethylhexyl)oxy]-2-hydroxyphenyl}-6-(4-methoxyphenyl)-1,3,5-triazin-2-yl)phenol
- SMILES
- CCCCC(CC)COC1=CC(O)=C(C=C1)C1=NC(=NC(=N1)C1=CC=C(OC)C=C1)C1=C(O)C=C(OCC(CC)CCCC)C=C1
References
- General References
- Ashby J, Tinwell H, Plautz J, Twomey K, Lefevre PA: 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. Regul Toxicol Pharmacol. 2001 Dec;34(3):287-91. doi: 10.1006/rtph.2001.1511. [Article]
- Latha MS, Martis J, Shobha V, Sham Shinde R, Bangera S, Krishnankutty B, Bellary S, Varughese S, Rao P, Naveen Kumar BR: Sunscreening agents: a review. J Clin Aesthet Dermatol. 2013 Jan;6(1):16-26. [Article]
- Chatelain E, Gabard B: Photostabilization of butyl methoxydibenzoylmethane (Avobenzone) and ethylhexyl methoxycinnamate by bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S), a new UV broadband filter. Photochem Photobiol. 2001 Sep;74(3):401-6. [Article]
- Schleyer V, Weber O, Yazdi A, Benedix F, Dietz K, Rocken M, Berneburg M: Prevention of polymorphic light eruption with a sunscreen of very high protection level against UVB and UVA radiation under standardized photodiagnostic conditions. Acta Derm Venereol. 2008;88(6):555-60. doi: 10.2340/00015555-0509. [Article]
- External Links
- ChemSpider
- 10645286
- 1306115
- ChEBI
- 135857
- ChEMBL
- CHEMBL2104956
- Wikipedia
- Bemotrizinol
- MSDS
- Download (31.6 KB)
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Basic Science Absorption; Chemicals / Pharmacokinetics 1 2 Completed Basic Science Photoallergic Response 1 2 Completed Basic Science Phototoxic Response 1 2 Completed Screening Sunburn 1 1 Completed Basic Science Absorption; Chemicals / Coronavirus Disease 2019 (COVID‑19) / Sunscreening Agents 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Liquid Topical Gel Topical Spray Topical Emulsion Topical Cream Topical Stick Topical Lotion Topical - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 80.4 MSDS boiling point (°C) >400 MSDS water solubility Insoluble MSDS - Predicted Properties
Property Value Source Water Solubility 0.000339 mg/mL ALOGPS logP 8.26 ALOGPS logP 11.62 Chemaxon logS -6.3 ALOGPS pKa (Strongest Acidic) 6.37 Chemaxon pKa (Strongest Basic) 0.35 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 106.82 Å2 Chemaxon Rotatable Bond Count 18 Chemaxon Refractivity 216.4 m3·mol-1 Chemaxon Polarizability 75.71 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Not Available
Drug created at December 03, 2015 16:51 / Updated at February 21, 2021 18:53