Claim File c006 — Mexenone (Benzophenone-10, BP-10)
CAS 1641-17-4
Mexenone is an older benzophenone-class UV filter, structurally a methyl analog of oxybenzone (BP-3). Its commercial relevance is largely historical — it was the active in the once-popular UK product Uvistat. It is essentially obsolete in modern sunscreen formulations.
Section 1: Identity
- INCI: Benzophenone-10 [C1]
- USAN: Mexenone [C1]
- Trade names (historical): Uvistat (Windsor Healthcare, UK), Spectrasorb UV-9 (industrial, distinct from Cyasorb UV-9) [C2]
- IUPAC: (2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone — equivalent to "2-Hydroxy-4-methoxy-4′-methylbenzophenone" [C1]
- CAS: 1641-17-4 [C1]
- Molecular formula: C15H14O3 [C1]
- Molecular weight: 242.27 g/mol [C1]
- Physical: pale yellow crystalline solid; mp ~70 °C [C2]
- Solubility: lipophilic; insoluble in water; soluble in ethanol, oils — similar handling to BP-3 [C2]
Regulatory status (current as of May 2026)
| Jurisdiction | Status |
|---|---|
| EU Annex VI | Not listed as a permitted UV filter (delisted long ago) [C1] |
| USA OTC Monograph | Not listed as an approved sunscreen active [C1] |
| UK / Australia / Japan / Korea | Not used in modern marketed sunscreens; effectively obsolete [C2] |
| Cosmetics outside sunscreen | Limited use; CIR has reviewed benzophenones generally (CIR 2021 amended report) but Benzophenone-10 has minimal current commercial use. |
- Historical typical use level: 4% (in Uvistat and some 1970s–1980s formulations) [C2]
- Discontinuation note: Uvistat reformulated decades ago; mexenone has not been a regulated UV filter in mainstream markets for many years.
Section 2: UV Absorption Spectrum
- Structurally a 4′-methyl-substituted analog of BP-3 — the para-methyl on the second ring is electron-donating but does not substantially alter the chromophore.
- λmax #1 (UVB): ~287–290 nm
- λmax #2 (UVA-II): ~325 nm
- Spectral coverage: ~270–350 nm — virtually identical to BP-3
- Molar absorption coefficient: ε at long-wavelength λmax ≈ 1.2–1.5 × 10⁴ M⁻¹·cm⁻¹ (estimated from BP-3 analogy; methyl substitution typically increases UVB ε slightly) [C3 — inferred]
- E(1%, 1 cm) at 290 nm: ≈ 700–800 (computed) [C3]
- Solvent dependence: intramolecular H-bond and ESIPT mechanism identical to BP-3; ortho substitution rules → UVA absorption (Beyer/Crounse rule for benzophenone-derivatives), para substitution → UVB absorption — so this 2-OH/4-OMe/4'-Me structure gives both bands.
- Functional classification: moderate UVB / weak-to-moderate UVA-II filter — same general profile as BP-3 with marginally higher SPF efficiency per gram in some formulations (the methyl gives slightly higher molar absorptivity in UVB).
Section 3: Photodegradation
- No widely cited modern photodegradation kinetic dataset specific to mexenone (its commercial obsolescence has limited research interest).
- By close structural analogy with BP-3:
- Photostable in the same range as BP-3 (>80% retention after standard sunscreen-irradiation protocols) — expected by mechanism (ESIPT)
- Photoproducts: para-methyl-substituted analogs of BP-1 (e.g., 2,4-dihydroxy-4'-methylbenzophenone), demethylation, hydroxylation products. Not characterized in detail in the published literature. [C3 — inferred]
- Quantum yield Φ_loss expected ≈ 10⁻⁴–10⁻³ (analogous to BP-3) [C3 — inferred]
Section 4: Notable issues
4.1 Endocrine activity
- Limited specific data. By analogy to BP-3 and other benzophenones, weak estrogenic activity in vitro is expected. Few dedicated published studies. [C3 — inferred]
- The CIR 2021 amended safety assessment of benzophenones reviewed mexenone alongside ~20 other benzophenones and found no specific concerns at typical historical use levels — but data are sparse. [C2 — CIR 2021]
4.2 Skin penetration
- No published maximum-use plasma absorption study (analogous to FDA Matta studies) exists for mexenone. By lipophilicity and structural similarity to BP-3, comparable percutaneous absorption is expected. [C3 — inferred]
4.3 Allergenicity / contact dermatitis
- Reported as a contact allergen and photoallergen; cross-reactivity with BP-3 is documented in older photopatch series (Schauder & Ippen 1997). Skin-Safe and other allergen databases list mexenone as a relevant photo-contact allergen. [C2]
4.4 Aquatic / coral toxicity
- No dedicated coral or aquatic toxicity dataset for mexenone (overwhelmed by interest in BP-3). Structural analogy suggests similar concerns in principle but commercial use is so low that environmental loads are negligible. [C3]
4.5 Phototoxicity / photo-genotoxicity
- Historically used at 4% in Uvistat for many years without major dermatologic incident reports beyond expected photoallergy frequency.
4.6 Why it fell out of use
- Mexenone provided no photoprotective advantage over BP-3 / oxybenzone, and its supply chain advantages were not compelling. With consolidation of UV-filter approvals around the BP-3 / BP-4 / BP-8 trio in the 1980s, BP-10 was effectively dropped from Annex VI / CFR listings and from active formulation use. [C3]
Confidence
- Identity → C1
- Regulatory status (not currently listed) → C1
- Spectrum → C2 (close analog of BP-3)
- ε values → C3 (inferred)
- Photodegradation kinetics → C3/C5 (no directly tabulated values)
- Endocrine and tox endpoints → C3 (inferred from class)
Key citations
- CIR Amended Safety Assessment of Benzophenones (2021): https://www.cir-safety.org/sites/default/files/benzop032021FAR.pdf
- Mexenone monograph, Wikipedia (general physico-chemical reference); SkinSafe ingredient database.
- Schauder S, Ippen H. Contact Dermatitis 1997;37:221-232 — reviews of UV-filter photoallergens including mexenone.
- Lautenschlager S et al. Lancet 2007;370:528 — review of sunscreen filters including history of BP-class compounds.
- Diffey BL — historical UK UV-filter literature describing Uvistat formulations.