Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
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![Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/8955848e42fa4ceb8324c2f161c9cead.png "Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate")
Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
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CAS No:
302776-68-7
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Formula:
C24H31NO4
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Chemical Name:
Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
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Synonyms:
Benzoic acid,2-[4-(diethylamino)-2-hydroxybenzoyl]-,hexyl ester;Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate;Uvinul A Plus;n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate;Uvinul A Plus Granular;2-(4′-Diethylamino-2′-hydroxybenzoyl)benzoic acid hexyl ester;Uvinul A+;Uvinar A PLUS GRRANULAR;1673545-81-7
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CAS No:
Description
Diethylamino hydroxybenzoyl hexyl benzoate is a photostable UV-A absorber.
Diethylamino hydroxybenzoyl hexyl benzoate is a member of benzophenones.|Diethylamino hydroxybenzoyl hexyl benzoate is a UV filter with high absorption in the UV-A range. Minimizing the overexposure of human skin to ultraviolet radiation that may lead to acute and chronic photodamage, diethylamino hydroxybenzoyl hexyl benzoate is an oil-soluble UV filter that may be incorporated in the oil phase of emulsions. Diethylamino hydroxybenzoyl hexyl benzoate was approved in Europe in 2005, and is also marketed in the U.S., South America, Mexico, Japan and Taiwan. It has a chemical structure similar to the classical benxophoenone drug class, and displays good photostability. It is used in concentrations up to 10% in sunscreen products, either alone or in combination with other UV absorbers.
Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate Basic Attributes
397.515
397.51
443-860-6
ANQ870JD20
DTXSID60184370
2922509090
Characteristics
66.8
6.5
1.1±0.1 g/cm3
54, Decomposes at 314
524.8°C at 760 mmHg
271.2±27.3 °C
1.565
< 0.01 mg/L
Safety Information
NONH for all modes of transport
1
53
61
P273, P501
H413
H413: May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]|Aggregated GHS information provided by 206 companies from 2 notifications to the ECHA C&L Inventory.|Aggregated GHS information provided by 21 companies from 1 notifications to the ECHA C&L Inventory.
Toxicity
In a rat acute oral toxicity study, median LD50 value was reported to be >2000 mg/kg. No case of overdose has been reported. Diethylamino hydroxybenzoyl hexyl benzoate was not shown to be mutagenic, clastogenic, or phototoxic _in vitro_. The no observed adverse effect level (NOAEL) 200 mg/kg bw/day for maternal toxicity, and 1000 mg/kg bw/day (highest applied dose) for prenatal developmental toxicity.
No pharmacokinetic data.
Drug Information
Indicated for use as a sunscreen agent.
Diethylamino hydroxybenzoyl hexyl benzoate is an organic UV filter that attenuates the exposure of UV radiation on human skin. _In vitro_, topical application of diethylamino hydroxybenzoyl hexyl benzoate exerted an anti-inflammatory effect on inflammation-evoked mouse ears by inhibiting oedema formation.
Based on the findings of a rat study assessing dermal or percutaneous absorption, only a minor amount of diethylamino hydroxybenzoyl hexyl benzoate will undergo percutaneous absorption and most of the compounds will remain in the upper layers of the stratum corneum. In rat and porcine skin, the percutaneous absorption was 0.10 ± 0.12 μg/cm^2 or 0.04 ± 0.05%.|No pharmacokinetic data.
In steady-state and transient photolysis experiments _in vitro_, diethylamino hydroxybenzoyl hexyl benzoate may be oxidized by H2O2/UV to form degradation products. Like other UV filters, diethylamino hydroxybenzoyl hexyl benzoate may be subject to photodegradation upon absorption of UV radiation, which results in the compound passing from a ground state to either a singlet or triplet excited state.
No pharmacokinetic data.
Diethylamino hydroxybenzoyl hexyl benzoate absorbs in the UV-A range with the peak at 354 nm.
diethylamino hydroxybenzoyl hexyl benzoate
Computed Properties
Molecular Weight:397.5
XLogP3:6.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:12
Exact Mass:397.22530847
Monoisotopic Mass:397.22530847
Topological Polar Surface Area:66.8
Heavy Atom Count:29
Complexity:505
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
UV-A absorber, provides broad-spectrum sun protection by absorbing ultraviolet radiation
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Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
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