2-Phenylbenzimidazole-5-sulfonic acid
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2-Phenylbenzimidazole-5-sulfonic acid
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CAS No:
27503-81-7
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Formula:
C13H10N2O3S
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Chemical Name:
2-Phenylbenzimidazole-5-sulfonic acid
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Synonyms:
1H-Benzimidazole-6-sulfonic acid,2-phenyl-;5-Benzimidazolesulfonic acid,2-phenyl-;1H-Benzimidazole-5-sulfonic acid,2-phenyl-;2-Phenyl-1H-benzimidazole-6-sulfonic acid;2-Phenylbenzimidazole-5-sulfonic acid;Eusolex 232;2-Phenyl-5-sulfobenzimidazole;Novantisol;Parsol HS;Neo Heliopan Hydro;Ensulizole;Phenylbenzimidazolesulfonic acid;2-Phenyl-1H-benzimidazole-5-sulfonic acid;UV-T;2-Phenylbenzimidazole-6-sulfonic acid;2-Phenyl-3H-benzimidazole-5-sulfonic acid;2-Phenyl-1H-1,3-benzodiazole-6-sulfonic acid;2-Phenyl-1H-benzoimidazole-5-sulfonic acid;2-Phenyl-1H-benzo[d]imidazole-5-sulfonic acid;165659-93-8
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CAS No:
Description
Ensulizole is a sulfonated UV absorber and can intense UVB and partial UVA absorption. Ensulizole can damage the DNA through the generation of reactive oxygen species (ROS) upon UV or sunlight irradiation. Ensulizole is a water soluble sunscreen ingredient[1].
Ensulizole is a member of benzimidazoles.|Ensulizole, also known as 2-phenylbenzimidazole-5-sulfonic acid, is a water-soluble sunscreen agent that absorbs strongly at UV-B wavelengths. It is commonly found in cosmetic products and sunscreen formulas in combination with other UV filter compounds due to its minimal protection against UV-A wavelengths. Due to its water solubility, ensulizole is commonly used in products formulated to feel light and less oily. It was demonstrated by studies that ensulizole treatment provided protection against cyclobutane pyrimidine dimers and photosensitized the formation of oxidized guanine bases after UV-A or UV-B exposure. According to the FDA, the maximal approved concentration of ensulizole is 148 mM although concentrations ranging between 74 and 148mM can be found in commercial sunscreen products.
2-Phenylbenzimidazole-5-sulfonic acid Basic Attributes
274.3
274.30
922664
248-502-0
9YQ9DI1W42
DTXSID3038852
29339990
Characteristics
91.4
1.50
White Fine Crystalline Powder
1.5±0.1 g/cm3
300 °C
>100ºC
1.704
ethanol and water: soluble ((as sodium salt))
2-8°C
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
Xi,C
Stable under normal temperatures and pressures. May decompose when exposed to light.
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 157 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Indicated to be used as an UV-B-absorbing molecule in sunscreen formulations.
Ensulizole is a selective UV-B filter with little activity against UV-A wavelengths. _In vitro_, ensulizole oxidizes guanine bases upon photoexcitation by UV-B and may cause photodamage on DNA, proteins and lipids in the cellular context.
Ensulizole strongly absorbs UV-B wavelengths. It offers protection against UV-B-induced cyclobutane pyrimidine dimers. Based on the findings in vitro and in cellulo, ensulizole induces damage on the DNA, causes DNA strand breaks and photosensitizes the formation of oxidized guanines via type I and II photosensitization mechanisms following UV-A or UV-B irradiation. Ensulizole is capable of generating reactive oxygen species, including singlet oxygen upon photoexcitation.
2-phenylbenzimidazole-5-sulfonic acid
2-Phenylbenzimidazole-5-sulfonic acid Use and Manufacturing
Used as UV absorber, mainly used in cosmetics; Water-soluble UV-B absorber, adding in the water phase can increase the SPF value
1H-Benzimidazole-6-sulfonic acid, 2-phenyl-: ACTIVE
Cosmetics -> Uv absorber; Uv filter
Computed Properties
Molecular Weight:274.30
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:274.04121336
Monoisotopic Mass:274.04121336
Topological Polar Surface Area:91.4
Heavy Atom Count:19
Complexity:414
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
A sulfonated ultraviolet absorber that strongly absorbs UVB and部分 UVA radiation, used primarily as a sunscreen agent with moderate skin permeability and photostability characteristics.
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2-Phenylbenzimidazole-5-sulfonic acid
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