27503-81-7

Usage

Uses

Used in Sunscreen Industry:
2-Phenylbenzimidazole-5-sulfonic acid is used as a UVB absorber for its ability to protect the skin from harmful UVB rays. It has an approved usage level of up to 4 percent in the United States and up to 8 percent in the European Union. When combined with a proper base, it becomes a water-soluble sunscreen, exhibiting a very effective use level versus SPF relationship compared to other sunscreen chemicals. Additionally, it significantly boosts the SPF when combined with other UVB absorbers and is considered excellent for use in clear sunscreen gels.
Used in Cosmetics and Skincare Industry:
2-Phenylbenzimidazole-5-sulfonic acid is used as an ingredient in daily use moisturizers containing sunscreen due to its water solubility, which allows for a less greasy and more aesthetically pleasing formulation. It can be utilized in the water phase of emulsion systems, in contrast to most oil-soluble sunscreen ingredients.
Used in Product Preservation:
2-Phenylbenzimidazole-5-sulfonic acid is used as a protective agent to prevent the deterioration of products when exposed to UV light, thus extending their shelf life and maintaining their quality.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18)/p-1

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 7474-78-4 orthaminic acid 
• 65-85-0 benzoic acid 

Downstream Products

• 27503-82-8 2-phenyl-1⁽³⁾H-benzoimidazole-5-sulfonyl chloride 
• 1357271-65-8 (1r,1r)-4-(2-phenyl-1H-benzo[d]imidazole-5-sulfonamido)-N-((R)-1-phenylethyl)cyclohexanecarboxamide 

Relevant academic research and scientific papers

Preparation method of ultraviolet absorbent 2-phenyl benzimidazole (by machine translation)

The crude product 2 - obtained by the sulfonation reaction, is prepared by adding :S1: phenyl benzimidazole 2 - organic solvent, into a reaction vessel and then adding an active carbon stirring decolorizing, to fully react, to obtain ;S2:phenyl benzimidazole - 5 5-sulfonic acid crude S1 by stirring, and then adding an active carbon to remove, out of solid, after solid-liquid separation, and solid 2 - is obtained, by solid-liquid separation.S3: The product obtained by the preparation method S2 of the invention is obtained by stirring, decoloring, decoloring, decoloring and decoloring with an active carbon stirring, decolorizing layer, and then, adding an, active carbon to, prepare a crude 2 - white product (PH,) by. solid-liquid separation (step 2 -) and, solid-liquid separation, (, g,) of the product obtained, by the preparation method of, the present application, and stirring and decolorizing the crude product by stirring and decolorizing the crude product. (by machine translation)

Preparation method of ultraviolet absorber 2-phenylbenzimidazole-5-sulfonic acid

The invention relates to a preparation method of an ultraviolet light absorber 2-phenylbenzimidazole-5-sulfonic acid. The method specifically comprises the following steps: S1, adding 2-phenylbenzimidazole and an organic solvent into a reaction vessel, adding a composite sulfonating agent while stirring, and sufficiently making a reaction; S2, performing standing and layering on a product obtainedby sulfonation reaction in the S1, stirring and quenching a lower-layer solution, separating out a solid, and carrying out solid-liquid separation to obtain a 2-phenylbenzimidazole-5-sulfonic acid crude product; and recycling and reusing the organic solvent on the upper layer; and S3, putting the crude product obtained in the S2 into water, adjusting the pH value while stirring to fully dissolvethe 2-phenylbenzimidazole-5-sulfonic acid crude product, adding activated carbon, performing stirring for decolorization, performing filtering, adding acid into the filtered clarified solution for acidification, separating out solids, carrying out solid-liquid separation, and performing drying to obtain a 2-phenylbenzimidazole-5-sulfonic acid refined product. By the adoption of the preparation method, the obtained product is high in purity and good in quality; meanwhile, the waste acid generation amount is small, a pure white product can be obtained through one-time refining, and the process is simplified.

Method for preparing sulfo-substituted benzimidazole and derivatives thereof

The invention discloses a preparation method for sulfo-substituted benzimidazole and derivatives thereof. The preparation method comprises the following steps: with organic carboxylic acid A and o-phenylenediamine as raw materials, carrying out a reflux reaction to generate a benzimidazole compound B; and reacting the benzimidazole compound B with a sulfonating agent to prepare the sulfo-substituted benzimidazole compound C. The yield and the content of the intermediate benzimidazole compound B are effectively improved by means of controlling the dosage ratio of raw materials, selecting a proper catalyst, inhibiting the oxidation of o-phenylenediamine and the like in the dehydration and cyclization process of carboxyl-amido groups; in the process of a sulfonation reaction, reaction temperature is reduced, the content and yield of the target products are obviously improved, and the generation of isomers is inhibited by controlling the addition manner of the raw materials and selecting aspecific catalyst. Meanwhile, the reaction conditions and operation of all the steps are simple, and the method is easy to control and convenient for realization of industrial production.

Synthesis, crystal structure and properties of 2-phenyl-1H-benzo[d]imidazole-5-sulfonic acid

A new UV absorber, 2-phenyl-1H-benzo[d]imidazole-5-sulfonic acid (Pbsa), was synthesized, and structurally characterized by single-crystal X-ray diffraction, elemental analysis, IR spectrum, 1H and 13C nuclear magnetic resonance. The product crystallizes in monoclinic system, space group P21/n with a = 9.9475(14), b = 8.8269(12), c = 16.459(2) ?, β = 100.620(2)°, V = 1420.4(3) ?3, Z = 4, and Rgt(F) = 0.0513, wRref(F2) = 0.1264. The UV-Vis absorption in the region of 290 and 360 nm is attributed to the conjugated system. The result of biochemical tests can show that Pbsa is not toxic and cannot damage the liver, renal, pancreatic, and ion metabolism functions of the experimental mice through skin and wounds. It can be used for skin sunscreen without acute skin toxicity. It shows the good photostability, which can be comparable to that of commercially available UV absorber, UV1577.

NEW DUALISTIC MOLECULES HAVING UV RADIATION FILTRATING ABILITY AT WIDE SPECTRUM AND POTENT DAMPING ACTIVITY OF THE REACTIVITY OF FREE RADICALS (RADICALS SCAVENGING)

Compound with structure 2-phenylbenzimidazole of formula I and/or a pharmaceutically acceptable salt thereof, wherein said compound of formula I corresponds to: in which n is 1, 2 or 3 and in which R is a carboxyl radical (-COOH) or a sulphonic radical (-S03H); pharmaceutical and/or cosmetic formulation and/or medical device comprising such a compound; method for synthesising it.

Trimethylsilyl chloride catalyzed synthesis of substituted benzimidazoles using two phase system under microwave conditions, and their antimicrobial studies

A convenient method using TMSCl (20 mol%) and microwave-induced technique for the synthesis of various benzimidazole is described. This has reduced the reaction time drastically as well as improved the yield when compared to conventional heating. The synthesized compounds were evaluated for their in vitro antibacterial and antifungal activities against four strains each. Preliminary results indicated that, compounds 3e, 3f, 3g, 3k, 3m, 3n and 3o demonstrated very good antimicrobial activity, comparable to the first line standard drugs. The most effective compounds have exhibited activity at MIC of 6.25 μg/mL.

COSMETIC TREATMENT METHOD USING A COMPOUND THAT CAN BE CONDENSED IN SITU AND A UV-RADIATION-FILTERING AGENT

The present invention relates to a method for the cosmetic treatment of the skin, comprising the application, to the skin: of a compound or group of compounds A capable of condensing in situ and exhibiting at least one reactive functional group FA which is free after condensation; and of a screening agent C which screens out UV radiation, comprising a reactive functional group FC capable of forming a covalent bond or a physical (ionic, hydrogen) bond by reaction with the functional group FA.

Tetra butyl ammonium chloride catalyzed synthesis of substituted benzimidazoles under microwave conditions

TBACl (10 mol %) was found to be a useful catalyst for the synthesis of substituted benzimidazoles. The method was proved to be simple, convenient and the product was isolated with good yield.

Cosmetic compositions comprising photostabilized dibenzoylmethane compounds and 2-pyrrolidinone-4- carboxy esters

Photostable cosmetic compositions contain, formulated into a cosmetically acceptable vehicle, at least one UV-screening system that includes: (a) at least one dibenzoylmethane compound, and(b) at least one 2-pyrrolidinone-4-carboxy ester compound having the following formula (I): in which: R1 is a linear or branched C1-C20 alkyl radical, andR2 is a linear or branched C1-C20 alkyl radical which optionally includes a C5-C6 ring member, the phenyl radical, the benzyl radical or the phenethyl radical.

OIL-IN-WATER EMULSION

The present invention relates to a composition in the form of an emulsion of the oil-in-water type formed of oily globules which are each provided with a lamellar liquid crystal coating and which are dispersed in an aqueous phase, wherein it has a pH ranging from 3 to 5.5 and in that it contains at least one lipophilic surface-active agent with an HLB ranging from 2 to 5, at least one hydrophilic surface-active agent with an HLB ranging from 8 to 12 and at least one amphiphilic compound of ionic nature at a pH ranging from 3 to 5.5.