AVIS

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PRODUCT BROCHURE AVIS (AVOBENZONE USP)

INTRODUCTION

PRODUCT INFORMATION
NEED OF SUNSCREENS

AVIS(AVOBENZONE USP)

Exposure to ultraviolet light, UVA or UVB, from sunlight accounts for 90% of the symptoms of premature skin aging such as wrinkles and skin cancers. The most important skin-care product available to prevent wrinkles and skin cancer is sunscreen. Our challenge then, is to keep our skin protected from sun damage and excessive dryness during the long hours spent outside to train and compete Protection needed for: 1. UVB (290 to 320 nm) - Burning of the skin and cancer risk 2. UVA (320 to 400 nm) - Causes skin to lose elasticity and promotes wrinkling, interferes with immune system ABOUT SUN SCREENS Sunscreens were initially developed to protect against UVB radiation. In the 1990s, compounds with UVA-absorbing ability also became available. Sunscreens are very effective at preventing erythema, the end point used in sun protection factor (SPF) determinations. Sunscreens are formulated using a number of different active compounds to increase the spectrum of absorption. The active sun screening agents are divided into two groups: organic and inorganic. The organic compounds protect the skin by absorbing UV radiation and inorganic compounds scatter UV radiation. EFFECTS OF UV RADIATION AND SUNSCREENS UV-radiation, especially UVB (called Burning Ray), produces dilatation of the blood vessels in the skin and, after prolonged exposure, an inflammation (erythema). Depending on the UV dose the skin melanocytes begin to produce melanin, a protein responsible for pigmentation. UVA (called Aging Ray) produces less erythema and pigmentation than UVB but damages the skin by penetrating deeply into the dermis able of producing premature aging, wrinkles, and tumors. Several studies have shown that the regular use of sunscreens is associated with a decrease in actinic keratoses (aged skin) and a decrease in a special type of skin cancer (squamous cell carcinomas).

PRODUCT INFORMATION
SUN PROTECTION FACTOR (SPF)

AVIS(AVOBENZONE USP)

The sun protection factor is a measure of the ability of a sunscreen to protect against erythema, which is thus primarily a measure of UVB protection. The SPF is a ratio of the dose of UV radiation required to produce a minimal erythema 24 hours after exposure in sunscreen-protected skin to the dose required to produce the same degree of erythema in unprotected skin. In other words: the SPF number defines how long you can stay in the sun before getting burnt. If it normally takes you 20 minutes in the sun before you get burned, an SPF 15 product will let you stay 15 times longer in the sun: 20 min x 15 (SPF) = 300 min (5 hours). As global harmonization of SPF testing has progressed, the 2mg/cm2 application amount has become the worldwide standard for SPF testing. 2mg/cm2 is not an excessive amount of product; indeed, this application amount is required to adequately and evenly cover the test site for the SPF test. After the product is applied and rubbed in, there is no visible residue on the skin. Even cloudy days pose a threat, as the suns UV rays can filter through overcast skies. Therefore, it is important to use a Broad Spectrum sunscreen all year round, to both protect against UVA and UVB rays and help retain youthful looking skin and firm facial contours. PHOTOSTABILITY – SUN SCREENS Labeled SPF 8 15 15 15 15 15 15 15 15 30 30 30 Sunscreen active System OMC, OXY OMC, PBSA, ZnO OMC, PBSA OMC, OS, OXY TiO2, OMC OMC, OS, TiO2 OMC, OCTO, OXY, TiO2 MA, OMC, TiO2 OMC, AVO, OXY OMC, OXY, OS OMCC, OCTO, MA, OS OMC, OS, HS, OXY Percentage of total UV Absorbance Remaining after UV Exposure 10 Joules 50 Joules 5 Joules 100 100 100 100 100 100 100 100 100 100 98 100 100 100 100 100 100 100 97 100 99 94 100 100 100 100 100 100 94 84 100 92 77 100 100 100

This is captured in the schematic diagram below. and are raised to a more energetic orbital state. The molecule quickly returns from the less stable excited state to the ground state. This absorption of UV and emission of visible light/heat is the basis for how sunscreens function to protect human skin from deleterious effects of UV. releasing the energy difference in longer (lower energy) wave lengths. They absorb the highenergy ultraviolet photons. The degree of reflection and scattering of these pigments is strongly dependent on the particle size and shape. 400–700nm) radiation. either infrared (heat. >700nm). At the ground state. This is true for both organic and inorganic molecules (although inorganic pigments can also reflect and scatter UV radiation). thus satisfying energy conservation laws. The organic sunscreen molecules are generally aromatic compounds conjugated with carbonyl groups.PRODUCT INFORMATION Sunscreen Actives OMC OXY PBSA OS MA TiO2 OCTO HS ZnO AVO = = = = = = = = = = Octyl Methoxy Cinnamate Oxybenzone Phenylbenzimidiazole Sulfonic Acid Octyl Salicylate Menthyl Anthranilate Titanium Dioxide Octocrylene Homosalate Zinc Oxide Avobenzone AVIS(AVOBENZONE USP) THE MECHANISM OF ACTION SUNSCREENS The primary means of Ultra violet radiation by category I sunscreen actives utilized in commercial sunscreen products occurs through the mechanism of fluorescence or heat. the absorber is again available to absorb additional photons to repeat this cyclical process. through electron resonance delocalization in the aromatic compounds. or visible (visible fluorescence. .

. It offers excellent absorption in the UVA II range.SCHEMATIC DIAGRAM CH3 :O : CH3 CH3 CH3 O O CH3 CH3 CH3 :O (+) CH3 O : O : (-) . FDA permitted marketing of Avobenzone in combination with specific Category I active Ingredients. Data on the photo stability of Avobenzone was reviewed by the Agency in 1996. It is used in combination with UVB absorbing chemicals such as the Cinnamates and salicylates. High-SPF products containing UVB absorbers.. assure consumers of good photo protection from 290nm up to 400nm. Avobenzone has increased the range of UVA protections. Avobenzone. This has been documented in published literature. zinc oxide or titanium dioxide. The category I sunscreen that exhibits this behavior to a significant level is Avobenzone. as well as in the UVA I region up to 380nm. A third route that excited state molecules can potentially take involves the molecule undergoing photochemical reaction resulting in molecular change.

3-dione : Butyl Methoxy Dibenzoylmethane : AVOBENZONE : AVOBENZONE : 70356-09-1 : 274-581-6 .PRODUCT INFORMATION AVIS(AVOBENZONE USP) Chemical Structure: (H3C)3C OCH3 O O Molecular Formula Molecular Weight Name of the product Chemical Name IUPAC Nomenclature INCI Name USAN INN CAS No EINECS : C20 H22 O3 : 310.4 : AVIS : 4-t-butyl-4’-methoxy-dibenzoylmethane : 1-(4-methoxyphenyl)-3-(4-tert-butylphenyl)Propane-1.

In medicated skin care and protective skin tone preparations.PRODUCT INFORMATION PRODUCT SPECIFICATION S. (Dry it in vacuum at 70° for 4 hours).in 05. medicated and moisturizing creams etc. initiated by weak photo initiators. acting as an anti-aging agent. Protects from UV-A spectrum.0 to 105. AVIS(AVOBENZONE USP) SPECIFICATION White to pale yellow Powder Insoluble in water. ( % w/w) Specific Absorbance by UV (1% soln. Soluble in Acetone Between 81°C and 86°C Not more than 0. Solubility 03. As a photo antioxidant to protect products from photo-oxidation. . Used for the formulation of protective hair care preparations Used to Quench phototoxic skin reactions. No. lotions.0 ( % w/w) APPLICATIONS UVA/UVB sunscreens. Avis provides broad-spectrum protection for skin and is widely used in sun care preparations. makeup creams.5% ( % w/w) 1100 – 1180 Between 95. Appearance 02. Ethanol.1cm cell at 357+ 2 nm) 06. hand and face creams. Assay by GC (% w/w on the dried basis). Melting Range (°C) Loss On Drying 04. TEST 01.

0 3. 1 cm cell.0 7.FINISHED PROUCT SPECIFICATIONS AVIS(AVOBENZONE USP) SPECIFICATIONS – AVIS(AVOBENZONE USP) S. Insoluble in water. The IR absorption spectrum of the sample should be concordant with AVIS standard.0 4.5% Not less than 95.0% Not more than 4.5% w/w 1100 -1180 Not more than 3.0 10.0 Test B Solution:5µg per ml Medium: Alcohol 6.No 1.0 2.0% and not more than 105.0 Tests Appearance Odor Color Solubility Specifications Crystalline powder Characteristic weak aromatic odor White to pale yellow Soluble in Acetone &hot methanol.0% Between 810C and 860C Not more than 0.0% w/w on the dried basis Identification Test A 5.0 8. at 357 ± 2 nm) Chromatographic purity Individual Sum of the impurities Assay by GC .0 Melting Range (in 0C) Loss on drying (Dry it in vacuum at 70 0C for 4 hours ) Specific Absorbance (E 5µg per ml in alcohol. Absorptivities at 360nm do not differ by more than 3.0 9.

or unless the Reference Standard is to be used without drying.1mm cells unless a different cell path length is specified in the individual monograph. If a difference appears in the IR spectra of the analyte . The substance under examination is suspended neat between suitable (for example. Odor The odor of the sample is qualitatively determined to verify that the odor is characteristic for the product. The IR absorption spectrum of the preparation of the test specimen. Unless otherwise directed in the individual monograph.Appearance Appearance is done at room temperature (25±50C) Apparatus: 4ml sample jar Reagents: Not required Procedure: Check the appearance of the sample The product should be white to pale yellow crystalline powder. Record the spectra of the test specimen and the corresponding USP Reference Standard over the range from about 2. Second individual must verify the odor test using the standard and the sample. Differences that may be observed in the spectra so obtained sometimes are attributed to the presence of polymorphs. sodium chloride or potassium bromide) plates. The solution of designated concentration is prepared in the solvent specified in the individual monograph. continue as follows. therefore. Identification— A: Infrared Absorption Infrared Absorption — Four methods are indicated for the preparation of previously dried test specimens and Reference Standards for analysis. previously dried under conditions specified for the corresponding Reference Standard unless otherwise specified. Apparatus: 2ml sample jar Reagents: Odor standard Procedure: Pour the sample into a 2ml sample jar. The substance under examination is mixed intimately with potassium bromide. Pour the standard sample into a 2ml sample jar. Briefly smell the odor standard (less than 1 second) Briefly smell the sample (less than 1 second) Determine if the odor is characteristic of the product. Open both jars and allow them to sit for 15 minutes at room temperature. which are not always acceptable . The substance under examination is finely ground and dispersed in mineral oil. exhibits maxima only at the same wavelengths as that of a similar preparation of the corresponding USP Reference Standard.6 µm to 15 µm (3800 cm– 1 to 650 cm– 1) unless otherwise specified in the individual monograph. and the solution is examined in 0.

Remove the thermometer. in an absorption spectrum. Unless otherwise specified. in 1-cm cells. and.and the standard. Continue heating until melting is complete. Solution: 5 µg per mL. Record and compare the spectra concomitantly obtained for the test solution and the Standard solution. Reduce the substance under test to a very fine powder. and the temperature at which the test substance becomes liquid throughout is defined as the end of melting or the “melting point. The requirements are met if the UV absorption spectra of the test solution and the Standard solution exhibit maxima and minima at the same wavelengths and absorptivities and/or absorbance ratios are within specified limits. Heat the bath until the temperature is about 30° below the expected melting point. unless otherwise directed.5 mm high when packed down as closely as possible by moderate tapping on a solid surface. one end of which is sealed. dissolve equal portions of the test specimen and the Reference Standard in equal volumes of a suitable solvent. render it anhydrous when it contains water of hydration by drying it at the temperature specified in the monograph. Medium: alcohol. absorbances indicated for these calculations are those measured at the maximum absorbance at about the wavelength specified in the individual monograph. C . the abbreviations (min) and (sh) are used to indicate a minimum and shoulder. Replace the thermometer.” The two temperatures fall within the limits of the melting range. sufficiently to cause the temperature to rise at a rate of about 3° per minute. and repeat the test on the residues B: Ultraviolet Absorption The test solution and a Standard solution are examined spectrophotometrically. . reduce the heating so that the temperature rises at a rate of about 1° to 2° per minute. dry it over a suitable desiccant for not less than 16 hours. and quickly attach the capillary tube to the thermometer by wetting both with a drop of the liquid of the bath or otherwise. with a sufficient amount of the dry powder to form a column in the bottom of the tube 2. The temperature at which the column of the substance under test is observed to collapse definitely against the side of the tube at any point is defined as the beginning of melting. with constant stirring.0%. When the temperature is about 3° below the lower limit of the expected melting range. and continue the heating. Similarly prepare a Standard solution containing the corresponding USP Reference Standard. when the substance contains no water of hydration. or. and adjust its height so that the material in the capillary is level with the thermometer bulb. respectively. Charge a capillary glass tube. evaporate the solution to dryness in similar containers under identical conditions. Dissolve a portion of the substance under examination in the designated Medium to obtain a test solution having the concentration specified in the monograph for Solution. Absorptivities at 360 nm do not differ by more than 3.5 to 3. Calculate absorptivities and/or absorbance ratios where these criteria are included in an individual monograph. Melting range : between 81° and 86°. Where the absorbance is to be measured at about the specified wavelength other than that of maximum absorbance. over the spectral range from 200 to 400 nm unless otherwise specified in the individual monograph.

in chromatogram of the Test solution. Where drying in a desiccator is specified. and measure the peak responses. and maintain the heating chamber at a pressure of 5 mm or less of mercury. maintain the bottle with its contents for 1 to 2 hours at a temperature 5° to 10° below the melting temperature. exercise particular care to ensure that the desiccant is kept fully effective by frequent replacement. and not more than 10 mm in the case of bulky materials. use a bottle or tube fitted with a stopper having a 225 ± 25 µm diameter capillary. in which r I is the response of each individual peak. and with the capillary stopper still in place allow it to cool in a desiccator before weighing. Calculate the percentage of each impurity in portion of Avobenzone taken by the formula: 100(r I / r S). Where the individual monograph directs that loss on drying be determined by thermo gravimetric analysis. Place the loaded bottle in the drying chamber. and r S is the sum of the responses of all of the peaks in chromatogram of the the the the the . Where drying in a capillary-stoppered bottle in vacuum is directed in the individual monograph. and allow it to come to room temperature in a desiccator before weighing. record chromatogram.5% of its weight. If the substance melts at a lower temperature than that specified for the determination of Loss on drying. Procedure— Inject a volume (about 1 µL) of Test solution into the chromatograph. other than the avobenzone peak. replace the cover. Chromatographic purity Test solution— Proceed as directed for Assay preparation in the Assay. a vacuum desiccator or a vacuum drying pistol. then dry at the specified temperature. If the test specimen is in the form of large crystals. is to be used. Put the test specimen in the bottle. Tare a glass-stoppered. a sensitive electrobalance is to be used. Mix and accurately weigh the substance to be tested. Where the specimen under test is Tablets. Chromatographic system Proceed as directed in the Assay. and. reduce the particle size to about 2 mm by quickly crushing. shallow weighing bottle that has been dried for 30 minutes under the same conditions to be employed in the determination. Where drying in vacuum over a desiccant is directed in the individual monograph. conduct the determination on 1 to 2 g. remove the bottle. sidewise shaking. close the bottle promptly. At the end of the heating period. use powder from not less than 4 tablets ground to a fine powder. removing the stopper and leaving it also in the chamber. or other suitable vacuum drying apparatus. and accurately weigh the bottle and the contents. By gentle. unless otherwise directed in the individual monograph. use a portion of the mixed contents of not less than 4 capsules. The procedure set forth in this chapter determines the amount of volatile matter of any kind that is driven off under the conditions specified. Where the specimen under test is Capsules. Dry the test specimen at the temperature and for the time specified in the monograph Upon opening the chamber. distribute the test specimen as evenly as practicable to a depth of about 5 mm generally. admit dry air to the heating chamber. Loss on drying : Dry it in vacuum at 70° for 4 hours: it loses not more than 0.D. E.

in mg per mL. and measure the responses for the major peaks. dilute with acetone to volume. with acetone to obtain a solution having a known concentration of about 50 mg per mL. respectively. Calculate the quantity. The column temperature is maintained at about 200° until the time of injection.Test solution: not more than 3. to a 10-mL volumetric flask.0% of any individual impurity is found. and r U and r S are the peak responses obtained from the Assay preparation and the Standard preparation. Helium is used as the carrier gas. and mix. Assay Standard preparation— Dilute an accurately measured quantity of USP Avobenzone RS in acetone. and dilute quantitatively. of C 20H 22O 3 in the portion of Avobenzone taken by the formula: 10C(r U / r S). Procedure— Separately inject equal volumes (about 1 µL) of the Standard preparation and the Assay preparation into the chromatograph. F. record the chromatograms. .32-mm × 25-m fused silica capillary column coated with phase G1. in which C is the concentration.5%. Assay preparation— Transfer about 500 mg of Avobenzone. in mg. then increased at a rate of 4° per minute to 280°. and the detector is maintained at about 280°. of USP Avobenzone RS in the Standard preparation. Chromatographic system The gas chromatograph is equipped with a flame-ionization detector and a 0. accurately weighed. The injector port is maintained at 200°. and stepwise if necessary. and the sum of all of the impurities is not more than 4.

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EFFICACY STUDIES .

namely on human skin in vivo. 21 l-233. 5.rm~ok~ abso?pion by sunscreen chemic&. 1988. UVA efficacy for each concentration of product was calculated from the measured transmission spectrum of a given product convoluted with the spectrum of a Xenon light source adequately filtered to obtain the UVA spectrum from 320 to 400 nm and the erythema action spectrum. METHODS: This study compared measurements of UVA efficacy of oxybenzone and avobenzone at different concentrations (0-5%) using DRS. G.. Morliere. Kammeijer. Lowe. West&t W. . Int J. Application of any material to the surface of the skin alters its optical properties. et al. Pp. D&la&e. Lang. N. 82: 193-207. A sh@ of the photochemical behavior of sunscreens. cosmetic Dermatology. &c. Twenty subjects were enrolled for each product measured by DRS and 10 different subjects were enrolled for each product measured by human phototest. 1053-62. J. Six areas 5 cm x 10 cm were outlined on each subject's back.J. J. The Chemishy of Szcnscreens.. In vitro measurements were performed using an Optometrics instrument. Measurements were made with sunscreen coverage of 2 mg/cm2. 4. Diffuse reflectance spectroscopy (DRS) is a non-invasive technique to measure changes in the optical properties of the skin decoupled from its biological responses following sunscreen application. CONCLUSIONS: This study showed that DRS is a rapid and reproducible method to calculate UVA efficacy of sunscreen materials and that its results correlate closely with those obtained by human phototesting. N. New York 2. Benqylidene camphor and dibetuoylmethone derivatives. RESULTS: All three techniques showed a linear response between calculated UVA efficacy and product concentration. and Regulatorv 1990. CO= Cfiem. Suggestion for Photostable Sunscreens. PhotostiiIiq assessment of sunscreens.1986. 1 >eveloDment E&don.Marcel Del&r. Shaath. on the theory of dt. Cosm Sci. Inc. 3.1985. Shaath. 1987. P. Phototesting was performed using the same light source and persistent pigment darkening as the biological endpoint. in Summ~. 1: 301-3 11. Armects. human phototest and an in vitro technique. Photochem 30:2 15-277. N. DRS measurements were performed on four subsites within each area before and 20 min after sunscreen application.Evaluation of sunscreen efficacy is most relevant when measured on the surface it is meant to protect. REFERENCES 1.

6.1987. 1987. 8. Wellman Laboratories of Photomedicine. . Boston. Sci. Massachusetts General Hospital. C. et al. 7. Photcdetmatology 4: 201-204.Cosm. Stability of PBA ajkr Uvirradiation in viva and in vitro. USA. Kammeya A et al. 9:125-136. Int J. The spectraI stub&y of several sunscreening agents on stratum corneum sheetr. MA 02114. Stenberg.

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