Monobenzone occurs as a white, almost tasteless crystalline powder, soluble in alcohol and practically insoluble in water. Crit. A specific embodiment of the invention is listed in the following table. antiphlogistics and cardiaca, Cosmetics or similar toilet preparations characterised by the composition, Cosmetics or similar toilet preparations characterised by the composition containing inorganic ingredients, Sulfur; Selenium; Tellurium; Compounds thereof, Cosmetics or similar toilet preparations characterised by the composition containing organic compounds, Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen, . It is a reducmg agent that is reversibly oxidized to semiquinone and quinone. This invention relates to methods and compositions for the treatment of pigmentation disorders, including hyperpigmentation and vitiligo. Phase A: Dissolve L-Ascorbic Acid in distilled water via agitation and gentle heating (warm, never hot or you will denature the ascorbic acid). Other properties of hydroquinone are given in Table 1. It is understood that while the invention has been described in conjunction with the detailed description thereof, that the foregoing description is intended to illustrate and not limit the scope of the invention, which is defined by the scope of the appended claims. J. Pharm. 2017-02-16T10:10:56+01:00 At 40C, 4% hydroquinone compositions are more likely to excessively discolor and magnesium ascorbyl phosphate helps to stabilize the color, by preventing the brownish black discoloration and maintaining an amber color. The preferred protected retinoid is in the form of small beads or vesicles which are of a form that can be adjusted to be incorporated into varied topical compositions. Toxicol. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. Our team has been notified and we will fix it as soon as possible. 76/768/EEC:1976 Council Directive 76/768/EEC of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic products: Organic Chemistry, Solomon and Fryhle, 10th edition, Wiley Publishing, 2010. hydroquinone, 1,4-benzenediol, quinol, 1,4-dihydroxybenzene, p-benzenediol, 4-hydroxyphenol, p-hydroquinone, p-hydroxyphenol, p-dihydroxybenzene, benzoquinol, Electrophoresis, Western Blotting and ELISA, Chromatography and Mass Spectrometry Reagents, Laboratory Syringe Needles and Accessories, Lab Coats, Aprons, and Other Safety Apparel, Sharps Disposal Containers and Accessories, Classroom Laboratory Supplies and Consumables, Applied Biosystems TaqMan Assay and Arrays Search Tool, Applied Biosystems TaqMan Custom Assay Design Tools, Applied Biosystems Custom qPCR Primers and TaqMan Probes Tool, Chemical Storage and Management Resource Center, Solubility in water: 70g/L in water (20C). HVoLg~Z+ Methylaminophenol, used in photography, is produced in this way:[8]. 0000053439 00000 n Formula of hydroquinone is . Protected retinoid, with its skin benefit capabilities, may also be included with the hydroquinone composition. 0000002544 00000 n Stir until uniform. Classical photo shops . Get medical attention. I can only tell you how to mix the powder solution to the liquid solvent. Re: How to dissolve Hydroquinone to make 4 oz. Monobenzone is the monobenzyl ether of hydroquinone used medically for depigmentation. ORIGINAL CODE: 0009012, Free format text: The correlation coefficient is greater than 0.9937 for one of these two equations for the binary studied systems where the solvent is either water or 1-octanol. The toxicology of hydroquinone - relevance to occupational and environmental exposure. 0000002221 00000 n The amount of crosslinking was controlled by the reaction conditions, including temperature, reaction time, and . When the contents of the reservoir are forced into the reaction chamber, the catalases and peroxidases rapidly break down the hydrogen peroxide and catalyze the oxidation of the hydroquinones into p-quinones. 88, 161164 (2010), J. Delgado, Int. 1401417, Country of ref document: An improvement in the color stability of the 4% hydroquinone compositions is seen at and above 2.0% magnesium ascorbyl phosphate in the 6-7 pH range. Anyone you share the following link with will be able to read this content: Sorry, a shareable link is not currently available for this article. Eastman Hydroquinone, USP, meets or exceeds the requirements of the United States Pharmacopoeia and is produced under conditions of current good manufacturing practices (cGMP). D-170D Solubility of EASTMAN Hydroquinone and Derivatives Subject: Hydroquinone and hydroquinone derivatives listed in this publication are used as intermediates for manufacturing a variety of products and as polymerization inhibitors for vinyl monomers and unsaturated polyester resins. The solubility of sodium phenytoin in binary mixtures of ethanol +water at 298.2, 303.2, 308.2 and 313.2 K was measured. The Campaign for Safe Cosmetics has also highlighted concerns. Retinoids, in particular retinoic acid, retinal, and their derivatives, isomers and analogs (such as adapalene, tazarotene and isotretoin), which are protected have been shown to also be color stable in hydroquinone, magnesium ascorbyl phosphate and sodium metabisulfite composition at about a neutral pH, preferably from about 5.5 to about 8.0, more preferably from about 5.5 to about 7.5, and most preferably from about 6.0 to about 7.5. Some hydroquinone compositions include antioxidants, such as ascorbyl palmitate. All information collection is solely used to support ChemPoint customers service communications. For more information, please see our Retinoids are included in the invention from about 0.01 to about 5%, preferably from about 0.025% to about 2.0%, more preferably from about 0.05% to about 1%, and most preferably from about 0.025% to about 0.5%. These can be burning, redness, sensitization and irritation in some patients. A common route involves hydroxylation of phenol. Other solubilities: soluble in alcohol and ether,slightly soluble in benzene,readily soluble in ethanol,acetone and methanol, Needle-like Crystals or Crystalline Powder. In hydroquinone and sodium metabisulfite compositions, it is believed that the sodium metabisulfite oxidizes first and delays the start of any oxidation of the hydroquinone, so that excessive discoloration is delayed or totally avoided. [23] This conclusion was reached based on the extent of absorption in humans and the incidence of neoplasms in rats in several studies where adult rats were found to have increased rates of tumours, including thyroid follicular cell hyperplasias, anisokaryosis (variation in nuclei sizes), mononuclear cell leukemia, hepatocellular adenomas and renal tubule cell adenomas. Hydroquinone can lose a hydrogen cation from both hydroxyl groups to form a diphenolate ion. Privacy Policy. One skilled in the art is familiar with the known protective system technologies, such as encapsulation and entrapment methodologies. endstream endobj 277 0 obj <>stream Calorim. Chem. Hydroquinone compositions are effective but have some undesirable side effects. I've been presented with the problem of trying to dissolve Hydroquinone in a solvent other than water. Since hydroquinone has a tendency to discolor through oxidation, these antioxidants are used because they have greater tendencies to oxidize than hydroquinone. It does not have the same predisposition to cause dermatitis as metol does. Other aspects, advantages, and modifications are evident from a review of the following claims. A further embodiment of the invention includes a method for stabilizing a hydroquinone composition (with about 1% to about 12% hydroquinone, preferably about 2% to about 10%, more preferably about 2% to about 8%, and most preferably about 3% to about 4%) with a neutral pH of from about 5.5 to about 8.0, more preferably a pH of from about 5.5 to about 7.5, and most preferably at a pH of from about 6.0 to about 7.5, by adding a water-soluble antioxidant, preferably sulfite, including but not limited to sulfites, bisulfites, metabisulfites, their salts and their derivatives, most preferably sodium metabisulfite, and a cationic salt of acidic ascorbyl esters, preferably sodium ascorbyl phosphate, more preferably aminopropyl ascorbyl phosphate, most preferably magnesium ascorbyl phosphate. Canon Thus, merely adding one retinoid to a hydroquinone composition would result in instability and/or discoloration, and adding hydroquinone to a retinoid product would have a similar result. In the United States, the most commonly used treatment for hyperpigmentation is 1,4-benzenediol, which is known as hydroquinone. This invention addresses the problem of formulating a pigmentation disorder treatment composition with hydroquinone without an excessive discoloration of the composition in the pH range of about 7.0. All Rights Reserved, View All Eastman Hydroquinone USP Articles. The preferred form of protected retinol is manufactured by SunSmart (also known as Particle Sciences, Inc. of Bethlehem, PA) under the brand name of SunCaps A-1283. It is soluble in water. By rejecting non-essential cookies, Reddit may still use certain cookies to ensure the proper functionality of our platform. The aquatic toxicity of hydroquinone to fresh water fish, Daphnia, and algae was between 0.050- . 374 0 obj << /Linearized 1 /O 376 /H [ 807 1414 ] /L 581425 /E 96582 /N 109 /T 573826 >> endobj xref 374 19 0000000016 00000 n Forms of retinoids have been developed wherein the retinoid is protected by a protective system. If breathing is difficult, give oxygen. HYDROQUINONE (hahy droh kwi NOHN) is applied to the the skin to lighten areas that have darkened. Antioxidants in the hydroquinone phase and inorganic or amino acyl cationic salts of acidic ascorbyl esters, preferably sodium metabisulfite and magnesium ascorbyl phosphate respectively, are effective in stabilizing such hydroquinone compositions, which are used in treatment of pigmentation disorders. :hS-g"s2Sj Ij=x'V]gPV8tt~qkAVXi|u}5;#.pl-/4JFQ.EP3&F.qa2hI{N qBmG(z#n [GN.}aazN(~8kux9#tnYwIHFuxW v9UNj&ffNW_\\Tc""8=_"7wC>svwQy\^4gF H][QzmlOI(B@ U4[Xb0,|m0*D"/#$\u(QI)RYg\;8 Yjh A method of stabilizing a hydroquinone composition, comprising hydroquinone and one or more protected retinoids, comprising: maintaining pH of the composition at about 5.5 to about 8.0. So, does anybody know of another solvent I could use that has a higher solubility and is relatively non-toxic. 1 Solubility data for compounds that ordinarily are liquids at 25 are expressed in terms of the ratio of the volume of solute to the volume of solvent; i.e., 1 mL dissolved in mL of solvent. 20, 14331442 (1986), G. Wienke, J. Gmehling, Toxicol. [Na+].OC[C@H](O)[C@H]1OC([O-])=C(OP([O-])([O-])=O)C1=O, N1=CC(C(=O)OCC)=CC=C1C#CC1=CC=C(SCCC2(C)C)C2=C1, C1=C(C(O)=O)C=CC2=CC(C3=CC=C(C(=C3)C34CC5CC(CC(C5)C3)C4)OC)=CC=C21, CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C, disodium;2-[2-[carboxylatomethyl(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetate, [Na+]. The process of making a stable hydroquinone composition having a pH of about 5.5 to about 8.0 comprising: combining the following ingredients, in a carbon dioxide atmosphere: first, magnesium ascorbyl phosphate and sodium metabisulfite, then, third, magnesium ascorbyl phosphate, then, Application filed by Medicis Pharmaceutical Corp, [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O*, OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C, 3-aminopropyl [(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-5-oxo-2H-furan-4-yl] hydrogen phosphate, NCCCOP(O)(=O)OC1=C(O)[C@@H]([C@@H](O)CO)OC1=O, OC(=O)C=C(C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C, OC(=O)/C=C(\C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C, trisodium;[(5R)-5-[(1S)-1,2-dihydroxyethyl]-2-oxido-4-oxofuran-3-yl] phosphate, [Na+].[Na+]. Thus, while cationic salts of acidic ascorbyl esters, preferably magnesium ascorbyl phosphate and aminopropyl ascorbyl phosphate, have beneficial antioxidant effects on the skin, the combination with hydroquinone in the invention results in a compatible and stable composition. Additionally, a water-soluble antioxidant, preferably a sulfite, including but not limited to sulfites, bisulfites, metabisulfites, their salts and their derivatives, most preferably sodium metabisulfite, may be helpful in stabilizing the hydroquinone composition. [34], It is also one of the chemical compounds found in castoreum. The experimental solubility data was well-correlated with the data, calculated by . 0000005306 00000 n EP, Kind code of ref document: Environ. Place water in container then bring the temperature to 15c in a boil bath then add products at this point when youre making the lotion u will need to add the other ingredients. Hydroquinone is combustible when preheated. Eng. Then take the water and put the measurement into the microwave until boiled. Methods and products for nucleic acid production and delivery, Nucleic acid product and its administration method, Nucleic acid product and method of administration thereof, Compositions and systems for the treatment of hyperpigmentation, Methods for prevention of post-inflammatory hyperpigmentation, Skin care compositions containing retinoids, Improved method for stability of ageing comprising thirosinase inhibitor activity, Use of ascorbic acid to reduce irritation of topically applied active ingredients, COSMETIC COMPOSITIONS WITH ANTIMICOTIC PROPERTIES, EFFECTIVE AGAINST PSORIASIS AND HAIR LOSS AND COSMETIC METHOD FOR, Treatment or prevention of undesired skin pigmentation, Skin care compositions and method of improving skin appearance, Ultrasound enhancement of percutaneous drug absorption, Skin whiteners containing hydroxytetronic acid, Stabilized retinoid-containing skin care compositions, Retinoid compositions containing a water soluble antioxidant and a chelator, Composition and method for treating rosacea and sensitive skin with free radical scavengers, Skin care compositions containing imidazoles and retinoids, Stable compositions containing a retinoid and an enzyme based antioxidant system, Self-tanning compositions containing dha and propolis extract, Composition and process for stabilizing oxygen-unstable species, Bleaching preparation and cosmetic for preventing and improving aging of skin, Composition and method for the treatment of pigmentation disorders, Composition for cosmetic or pharmaceutical use, Remedies for pigmentation and melanocyte proliferation inhibitors, Public reference made under article 153(3) epc to a published international application that has entered the european phase, Divisional application: reference to earlier application, Information on the status of an ep patent application or granted ep patent. 0000003660 00000 n Can be destroyed by oxidizing it with an oxidizing mixture. AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR, Kind code of ref document: With respect to organic solvents, the solubility varies from 57% in ethanol to less than 0.1% in benzene. Have an order or account question? https://doi.org/10.1007/s10765-020-02750-4. [O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(O)=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1, OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C, Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE, CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O, [(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-5-oxo-2H-furan-4-yl] dihydrogen phosphate, [Na+].
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