Also in this embodiment is a cationic salt of acidic ascorbyl esters, which further helps to maintain the acceptable color desired in the hydroquinone composition. ORIGINAL CODE: 0009013, Ref document number: Found. 0000085850 00000 n
Free format text: Preferably, the protected retinoid, in particular retinoic acid, retinal, and their derivatives, isomers and analogs (such as adapalene, tazarotene and isotretoin), is in the form of small beads or spheres suitable for incorporation into a topical composition. Lastly, I'd like to add benzoic acid for preservation purposes. One of these, 4-butylresorcinol, has been proven to be more effective at treating melanin-related skin disorders by a wide margin, as well as safe enough to be made available over the counter. This is a prescription-only ingredient in some countries, including the member states of the European Union under Directives 76/768/EEC:1976. As utilized herein, the inhibition of the retinoid oxidation should be sufficient to prohibit browning of the composition for its shelf life, preferably greater than about six months, more preferably greater than about twelve months, and most preferably greater than about eighteen months. The solubility in water is 6.72g/L. Hydroquinone is a white crystalline solid, poorly soluble in water, but more soluble in organic solvents. Learn more about Institutional subscriptions, C. M. S. de Mendona, I. P. de Barros Lima, C. F. S. Arago, A. P. B. Gomes, J. Therm. [34], It is also one of the chemical compounds found in castoreum. Chim. Belhachemi, B., Makhlouf, H. & Belhachemi, M.H. 0000004433 00000 n
Other antioxidants, for example cationic salts of acidic ascorbyl esters, most preferably magnesium ascorbyl phosphate, aminopropyl ascorbyl phosphate, and sodium ascorbyl phosphate, have not been utilized in combination with hydroquinone in view of the acidic pH, generally from about 3.4 to about 3.5, and the recommended pH range for magnesium ascorbyl phosphate is about 7.0 to 8.5. 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. Gerhard Franz, Roger A. Sheldon "Oxidation" in. How to dissolve Hydroquinone to make 4 oz. Some hydroquinone compositions include antioxidants, such as ascorbyl palmitate. Data 51, 16681671 (2006), C. L. Yaws, S.-C. Lin, Enthalpy of fusion at freezing pointOrganic compounds, in Thermophysical Properties of Chemicals and Hydrocarbons, William Andrew Publishing (Elsevier, 2009), pp. In the United States, the most commonly used treatment for hyperpigmentation is 1,4-benzenediol, which is known as hydroquinone. Toxicol. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. . Add the hydroquinone to the water. Correspondence to Forms of retinoids have been developed wherein the retinoid is protected by a protective system. In the environment, hydroquinone showed increased toxicity for aquatic organisms, being less harmful for bacteria and fungi. [32], Hydroquinone is thought to be the active toxin in Agaricus hondensis mushrooms. It is soluble in water. [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. 0000003430 00000 n
and solubility in water. The Density of hydroquinone is . Although about 0.01% sodium metabisulfite without magnesium ascorbyl phosphate may not color stabilize an about 4% hydroquinone composition, and about 0.5% magnesium ascorbyl phosphate without sodium metabisulfite may not either, the combination of sodium metabisulfite and magnesium ascorbyl phosphate in these percentages is effective to stabilize the color of the about 1% to about 12%, about 2% to about 10%, preferably about 2% to about 8% and more preferably about 3% to about 4% and most preferably 4% hydroquinone composition. Examples of suitable methods of encapsulation include encapsulation by liposomes, wax, paraffin or any material or combination of materials which protect the retinoid from exposure to oxygen and inhibit oxidation of the retinoid from oxidation. Forms of retinoids have been developed wherein the retinoid is protected by a protective system. Eng. Chem. 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. 2008-2023 ChemPoint. 109. . You take the cream, put it in a container, take the powder measurement and add it. Hydroquinone compositions are effective but have some undesirable side effects. Hydroquinone is extensively used as a photographic developer, an antioxidant, and a stabilizing agent for readily oxidizable polymers. Hydroquinone occurs in the environment as a result of anthropogenic processes, as well as in natural products from plants and animals. 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. ChemPoint will not under any circumstances release personal user information to individuals or companies. It is found in wheat, rye, and barley.It is a precursor to diverse industrial products including polymers and plasticizers, as well as being a component of a number of hair and skin conditioners. INCI HydroquinoneEastman Hydroquinone, USP is a skin care ingredient used to produce effective skin- lightening applications for depigmentation. Ferulic acid 0.5% 0.15g. Hydroquinone is used as a topical application in skin whitening to reduce the color of skin. The method of item 1 07 wherein the hydroquinone is present in about 4%. For use herein, the encapsulation forms a protective system to prohibit or inhibit the oxidation of the retinoid. [21] The FDA officially banned hydroquinone in 2020 as part of a larger reform of the over-the-counter drug review process. endstream
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It does not have the same predisposition to cause dermatitis as metol does. English, J.C. and Deisinger, P.J. [21][25][23] NTP evaluation showed some evidence of long-term carcinogenic and genotoxic effects[26], While hydroquinone remains widely prescribed for treatment of hyperpigmentation, questions raised about its safety profile by regulatory agencies in the EU, Japan, and USA encourage the search for other agents with comparable efficacy. 0.5% magnesium ascorbyl phosphate protected at pH 6.0-7.0, 1.0-1.5% at pH 5.5-7.0, and 2.0-3.0% at pH 3.5-7.0. 38, 565571 (2006), K. Carlsson, B. Karlberg, Anal. uuid:3780f5dc-b322-4e29-9b1d-4c4d10b1e282 The color stability of the hydroquinone composition is promoted by one or more antioxidants in the hydroquinone phase, 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, most preferably magnesium ascorbyl phosphate. This page was last modified on 19 June 2019, at 20:05. Using a laser-monitoring observation technique, the solubility of hydroquinone in water, methanol, ethanol, 2-propanol, ethyl acetate, butyl acetate, and acetic acid were measured at temperatures ranging from 276.65 K to 345.10 K under the atmospheric pressure. 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. In another embodiment of the invention, hydroquinone and a protected retinoid are both combined in the composition. Pigmentation disorders can take a variety of forms like hyperpigmentation and hypopigmentation, such as melasma (dark patches experienced in pregnancy), liver spots (which often develop with age), as a side effect of birth control pills, and as a persistent result of acne, bums, bites and other skin injuries, and vitiligo. 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. This study was funded by Ministre de l'Enseignement Suprieur et de la Recherche Scientifique. So, does anybody know of another solvent I could use that has a higher . Protected retinoid may be added to these compositions for additional skin benefit effects. volume42, Articlenumber:1 (2021) N')].uJr These phases (described below) are combined in a mixing tank with an in-line homogenizer as follows. Crit. Google Scholar, W. J. Weber Jr, Y.-P. Chin, C. P. Rice, Water Res. An acceptable carrier also possesses suitable aesthetic and cosmetic qualities and may include emollients, conditioners and the like. Except where otherwise noted, data are given for materials in their, Hydroquinone oxidation with V2O5/NaClO3/H2SO4, http://www.sciencemadness.org/smwiki/index.php?title=Hydroquinone&oldid=11523, Articles containing unverified chemical infoboxes, GNU Free Documentation License 1.3 or later. Eng. and our Our team has been notified and we will fix it as soon as possible. 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. vz >I
d50dwp?i4,H3. Skin Contact Wash off immediately with plenty of water for at least 15 minutes. 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+]. 88, 161164 (2010), J. Delgado, Int. Protected retinoid, with its skin benefit capabilities, may also be included with the hydroquinone composition. 57, 295300 (2013), R. F. Pires, M. R. Franco Jr, Fluid Phase Equilib. A common route involves hydroxylation of phenol. HYPERPIGMENTARY STAIN ELIMINATING CREAM FOR FACE SKIN AND ITS USE. 38, 40814091 (1999), J. Qingzhu, M. Peisheng, Y. Shouzhi, W. Qiang, W. Chang, L. Guiju, J. Chem. Phase A is added to the tank, which is held at a temperature of from about 70 to about 75 C, and in which a CO. There are various other uses associated with its reducing power. Then take the water and put the measurement into the microwave until boiled. Your document download will begin shortly. It exerts a depigmenting effect on skin of mammals by increasing the excretion of melanin from the melanocytes. [17], An important reaction is the conversion of hydroquinone to the mono- and diamine derivatives. One embodiment of the invention is a composition which comprises hydroquinone (about 1% to about 12%, preferably about 2% to about 10%, more preferably about 2% to about 8%, more preferably with about 2% to about 4%, and most preferably about 3% to about 4%) and has 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. Cationic salts of acidic ascorbyl esters, including inorganic salts, preferably magnesium ascorbyl phosphate, and amino acyl derivatives, preferably aminopropyl ascorbyl phosphate, are preferred in this invention. 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. [33], Hydroquinone has been shown to be one of the chemical constituents of the natural product propolis. 115, 22772285 (2014), Article HYdroquinone can be found in various skin care products. Other properties of hydroquinone are given in Table 1. Recent pieces of . Eng. You can expect to hear from a technical specialist within 1 business hour. Eng. Have an order or account question? Retinoids, in particular retinoic acid, retinal, and their derivatives, isomers and analogs (such as adapalene, tazarotene and isotretoin), are beneficial for improving rough skin texture, mottled pigmentation, sallow complexion, lines and wrinkles. This range of pH has been preferred for hydroquinone compositions, because it has been believed that the hydroquinone is less likely to excessively discolor under acid conditions. ~lgM~Gc{1S_1Q/_/v">S 9
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. 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: Have an order or account question, find answers in our Online Support articles. I can only tell you how to mix the powder solution to the liquid solvent. Human exposure to hydroquinone can occur by dietary, occupational, and environmental sources. We have found that a cream containing 5% of hydroquinone and 0.05 % of laevo-ascorbic acid remains white, and the emulsion remains unbroken after many months of storage, The laevo-ascorbic or cevitamic acid is pr'eferably employed in the free condition; but if desired, the salts, and especially the water-soluble salts thereof, may be employed . Compositions according to this invention may include dermatologically acceptable carriers. The solubilities of benzoic acid, salicylic acid, resorcinol and hydroquinone in water and in 1-octanol were measured by the dynamic method which is also called the synthetic method from 297.25 K to 334.45 K. Using differential scanning calorimetry (DSC Q2000 and SDT Q600), the melting temperature and the enthalpy of fusion of these solutes were determined. 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, . endstream
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Van Haelst, P. Heesen, F. Van Der Wielen, H. Govers, Chemosphere 29, 16511660 (1994), Article This website uses cookies. HYDROQUINONE (hahy droh kwi NOHN) is applied to the the skin to lighten areas that have darkened. Appearance: Free-flowing white crystalsOdor: OdorlessMolecular weight: 110.11Empirical formula: C6H6O2Assay (Anhydrous basis): 99.0-100.5 %Melting point: 172-174CWater: 0.5 wt % max.Residue on ignition: 0.5 % maxSolubility: Moderately soluble in water, glycerin, propylene glycol, and highly soluble in ethanol, Can work in conjunction with glycolic acid to help reduce pigment in melasma Non-GMOExtremely low vapor pressureUSP GradeEuropean Pharma GradeDrug master file available upon request. Determination and Correlation of Solubilities of Benzoic Acid, Salicylic Acid, Resorcinol and Hydroquinone in Water and in 1-Octanol at Temperatures from 297.25K to 334.45K. The solubility in water is 6.72g/L. The obtained results show that the solubility of benzoic acid in water is greater than that of salicylic acid, but in the case of the two isomers of dihydroxybenzene, the solubility of resorcinol is approximately 100 times that of hydroquinone. Rev. These reactions release free oxygen and generate enough heat to bring the mixture to the boiling point and vaporize about a fifth of it, producing a hot spray from the beetle's abdomen. G(DC:!c?5w
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CKRu)(5O_^6|Qta', uG70]'vt|n3Xh[vMTc.{o0Y#(O5\/mGfI+L0~1E1~hi:ZY_W6n*EaSn*R+I)Pw|y\^/te;yO. This compound is gathered from the beaver's castor sacs.[35]. endstream
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J. Chem. This is seen at about a pH of 3.50 with at least about 2.0% magnesium ascorbyl phosphate, and again at a pH of about 6.5 to about 7.0 with at least about 2.0% magnesium ascorbyl phosphate. 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%. International Journal of Thermophysics I made my own hydroquinone 4% and added it to my cream. 0 7 r @ &. [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+]. Since hydroquinone has a tendency to discolor through oxidation, these antioxidants are used because they have greater tendencies to oxidize than hydroquinone. 0000002198 00000 n
I can't use water because I cannot dissolve enough Hydroquinone into it to reach the desired concentration. Exceptional antioxidant qualities are seen at 0.10% (all percentages in the application are weight percent) and above, preferably from about 0.05% to about 0.5% for sodium metabisulfite. S.C. Gad, T. Pham, in Encyclopedia of Toxicology (Third Edition), 2014 Environmental Fate and Behavior. However, hydroquinone discolors at the pH range of 7.0 to 8.5. It has a white-solid appearance. Sodium metabisulfite has the added advantage that it does not discolor by oxidation. 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. One skilled in the art is familiar with the known protective system technologies, such as encapsulation and entrapment methodologies. It is a reducing agent that is reversibly oxidized to semiquinone and quinone. Such carriers are widely known in the art and deliver the composition's ingredients to the skin without excessive degradation, inactivation or other unwanted interaction.
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