This is a preview of subscription content, access via your institution. Hydroquinone (C 6 H 4 (OH) 2), also known as benzene-1,4-diol or quinol, is an aromatic organic compound, with a variety of uses in chemistry. Get medical attention. N')].uJr It is a reducmg agent that is reversibly oxidized to semiquinone and quinone. 29(3): 283-330, 1999. The reservoir opens through a muscle-controlled valve onto a thick-walled reaction chamber. endstream endobj 277 0 obj <>stream [17], An important reaction is the conversion of hydroquinone to the mono- and diamine derivatives. endstream endobj 276 0 obj <>stream Crit. Glycerol derivatives solubilise natural, hydrophilic antioxidants in biofuels. We apologize! 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. The protective system can be an entrapment system, a single or multi- laminar system, such as by the formation of vesicles such as a liposome or by utilizing wax, paraffin, silicone, polyethylene, or any material or system which protects the retinoid from oxidation. Hydroquinone | C6H4(OH)2 or C6H6O2 | CID 785 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities . Chem. HlRMo0WB:NnVCnE4(i0 (1* )@NzHR!>i;8XaXnsO0LNT0l$B%"NAb0I9V *6/-\vn0W"fKF:AAgl:psRZ?k`&eB IUQ0ET;W#vL=@XwRG{-LHlTz]^s%OB(GF 11'I Therefore, the solubility values of hydroquinone in different solvents are required; however, the data availability in the literature is poor.3-7 In this work, the solubility data of hydroquinone in water, methanol, ethanol, 2-propanol, ethyl acetate, butyl acetate, and acetic acid from 276.65 K to 345.10 K under atmospheric pressure were . For a shipping quote, check the box and the bottom and provide us your shipping information. The solubility was increased by addition of ethanol, reached a maximum . Hydroquinone undergoes oxidation under mild conditions to give benzoquinone, process which is reversible. 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. EP, Kind code of ref document: Additionally, the hydroquinone compositions frequently discolor over time and turn from a whitish color to a brown or even black. Calorim. 2y.-;!KZ ^i"L0- @8(r;q7Ly&Qq4j|9 ORIGINAL CODE: 0009013, Ref document number: fungichromin, Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. 12.4. You can expect to hear back from a ChemPoint product specialist within 1 business hour. Hydroquinone is combustible when preheated. 2 Liquid phase only; silicon dioxide remains as a residue in these solvents. Rev. D7VJV//KZ&t}JSW/L@,l@^ D@ @8 i W `^;V rD}25p>.Bv1}\_E p9 endstream endobj 392 0 obj 1303 endobj 376 0 obj << /Type /Page /Parent 350 0 R /Resources 377 0 R /Contents 381 0 R /MediaBox [ 0 0 595 842 ] /CropBox [ 0 0 595 842 ] /Rotate 0 >> endobj 377 0 obj << /ProcSet [ /PDF /Text ] /Font << /TT2 379 0 R /TT4 383 0 R /TT6 385 0 R >> /ExtGState << /GS1 387 0 R >> /ColorSpace << /Cs6 378 0 R >> >> endobj 378 0 obj [ /ICCBased 386 0 R ] endobj 379 0 obj << /Type /Font /Subtype /TrueType /FirstChar 32 /LastChar 252 /Widths [ 250 0 408 500 0 833 778 180 333 333 500 564 250 333 250 278 500 500 500 500 500 500 500 500 500 500 278 278 564 564 564 444 921 722 667 667 722 611 556 722 722 333 389 722 611 889 722 722 556 722 667 556 611 722 722 944 722 722 611 333 0 333 0 500 0 444 500 444 500 444 333 500 500 278 278 500 278 778 500 500 500 500 333 389 278 500 500 722 500 500 444 0 0 0 541 0 0 0 0 0 0 0 500 0 0 0 0 0 0 0 0 0 0 0 333 0 0 0 500 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 400 0 0 0 0 576 0 0 0 0 0 0 0 750 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 722 0 0 0 0 0 722 0 0 500 444 0 0 0 444 0 0 0 444 444 0 0 0 0 0 0 0 0 0 0 500 0 500 0 0 0 0 0 500 ] /Encoding /WinAnsiEncoding /BaseFont /BCGIOE+TimesNewRoman /FontDescriptor 380 0 R >> endobj 380 0 obj << /Type /FontDescriptor /Ascent 891 /CapHeight 656 /Descent -216 /Flags 34 /FontBBox [ -568 -307 2028 1007 ] /FontName /BCGIOE+TimesNewRoman /ItalicAngle 0 /StemV 94 /XHeight 0 /FontFile2 388 0 R >> endobj 381 0 obj << /Length 462 /Filter /FlateDecode >> stream [24], Numerous studies have revealed that hydroquinone, if taken orally, can cause exogenous ochronosis, a disfiguring disease in which blue-black pigments are deposited onto the skin; however, skin preparations containing the ingredient are administered topically. Skin Contact Wash off immediately with plenty of water for at least 15 minutes. The Molecular Weight is 110.11 g/mol. Preparation, optimization and in vivo. x- [ 0}y)7ta>jT7@t`q2&6ZL?_yxg)zLU*uSkSeO4?c. R -25 S>Vd`rn~Y&+`;A4 A9 =-tl`;~p Gp| [`L` "AYA+Cb(R, *T2B- 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. I did that by using 1 cup of cream, 4tbsp of hydroquinone and 4tbsp of water or solvent. In the environment, hydroquinone showed increased toxicity for aquatic organisms, being less harmful for bacteria and fungi. 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. 322, 4855 (2012), K. Tamura, T. Kasuga, T. Nakagawa, Fluid Phase Equilib. Classical photo shops also sell hydroquinone. Phillip M. Hudnall "Hydroquinone" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. Boucif Belhachemi. endstream endobj 382 0 obj << /Type /FontDescriptor /Ascent 891 /CapHeight 656 /Descent -216 /Flags 34 /FontBBox [ -558 -307 2034 1026 ] /FontName /BCGJCE+TimesNewRoman,Bold /ItalicAngle 0 /StemV 160 /XHeight 0 /FontFile2 389 0 R >> endobj 383 0 obj << /Type /Font /Subtype /TrueType /FirstChar 32 /LastChar 181 /Widths [ 250 0 0 0 0 0 0 278 333 333 500 0 250 333 250 278 500 500 500 500 500 500 500 500 500 500 333 333 0 570 0 0 0 722 667 722 722 667 611 778 778 389 500 778 667 944 722 778 611 778 722 556 667 722 722 1000 722 722 0 333 0 333 0 0 0 500 556 444 556 444 333 500 556 278 333 556 278 833 556 500 556 556 444 389 333 556 500 722 500 500 444 0 0 0 0 0 0 0 0 0 0 0 500 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 500 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 576 ] /Encoding /WinAnsiEncoding /BaseFont /BCGJCE+TimesNewRoman,Bold /FontDescriptor 382 0 R >> endobj 384 0 obj << /Type /FontDescriptor /Ascent 929 /CapHeight 0 /Descent -249 /Flags 32 /FontBBox [ -184 -249 1037 929 ] /FontName /BCGKAB+ImprintMT-Shadow /ItalicAngle 0 /StemV 0 /FontFile2 390 0 R >> endobj 385 0 obj << /Type /Font /Subtype /TrueType /FirstChar 32 /LastChar 122 /Widths [ 250 0 0 0 0 0 0 0 323 323 0 0 0 375 240 0 510 427 510 510 0 510 0 510 510 510 0 0 0 0 0 0 0 729 0 729 0 698 0 0 854 0 0 0 0 927 802 813 0 0 0 604 0 0 0 0 802 0 0 0 0 0 0 0 0 448 552 0 552 448 0 0 573 271 0 0 271 875 573 500 0 552 375 0 323 573 0 0 0 500 448 ] /Encoding /WinAnsiEncoding /BaseFont /BCGKAB+ImprintMT-Shadow /FontDescriptor 384 0 R >> endobj 386 0 obj << /N 3 /Alternate /DeviceRGB /Length 2575 /Filter /FlateDecode >> stream Hydroquinone can lose a hydrogen cation from both hydroxyl groups to form a diphenolate ion. How do I dissolve hydroquinone powder to make a 20% and 10% concentration? 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. 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. protecting the retinoids in a protective system; mixing the hydroquinone, and the protected retinoids; and. nQt}MA0alSx k&^>0|>_',G! 20, 14331442 (1986), G. Wienke, J. Gmehling, Toxicol. Availability. [21] The FDA officially banned hydroquinone in 2020 as part of a larger reform of the over-the-counter drug review process. On this Wikipedia the language links are at the top of the page across from the article title. Some documentation and label information may refer to the legacy brand. The protective system can be an entrapment system, a single or multi-laminar system, such as by formation of vesicle, such as a liposome, or by utilizing wax, paraffin, silicone, polyethylene or any material or system which protects the retinoid from oxidation. GHS P Statement: Wear protective gloves/protective clothing/eye protection/face protection.Call a POISON CENTER or doctor/physician if you feel unwell.IF ON SKIN: Gently wash with plenty of soap and water.IF IN EYES: Rinse cautiously with water for several minutes. 230, 176183 (2005), A. Apelblat, E. Manzurola, N. A. Balal, J. Chem. Have an order or account question, find answers in our Online Support articles. Phase B: Dissolve the ferulic acid in the glycerin - some "spirited" stirring may be necessary. If youd like my help or recipes for this bleaching cream please contact me on Instagram @kaylinell and @kay.linell or Facebook at kay linell. 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. 0000003430 00000 n Substituted derivatives of this parent compound are also referred to as hydroquinones. Eng. Chemically, hydroquinone is designated as p-dihydroxybenzene; the empirical formula is C 6 H 6 O 2; molecular weight is 110.0. &"oq YcbX.=a*t R@ Stir until uniform. It exerts a depigmenting effect on skin of mammals by increasing the excretion of melanin from the melanocytes. INCI HydroquinoneEastman Hydroquinone, USP is a skin care ingredient used to produce effective skin- lightening applications for depigmentation. So, does anybody know of another solvent I could use that has a higher . These can be burning, redness, sensitization and irritation in some patients. Then add it to the ingredients. Bioaccumulative potential Hydroquinone (123 -31 -9) Bioaccumulative potential Not established. . Some hydroquinone compositions include antioxidants, such as ascorbyl palmitate. S.C. Gad, T. Pham, in Encyclopedia of Toxicology (Third Edition), 2014 Environmental Fate and Behavior. Hydroquinone is used as a topical application in skin whitening to reduce the color of skin. Hydroquinone is sold by chemical suppliers. [32], Hydroquinone is thought to be the active toxin in Agaricus hondensis mushrooms. Stir until uniform. Eng. 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). Conversion factors (at 25 oc and normal atmospheric pressure) 1 ppm = 4.5 mg!m 3 Thanks to the added vitamin E, it leaves your skin feeling smooth and soft, too. Acta 423, 137144 (2000), S.-T. Lin, S. I. Sandler, Ind. For use herein, the encapsulation forms a protective system to prohibit or inhibit the oxidation of the retinoid. 38, 40814091 (1999), J. Qingzhu, M. Peisheng, Y. Shouzhi, W. Qiang, W. Chang, L. Guiju, J. Chem. However, hydroquinone discolors at the pH range of 7.0 to 8.5. Phase A: Dissolve L-Ascorbic Acid in distilled water via agitation and gentle heating (warm, never hot or you will denature the ascorbic acid). Hydroquinone is a white crystalline solid, poorly soluble in water, but more soluble in organic solvents. 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. 4]DYR@'c Eng. It is not to be considered as either a warranty or quality specification. Hydroquinone is combustible when preheated. ChemPoint will not under any circumstances release personal user information to individuals or companies. It is moderately soluble in water and highly soluble in alcohol. With an account you can check out faster, view your online order history and access your shopping bag or saved items from any device. G(DC:!c?5w [QDP, f\01j&8ea]Ke~z d _5H^j0M.|Y^bYb[Rm~-[ImSv. ;4kNNw?r yn^EOwCDyd>_?TU^vyss*|g9A1 avr 2o~molpb|CZTu(70 CKRu)(5O_^6|Qta', uG70]'vt|n3Xh[vMTc.{o0Y#(O5\/mGfI+L0~1E1~hi:ZY_W6n*EaSn*R+I)Pw|y\^/te;yO. Remove contact lenses, if present and easy to do. 0000004197 00000 n This invention relates to methods and compositions for the treatment of pigmentation disorders, including hyperpigmentation and vitiligo. If breathing is difficult, give oxygen. Cite this article. Hydroquinone[1] Idrochinone Quinol 1,4-Dihydroxybenzene p-dihydroxybenzene p-hydroxyphenol 1,4-Hydroxy benzene Identifiers CAS Number 123-31-9 Y 3D model (JSmol) Interactive image Beilstein Reference 605970 ChEBI CHEBI:17594 Y ChEMBL ChEMBL537 Y ChemSpider 764 Y DrugBank DB09526 ECHA InfoCard 100.004.199 EC Number 204-617-8 Gmelin Reference 2742 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: Retinoid compositions, in particular retinoic acid, retinal, and their derivatives, isomers and analogs (such as adapalene, tazarotene and isotretoin) are known to be effective in improving rough skin texture, mottled pigmentation, sallow complexion, lines and wrinkles. 0000000731 00000 n Human exposure to hydroquinone can occur by dietary, occupational, and environmental sources. 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. We will respond to you shortly. 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. - 65.21.225.73. Retinoids are included from about 0.01% to about 5%, preferably from about 0.025% to about 2%, more preferably 0.05% to about 1.0%, and most preferably from about 0.025% to about 0.5%. Polysorbate 20 0.5% 0.15g. Then take the water and put the measurement into the microwave until boiled. Reddit and its partners use cookies and similar technologies to provide you with a better experience. Monobenzone occurs as a white, almost tasteless crystalline powder, soluble in alcohol and practically insoluble in water. Hydroquinone Safety Data Sheet according to Federal Register / Vol. By acting as a free radical scavenger, hydroquinone serves to prolong the shelflife of light-sensitive resins such as preceramic polymers.[18]. 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 . n3kGz=[==B0FX'+tG,}/Hh8mW2p[AiAN#8$X?AKHI{!7. 2008-2023 ChemPoint. I can't use water because I cannot dissolve enough Hydroquinone into it to reach the desired concentration. This compound is gathered from the beaver's castor sacs.[35]. 77, No. Monobenzone is the monobenzyl ether of hydroquinone used medically for depigmentation. Eastman has active ingredients, thickeners, plasticizers, film formers, and more for your personal care formulations. Compositions according to this invention may include additives or components to enhance the skin penetration of its ingredients. Since hydroquinone has a tendency to discolor through oxidation, these antioxidants are used because they have greater tendencies to oxidize than hydroquinone. . uv curable cellulose estersuv curable cellulose esters . . Hope it helps 6 yrs later. HYDROQUINONE (hahy droh kwi NOHN) is applied to the the skin to lighten areas that have darkened. %PDF-1.4 % Gerhard Franz, Roger A. Sheldon "Oxidation" in. [33], Hydroquinone has been shown to be one of the chemical constituents of the natural product propolis. Azelaic acid (AzA) is a organic compound with the formula HOOC(CH 2) 7 COOH. Data 53, 12781282 (2008), A. 38, 565571 (2006), K. Carlsson, B. Karlberg, Anal. A common route involves hydroxylation of phenol. This saturated dicarboxylic acid exists as a white powder. Part of Springer Nature. LSPS, Laboratoire de Spectrochimie Et Pharmacologie Structurale, University of Tlemcen, BP 119, 13000, Tlemcen, Algeria, Department of Biology, University of Ghardaia, BP 455, 47000, Ghardaia, Algeria, You can also search for this author in This study was funded by Ministre de l'Enseignement Suprieur et de la Recherche Scientifique. 43, 13111316 (2007), J. Qing-Zhu, M. Pei-Sheng, Z. Huan, X. Shu-Qian, W. Qiang, Q. Yan, Fluid Phase Equilib. [22] The FDA stated that hydroquinone cannot be ruled out as a potential carcinogen. Solubility: Moderately soluble in water, glycerin, propylene glycol, and highly soluble in ethanol Features & Benefits Can work in conjunction with glycolic acid to help reduce pigment in melasma Non-GMO Extremely low vapor pressure USP Grade European Pharma Grade Drug master file available upon request Applications 88, 161164 (2010), J. Delgado, Int. 58 / Monday, March 26, 2012 / Rules and Regulations 10/31/2017 EN (English US) 6/8 12.3. Other properties of hydroquinone are given in Table 1. ADS Approved only for prescription use in the U.S. market.Ideal for creams, lotions, and gels for personal care ingredients, pharmaceutical chemical, pharmaceutical excipients, and skin care ingredients. 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. Your document download will begin shortly. 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. The Beaver: Its Life and Impact. 0000002379 00000 n and our 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. I understand the concentrations are high but I have used them before, its just too expensive to keep buying from a compounding pharmacy. SAS Anti-ox booster 1% 0.3g. Read our Privacy Notice. stearic, palmitic, arachidic acids, Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. Magnesium ascorbyl phosphate (also called magnesium ascorbityl phosphate or magnesium L-ascorbyl-2-phosphate) has a chemical formula of C. In another embodiment, sodium metabisulfite and magnesium ascorbyl phosphate are used in about 0.01% (preferably from about 0.05% to about 0.5%, most preferably at least about 0.1%,) and about 0.5% (preferably from about 0.25% to about 3%, more preferably from about 0.25% to about 1%, and most preferably at least about 0.5%) respectively in a composition with about 4% hydroquinone. At 40C, 4% hydroquinone compositions have the same color stability with slightly more sodium metabisulfite, at least about 0.01% at about 3.5 to about 4.0 pH; at least about 0.05% sodium metabisulfite at about 4.5 to about 6.0 pH; and at pH; at least about 0.05% sodium metabisulfite at about 4.5 to about 6.0 pH; and at least about 0.10% sodium metabisulfite at about 6.5 to about 7.0 pH. Protected retinoid, with its skin benefit capabilities, may also be included with the hydroquinone composition. STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN. Belhachemi, B., Makhlouf, H. & Belhachemi, M.H. 132, 165172 (2018), X. Li, Q. Yin, W. Chen, J. Wang, J. Chem. Eastman Hydroquinone, USP, meets or exceeds the requirements of the United States Pharmacopoeia and is produced under conditions of current good manufacturing practices (cGMP). Color stability improvement is evident at all levels. 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. 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. By clicking Accept, you consent to the use of cookies. Adobe Acrobat 10.1.6 Paper Capture Plug-in 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.