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{{chembox |
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{{chembox |
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| verifiedrevid = 443930439 |
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| verifiedrevid = 443932332 |
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| ImageFile=magnesium stearate.png |
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| ImageFile=magnesium stearate.png |
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| ImageSize=250px |
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| ImageSize=250px |
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| Name = Magnesium stearate |
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| IUPACName = Magnesium octadecanoate |
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| Name = Magnesium stearate |
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| IUPACName = Magnesium octadecanoate |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} {CH} |
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| ChemSpiderID = 10704 |
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| ChemSpiderID = 10704 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 557-04-0 |
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| CASNo = 557-04-0 |
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| PubChem = 11177 |
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| PubChem = 11177 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 9254 |
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| ChEBI = 9254 |
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| SMILES = .C(=O)CCCCCCCCCCCCCCCCC.C(=O)CCCCCCCCCCCCCCCCC |
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| SMILES = .C(=O)CCCCCCCCCCCCCCCCC.C(=O)CCCCCCCCCCCCCCCCC |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = {{chem|Mg({{chem|C|18|H|35|O|2}})|2}} |
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| Formula = {{chem|Mg({{chem|C|18|H|35|O|2}})|2}} |
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| MolarMass = 591.27 g/mol |
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| MolarMass = 591.27 g/mol |
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| Appearance = light white powder |
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| Appearance = light white powder |
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| Odor = slight |
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| Odor = slight |
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| MeltingPtC = 88 |
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| MeltingPtC = 88.5 |
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| BoilingPt = |
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| Solubility = 0.003 g/100 mL (15 °C) <br /> 0.004 g/100 mL (25 °C) <br /> 0.008 g/100 mL (50 °C) |
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| BoilingPt = |
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| SolubleOther = negligible in ] and ] <br /> slightly soluble in ] |
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| Solubility = negligible |
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| Density = 1.026 g/cm<sup>3</sup> |
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| SolubleOther = insoluble in ] <br> slightly soluble in ] |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| ExternalMSDS = }} |
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| ExternalSDS = |
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| FlashPt = 250 °C |
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| FlashPtC = 250 |
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| LD50 = > 1000 mg/kg (oral, rat) |
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| LD50 = > 1000 mg/kg (oral, rat) |
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| NFPA-H = 1 |
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| NFPA-F = 1 |
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| NFPA-R = 0 |
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'''Magnesium stearate''', also called ''octadecanoic acid, magnesium salt'', is a white substance which is solid at room temperature. It has the chemical formula {{chem|Mg({{chem|C|18|H|35|O|2}})|2}}. It is a salt containing two equivalents of stearate (the anion of ]) and one ] cation (Mg<sup>2+</sup>). Magnesium stearate melts at about 88 °C, is not soluble in water, and is generally considered safe for human consumption at levels below 2500 mg/kg per day.<ref>{{Cite journal | doi = 10.1016/0300-483X(80)90026-8 | author = D. Søndergaarda, O. Meyera and G. Würtzena | title = Magnesium stearate given peroprally to rats. A short term study | journal = Toxicology | volume = 17 | issue = 1 | year = 1980 | pages =51–55 | pmid = 7434368}}</ref> In 1979, FDA's Subcommittee on GRAS (generally recognized as safe) Substances (SCOGS) reported, "There is no evidence in the available information on ... magnesium stearate ... that demonstrates, or suggests reasonable grounds to suspect, a hazard to the public when they are used at levels that are now current and in the manner now practiced, or which might reasonably be expected in the future."<ref>; Report No. 60; ID Code: 557-04-0; Year: 1979</ref> |
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'''Magnesium stearate''' is the chemical compound with the formula {{chem|Mg({{chem|C|18|H|35|O|2}})|2}}. It is a soap, consisting of ] containing two equivalents of stearate (the anion of ]) and one ] cation (Mg<sup>2+</sup>). Magnesium stearate is a white, water-insoluble powder. Its applications exploit its softness, insolubility in many solvents, and low toxicity. It is used as a ] and as a component or lubricant in the production of pharmaceuticals and cosmetics.<ref name=Ullmann>Angelo Nora, Alfred Szczepanek, Gunther Koenen, "Metallic Soaps" in Ullmann's Encyclopedia of Industrial Chemistry 2005 Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a16_361}}</ref> |
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==Manufacturing== |
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Magnesium stearate is often used as a ]<ref>{{cite journal | doi = 10.1021/cen-v086n001.p025 | year = 2008 | volume = 86 | issue = 1 | pages = 25 | title = What's That Stuff? Excipients: Inactive ingredients in medicines serve multiple functions in drug delivery | author = Steve Ritter | journal = ] | url = http://pubs.acs.org/cen/whatstuff/86/8601sci3.html}}</ref> in the manufacture of medical tablets, capsules and powders.<ref> |
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Magnesium stearate is produced by the reaction of ] with magnesium salts or by treating magnesium oxide with stearic acid.<ref name=Ullmann/><ref>{{cite journal |author=A. G. Dobson and H. H. Hatt|doi=10.15227/orgsyn.033.0084|title=Stearone |journal=Organic Syntheses |year=1953 |volume=33 |page=84 }}</ref> |
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{{Cite book |
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| isbn = 0824728246, 9780824728243 |
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| page = 2274 |
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| last = Sworbrick |
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| first = James |
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| coauthors = James C. Boylan |
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| title = Encyclopedia of pharmaceutical technology |
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| date = 1990 |
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}}</ref> In this regard, the substance is also useful, because it has ] properties, preventing ingredients from sticking to manufacturing equipment during the compression of chemical powders into solid tablets; magnesium stearate is the most commonly used lubricant for tablets.<ref> |
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{{Cite book |
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| isbn = 0824782100, 9780824782108 |
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| page = 10 |
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| last = Weiner |
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| first = Myra L. |
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| coauthors = Lois A. Kotkoskie |
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| title = Excipient Toxicity and Safety |
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| date = 1999 |
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}}</ref> Studies have shown that magnesium stearate may affect the release time of the active ingredients in tablets, etc., but not that it reduces the over-all bioavailability of those ingredients.<ref>Alija Uzunović, Edina Vranić; "Effect Of Magnesium Stearate Concentration On Dissolution Properties Of Ranitidine Hydrochloride Coated Tablets"; '']'', 2007, 7(3): 279-283</ref><ref>Natalie D. Eddington, Muhammad Ashraf, Larry L. Augsburger, James L. Leslie, Michael J. Fossler, Lawrence J. Lesko, Vinod P. Shah, Gurvinder Singh Rekhi; "Identification of Formulation and Manufacturing Variables That Influence In Vitro Dissolution and In Vivo Bioavailability of Propranolol Hydrochloride Tablets"; ''Pharmaceutical Development and Technology'', Volume 3, Issue 4 November 1998 , pages 535 - 547</ref> As a food additive or pharmaceutical excipient, its ] is E470b. |
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==Uses== |
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Magnesium stearate is also used to bind sugar in hard candies and is a common ingredient in baby formulas. In pure powder form, the substance can be a ] hazard, although this issue is effectively insignificant beyond the manufacturing plants using it.<ref>{{ICSC|1403|14}}</ref> |
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Magnesium stearate is often used as an ]<ref>{{cite journal |doi= 10.1021/cen-v086n001.p025 |year= 2008 |volume= 86 |issue= 1 |pages= 25 |title= What's That Stuff? Excipients: Inactive ingredients in medicines serve multiple functions in drug delivery |first= Steve |last= Ritter |journal= ] |url= http://pubs.acs.org/cen/whatstuff/86/8601sci3.html}}</ref> in the manufacture of medical tablets, capsules and powders.<ref>{{Cite book |isbn= 978-0-8247-2824-3 |page= 2274 |last1= Sworbrick |first1= James |first2= James C. |last2= Boylan |title= Encyclopedia of pharmaceutical technology |date= 1990|publisher= Taylor & Francis }}</ref> In this regard, the substance is also useful because it has ] properties, preventing ingredients from sticking to manufacturing equipment during the compression of chemical powders into solid tablets; magnesium stearate is the most commonly used lubricant for tablets.<ref>{{Cite book |isbn= 978-0-8247-8210-8 |page= |last1= Weiner |first1= Myra L. |first2= Lois A. |last2= Kotkoskie |title= Excipient Toxicity and Safety |date= 1999 |publisher= Taylor & Francis |url-access= registration |url= https://archive.org/details/excipienttoxicit103wein/page/10 }}</ref> However, it might cause lower wettability and slower disintegration of the tablets and slower and even lower dissolution of the drug.<ref>{{cite journal|last1=Demuth|display-authors=etal|title=Investigation of Deteriorated Dissolution of Amorphous Itraconazole: Description of Incompatibility with Magnesium Stearate and Possible Solutions|journal=Molecular Pharmaceutics|date=2017|volume=14|issue=11|pages=3927–3934|doi=10.1021/acs.molpharmaceut.7b00629|pmid=28972782|url=https://www.researchgate.net/publication/320207928}}</ref> |
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Magnesium stearate can also be used efficiently in dry coating processes.<ref>{{cite journal |author = Ouabbas Y, Dodds J., Galet L., Chamayou A., Baron M. | title = Particle-particle coating in a cyclomix impact mixer | journal = Powder Technol. | volume = 189 | issue = 2 | date = 2009 |pages = 245–252 | doi = 10.1016/j.powtec.2008.04.031| url = https://hal.archives-ouvertes.fr/hal-01593335/file/particle-particle-coating.pdf }}</ref><ref>{{cite journal |author = Thomas G., Ouabbas Y., Grosseau P., Baron M., Chamayou A., Galet L.| title = Modeling the main interaction forces between powder particles. Application to silica gel-magnesium stearate mixtures | journal = Applied Surface Science | volume = 255 | issue = 17 | date = 2009 |pages = 7500–7507 | doi = 10.1016/j.apsusc.2009.03.099| bibcode = 2009ApSS..255.7500T | citeseerx = 10.1.1.591.1899 }}</ref><ref>{{cite journal |author = Sato A., Serris E., Grosseau P., Thomas G., Galet L., Chamayou A., Baron M.| title = Experiment and simulation of dry particle coating | journal = Chem. Eng. Science | volume = 86 | date = 2013 |pages = 164–172 | doi = 10.1016/j.ces.2012.07.037| bibcode = 2013ChEnS..86..164S | url = https://hal.archives-ouvertes.fr/hal-00616515/file/AS-Lausanne-Orig.pdf }}</ref> |
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In the production of pressed candies, magnesium stearate serves as a ]. It is also used to bind sugar in hard candies such as mints.<ref>{{cite journal|title=Common Food Additives in Candy|author=Aurora Saulo Hodgson|publisher=]|date=April 2002|journal=Food Safety and Technology|volume=9|url=https://www.ctahr.hawaii.edu/oc/freepubs/pdf/FST-9.pdf|access-date=2024-07-23}}</ref> |
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Magnesium stearate is manufactured from both animal and vegetable oils. Some nutritional supplements specify that the magnesium stearate used is sourced from vegetables. |
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Magnesium stearate is a common ingredient in baby formulas.<ref name=Ullmann2>{{cite book | author = Erich Lück and Gert-Wolfhard von Rymon Lipinski | title = Ullmann's Encyclopedia of Industrial Chemistry | date = 2002 | publisher = Wiley-VCH | location = Weinheim| doi = 10.1002/14356007.a11_561| isbn = 978-3-527-30673-2 | chapter = Foods, 3. Food Additives }}</ref> |
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Magnesium stearate is a major component of "bathtub rings". When produced by soap and hard water, magnesium stearate and ] both form a white solid insoluble in water, and are collectively known as "]".<ref>Anne Marie Helmenstine; ; retrieved 19 Mar 2010</ref> |
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In the ] and ] it is listed as food additive ]. |
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==Occurrence== |
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When produced by soap and ], magnesium stearate and ] both form a white solid insoluble in water, and are collectively known as ]. This scum is a major component of the common “ring” of scum around a drained bathtub. |
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==Safety== |
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Magnesium stearate is generally considered safe for human consumption at levels below 2500 mg per kg of body weight per day<ref>{{Cite journal |doi= 10.1016/0300-483X(80)90026-8 |first1= D. |last1= Søndergaarda |first2= O. |last2= Meyera |first3= G. |last3= Würtzena |title= Magnesium stearate given peroprally to rats. A short term study |journal= Toxicology |volume= 17 |issue= 1 |year= 1980 |pages= 51–55 |pmid= 7434368}}</ref> and is classified in the United States as ] (GRAS). In 1979, the FDA's Subcommittee on GRAS Substances (SCOGS) reported, "There is no evidence in the available information on ... magnesium stearate ... that demonstrates, or suggests reasonable grounds to suspect, a hazard to the public when they are used at levels that are now current and in the manner now practiced, or which might reasonably be expected in the future."<ref>; Report No. 60; ID Code: 557-04-0; Year: 1979</ref> |
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==References== |
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==References== |
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