Granted Patent
B2
US 12,357,602 · App. 16/033,260 · Granted Jul 15, 2025
Compositions comprising encapsulated tretinoin
Inventors:
Ofer Toledano (Kfar Saba, IL); Karine Neimann (Ness Ziona, IL); Maya Erlich (Ness Ziona, IL); Dorit Marco (Rehovot, IL)
Assignee:
Mayne Pharma LLC
View Patent ↗
Loading inventors, assignments & file history…
Abstract
The present application is directed to compositions comprising microcapsules comprising encapsulated tretinoin, wherein the microcapsule size is less than 50 μm; and to methods of use thereof.
Claims (20)
1. A composition comprising:
microcapsules comprising tretinoin, wherein:
said microcapsules comprise a core containing tretinoin dispersed in an oil and a phase changing material and a metal oxide shell; and
wherein said tretinoin is in solid form and said microcapsules have a D 90 between 30 μm to 50 μm; and
wherein said tretinoin is in the range of 0.01%-0.1% by weight of the composition; and
microcapsules comprising solid benzoyl peroxide with a metal oxide shell; wherein said benzoyl peroxide is in an amount of 3% by weight of the composition;
wherein degradation of said tretinoin is less than 2.5% after two weeks storage at 40° C. and 75% relative humidity.
2. The composition according to claim 1 , wherein said tretinoin is in the amount of between 0.05% and 0.1% weight of the composition.
3. The composition according to claim 2 , wherein said tretinoin is in the amount of 0.075% weight of the composition.
4. The composition according to claim 1 , wherein the composition comprises a carrier, wherein the carrier is in the form of an ointment, a cream, a lotion, an oil, a solution, an emulsion, a gel, a paste, a milk, an aerosol, a powder, or a foam.
5. The composition according to claim 1 , wherein the concentration of all-trans 5,6-epoxy retinoic acid after two weeks storage at 40° C. and 75% relative humidity is less than 1% by weight of the initial tretinoin amount prior to storage.
6. The composition according to claim 1 , wherein the degradation of said tretinoin is less than 2%.
7. The composition according to claim 1 , wherein the degradation of said tretinoin is not more than 5% by weight of the initial tretinoin amount, after 18 or 24 months storage at 2° C.-8° C.
8. The composition according to claim 1 , wherein the degradation of said tretinoin is not more than 5% by weight of the initial tretinoin amount, after 3 months storage at 25° C. and 60% RH.
9. The composition according to claim 1 , wherein the composition comprises a carrier, wherein the carrier is in the form of an ointment, a cream, a lotion, an oil, an emulsion, or a gel.
10. The composition according to claim 9 , wherein the amount of said tretinoin is 0.1% weight of the composition and the amount of said benzoyl peroxide is 3% weight of the composition.
11. The composition of claim 1 , wherein said composition has a tretinoin dissolution rate of less than 60% weight/h as measured in a medium of 30%:70% V/V mixture of water and isopropyl alcohol at ambient temperature.
12. The composition according to claim 11 , wherein said composition has a tretinoin dissolution rate of less than 40% weight/h.
13. A method for treating a skin disease, disorder or condition selected from acne, infection, inflammation, pruritus, psoriasis, seborrhea, contact dermatitis, rosacea, melasma, photoaging, photodamage, fine wrinkles, and a combination thereof in a subject in need thereof, said method comprising topically administering to said subject a composition according to claim 1 .
14. A method for treating a skin disease, disorder or condition selected from acne, infection, inflammation, pruritus, psoriasis, seborrhea, contact dermatitis, rosacea, melasma, photoaging, photodamage, fine wrinkles, and a combination thereof in a subject in need thereof, said method comprising topically administering to said subject a composition according to claim 11 .
Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded May 18, 2025
From: SOL-GEL TECHNOLOGIES LTD.
To: MAYNE PHARMA LLC
Reel/Frame 071148/0456 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Jul 12, 2018
From: TOLEDANO, OFER; NEIMANN, KARINE; ERLICH, MAYA; MARCO, DORIT
To: SOL-GEL TECHNOLOGIES LTD.
Reel/Frame 046327/0707 →
Continuity (2)
Provisional Application
62531402
· Jul 12, 2017
References Cited (400)
US 1387107A
· Carr
· 1921
[cited by applicant]
US 1671956A
· Sime
· 1928
[cited by applicant]
US 2885366A
· Iler
· 1959
[cited by applicant]
US 3785798A
· Horai et al.
· 1974
[cited by applicant]
US 3826670A
· Rees
· 1974
[cited by applicant]
US 3906108A
· Felty
· 1975
[cited by applicant]
US 3957971A
· Oleniacz
· 1976
[cited by applicant]
US 4129645A
· Barnett et al.
· 1978
[cited by applicant]
US 4169069A
· Unger et al.
· 1979
[cited by applicant]
US 4349456A
· Sowman
· 1982
[cited by applicant]
US 4350681A
· Fulton, Jr.
· 1982
[cited by applicant]
US 4361584A
· Fulton, Jr.
· 1982
[cited by applicant]
US 4387107A
· Klein et al.
· 1983
[cited by applicant]
US 4444746A
· Harvey et al.
· 1984
[cited by applicant]
US 4464317A
· Thies et al.
· 1984
[cited by applicant]
US 4497794A
· Klein et al.
· 1985
[cited by applicant]
US 4606913A
· Aronson et al.
· 1986
[cited by applicant]
US 4671956A
· Bouillon et al.
· 1987
[cited by applicant]
US 4686211A
· Hara et al.
· 1987
[cited by applicant]
US 4690825A
· Won
· 1987
[cited by applicant]
US 4692329A
· Klein et al.
· 1987
[cited by applicant]
US 4769080A
· Clark et al.
· 1988
[cited by applicant]
US 4880851A
· Yamamoto
· 1989
[cited by applicant]
US 4891211A
· Winston
· 1990
[cited by applicant]
US 4931362A
· Zsifkovits et al.
· 1990
[cited by applicant]
US 4960772A
· Sebag et al.
· 1990
[cited by applicant]
US 4988744A
· Yamamoto
· 1991
[cited by applicant]
US 5086075A
· De Villez
· 1992
[cited by applicant]
US 5126915A
· Pepin et al.
· 1992
[cited by applicant]
US 5145675A
· Won
· 1992
[cited by applicant]
US 5165914A
· Vlock
· 1992
[cited by applicant]
US 5185155A
· Behan et al.
· 1993
[cited by applicant]
US 5200334A
· Dunn et al.
· 1993
[cited by applicant]
US 5223250A
· Mitchell et al.
· 1993
[cited by applicant]
US 5269840A
· Morris et al.
· 1993
[cited by applicant]
US 5292801A
· Avnir et al.
· 1994
[cited by applicant]
US 5310721A
· Lo
· 1994
[cited by applicant]
US 5318797A
· Matijevic et al.
· 1994
[cited by applicant]
US 5387622A
· Yamamoto
· 1995
[cited by applicant]
US 5401517A
· Meyers et al.
· 1995
[cited by applicant]
US 5446028A
· Klein et al.
· 1995
[cited by applicant]
US 5455048A
· Lahmani et al.
· 1995
[cited by applicant]
US 5466446A
· Stiefel et al.
· 1995
[cited by applicant]
US 5468471A
· Zecchino et al.
· 1995
[cited by applicant]
US 5472491A
· Duschek et al.
· 1995
[cited by applicant]
US 5500223A
· Behan et al.
· 1996
[cited by applicant]
US 5520917A
· Mizuguchi et al.
· 1996
[cited by applicant]
US 5556617A
· Ribier et al.
· 1996
[cited by applicant]
US 5587170A
· Casey et al.
· 1996
[cited by applicant]
US 5591453A
· Ducheyne et al.
· 1997
[cited by applicant]
US 5607664A
· Ascione et al.
· 1997
[cited by applicant]
US 5632996A
· Ramirez
· 1997
[cited by applicant]
US 5635609A
· Levy et al.
· 1997
[cited by applicant]
US 5635809A
· Ganser et al.
· 1997
[cited by applicant]
US 5650311A
· Avnir et al.
· 1997
[cited by applicant]
US 5670209A
· Wyckoff
· 1997
[cited by applicant]
US 5672301A
· Orly et al.
· 1997
[cited by applicant]
US 5690923A
· DeVringer et al.
· 1997
[cited by applicant]
US 5691060A
· Levy
· 1997
[cited by applicant]
US 5700451A
· Yue et al.
· 1997
[cited by applicant]
US 5720949A
· Davis
· 1998
[cited by applicant]
US 5733531A
· Mitchnick et al.
· 1998
[cited by applicant]
US 5739020A
· Pope
· 1998
[cited by applicant]
US 5767098A
· Klein et al.
· 1998
[cited by applicant]
US 5785977A
· Breithbarth
· 1998
[cited by applicant]
US 5792250A
· Braun et al.
· 1998
[cited by applicant]
US 5851538A
· Froix et al.
· 1998
[cited by applicant]
US 5874105A
· Watkins et al.
· 1999
[cited by applicant]
US 5876699A
· Disomma et al.
· 1999
[cited by applicant]
US 5879716A
· Katz et al.
· 1999
[cited by applicant]
US 5891476A
· Reo et al.
· 1999
[cited by applicant]
US 5895757A
· Pope et al.
· 1999
[cited by applicant]
US 5906811A
· Hersh
· 1999
[cited by applicant]
US 5912016A
· Perrier et al.
· 1999
[cited by applicant]
US 5914101A
· Tapley et al.
· 1999
[cited by applicant]
US 5914104A
· Moore, Jr.
· 1999
[cited by applicant]
US 5914116A
· Suares et al.
· 1999
[cited by applicant]
US 5932228A
· Hall et al.
· 1999
[cited by applicant]
US 5955109A
· Won et al.
· 1999
[cited by applicant]
US 5962517A
· Murad
· 1999
[cited by applicant]
US 5998392A
· Simard et al.
· 1999
[cited by applicant]
US 6013637A
· Klein et al.
· 2000
[cited by applicant]
US 6015548A
· Siddiqui et al.
· 2000
[cited by applicant]
US 6074629A
· Kostinko et al.
· 2000
[cited by applicant]
US 6077522A
· Scher et al.
· 2000
[cited by applicant]
US 6090399A
· Bershad
· 2000
[cited by applicant]
US 6096765A
· Bershad
· 2000
[cited by applicant]
US 6103267A
· Mitchnik et al.
· 2000
[cited by applicant]
US 6117843A
· Baroody et al.
· 2000
[cited by applicant]
US 6132773A
· Amiche
· 2000
[cited by applicant]
US 6143280A
· Pike et al.
· 2000
[cited by applicant]
US 6146664A
· Siddiqui
· 2000
[cited by applicant]
US 6159453A
· Avnir et al.
· 2000
[cited by applicant]
US 6171600B1
· Dahms
· 2001
[cited by applicant]
US 6197757B1
· Perrier et al.
· 2001
[cited by applicant]
US 6200375B1
· Guez et al.
· 2001
[cited by applicant]
US 6217852B1
· Gildenberg et al.
· 2001
[cited by applicant]
US 6238650B1
· Lapidot et al.
· 2001
[cited by applicant]
US 6242099B1
· Grandmontagne et al.
· 2001
[cited by applicant]
US 6251313B1
· Deubzer et al.
· 2001
[cited by applicant]
US 6270836B1
· Holman
· 2001
[cited by applicant]
US 6280746B1
· Arquette et al.
· 2001
[cited by applicant]
US 6303149B1
· Magdassi et al.
· 2001
[cited by applicant]
US 6303290B1
· Liu et al.
· 2001
[cited by applicant]
US 6337089B1
· Yoshioka et al.
· 2002
[cited by applicant]
US 6436375B1
· Lapidot et al.
· 2002
[cited by applicant]
US 6468509B2
· Lapidot et al.
· 2002
[cited by applicant]
US 6479146B1
· Caruso et al.
· 2002
[cited by applicant]
US 6495352B1
· Brinker et al.
· 2002
[cited by applicant]
US 6534044B1
· Wada et al.
· 2003
[cited by applicant]
US 6537583B1
· Dupuis et al.
· 2003
[cited by applicant]
US 6607713B1
· Chodorowski et al.
· 2003
[cited by applicant]
US 6616947B1
· Depuis et al.
· 2003
[cited by applicant]
US 6646947B2
· Fukui et al.
· 2003
[cited by applicant]
US 6703032B2
· Gers-barlag
· 2004
[cited by applicant]
US 6855335B2
· Seok et al.
· 2005
[cited by applicant]
US 6875264B2
· Zimmermann et al.
· 2005
[cited by applicant]
US 6913825B2
· Ostafin et al.
· 2005
[cited by applicant]
US 6939552B2
· Ansara et al.
· 2005
[cited by applicant]
US 6979440B2
· Shefer et al.
· 2005
[cited by applicant]
US 7001592B1
· Traynor et al.
· 2006
[cited by applicant]
US 7037513B1
· Traynor et al.
· 2006
[cited by applicant]
US 7202991B2
· Zhang et al.
· 2007
[cited by applicant]
US 7758888B2
· Lapidot et al.
· 2010
[cited by applicant]
US 8039020B2
· Lapidot et al.
· 2011
[cited by applicant]
US 8158109B2
· Abram et al.
· 2012
[cited by applicant]
US 8568704B2
· Mallard et al.
· 2013
[cited by applicant]
US 9687465B2
· Sertchook et al.
· 2017
[cited by applicant]
US 9868103B2
· Toledano
· 2018
[cited by examiner]
US 20020064541A1
· Lapidot et al.
· 2002
[cited by applicant]
US 20020144192A1
· Owari
· 2002
[cited by applicant]
US 20020151527A1
· Wiegand et al.
· 2002
[cited by applicant]
US 20020193321A1
· Vishnupad et al.
· 2002
[cited by applicant]
US 20030004118A1
· Vishnupad et al.
· 2003
[cited by applicant]
US 20030157330A1
· Ostafin et al.
· 2003
[cited by applicant]
US 20030170196A1
· Orsoni et al.
· 2003
[cited by applicant]
US 20040096419A1
· Golz-Berner et al.
· 2004
[cited by applicant]
US 20040101566A1
· Cooper et al.
· 2004
[cited by applicant]
US 20040157766A1
· Embil et al.
· 2004
[cited by applicant]
US 20040202682A1
· Emrick et al.
· 2004
[cited by applicant]
US 20040202726A1
· DeShay
· 2004
[cited by applicant]
US 20040234738A1
· Jahns et al.
· 2004
[cited by applicant]
US 20050037087A1
· Lapidot et al.
· 2005
[cited by applicant]
US 20050045181A1
· Philipps et al.
· 2005
[cited by applicant]
US 20050133036A1
· Steindorf
· 2005
[cited by applicant]
US 20050156340A1
· Valianatos et al.
· 2005
[cited by applicant]
US 20050201955A1
· Bunger et al.
· 2005
[cited by applicant]
US 20050208134A1
· Magdassi et al.
· 2005
[cited by applicant]
US 20050276807A1
· Skurkovich et al.
· 2005
[cited by applicant]
US 20060008440A1
· Blatt et al.
· 2006
[cited by applicant]
US 20060014834A1
· Vishnupad et al.
· 2006
[cited by applicant]
US 20060128808A1
· Arsonnaud et al.
· 2006
[cited by applicant]
US 20060167138A1
· Ishii et al.
· 2006
[cited by applicant]
US 20060199011A1
· Jahns
· 2006
[cited by applicant]
US 20060204530A1
· Ramirez et al.
· 2006
[cited by applicant]
US 20060251687A1
· Lapidot et al.
· 2006
[cited by applicant]
US 20060292093A1
· Carola et al.
· 2006
[cited by applicant]
US 20070003585A1
· Clark et al.
· 2007
[cited by applicant]
US 20070207113A1
· Joerger et al.
· 2007
[cited by applicant]
US 20070292626A1
· Traynor et al.
· 2007
[cited by applicant]
US 20070292676A1
· Naigertsik et al.
· 2007
[cited by applicant]
US 20080249192A1
· Goget et al.
· 2008
[cited by applicant]
US 20080292560A1
· Tamarkin et al.
· 2008
[cited by applicant]
US 20090041922A1
· Kuhnle et al.
· 2009
[cited by applicant]
US 20090270259A1
· Auweter et al.
· 2009
[cited by applicant]
US 20090304820A1
· Modi
· 2009
[cited by applicant]
US 20100029765A1
· Gupta et al.
· 2010
[cited by applicant]
US 20100047357A1
· Toledano et al.
· 2010
[cited by applicant]
US 20100143285A1
· Mallard et al.
· 2010
[cited by applicant]
US 20100255107A1
· Lapidot et al.
· 2010
[cited by applicant]
US 20110052515A1
· Kaoukhov
· 2011
[cited by applicant]
US 20110237555A1
· Sanchez et al.
· 2011
[cited by applicant]
US 20120015014A1
· Lapidot et al.
· 2012
[cited by applicant]
US 20120064135A1
· Levin et al.
· 2012
[cited by applicant]
US 20120269874A1
· Toledano et al.
· 2012
[cited by applicant]
US 20150190372A1
· Djedour
· 2015
[cited by applicant]
US 20170281571A1
· Sertchook et al.
· 2017
[cited by applicant]
US 20180117369A1
· Toledano et al.
· 2018
[cited by applicant]
US 20190015368A1
· Arkin et al.
· 2019
[cited by applicant]
US 20190015369A1
· Arkin et al.
· 2019
[cited by applicant]
AU 764016B1
· 2003
[cited by applicant]
AU 2008246274A1
· 2008
[cited by applicant]
AU 2002364437B2
· 2011
[cited by applicant]
DE 4416003
· 1995
[cited by applicant]
DE 19811900A1
· 1999
[cited by applicant]
DE 202011100767U1
· 2011
[cited by applicant]
EP 0972563A1
· 2000
[cited by applicant]
EP 1511802B1
· 2010
[cited by applicant]
GB 1399344A
· 1975
[cited by applicant]
GB 2088717A
· 1982
[cited by applicant]
GB 2416524A
· 2006
[cited by applicant]
JP H0240302
· 1990
[cited by applicant]
JP H02251240A
· 1990
[cited by applicant]
JP H03229634A
· 1991
[cited by applicant]
JP H03243663A
· 1991
[cited by applicant]
JP H07173452A
· 1995
[cited by applicant]
JP H9110463A
· 1997
[cited by applicant]
JP 09235217A
· 1997
[cited by applicant]
JP 02292824A
· 2002
[cited by applicant]
JP H01113436A
· 2009
[cited by applicant]
RU 2314093
· 2008
[cited by applicant]
WO WO1997007676A1
· 1997
[cited by applicant]
WO WO1997032561A1
· 1997
[cited by applicant]
WO WO1997040106A1
· 1997
[cited by applicant]
WO WO1997045367A1
· 1997
[cited by applicant]
WO WO1998015183A1
· 1998
[cited by applicant]
WO WO1998031333A1
· 1998
[cited by applicant]
WO WO1999003450
· 1999
[cited by applicant]
WO WO1999047253A1
· 1999
[cited by applicant]
WO WO2000009652A2
· 2000
[cited by applicant]
WO WO2000025781
· 2000
[cited by applicant]
WO WO2000047236A1
· 2000
[cited by applicant]
WO WO2000071084A1
· 2000
[cited by applicant]
WO WO2000072806A2
· 2000
[cited by applicant]
WO WO2001012221A1
· 2001
[cited by applicant]
WO WO2001013924A1
· 2001
[cited by applicant]
WO WO2001051196A1
· 2001
[cited by applicant]
WO WO2001058451A1
· 2001
[cited by applicant]
WO WO2001080823A2
· 2001
[cited by applicant]
WO WO2002085113A1
· 2002
[cited by applicant]
WO WO2003003497A1
· 2003
[cited by applicant]
WO WO2003034979A2
· 2003
[cited by applicant]
WO WO2003039510A1
· 2003
[cited by applicant]
WO WO2003066209A1
· 2003
[cited by applicant]
WO WO2003086419
· 2003
[cited by applicant]
WO WO2003099295A1
· 2003
[cited by applicant]
WO WO2003104319A1
· 2003
[cited by applicant]
WO WO2004064769A2
· 2004
[cited by applicant]
WO WO2004064803A1
· 2004
[cited by applicant]
WO WO2004069135A2
· 2004
[cited by applicant]
WO WO2004069216A1
· 2004
[cited by applicant]
WO WO2004081222A2
· 2004
[cited by applicant]
WO WO2005009604A1
· 2005
[cited by applicant]
WO WO2007000316A1
· 2007
[cited by applicant]
WO WO2007015243A2
· 2007
[cited by applicant]
WO WO2007036939A2
· 2007
[cited by applicant]
WO WO2007092312A2
· 2007
[cited by applicant]
WO WO2008002637A2
· 2008
[cited by applicant]
WO WO2008030749A2
· 2008
[cited by applicant]
WO WO2008057411
· 2008
[cited by applicant]
WO WO2008072239A2
· 2008
[cited by applicant]
WO WO2008083092A2
· 2008
[cited by applicant]
WO WO2008093346A2
· 2008
[cited by applicant]
WO WO2008093347A2
· 2008
[cited by applicant]
WO WO2006127172A2
· 2008
[cited by applicant]
WO WO2008133482A1
· 2008
[cited by applicant]
WO WO2008134908A1
· 2008
[cited by applicant]
WO WO2009051839A1
· 2009
[cited by applicant]
WO WO2009148584A1
· 2009
[cited by applicant]
WO WO2010013250A1
· 2010
[cited by applicant]
WO WO2011049547A1
· 2011
[cited by applicant]
WO WO2011080741A2
· 2011
[cited by applicant]
WO WO2012037000A1
· 2012
[cited by applicant]
WO WO2013001536A1
· 2013
[cited by applicant]
WO WO2019012536A1
· 2019
[cited by applicant]
Aizawa et al. “Preparation of Spherical Hydrous Silica Oxide Particles under Acidic Condition via Sol-Gel Processing” Journal of Sol-Gel Science and Technology. Dec. 1, 2000;19(1-3):329-32.
[cited by applicant]
Alava et al. “Temperature-responsive emulsions: The effect of added surfactant” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Dec. 1, 2005;270:18-25.
[cited by applicant]
“Aliphatic Compound” obtained online via www.wikipedia.com (2018).
[cited by applicant]
Aveyard et al. “Emulsions stabilised solely by colloidal particles” Advances in Colloid and Interface Science. Feb. 28, 2003;100:503-46.
[cited by applicant]
Bashir and Maibach, The Chemistry and Manufacture of Cosmetics V1 Chapter 5 third ed. pp. 163-182 (2000).
[cited by applicant]
Beelen et al. “The role of aging on the formation of porous silica” Preparation of Catalysts VI. Jan. 1, 1995:33-48.
[cited by applicant]
Benzoyl Peroxide (“BPO”, Chem and Tech. Assess. 2004, 61st JECFA, 1-6, http://www.fao.org/fileadmin/templates/ gns/pdf/jecfa/cta/63/Benzoylperoxide.pdf).
[cited by applicant]
Binks et al. “Effects of pH and salt concentration on oil-in-water emulsions stabilized solely by nanocomposite microgel particles” Langmuir. Feb. 28, 2006;22(5):2050-7.
[cited by applicant]
Binks et al. “Inversion of silica-stabilized emulsions induced by particle concentration” Langmuir. Apr. 12, 2005;21(8):3296-302.
[cited by applicant]
Binks et al. Nanoparticle silica-stabilised oil-in-water emulsions: improving emulsion stability. Colloids and Surfaces A: Physicochemical and Engineering Aspects. Feb. 1, 2005;253(1-3):105-15.
[cited by applicant]
Binks et al. “Naturally occurring spore particles at planar fluid interfaces and in emulsions” Langmuir. Aug. 30, 2005;21(18):8161-7.
[cited by applicant]
Binks BP. “Particles as surfactants—similarities and differences” Current opinion in colloid & interface science. Mar. 1, 2002;7(1-2):21-41.
[cited by applicant]
Binks et al. “Solid wettability from surface energy components: relevance to Pickering emulsions” Langmuir. Feb. 19, 2002;18(4):1270-3.
[cited by applicant]
Bon et al. “Pickering stabilization as a tool in the fabrication of complex nanopatterned silica microcapsules” Langmuir. Sep. 11, 2007;23(19):9527-30.
[cited by applicant]
Bonnet et al. “Stabilization of caseinate-covered oil droplets during acidification with high methoxyl pectin” Journal of agricultural and food chemistry. Nov. 2, 2005;53(22):8600-6.
[cited by applicant]
Breneman et al. “Double-blind, randomized, vehicle-controlled clinical trial of once-daily benzoyl peroxide/clindamycin topical gel in the treatment of patients with moderate to severe rosacea” International journal of …
[cited by applicant]
Brinker et al. “Sol-Gel Science. The Physics and Chemistry of Sol-Gel Processing” Academic Press, Inc., San Diego, CA, pp. 104-105, 134-137, 146-147, and 150-151. (1990).
[cited by applicant]
Brinker et al., “The Physics and Chemistry of Sol-Gel Processing”, Sol-Gel Science, pp. 562-563, May 1990.
[cited by applicant]
Bugnon P. “Surface treatment of pigments. Treatment with inorganic materials” Progress in organic coatings. Sep. 1, 1996;29(1-4):39-43.
[cited by applicant]
Bugosh J. “Colloidal alumina—the chemistry and morphology of colloidal boehmite” The Journal of Physical Chemistry. Oct. 1961;65(10):1789-93.
[cited by applicant]
Burkle GmbH, “Viscosity of Liquids”, 2011.
[cited by applicant]
Butler et al. “An emulsion method for producing fine, low density, high surface area silica powder from alkoxides” Journal of materials science. Jan. 1, 1996;31(7):1675-80.
[cited by applicant]
Chung et al. “Aqueous Synthesis of Y2O2S: Eu/Silica Core-Shell Particles” Journal of the American Ceramic Society. May 2005;88(5):1341-4.
[cited by applicant]
Clegg et al. “Colloid-stabilized emulsions: behaviour as the interfacial tension is reduced” Journal of Physics: Condensed Matter. Oct. 28, 2005;17(45):S3433.
[cited by applicant]
Colver et al. “Cellular polymer monoliths made via pickering high internal phase emulsions” Chemistry of materials. Apr. 3, 2007;19(7):1537-9.
[cited by applicant]
Compilation under Creative Commons Attribution-Share Alike 3.0, “Viscosity”, undated, pp. 1-20.
[cited by applicant]
Culp et al. “Rosacea: a review” P & T: a peer-reviewed journal for formulary management. Jan. 2009;34(1):38.
[cited by applicant]
Dai et al. “Self-assembled structure of nanoparticles at a liquid-liquid interface” Langmuir. Mar. 29, 2005;21(7):2641-3.
[cited by applicant]
Danov et al. “Electric forces induced by a charged colloid particle attached to the water-nonpolar fluid interface” Journal of colloid and interface science. Jun. 1, 2006;298(1):213-31.
[cited by applicant]
Del Rosso et al. “Consensus recommendations from the American Acne & Rosacea Society on the management of rosacea, part 2: a status report on topical agents” Cutis. Dec. 2013;92(6):277-84.
[cited by applicant]
Del Rosso et al. “Absence of degradation of tretinoin when benzoyl peroxide is combined with an optimized formulation of tretinoin gel (0.05%)” The Journal of clinical and aesthetic dermatology. Oct. 2010;3(10):26.
[cited by applicant]
Dickson et al. “Interactions of Core-Shell Silica Nanoparticles in Liquid Carbon Dioxide Measured by Dynamic Light Scattering” Industrial & engineering chemistry research. Aug. 2, 2006;45(16):5603-13.
[cited by applicant]
Ding et al. “Influence of particle hydrophobicity on particle-assisted wetting” Langmuir. Feb. 15, 2005;21(4):1371-6.
[cited by applicant]
Dorobantu et al. “Stabilization of oil-water emulsions by hydrophobic bacteria” Appl. Environ. Microbiol.. Oct. 1, 2004;70(10):6333-6.
[cited by applicant]
Dun et al. “Layer-by-layer self-assembly of multilayer zirconia nanoparticles on silica spheres for HPLC packings” Analytical chemistry. Sep. 1, 2004;76(17):5016-23.
[cited by applicant]
“Environmental Protection Agency”, Federal Register, 2002, vol. 67, No. 94 and 40 CFR part 180, pp. 34616-34620.
[cited by applicant]
Fain et al. “Surface Activity of Solid Emulsifiers” Industrial & Engineering Chemistry. Jan. 1939;31(1):48-51.
[cited by applicant]
Fernandez et al. “New green surfactants for emulsion polymerization” Progress in organic coatings. Aug. 1, 2005;53(4):246-55.
[cited by applicant]
Fireman et al. “A look at emerging delivery systems for topical drug products” Dermatologic therapy. Sep. 2011;24(5):477-88.
[cited by applicant]
Flux, “Viscosity Chart”, undated, p. 21.
[cited by applicant]
Fujii et al. “Hydroxyapatite nanoparticles as stimulus-responsive particulate emulsifiers and building block for porous materials” Journal of colloid and interface science. Nov. 1, 2007;315(1):287-96.
[cited by applicant]
Futamura et al. “A systematic review of Investigator Global Assessment (IGA) in atopic dermatitis (AD) trials: many options, no standards” Journal of the American Academy of Dermatology. Feb. 1, 2016;74(2):288-94.
[cited by applicant]
Giermanska-Kahn et al. “A new method to prepare monodisperse Pickering emulsions” Langmuir. Apr. 2, 2002;18(7):2515-8.
[cited by applicant]
Goldgar et al. “Treatment options for acne rosacea” American family physician. Sep. 1, 2009;80(5) 461-8.
[cited by applicant]
Gonzenbach et al. “Stabilization of foams with inorganic colloidal particles” Langmuir. Dec. 19, 2006;22(26):10983-8.
[cited by applicant]
Gonzenbach et al. “Ultrastable particle-stabilized foams” Angewandte Chemie International Edition. May 19, 2006;45(21):3526-30.
[cited by applicant]
Graber, Emmy “Treatment of Acne Vulgaris” UpToDate.com, Jul. 2016.
[cited by applicant]
Guttula et al. “Self-assembly of colloidal lattices at pickering emulsion interfaces.” PhD diss., 2007.
[cited by applicant]
Hall et al. “Cocondensation of organosilica hybrid shells on nanoparticle templates: a direct synthetic route to functionalized core-shell colloids” Langmuir. Feb. 8, 2000;16(3):1454-6.
[cited by applicant]
Hannisdal et al. “Particle-stabilized emulsions: effect of heavy crude oil components pre-adsorbed onto stabilizing solids” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Mar. 15, 2006;276(1-3):45-58.
[cited by applicant]
Haq et al. “Preparation and properties of uniform coated inorganic colloidal particles 9. Titania on copper compounds” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Dec. 13, 1993;81:153-9.
[cited by applicant]
Hardikar et al. “Coating of nanosize silver particles with silica” Journal of Colloid and Interface Science. Jan. 1, 2000;221(1):133-6.
[cited by applicant]
Havre et al. “Emulsion stabilization by means of combined surfactant multilayer (D-phase) and asphaltene particles” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Nov. 1, 2003;228(1-3):131-42.
[cited by applicant]
He et al. “Novel Janus Cu2 (OH) 2CO3/CuS microspheres prepared via a Pickering emulsion route” Journal of colloid and interface science. Feb. 15, 2007;306(2):296-9.
[cited by applicant]
He et al. “Preparation of porous and nonporous silica nanofilms from aqueous sodium silicate” Chemistry of materials. Aug. 26, 2003;15(17):3308-13.
[cited by applicant]
Helseth et al. “Colloidal rings in a liquid mixture” Langmuir. Aug. 2, 2005;21(16):7271-5.
[cited by applicant]
Hench et al. “The sol-gel process” Chemical reviews. Jan. 1, 1990;90(1):33-72.
[cited by applicant]
Horozov et al. “Effect of particle hydrophobicity on the formation and collapse of fumed silica particle monolayers at the oil-water interface” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Jul. 20, …
[cited by applicant]
Horozov et al. “Structure and stability of silica particle monolayers at horizontal and vertical octane-water interfaces” Langmuir. Aug. 2, 2005;21(16):7405-12.
[cited by applicant]
Horozov et al. “Particle-stabilized emulsions: a bilayer or a bridging monolayer?” Angewandte Chemie. Jan. 23, 2006;118(5):787-90.
[cited by applicant]
Hsu et al. “Paper whiteners: I. Titania coated silica” Journal of Colloid and Interface Science. Mar. 1, 1993;156(1):56-65.
[cited by applicant]
Ikeda et al. “Direct Observation of Amphiphilic Silica Particles Assembled at an Oil-Water Interface” Chemistry letters. Sep. 10, 2005;34(10):1386-7.
[cited by applicant]
Iler, Ralph K. “The Chemistry of Silica, Solubility, Polymerization, Colloid and Surface Properties, and Biochemistry” John Wiley & Sons, pp. 366-367 (1979).
[cited by applicant]
Iler R. “Silica Gels” The Chemistry of Silica. 1979:510-33.
[cited by applicant]
International Search Report for PCT Application No. PCT/IL2018/050765 dated Sep. 20, 2018.
[cited by applicant]
Iskandar et al. “Control of the morphology of nanostructured particles prepared by the spray drying of a nanoparticle sol” Journal of Colloid and Interface Science. Sep. 15, 2003;265(2):296-303.
[cited by applicant]
Iskandar et al. “Preparation of microencapsulated powders by an aerosol spray method and their optical properties” Advanced Powder Technology. Jan. 1, 2003;14(3):349-68.
[cited by applicant]
Jean et al. “Y2O2S: Eu red phosphor powders coated with silica” Journal of the American Ceramic Society. Aug. 2000;83(8):1928-34.
[cited by applicant]
Jenning et al. “Comparison of wax and glyceride solid lipid nanoparticles (SLN®)” International journal of pharmaceutics. Mar. 10, 2000;196(2):219-22.
[cited by applicant]
Jenning et al. “Encapsulation of retinoids in solid lipid nanoparticles (SLN)” Journal of microencapsulation. Jan. 1, 2001;18(2):149-58.
[cited by applicant]
Jesionowski T. “Characterization of silicas precipitated from solution of sodium metasilicate and hydrochloric acid in emulsion medium” Powder technology. Sep. 3, 2002;127(1):56-65.
[cited by applicant]
Kaptay G. “On the equation of the maximum capillary pressure induced by solid particles to stabilize emulsions and foams and on the emulsion stability diagrams” Colloids and Surfaces A: Physicochemical and Engineering A…
[cited by applicant]
Khrenov et al. “The formation of hydrophobic inorganic nanoparticles in the presence of amphiphilic copolymers” Colloid and Polymer Science. May 1, 2006;284(8):927-34.
[cited by applicant]
Kim et al. “Monodisperse hollow titania nanospheres prepared using a cationic colloidal template” Journal of colloid and interface science. Dec. 15, 2006;304(2):370-7.
[cited by applicant]
Kim et al. “Effect of aqueous phase composition on the stability of a silica-stabilized water-in-oil emulsion” Journal of the Society of Cosmetic Scientists of Korea. 2004;30(3):353-9.
[cited by applicant]
Kortesuo et al. “Effect of synthesis parameters of the sol-gel-processed spray-dried silica gel microparticles on the release rate of dexmedetomidine” Biomaterials. Jul. 1, 2002;23(13):2795-801.
[cited by applicant]
Kortesuo et al. “In vitro evaluation of sol-gel processed spray dried silica gel microspheres as carrier in controlled drug delivery” International journal of pharmaceutics. May 10, 2000;200(2):223-9.
[cited by applicant]
Korting et al. “Current topical and systemic approaches to treatment of rosacea” Journal of the European Academy of Dermatology and Venereology. Aug. 1, 2009;23(8):876-82.
[cited by applicant]
Kralchevsky et al. “On the thermodynamics of particle-stabilized emulsions: curvature effects and catastrophic phase inversion” Langmuir. Jan. 4, 2005;21(1):50-63.
[cited by applicant]
Kruglyakov et al. “Investigation of the influence of capillary pressure on stability of a thin layer emulsion stabilized by solid particles” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Aug. 1, 2005…
[cited by applicant]
Lan et al. “Synthesis of bilayer oleic acid-coated Fe3O4 nanoparticles and their application in pH-responsive Pickering emulsions” Journal of colloid and interface science. Jun. 1, 2007;310(1):260-9.
[cited by applicant]
Lapidot et al. “Advanced sunscreens: UV absorbers encapsulated in sol-gel glass microcapsules” Journal of sol-gel science and technology. Jan. 1, 2003;26(1-3):67-72.
[cited by applicant]
Le et al. “Theoretical and experimental studies on the silica hollow spheres” Journal of non-crystalline solids. Feb. 1, 2007;353(2):164-9.
[cited by applicant]
Leunissen et al. “Electrostatics at the oil-water interface, stability, and order in emulsions and colloids” Proceedings of the National Academy of Sciences. Feb. 20, 2007;104(8):2585-90.
[cited by applicant]
Leyden et al. “Comparison of the efficacy and safety of a combination topical gel formulation of benzoyl peroxide and clindamycin with benzoyl peroxide, clindamycin and vehicle gel in the treatments of acne vulgaris” Am…
[cited by applicant]
Li et al. “Fabrication of porous hollow silica nanoparticles and their applications in drug release control” Journal of Controlled Release. Aug. 11, 2004;98(2):245-54.
[cited by applicant]
Liu et al. “Polymer microspheres stabilized by titania nanoparticles” Materials letters. Dec. 1, 2006;60(29-30):3731-4.
[cited by applicant]
Liz-Marzán et al. “Synthesis of nanosized gold-silica core-shell particles” Langmuir. Sep. 4, 1996;12(18):4329-35.
[cited by applicant]
“Ludox TM-50 colloidal silica”, Sigma-Aldrich, website: http://www.sigmaaldrich.com/catalog/producl/aldrich/420778? lang=en®ion=US, downloaded Aug. 29, 2012.
[cited by applicant]
Maibach, Howard “Reduction of Skin Irritancy with Microsponge® Topical Delivery.” (2008): 45-7.
[cited by applicant]
Makarova et al. “Adsorption and encapsulation of fluorescent probes in nanoparticles” The Journal of Physical Chemistry B. Oct. 28, 1999;103(43):9080-4.
[cited by applicant]
Manoharan VN. “Colloidal spheres confined by liquid droplets: Geometry, physics, and physical chemistry” Solid state communications. Sep. 1, 2006;139(11-12):557-61.
[cited by applicant]
“Martindale: The extra Pharmacopeia,” Pharmaceutical Press, pp. 1093-1095, 1999.
[cited by applicant]
Melle et al. “Pickering emulsions with controllable stability” Langmuir. Mar. 15, 2005;21(6):2158-62.
[cited by applicant]
Menner et al. “Particle-stabilized surfactant-free medium internal phase emulsions as templates for porous nanocomposite materials: poly-pickering-foams”. Langmuir. Feb. 27, 2007;23(5):2398-403.
[cited by applicant]
Merikhi et al. “Adhesion of colloidal SiO2 particles on ZnS-type phosphor surfaces” Journal of colloid and interface science. Aug. 1, 2000;228(1):121-6.
[cited by applicant]
Midmore BR. “Preparation of a novel silica-stabilized oil/water emulsion” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Jan. 30, 1998;132(2-3):257-65.
[cited by applicant]
Mikrajuddin et al. “Stable photoluminescence of zinc oxide quantum dots in silica nanoparticles matrix prepared by the combined sol-gel and spray drying method” Journal of Applied Physics. Jun. 1, 2001;89(11):6431-4.
[cited by applicant]
Miller et al. “Composite interfacial layers containing micro-size and nano-size particles” Advances in Colloid and Interface Science. Dec. 21, 2006;128:17-26.
[cited by applicant]
Montes et al. “Topical treatment of acne rosacea with benzoyl peroxide acetone gel” Cutis. Aug. 1983;32(2):185-90.
[cited by applicant]
Nakatsuka T. “Surface modification of inorganic pigments with organic UV absorbers” Colloids and surfaces. Jan. 1, 1988;34(4):323-34.
[cited by applicant]
National Rosacea Society “All about Rosacea” downloaded Apr. 23, 2018 from: https://www.rosacea.org/patients/allaboutrosacea.php.
[cited by applicant]
National Rosacea Society “New Study Examines Differences Between Rosacea and Acne” downloaded Apr. 23, 2018 from: https://www.rosacea.org/weblog/new-study-examines-differences-between-rosacea-and-acne.
[cited by applicant]
National Rosacea Society ‘Quick Links’ downloaded Jun. 19, 2018 from: https://www.rosacea.org/.
[cited by applicant]
Neirynck et al. “Influence of pH and biopolymer ratio on sodium caseinate-guar gum interactions in aqueous solutions and in O/W emulsions” Food hydrocolloids. Jul. 1, 2007;21(5-6):862-9.
[cited by applicant]
Ngai et al. “Novel emulsions stabilized by pH and temperature sensitive microgels” Chemical communications. 2005(3):331-3.
[cited by applicant]
Ni et al. “Poly (dimethylamino) ethyl methacrylate for use as a surfactant in the miniemulsion polymerization of styrene” Langmuir. Jul. 4, 2006;22(14):6016-23.
[cited by applicant]
Nokhodchi et al. “The effect of formulation type on the release of benzoyl peroxide from microsponges” Iranian Journal of Pharmaceutical Sciences. Mar. 1, 2005;1(3):131-42.
[cited by applicant]
Oh et al. “Synthesis of silica microspheroids for templates in W/O reverse emulsion” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Nov. 1, 2005;269(1-3):112-8.
[cited by applicant]
“Pastes” U.S. Pharmacopeia USP29 downloaded on Sep. 25, 2015 from http://www.pharmacopeia.cn.
[cited by applicant]
Picardo et al. “Acne and rosacea” Dermatology and therapy. Jan. 1, 2017;7(1):S43-S52 (Suppl 1).
[cited by applicant]
Prestidge et al. “Nanoparticle encapsulation of emulsion droplets” International journal of pharmaceutics. Oct. 31, 2006;324(1):92-100.
[cited by applicant]
“Rosacea Causes & Treatment” downloaded Jun. 19, 2018 from: https://www.eruptingmind.com/rosacea-types-causes-treatments/.
[cited by applicant]
Rottman et al. “Sol-Gel Products News: Advanced Sunscreens: UV Absorbers Entrapped in Sol-Gel Glass Microcapsules” Journal of Sol-Gel Science and Technology. Mar. 1, 2002;23(3):268-70.
[cited by applicant]
Rowe et al. “Handbook of pharmaceutical excipients” Aug. 2009, pp. 155-156, 215-216, 247-249, 311-314; London, Pharmaceutical Press.
[cited by applicant]
Russell et al. “Stable aqueous nanoparticle film assemblies with covalent and charged polymer linking networks” Langmuir. Jul. 3, 2007;23(14):7466-71.
[cited by applicant]
Sacanna et al. “Thermodynamically stable pickering emulsions” Physical review letters. Apr. 12, 2007;98(15):158301.
[cited by applicant]
Saleh et al. “Adsorbed triblock copolymers deliver reactive iron nanoparticles to the oil/water interface” Nano letters. Dec. 14, 2005;5(12):2489-94.
[cited by applicant]
Schueller and Romanowski, eds Conditioning agents for hair and skin. CRC Press, 1999. Table of Contents only (1999).
[cited by applicant]
Shen et al. “A novel process to synthesize magnetic hollow silica microspheres” Colloids and Surfaces A: Physicochemical and Engineering Aspects. Dec. 1, 2007;311(1-3):99-105.
[cited by applicant]
Sheppard SE. “Emulsification at an Oil-Water Interface” The Journal of Physical Chemistry. Dec. 1919;23(9):634-9.
[cited by applicant]
Sheppard SE. “Emulsification by Adsorption at an Oil-Water Interface” J. Phys. Chem 1919 23:634-639.
[cited by applicant]
Shiomi edt al. “Biomimetic Synthesis of Lysozyme—Silica Hybrid Hollow Particles Using Sonochemical Treatment: Influence of pH and Lysozyme Concentration on Morphology” Chemistry of Materials. Sep. 4, 2007;19(18):4486-93.
[cited by applicant]
Simovic et al. “Hydrophilic silica nanoparticles at the PDMS droplet-water interface” Langmuir. Apr. 29, 2003;19(9):3785-92.
[cited by applicant]
Simovic et al. “Adsorption of Hydrophobic Silica Nanoparticles at the PDMS Droplet-Water Interface” Langmuir. Sep. 30, 2003;19(20):8364-70.
[cited by applicant]
Simovic et al. “Nanoparticles of varying hydrophobicity at the emulsion droplet-water interface: adsorption and coalescence stability” Langmuir. Sep. 14, 2004;20(19):8357-65.
[cited by applicant]
Sirard et al. “Steric stabilization of silica colloids in supercritical carbon dioxide” Industrial & engineering chemistry research. Jan. 21, 2004;43(2):525-34.
[cited by applicant]
Škapin et al. “Preparation and coating of finely dispersed drugs: 4. Loratadine and danazol” Journal of Colloid and Interface Science. Apr. 1, 2004;272(1):90-8.
[cited by applicant]
Smooth-On, “Viscosity Scales”, undated.
[cited by applicant]