WO2003020203A2 - Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments - Google Patents
Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments Download PDFInfo
- Publication number
- WO2003020203A2 WO2003020203A2 PCT/US2002/023954 US0223954W WO03020203A2 WO 2003020203 A2 WO2003020203 A2 WO 2003020203A2 US 0223954 W US0223954 W US 0223954W WO 03020203 A2 WO03020203 A2 WO 03020203A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- actives
- castor oil
- oil
- composition
- weight
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Definitions
- Topical pharmaceutical compositions are, of course, well known. They can be used as water proofing agents, sunscreens, skin conditioning agents, lip balms, wound dressings, hair pomades, etc. Regardless of the specific use, common to pharmaceutically satisfactory topical actives are that they must stay on the skin for a sufficient period of time to allow the active to perform; they must not irritate the skin; and, they must be perceived by the patient as pharmaceutically elegant or the patient will simply not use them.
- pharmaceutically elegant as those skilled in the art know, one means the feel to the patient is good. It must not be too watery or too greasy. Some say it relates to the creaminess or lubricity properties as well.
- the preparation can be dosed effectively and conveniently from a squeeze-type dispenser, which is a desirable objective. Accordingly, it is a primary object of the present invention to prepare a topical application or pharmaceutical composition which is of wide-spread applicability (i.e. useful with many drug actives) and which is at the same time perceived by the patient/user as pharmaceutically elegant. Another objective of the present invention is to achieve the primary objective with a composition especially adapted for lipophilic bases and which can provide effective delivery in squeeze tube formats. An even further objective is to achieve each of the above objectives in a cost effective manner so that the price can be maintained at reasonable levels, without the need for using expensive cosmetic carrier systems to achieve elegance. A yet further objective is to provide a method of preparation of a topical ointment that achieves each of the above composition objectives or attributes.
- a topical ointment pharmaceutical composition that uses a lipophilic base, a pharmaceutical active and, dispersed in the base, from about 1% to about 50% by weight of the total composition of hydrogenated non-melted castor oil in powder form.
- the result of using hydrogenated non-melted castor oil in powder form is a surprising pharmaceutical elegance perceived to be smoother in texture and more spreadable than an ointment made by melting the hydrogenated castor oil.
- compositions For describing the compositions certain definitional terms are appropriate. "Pharmaceutically elegant" has been previously defined.
- the “pharmaceutical composition” as used throughout the present specification and the accompanying claims is to be understood as defining compositions of which the individual components or ingredients are themselves pharmaceutically acceptable, e.g. that is they are topically acceptable. Put another way, they are non-irritants, and they are either FDA approved or on the GRAS safe list.
- topically active pharmaceutical is intended to be non-limiting and includes those pharmaceutical active agents that are commonly applied topically such as waterproofing agents, skin barrier/skin protectant agents, skin conditioning agents, solvents, bio-adhesives, acne actives, analgesics, anesthetics, anorectals, antihistamines, anti-inflammatory agents, antibiotics, antifungals, antivirals, antimicrobials, scabicides, pediculicides , antineoplastics, antiperspirants, antipruritics, antisporadics, antiseborrheics, biologically active proteins and peptides, burn actives, cauterizing agents, depigment agents, diaper rash agents, enzymes, hair growth actives, kerotolytics, canker sore actives, cold sore actives, dental actives, saliva actives, photosensitizing actives, steroids, sunburn actives, sunscreens, wart actives, wound dressings and retinol, retinoic acid and
- the first is a lipophilic base normally selected from the group of vegetable oils, fatty acids, glycerides, or combinations thereof, including reaction combinations thereof.
- fatty acid esters and fatty alcohols are included.
- the term "fatty" refers to higher carbon, generally C 8 to C 22 •
- Suitable vegetable oils can include for example sunflower oil, safflower oil, castor oil, rapeseed oil, corn oil, Balsam Peru oil and soybean oil.
- Suitable fatty acids are generally C 8 to C 22 mono- and dicarboxylic fatty acids. They can include for example, stearic acid, oleic acid, myristic acid etc.
- Suitable fatty acid esters can include diisopropyl adipate, diisopropyl sebacate, diethyl sebacate, middle-length fatty acid triglycerides, middle-length acid propylene glycols, isopropyl myristate, and the like.
- Fatty alcohols can include cetanols, stearyl alcohol, cetostearyl alcohol, oleyl alcohol, behenyl alcohol, and the like.
- the amount of the lipophilic base used is from about 20% to about 99% by weight of the total composition.
- the second essential ingredient is the topically active pharmaceutical or in other words, the drug active. Suitable drug active categories have been previously listed. Generally the drug actives are present in amounts of from about 0.01% to about 10% by weight of the total composition.
- the third essential ingredient and the one on which the discovery of the new invention is premised is, from about 1% by weight to about 50% by weight of the total pharmaceutical composition of hydrogenated, non-melted castor oil in powder form dispersed throughout the topical ointment. This changes dramatically the characteristics of the ointment.
- the ointment is smoother, more spreadable, perceived as less greasy or waxy in feel and functions effectively when dose dispensed from a squeeze tube. It does not happen if this is either not used or melted.
- Critical to the invention is that the hydrogenated castor oil powder be in a non-melted form. If it has been melted, it will not achieve the desired creaminess and lubricity of the present invention.
- Hydrogenated castor oil is itself known and can be obtained from a variety of sources, for example Henkel. Henkel has it available under the trademark CUTINA ® HR NF and describes it as a slightly yellow fine free- flowing powder.
- the manner of preparation of the composition is equally important. It must be below the melt temperature of the hydrogenated castor oil and it must be prepared by dispersing under high shear mixing.
- a matrix is formed in the lipophilic lipid base resulting in a semi-solid structure that is smoother, and more spreadable than a compound formulation made by simply melting hydrogenated castor oil into a lipid such as is conventional with, for example, lipstick.
- a low temperature process Exposures to high temperatures, which can degrade some ingredients such as active pharmaceutical ingredients or preservatives, can be avoided in a low temperature process. Temperature sensitive ingredients can be incorporated into the product at low temperatures prior to the formation of the semisolid structure. Exposing vegetable oils to high temperatures, especially unsaturated oils, can accelerate degradation and oxidation reactions resulting in the need for addition of antioxidants . Heating and cooling utility costs can be saved with a low temperature process.
- the high shear mixing is achievable in a variety of mixing apparatus but one that is especially suitable is a high speed dispersator-type mixer. Another that is suitable is a rotor/stator-type emulsifier mixer. Yet a further one that provides satisfactory results is a high pressure-type emulsifier/mixer .
- high shear mixing it is meant that mixing occurs under high power per unit mass through rotating high shear forces. It is intended to distinguish this from more conventional formulary mixing apparatus such as planetary or anchor mixers.
- the composition may contain other ingredients as well. These include viscosity modifiers, solvents, surfactants, preservatives, fragrances, waterproofing and skin barrier agents, etc.
- Suitable viscosity adjusting agents for use in the formulations of the present invention include, but are not limited to silica, microcrystalline wax, beeswax, paraffin, and cetyl palmitate. In addition, appropriate combinations or mixtures of these viscosity adjusters may be utilized according to the present invention.
- Suitable solvents for use in the formulations of the present invention include, but are not limited to, water, ethanol, butylene glycol , dimethyl isosorbide, propylene glycol, isopropyl alcohol, isoprene glycol, glycerin, ethoxydiglycol , PharmasolveTM Carbowax 200, Carbowax 400, Carbowax 600, and Carbowax 800. In addition, combinations or mixtures of these solvents may be used according to the present invention.
- Suitable surfactants for use in the formulations of the present invention include, but are not limited to nonionic surfactants like Surfactant 190 (dimethicone copolyol) , Polysorbate 20 (Tween 20) , Polysorbate 40 (Tween 40) , Polysorbate 60 (Tween 60) , Polysorbate 80 (Tween 80) , lauramide DEA, cocamide DEA, and cocamide MEA, amphoteric surfactants like oleyl betaine and cocamidopropyl betaine (Velvetex BK-35) , and cationic surfactants like Phospholipid PTC (Cocamidopropyl phosphatidyl PG-dimonium chloride) . Appropriate combinations or mixtures of such surfactants may also be used accordingly to the present invention.
- nonionic surfactants like Surfactant 190 (dimethicone copolyol) , Polysorbate 20 (Tween 20)
- Suitable preservatives for use in the formulations of the present invention include, but are not limited to, antimicrobials such as Germaben II (manufactured by ICI; propylene glycol, diazolidinyl urea, methylparaben, and propylparaben) , methylparaben, propylparaben, imidazolidinyl urea, benzyl alcohol, sorbic acid, benzoic acid, sodium benzoate, dichlorobenzyl alcohol, and formaldehyde, as well as physical stabilizers and antioxidants such as alpha- tocopherol (vitamin E) , sodium ascorbate/ascorbic acid, ascorbyl palmitate and propyl gallate.
- antimicrobials such as Germaben II (manufactured by ICI; propylene glycol, diazolidinyl urea, methylparaben, and propylparaben) , methylparaben, propyl
- Suitable moisturizers for use in the formulations of the present invention include, but are not limited to, lactic acid and other hydroxy acids and their salts, glycerin, propylene glycol, butylene glycol, sodium PCA, Carbowax 200, Carbowax 400, and Carbowax 800.
- Suitable emollients for use in the formulations of the present invention include, but are not limited to, PPG-15 stearyl ether, lanolin alcohol, lanolin, lanolin derivatives, cholesterol, petrolatum, isostearyl neopentanoate, octyl stearate, mineral oil, isocetyl stearate, Ceraphyl 424 (myristyl myristate) , octyl dodecanol, dimethicone (Dow Corning 200-100 cps) , phenyl trimethicone (Dow Corning 556) , Dow Corning 1401 (cyclomethicone and dimethiconol) , and cyclomethicone (Dow Corning 344), and Miglyol 840 (manufactured by Huls; propylene glycol dicaprylate/dicaprate) .
- Suitable fragrances and colors such as FD&C Red No. 40 and FD&C Yellow No. 5, may be used in the formulations of the present invention.
- Other examples of fragrances and colors suitable for use in topical products are known in the art .
- Suitable waterproofing and ski barrier agents include but are not limited to aluminum/magnesium hydroxide stearate, calcium stearate, aluminum stearate, magnesium stearate, dimethicone, and PTFE compounds.
- Suitable additional and adjunct ingredients which may be included in the formulations of the present invention include, but are not limited to, abrasives, absorbents, anti- caking agents, anti -foaming agents, anti-static agents, astringents (e.g., witch hazel, alcohol, and herbal extracts such as chamomile extract) , binders/excipients, buffering agents, chelating agents (e.g., Versene EDTA), film forming agents, conditioning agents, opacifying agents, and protectants.
- CTFA Cosmetic, Toiletry, and Fragrance Association
- Anhydrous lipophilic pharmaceutical topical ointment comprised of a lipid and powdered hydrogenated castor oil (such as CUTINA ® HR from the Henkel Corporation) that can be used as a vehicle for pharmaceutical actives was prepared.
- a lipid and powdered hydrogenated castor oil such as CUTINA ® HR from the Henkel Corporation
- the ointment was prepared by dispersing the powdered hydrogenated castor oil into the lipid at a temperature less than the melting point of the hydrogenated castor oil in particular at below 42 °C.
- the dispersion of the fine particles of the hydrogenated castor oil forms a semisolid structure in the lipid when subjected to the high shear mix.
- the texture of this ointment is more pliable, smoother and spreadable than that of an ointment made by melting hydrogenated castor oil into the lipid, which obtains its structure by the crystallization of the hydrogenated castor oil upon cooling.
- the lipid used was a vegetable oil (castor oil) but could be a fatty acid, a glyceride, an ester or mixtures thereof .
- the hydrogenated castor oil was added to the castor oil while mixing with a high shear mixer and mixed until a semisolid was formed. It was noted and tested for elegance. In particular, a tactile and visual examination of the preparation revealed a smooth, creamy texture that was spreadable on the skin.
- a wound debrider of the following formula was prepared.
- Example 2 which is an enzymatic wound debrider
- the aluminum/magnesium hydroxide stearate was dispersed in the castor oil. Thereafter the hydrogenated castor oil was added while mixing with a high shear mixer. In particular a Lee Tri-Mix Turbo-Shear Mixer was used. Mixing was continued until a semi-solid formed.
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Abstract
Description
Claims
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2002330929A AU2002330929B2 (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
EP02768363A EP1423154B1 (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
MXPA04001969A MXPA04001969A (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments. |
BRPI0212286-3A BR0212286A (en) | 2001-09-04 | 2002-07-29 | hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
JP2003524517A JP4115391B2 (en) | 2001-09-04 | 2002-07-29 | Hardened castor oil dispersed in lipids for use in pharmaceutically elegant topical ointments |
DK02768363T DK1423154T3 (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
CA002459239A CA2459239C (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointment |
KR1020047003208A KR100638417B1 (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
DE60229855T DE60229855D1 (en) | 2001-09-04 | 2002-07-29 | HYDROGENICIZED CINEMA OIL DISPERSES IN A LIPID FOR PHARMACEUTICALLY ELEGANT TOPICAL OINTMENTS |
HK04108999.0A HK1065963A1 (en) | 2001-09-04 | 2004-11-15 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/945,903 US6479060B1 (en) | 2001-09-04 | 2001-09-04 | Elegant hydrogenated castor oil ointments |
US09/945,903 | 2001-09-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2003020203A2 true WO2003020203A2 (en) | 2003-03-13 |
WO2003020203A3 WO2003020203A3 (en) | 2003-07-10 |
Family
ID=25483673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2002/023954 WO2003020203A2 (en) | 2001-09-04 | 2002-07-29 | Hydrogenated castor oil dispersed in a lipid for pharmaceutically elegant topical ointments |
Country Status (16)
Country | Link |
---|---|
US (1) | US6479060B1 (en) |
EP (1) | EP1423154B1 (en) |
JP (1) | JP4115391B2 (en) |
KR (2) | KR100764278B1 (en) |
CN (1) | CN100463697C (en) |
AT (1) | ATE413861T1 (en) |
AU (1) | AU2002330929B2 (en) |
BR (1) | BR0212286A (en) |
CA (1) | CA2459239C (en) |
DE (1) | DE60229855D1 (en) |
DK (1) | DK1423154T3 (en) |
ES (1) | ES2315400T3 (en) |
HK (1) | HK1065963A1 (en) |
MX (1) | MXPA04001969A (en) |
PT (1) | PT1423154E (en) |
WO (1) | WO2003020203A2 (en) |
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US6262117B1 (en) * | 1999-02-18 | 2001-07-17 | Allergan Sales, Inc. | Method and composition for treating acne |
-
2001
- 2001-09-04 US US09/945,903 patent/US6479060B1/en not_active Expired - Lifetime
-
2002
- 2002-07-29 AU AU2002330929A patent/AU2002330929B2/en not_active Ceased
- 2002-07-29 AT AT02768363T patent/ATE413861T1/en active
- 2002-07-29 DK DK02768363T patent/DK1423154T3/en active
- 2002-07-29 JP JP2003524517A patent/JP4115391B2/en not_active Expired - Fee Related
- 2002-07-29 BR BRPI0212286-3A patent/BR0212286A/en not_active IP Right Cessation
- 2002-07-29 KR KR1020067014425A patent/KR100764278B1/en not_active IP Right Cessation
- 2002-07-29 KR KR1020047003208A patent/KR100638417B1/en not_active IP Right Cessation
- 2002-07-29 CN CNB028221044A patent/CN100463697C/en not_active Expired - Fee Related
- 2002-07-29 ES ES02768363T patent/ES2315400T3/en not_active Expired - Lifetime
- 2002-07-29 PT PT02768363T patent/PT1423154E/en unknown
- 2002-07-29 CA CA002459239A patent/CA2459239C/en not_active Expired - Fee Related
- 2002-07-29 MX MXPA04001969A patent/MXPA04001969A/en active IP Right Grant
- 2002-07-29 EP EP02768363A patent/EP1423154B1/en not_active Expired - Lifetime
- 2002-07-29 DE DE60229855T patent/DE60229855D1/en not_active Expired - Lifetime
- 2002-07-29 WO PCT/US2002/023954 patent/WO2003020203A2/en active Application Filing
-
2004
- 2004-11-15 HK HK04108999.0A patent/HK1065963A1/en not_active IP Right Cessation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5021429A (en) * | 1977-05-17 | 1991-06-04 | Allen & Hansburys Limited | Pharmacologically active aminoalkylphenyl compounds and their use |
US4853222A (en) * | 1986-08-01 | 1989-08-01 | Intercos Italiana S.P.A. | Ointment for concealing skin blemishes and scars |
Non-Patent Citations (1)
Title |
---|
See also references of EP1423154A2 * |
Also Published As
Publication number | Publication date |
---|---|
DK1423154T3 (en) | 2009-01-26 |
CA2459239A1 (en) | 2003-03-13 |
ATE413861T1 (en) | 2008-11-15 |
AU2002330929B2 (en) | 2005-06-16 |
BR0212286A (en) | 2006-05-23 |
JP2005527468A (en) | 2005-09-15 |
EP1423154A2 (en) | 2004-06-02 |
KR100764278B1 (en) | 2007-10-05 |
HK1065963A1 (en) | 2005-03-11 |
DE60229855D1 (en) | 2008-12-24 |
CA2459239C (en) | 2005-06-14 |
CN1610563A (en) | 2005-04-27 |
PT1423154E (en) | 2009-01-30 |
CN100463697C (en) | 2009-02-25 |
ES2315400T3 (en) | 2009-04-01 |
KR20040041597A (en) | 2004-05-17 |
JP4115391B2 (en) | 2008-07-09 |
KR20060086460A (en) | 2006-07-31 |
WO2003020203A3 (en) | 2003-07-10 |
EP1423154B1 (en) | 2008-11-12 |
EP1423154A4 (en) | 2007-08-15 |
KR100638417B1 (en) | 2006-10-24 |
US6479060B1 (en) | 2002-11-12 |
MXPA04001969A (en) | 2004-07-08 |
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