CA1117539A - Method of making allantoin calcium pantothenate compounds - Google Patents
Method of making allantoin calcium pantothenate compoundsInfo
- Publication number
- CA1117539A CA1117539A CA000341874A CA341874A CA1117539A CA 1117539 A CA1117539 A CA 1117539A CA 000341874 A CA000341874 A CA 000341874A CA 341874 A CA341874 A CA 341874A CA 1117539 A CA1117539 A CA 1117539A
- Authority
- CA
- Canada
- Prior art keywords
- allantoin
- calcium pantothenate
- microns
- uniform mixture
- pantothenate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Abstract of the Disclosure Allantoin calcium pantothenate compounds are prepared by combining allantoin and calcium pantothenate in a mutual sol-vent forming a uniform mixture and intimately admixing the uniform mixture through micronizing to an extremely fine par-ticle size of about 10 microns or less. The invention also contemplates a method of producing encapsulated allantoin calcium pantothenate.
Description
ac~ round o~ the nvention Allantoin pantothenate compollnds are kno~ For example, U.S. Patent No. 3,275,6~3 describes the salts o~ calciu~ panto-thenate, pantothenyl alcohol and pantothenic acid in combin-ation with allantoin and aluminum salts of allantoin. Patent No. 3,275,643 describes a method for producing the allantoin pantothenate compounds. However, this method produces only 90% to 95% o~ the desired salt, and is somewhat inefficient since the reaction does not go to completion.
o It is the object of this invention to provide a novel method of preparing allantoin calcium pantothenate compounds wherein the desired compound is produced in virtually 100%
yield and purity. ~urther, the invention provides a novel method for producing encapsulated allantoin calcium pantothenate.
Summary of the Invention The method of the present invention for producing allan-toin pantothenate compounds consists of forming a uniform mix-ture of allantoin and calcium pantothenate in a mutual solvent, and intimately admixing the uniform mixture through micronizing to an extremely fine particle size of about lO microns or less to form a double sàlt of allantoin and calcium pantothenate.
The method also encompasses encapslllation of allantoin calcium pantothenate with cetyl or myristyl alcol~ol.
Pantothenate compounds are B complex vitamins. It is known that topical application of pantothenate compounds may b~ use-ful in treatment of a variety of skin problems. Allantoin and its salts are also well known products which are available commercially. Allantoin is prized for its healing and mildly ketatolytic properties when applied topically to the skin.
~ ~ ~7 S~ ~
l;he present me~hod provldes for complete dissolution of each of the reactan~, combining ~he r~sllltant soluti.ons, evaporating the resultant solutiorl to dryness and micronizi.ng the dried material to produce the desired allantoin calcium pantothenate.
The allantoin and calcium pantothenate reactants are to be dissolved in a mutual solvent. U S. Patent No. 3,275,6~3 teaches that water may be used as a mutual solven~ in the pro-cess described therein. This patent cautions, however, that o the reactants should have no more than momentary exposure to temperatures at the boîling point of water in order to avoid decomposition of the reactants.
Despite the cautionary teachings of Patent No. 3,275,643 it has been discovered that allantoin and calcium pantothenate can be dissolved in boiling water, a process wich involves more than just momentary exposure to this elevated temperature with-out undergoing undesired decomposition. The solutions of the reactants are then combined with constant mixing and the react-ants precipitate as a uniform mi~ture which is evaporated to dryness. The dried mixture is then reduced to a very fine par-ticle size through micronizing to less than 10 microns. This micronization further aids the reaction, the method resulting în complete reaction of the components producing a 100% yield of a true chemical entity, The reaction involves 1 mol of allantoin and 1 mol of calcium pantothenate; hence the reactants are combined in approximately a l:l molar ratio.
The amount of water used is not critical so long as the ~7S3~3 as the reac~ants are dissoLved therein. Pre~erably boiling, distilled water is used as the solvent.
As noted the temperature or the dissolution and mixing of the reactant solutions is critical and should be at the tempera-ture of boili.ng water or 212F at atmospheric pressure.
A~ter the individual reactants have been dissolved in boil-ing water, the resultant solutions are combined to form a uniform mixture from which allantoin calcium pantothenate is precipitated, the precipitate is subjected to further treatment to insure com plete reaction. The precipitate is evaporated to dryness under vacuum, care being taken that the temperatures reached during dry-ing do not exceed 200F. The dried reaction mixture is then passed through a micronizer where the material is pulverized to an ex-tremely fine particle size of about 10 microns or less, prefer-ably from abou~ 2 to about 10 microns, for a final intimate ad-mixture of the reactants resulting in a 100% yield of the allan-toin calcium pantothenate.
In an alternative procedure, allantoin and calcium panto-thenate may be combined in a dampened mass with hot distilled water and the resultant damp mass sub~jected to high friction mi~
cronizing to a particle size of from about 2 to about 10 microns resulting in formation of the desired double salt of allantoin calcium pantothenate.
It has also been~discovered that the allantoin calcium pantothenate of this invention may be encapsulated with cetyl or myristyl alcohol to improve its emollient properties. This is accomplised by mixing the allantoin calcium pantothenate salt with a sufficient quantity of cetyl or myristyl alcohol to form a thin, nearly uniform coating or capsule about the surface of the -4~
allantoin calcium pantothenate pa-r~icles. Preferably, the cetyl and m~r;styl alcoho]. is in a licl~lid, mol~en state and allantoin calcium pantothenate is added ther~to ~i~h constant stirring. ~s the mixture cools to room temperature a thin, nearly uniform coating or capsule forms about the sur~ace of the allantoin cal-cium pantothenate compounds. To aid in formation of the coated particles, the mixture of allantoin calcium pantothenate and cetyl or myristyl alcohol is dried at a temperature of from about 160F to 170F. forming a damp, semi-dry mass which is subjected o to micronization to complete the encapsulation process.
The products of ~his invention find use in the medical and cosmetic fields. The products may be made up in or incorporated in lotions, creams, gels and the like, ~le salts of this inven-tion may be formulated with a variety of conventional pharmaceu-tical or cosmetic carriers. They may also be combined with other active pharmaceuticals to increase the effectiveness of the salts of this invention and the materials with which they are combined.
The encapsulated allantoin calcium pantothenate salts have signi-ficant emollient and anti-irritant properties making them especi-ally useful in non-aqueous products such as lipsticks, creams and lotions where they provide effective emollient, healing and mois-turizing properties which provide relief for chapped dry lips and skin. Medicinal or cosmetic compositions useful for topical application comprise from about 0.`2 to about 2%, by weight,based on the weight of the composition, of the products of this lnven-tion and a medicinal or cosmetically acceptable carrier.
The invention will be more readily understood from the following examples which are given for purposes of illustration only, and are not to be considered as limiting the scope of this .
' invent;on in any way.
EXAMPLE I
250 g. of allantoin is dissolved in 2500 cc boiling dis-tilled water. 750 g. d-calcium pantothena~e is susperlded and t~oroughly mixed therein while boiling. The resulting mixture is evaporated to dryness at a temperature not exceeding 200F.
The dried mlxture is micronized to a particle size of less than 10 microns, producing allantoin calcium pantothenate in 100%
yield.
E ~MPLE 2 750 g. d-calcium pantothenate is dissolved in 2500 cc boiling, distilled water. 250 g. allantoin is suspended and thoroughly mixed therein while boiling. The resulting mixture is evaporated to dryness at a temperature not exceeding 200~F. The dried mixture is micronïzed to a particle size of less than 10 microns, producing allantoin calcium pantothenate in 100% yield.
250 g; allantoin is dissolved in 2500 cc boiling, distilled water. 750 ~. d-calcium pantothenate is dissolved in 2250 cc boiling, distilled water. The allantoin solution is added with constant stirring to the d-calcium pantothenate solution, and the resultant mixture evaporated to dryness at a temperature not exceeding 200~F. The dried mixture is micronized to a particle size of less than 10 microns, producing allantoin calcium panto-thenate in 100% yield.
250 g. allantoin is dampened with 3 cc to 5 cc hot, dis-tilled water. The damp allantoin is thoroughly mixed with 750 ~.
d-calciun pantothenate. The r~sultant mixture is micronized to a ~ 5 ~
particle si.7~e less than 10 microns, prod~lcing allantoin cal-cium pantothenate in 100% yielcl XAMPLF. 5 60 g. to 90 g. allar.toin calcium pantothenate is mixed with 5 g. to ~0 g. of molten cetyl or myristyl alcohol and dried at 160 to 170 F. forming a semi-damp mass. The dried mass is micronized to a particle size of less than 10 microns forming encapsulated allantoin calcium pantothenate.
lo Melt ~0 g. cetyl alcohol to a liquid state with constant stirring. 60 g. allantoln calcium pantothenate is mixed and sus-pended in the molten cetyl alcohol, and the mixture is gradually cooled to room temperature with cons-tant stirring. The particles are then micronized to a particle size of 4 to 10 microns.
Melt 40 g. myristyl alcohol to a liquid state with constant stirring. 60 g. allantoin calcium pantothenate is mixed and suspended in the molten myristyl alcohol, and the mixture is gradually cooled to room temperature with constant stirring. The particles are then micronized to a particle size of 4 to lO
microns.
EXAMPI.E 8 92 g. pantothenic acid is mixed with 10.5 g. calcium hy-droxide and 10 c~ hot water. 43 g. allantoin is added to this mixture and the resultant product. The dampened mass is dried at 160 to 200F,, and micronized to a particle size of less than 10 microns producing allantoin calcium pantothenate in 100%
yield,
o It is the object of this invention to provide a novel method of preparing allantoin calcium pantothenate compounds wherein the desired compound is produced in virtually 100%
yield and purity. ~urther, the invention provides a novel method for producing encapsulated allantoin calcium pantothenate.
Summary of the Invention The method of the present invention for producing allan-toin pantothenate compounds consists of forming a uniform mix-ture of allantoin and calcium pantothenate in a mutual solvent, and intimately admixing the uniform mixture through micronizing to an extremely fine particle size of about lO microns or less to form a double sàlt of allantoin and calcium pantothenate.
The method also encompasses encapslllation of allantoin calcium pantothenate with cetyl or myristyl alcol~ol.
Pantothenate compounds are B complex vitamins. It is known that topical application of pantothenate compounds may b~ use-ful in treatment of a variety of skin problems. Allantoin and its salts are also well known products which are available commercially. Allantoin is prized for its healing and mildly ketatolytic properties when applied topically to the skin.
~ ~ ~7 S~ ~
l;he present me~hod provldes for complete dissolution of each of the reactan~, combining ~he r~sllltant soluti.ons, evaporating the resultant solutiorl to dryness and micronizi.ng the dried material to produce the desired allantoin calcium pantothenate.
The allantoin and calcium pantothenate reactants are to be dissolved in a mutual solvent. U S. Patent No. 3,275,6~3 teaches that water may be used as a mutual solven~ in the pro-cess described therein. This patent cautions, however, that o the reactants should have no more than momentary exposure to temperatures at the boîling point of water in order to avoid decomposition of the reactants.
Despite the cautionary teachings of Patent No. 3,275,643 it has been discovered that allantoin and calcium pantothenate can be dissolved in boiling water, a process wich involves more than just momentary exposure to this elevated temperature with-out undergoing undesired decomposition. The solutions of the reactants are then combined with constant mixing and the react-ants precipitate as a uniform mi~ture which is evaporated to dryness. The dried mixture is then reduced to a very fine par-ticle size through micronizing to less than 10 microns. This micronization further aids the reaction, the method resulting în complete reaction of the components producing a 100% yield of a true chemical entity, The reaction involves 1 mol of allantoin and 1 mol of calcium pantothenate; hence the reactants are combined in approximately a l:l molar ratio.
The amount of water used is not critical so long as the ~7S3~3 as the reac~ants are dissoLved therein. Pre~erably boiling, distilled water is used as the solvent.
As noted the temperature or the dissolution and mixing of the reactant solutions is critical and should be at the tempera-ture of boili.ng water or 212F at atmospheric pressure.
A~ter the individual reactants have been dissolved in boil-ing water, the resultant solutions are combined to form a uniform mixture from which allantoin calcium pantothenate is precipitated, the precipitate is subjected to further treatment to insure com plete reaction. The precipitate is evaporated to dryness under vacuum, care being taken that the temperatures reached during dry-ing do not exceed 200F. The dried reaction mixture is then passed through a micronizer where the material is pulverized to an ex-tremely fine particle size of about 10 microns or less, prefer-ably from abou~ 2 to about 10 microns, for a final intimate ad-mixture of the reactants resulting in a 100% yield of the allan-toin calcium pantothenate.
In an alternative procedure, allantoin and calcium panto-thenate may be combined in a dampened mass with hot distilled water and the resultant damp mass sub~jected to high friction mi~
cronizing to a particle size of from about 2 to about 10 microns resulting in formation of the desired double salt of allantoin calcium pantothenate.
It has also been~discovered that the allantoin calcium pantothenate of this invention may be encapsulated with cetyl or myristyl alcohol to improve its emollient properties. This is accomplised by mixing the allantoin calcium pantothenate salt with a sufficient quantity of cetyl or myristyl alcohol to form a thin, nearly uniform coating or capsule about the surface of the -4~
allantoin calcium pantothenate pa-r~icles. Preferably, the cetyl and m~r;styl alcoho]. is in a licl~lid, mol~en state and allantoin calcium pantothenate is added ther~to ~i~h constant stirring. ~s the mixture cools to room temperature a thin, nearly uniform coating or capsule forms about the sur~ace of the allantoin cal-cium pantothenate compounds. To aid in formation of the coated particles, the mixture of allantoin calcium pantothenate and cetyl or myristyl alcohol is dried at a temperature of from about 160F to 170F. forming a damp, semi-dry mass which is subjected o to micronization to complete the encapsulation process.
The products of ~his invention find use in the medical and cosmetic fields. The products may be made up in or incorporated in lotions, creams, gels and the like, ~le salts of this inven-tion may be formulated with a variety of conventional pharmaceu-tical or cosmetic carriers. They may also be combined with other active pharmaceuticals to increase the effectiveness of the salts of this invention and the materials with which they are combined.
The encapsulated allantoin calcium pantothenate salts have signi-ficant emollient and anti-irritant properties making them especi-ally useful in non-aqueous products such as lipsticks, creams and lotions where they provide effective emollient, healing and mois-turizing properties which provide relief for chapped dry lips and skin. Medicinal or cosmetic compositions useful for topical application comprise from about 0.`2 to about 2%, by weight,based on the weight of the composition, of the products of this lnven-tion and a medicinal or cosmetically acceptable carrier.
The invention will be more readily understood from the following examples which are given for purposes of illustration only, and are not to be considered as limiting the scope of this .
' invent;on in any way.
EXAMPLE I
250 g. of allantoin is dissolved in 2500 cc boiling dis-tilled water. 750 g. d-calcium pantothena~e is susperlded and t~oroughly mixed therein while boiling. The resulting mixture is evaporated to dryness at a temperature not exceeding 200F.
The dried mlxture is micronized to a particle size of less than 10 microns, producing allantoin calcium pantothenate in 100%
yield.
E ~MPLE 2 750 g. d-calcium pantothenate is dissolved in 2500 cc boiling, distilled water. 250 g. allantoin is suspended and thoroughly mixed therein while boiling. The resulting mixture is evaporated to dryness at a temperature not exceeding 200~F. The dried mixture is micronïzed to a particle size of less than 10 microns, producing allantoin calcium pantothenate in 100% yield.
250 g; allantoin is dissolved in 2500 cc boiling, distilled water. 750 ~. d-calcium pantothenate is dissolved in 2250 cc boiling, distilled water. The allantoin solution is added with constant stirring to the d-calcium pantothenate solution, and the resultant mixture evaporated to dryness at a temperature not exceeding 200~F. The dried mixture is micronized to a particle size of less than 10 microns, producing allantoin calcium panto-thenate in 100% yield.
250 g. allantoin is dampened with 3 cc to 5 cc hot, dis-tilled water. The damp allantoin is thoroughly mixed with 750 ~.
d-calciun pantothenate. The r~sultant mixture is micronized to a ~ 5 ~
particle si.7~e less than 10 microns, prod~lcing allantoin cal-cium pantothenate in 100% yielcl XAMPLF. 5 60 g. to 90 g. allar.toin calcium pantothenate is mixed with 5 g. to ~0 g. of molten cetyl or myristyl alcohol and dried at 160 to 170 F. forming a semi-damp mass. The dried mass is micronized to a particle size of less than 10 microns forming encapsulated allantoin calcium pantothenate.
lo Melt ~0 g. cetyl alcohol to a liquid state with constant stirring. 60 g. allantoln calcium pantothenate is mixed and sus-pended in the molten cetyl alcohol, and the mixture is gradually cooled to room temperature with cons-tant stirring. The particles are then micronized to a particle size of 4 to 10 microns.
Melt 40 g. myristyl alcohol to a liquid state with constant stirring. 60 g. allantoin calcium pantothenate is mixed and suspended in the molten myristyl alcohol, and the mixture is gradually cooled to room temperature with constant stirring. The particles are then micronized to a particle size of 4 to lO
microns.
EXAMPI.E 8 92 g. pantothenic acid is mixed with 10.5 g. calcium hy-droxide and 10 c~ hot water. 43 g. allantoin is added to this mixture and the resultant product. The dampened mass is dried at 160 to 200F,, and micronized to a particle size of less than 10 microns producing allantoin calcium pantothenate in 100%
yield,
Claims (6)
1. A method for producing allantoin calcium pantothenate compounds consisting of forming a uniform mixture of allantoin and calcium pantothenate in a mutual solvent, and intimately admixing said uniform mixture through mirconizing to an extremely fine particle size of about 10 microns or less to form a double salt of allantoin calcium pantothenate.
2. The method of Claim 1 wherein said allantoin and calcium pantothenate are combined in a mutual solvent consisting essentially of water.
3. The method of Claim 2 wherein said mutual solvent is boiling water.
4. The method of Claim 1 wherein said uniform mixture is micronized to a particle size of 2 to 10 microns.
5. The method of Claim 2 wherein said uniform mixture is dried prior to micronizing.
6. The method of Claim 1 wherein said allantoin calcium pantothenate sale is encapsulated with cetyl or myristyl alcohol
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9691179A | 1979-12-05 | 1979-12-05 | |
| US096,911 | 1979-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1117539A true CA1117539A (en) | 1982-02-02 |
Family
ID=22259696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000341874A Expired CA1117539A (en) | 1979-12-05 | 1979-12-13 | Method of making allantoin calcium pantothenate compounds |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA1117539A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5041285A (en) * | 1990-01-29 | 1991-08-20 | Larry D. Lundmark | Method of treating the hair with an allanoyoin-panthenol product |
| US5227164A (en) * | 1990-01-29 | 1993-07-13 | Lundmark Larry D | Hair treatment composition and method |
-
1979
- 1979-12-13 CA CA000341874A patent/CA1117539A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5041285A (en) * | 1990-01-29 | 1991-08-20 | Larry D. Lundmark | Method of treating the hair with an allanoyoin-panthenol product |
| US5227164A (en) * | 1990-01-29 | 1993-07-13 | Lundmark Larry D | Hair treatment composition and method |
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| MKEX | Expiry |