US3126321A - Table vii - Google Patents
Table vii Download PDFInfo
- Publication number
- US3126321A US3126321A US3126321DA US3126321A US 3126321 A US3126321 A US 3126321A US 3126321D A US3126321D A US 3126321DA US 3126321 A US3126321 A US 3126321A
- Authority
- US
- United States
- Prior art keywords
- capsules
- oleaginous
- corn oil
- fill
- water
- 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 - Lifetime
Links
- 239000001913 cellulose Substances 0.000 claims description 48
- 229920002678 cellulose Polymers 0.000 claims description 48
- 239000007903 gelatin capsule Substances 0.000 claims description 32
- 239000012530 fluid Substances 0.000 claims description 14
- 239000002775 capsule Substances 0.000 description 42
- 239000002285 corn oil Substances 0.000 description 36
- 235000005687 corn oil Nutrition 0.000 description 36
- 239000000203 mixture Substances 0.000 description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 32
- 150000001875 compounds Chemical class 0.000 description 28
- 239000003981 vehicle Substances 0.000 description 26
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 22
- 239000004615 ingredient Substances 0.000 description 22
- 108010010803 Gelatin Proteins 0.000 description 14
- 239000008273 gelatin Substances 0.000 description 14
- 229920000159 gelatin Polymers 0.000 description 14
- 235000019322 gelatine Nutrition 0.000 description 14
- 235000011852 gelatine desserts Nutrition 0.000 description 14
- 235000011187 glycerol Nutrition 0.000 description 14
- 230000002939 deleterious Effects 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
- 239000011780 sodium chloride Substances 0.000 description 12
- 239000002904 solvent Substances 0.000 description 10
- 229960002327 Chloral Hydrate Drugs 0.000 description 8
- RNFNDJAIBTYOQL-UHFFFAOYSA-N Chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 238000003908 quality control method Methods 0.000 description 8
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- HFFLGKNGCAIQMO-UHFFFAOYSA-N Chloral Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 4
- AXISYYRBXTVTFY-UHFFFAOYSA-N Isopropyl myristate Chemical compound CCCCCCCCCCCCCC(=O)OC(C)C AXISYYRBXTVTFY-UHFFFAOYSA-N 0.000 description 4
- 235000012343 cottonseed oil Nutrition 0.000 description 4
- 239000002385 cottonseed oil Substances 0.000 description 4
- 150000003840 hydrochlorides Chemical class 0.000 description 4
- 238000007689 inspection Methods 0.000 description 4
- 229940074928 isopropyl myristate Drugs 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 description 2
- 229960003178 Choline Chloride Drugs 0.000 description 2
- SGMZJAMFUVOLNK-UHFFFAOYSA-M Choline chloride Chemical compound [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 description 2
- 235000019743 Choline chloride Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- PWZUUYSISTUNDW-VAFBSOEGSA-N Quinestrol Chemical compound C([C@@H]1[C@@H](C2=CC=3)CC[C@]4([C@H]1CC[C@@]4(O)C#C)C)CC2=CC=3OC1CCCC1 PWZUUYSISTUNDW-VAFBSOEGSA-N 0.000 description 2
- 229940045860 White wax Drugs 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 235000005824 corn Nutrition 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 239000000346 nonvolatile oil Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007901 soft capsule Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
Definitions
- Soft gelatin capsules are known in the art. They are usually composed of gelatin, water, and a plasticizer, such as glycerin, and can be formed into various shapes and sizes.
- the soft gelatin capsule of commerce is usually in the form of a continuous outer shell of the composed gelatin enclosing a fluid or semi-fluid fill. Dissolution of the shell or expression of the enclosed fill therefrom frees the fill for its intended use.
- defects have been encoun tered in capsules enclosing otherwise acceptable and useful oleaginous fills, for example, those including salts of strong acids and bases, such as sodium chloride; hygroscopic compounds, such as chloral hydrate; hydrochlorides, such as (o-methoxy-a-methylphenyl)-hydrazine hydrochloride; water soluble compounds, such as choline chloride; volatile solvents, such as alcohol; and non-volatile solvents, such as glycerin.
- the said defects greatly reduce the yield of quality-controlled capsules and impair the storage stability of the capsules; for example, through leaking, indenting, and shrinking of the capsules and the existence of excessively soft capsules and those with soft spots.
- substances such as the salts, hygroscopic compounds, hydrochlorides, water-soluble compounds, volatile and nonvolatile solvents, per so, have a deleterious action on the gelatin shell of the capsules, especially in the presence of water.
- the deleterious action of like substances is determined readily by a test run such as demonstrated in Tables I through VI.
- oleaginous vehicles can be successfully filled into soft gelatin capsules by the use in the fill of an ingestible cellulosic compound, such as purified cellulose.
- an ingestible cellulosic compound such as purified cellulose.
- the operability of an ingestible cellulosic compound is determined readily by a test run such as demonstrated in Example 1.
- the oleaginous vehicles comprise fixed oils, such as corn oil and cottonseed oil; oily esters, such as isopropyl myristate; and the like.
- Oil-dispersible components such as aluminum monostean ate, white wax, and hydrogenated oils, can be incorporated into the oleaginous vehicles.
- the vehicles and any added components must be ingestible.
- the invention is especially advantageous in the case of an oleaginous fill including an ingredient having a deleterious action on the gelatin, and especially an ingredient having such action in the presence of Water.
- the fill should be fluid enough for handling in the practical methods used in encapsulating flowing vehicles and compositions.
- An amount of the cellulosic compound up to about 20% by weight of the fill is feasible, and in some compositions higher amounts can be used.
- any water included within the fill should usually be no more than about twice the amount of the cellulosic compound.
- Compound A is (o-methoxy-a-methylphenyl) hydrazine hydro chloride.
- Compound A is (o-metlioxy-a-methylphenyl) hydrazine hydrochloride.
- an oleaginous composition is prepared by mixing and blending the components thereof into a homogeneous whole, using the known techniques for preparing oleaginous vehicles for encapsulation into soft gelatin capsules.
- the order of addition of components to the oleaginous vehicle is not critical.
- the oleaginous fill is thereafter encapsulated by the known techniques.
- the invention is used to provide increased yields of accepted soft gelatin capsules, especially ingestible soft gelatin capsules.
- EXAMPLE 1 Capsules Enclosing an Oleaginous Composition Comprising Water 400 cms. of an oleaginous composition is prepared from the following ingredients:
- EXAMPLE 2 Capsules Enclosing an Oleaginous Composition Comprising a Hydrochloride 300 gms. of an oleaginous composition is prepared from the following ingredients:
- composition is encapsulated into 2.65 minim soft gelatin capsules by the known techniques. 97.84 percent of the capsules are found acceptable by the quality control inspectors.
- EXAMPLE 6 Capsules Enclosing an Oleaginous Composition Comprising a Salt and Water 400 gms. of an oleaginous composition is prepared from the following ingredients:
- a filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle and powdered ingestible cellulose.
- a filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle, powdered ingestible cellulose, and an ingredient having a deleterious action on gelatin.
- a filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle and up to about 20% by weight of the fill of powdered ingestible cellulose.
- a filled soft gelatin capsule wherein the fill comprises a fiuid oleaginous vehicle, up to about 20% by weight of the fill of powdered ingestible cellulose and an ingredient having a deleterious action on gelatin.
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
Description
United States Patent Ofi 3,126,321 Patented Mar. 24, 1964 ice 3,126,321 SOFT GELATIN CAPSULES Walter M. Kurtz, Kalamazoo, Mich., assignor to The Upjohn Company, Kalamazoo, Mich, a corporation of Delaware No Drawing. Filed Jan. 26, 1962, Ser. N 169,093 4 Claims. (Cl. 167-83) This invention relates to gelatin capsules and more particularly to soft gelatin capsules enclosing oleaginous compositions.
Soft gelatin capsules are known in the art. They are usually composed of gelatin, water, and a plasticizer, such as glycerin, and can be formed into various shapes and sizes.
The soft gelatin capsule of commerce is usually in the form of a continuous outer shell of the composed gelatin enclosing a fluid or semi-fluid fill. Dissolution of the shell or expression of the enclosed fill therefrom frees the fill for its intended use.
Since water has a marked aifinity for gelatin and can exert thereby a deleterious action on the capsule shell, fills of an oleaginous type have been utilized to reduce the content of water in the fill. Even in the case of oleaginous-type fills, small amounts of water have caused defects in the yield and quality of capsules during preparation and storage. Similarly, defects have been encoun tered in capsules enclosing otherwise acceptable and useful oleaginous fills, for example, those including salts of strong acids and bases, such as sodium chloride; hygroscopic compounds, such as chloral hydrate; hydrochlorides, such as (o-methoxy-a-methylphenyl)-hydrazine hydrochloride; water soluble compounds, such as choline chloride; volatile solvents, such as alcohol; and non-volatile solvents, such as glycerin. The said defects greatly reduce the yield of quality-controlled capsules and impair the storage stability of the capsules; for example, through leaking, indenting, and shrinking of the capsules and the existence of excessively soft capsules and those with soft spots. Apparently, substances, such as the salts, hygroscopic compounds, hydrochlorides, water-soluble compounds, volatile and nonvolatile solvents, per so, have a deleterious action on the gelatin shell of the capsules, especially in the presence of water. The deleterious action of like substances is determined readily by a test run such as demonstrated in Tables I through VI.
It has now been discovered that, according to the present invention, oleaginous vehicles can be successfully filled into soft gelatin capsules by the use in the fill of an ingestible cellulosic compound, such as purified cellulose. The operability of an ingestible cellulosic compound is determined readily by a test run such as demonstrated in Example 1. As is known in the art, the oleaginous vehicles comprise fixed oils, such as corn oil and cottonseed oil; oily esters, such as isopropyl myristate; and the like. Oil-dispersible components, such as aluminum monostean ate, white wax, and hydrogenated oils, can be incorporated into the oleaginous vehicles. For oral administration the vehicles and any added components must be ingestible. The invention is especially advantageous in the case of an oleaginous fill including an ingredient having a deleterious action on the gelatin, and especially an ingredient having such action in the presence of Water.
The fill should be fluid enough for handling in the practical methods used in encapsulating flowing vehicles and compositions. An amount of the cellulosic compound up to about 20% by weight of the fill is feasible, and in some compositions higher amounts can be used. To provide best results any water included within the fill should usually be no more than about twice the amount of the cellulosic compound.
The mechanism of action of the said cellulosic compound in preventing the defects in yield and storage of the capsules is not completely understood. However, experimental data show that unexpectedly high yields of quality-controlled capsules are obtained from the compositions and process of the instant invention.
The heretofore unsolved problems are illustrated in the following tables, the percents of capsules accepted being those obtained after washing, drying and quality inspecting the capsules prepared by the known methods, the percents of ingredients being by weight.
TABLE I Results of Quality Control Inspection. Percent of Capsules Accepted oleaginous Vehicle 67.79, Balance- Corn Oil, Water, 15%
collapsed shells.
TABLE II Corn Oil, 84%; Compound A 16% 27.08, Balance- Leakers.
TABLE III 0.00, All leakers.
82.37, Balanceleakers.
0.00, All lcakers.
TABLE IV Corn Oil, alcohol, 10% 37.50, Balanceakers.
TABLE V Corn Oil, 90%; glycerol, 10%. 0.00, All spotted. Corn 011, 88%; glycerol, 12% 0.00, All spotted.
TABLE VI 90.22, Balance- Corn Oil, 93%; chloral hydrate, 7%
leakers.
Compound A is (o-methoxy-a-methylphenyl) hydrazine hydro chloride.
TABLE VII Results of Quality Oleaginous Vehicle Control Inspection,
Percent of Gapsules Accepted Corn Oil, 83%; purified cellulose, 6%; water, 117... 92.07.
TABLE VIII Coin gil, 89.1%; purified cellulose, 2%; Compound 99.25.
x CtXnSO9i l 86.1%; purified cellulose, 5%; Compound 99.76. Corii 91.1%; purified cellulose, Compound 99.08. Isopro pyi myristate, 84%; purified cellulose, 10%; 99.84.
Compound A, 16%. Corn Oil, 74%; crystalline cellulose, 10%; Com- 9936.
pound A, 16
TABLE IX Corn Oil, 83%; purified cellulose, 10%; NaGl, 7%... 96.60. Peamt Oil gel, 78%; purified cellulose, NaOl, 96.47.
1 Coru Oil, 77%; purified cellulose, 10%; NaCl, 3%; 97.30.
water, 10%.
TABLE X Corn Oil, 80%; purified cellulose, 10%; alcohol, 10%. 99.28.
TABLE XI (Joan Oil, 80%; purified cellulose, 10%; glycerin, 97.08, No soil;
1 spots. Corn Oil, 76%; purified cellulose, 12%; glycerin, 99.44, No spotting 12%. or shrinking.
TABLE XII Corn Oil, 74%; purified cellulose, 10%; chloral 07.84.
hydrate, 10%. Corn Oil, 81%; purified cellulose, 10%; chloral 95.67.
hydrate, 7%; water, 2%.
Compound A is (o-metlioxy-a-methylphenyl) hydrazine hydrochloride.
The above data show the superiority, greatly improved yields and acceptable physical characteristics of the capsules and methods of the instant invention.
In the manner and process of making the invention, an oleaginous composition is prepared by mixing and blending the components thereof into a homogeneous whole, using the known techniques for preparing oleaginous vehicles for encapsulation into soft gelatin capsules. The order of addition of components to the oleaginous vehicle is not critical. The oleaginous fill is thereafter encapsulated by the known techniques.
The invention is used to provide increased yields of accepted soft gelatin capsules, especially ingestible soft gelatin capsules.
The following examples set forth the best mode contemplated by the inventor of carrying out his invention.
EXAMPLE 1 Capsules Enclosing an Oleaginous Composition Comprising Water 400 cms. of an oleaginous composition is prepared from the following ingredients:
Grams Purified water, U.S.P 60 Corn oil 300 Purified cellulose, powdered 40 4i The composition is encapsulated into 2.65 minim soft gelatin capsules by the known techniques. 99.6 percent of the capsules are found acceptable by the quality control inspectors.
EXAMPLE 2 Capsules Enclosing an Oleaginous Composition Comprising a Hydrochloride 300 gms. of an oleaginous composition is prepared from the following ingredients:
Grams (o Methoxy-a-methylphenyl)hydrazine hydrochloride 48 Isopropyl myristate 222 Purified cellulose 30 EXAMPLE 3 Capsules Enclosing an Oleaginous Composition Comprising a Volatile Solvent 400 gms. of an oleaginous composition is prepared from the following ingredients:
Grams Alcohol, U.S.P 40 Corn oil 320 Purified cellulose 40 Capsules Enclosing an Oleaginous Composition Comprising a Nonvolatile Solvent 400 gms. of an oleaginous composition is prepared from the following ingredients:
Grams Glycerin, U.S.P 40 Cottonseed oil 320 Purified cellulose 40 300 gms. of an oleaginous composition is prepared from the following ingredients:
Grams Chloral hydrate 48 Corn oil 222 Purified cellulose 30 The corn oil is stirred vigorously, and the chloral hydrate is added gradually to form a good solution. Thereafter the purified cellulose is added during continuous stirring to form a homogeneous mixture.
The composition is encapsulated into 2.65 minim soft gelatin capsules by the known techniques. 97.84 percent of the capsules are found acceptable by the quality control inspectors.
EXAMPLE 6 Capsules Enclosing an Oleaginous Composition Comprising a Salt and Water 400 gms. of an oleaginous composition is prepared from the following ingredients:
Grams Sodium chloride, powder l2 Purified water, U.S.P 40 Corn oil 308 Purified cellulose 40 of the capsules are found acceptable by the quality control inspectors.
What is claimed is:
1. A filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle and powdered ingestible cellulose.
2. A filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle, powdered ingestible cellulose, and an ingredient having a deleterious action on gelatin.
3. A filled soft gelatin capsule wherein the fill comprises a fluid oleaginous vehicle and up to about 20% by weight of the fill of powdered ingestible cellulose.
4. A filled soft gelatin capsule wherein the fill comprises a fiuid oleaginous vehicle, up to about 20% by weight of the fill of powdered ingestible cellulose and an ingredient having a deleterious action on gelatin.
References Cited in the file of this patent UNITED STATES PATENTS Murphy Oct. 24, 1950 2,581,038 Middendorf Jan. 1, 1952 2,667,268 Grifiin Jan. 26, 1954 2,780,355 Palermo et al Feb. 5, 1957 UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 3,126,321 March 24', 1964 Walter M Kurtz It is hereby certified that error appears in the above numbered pat- I ent req'iiring correction and that the said Letters Patent should read as corrected below.
Column 3, TABLE VIII, line 7 thereof, for "84%" read 74% same column 3, line 64, for "400 cms, read 400 Gms.
Signed and sealed this 28th day of July 1964a (SEAL) Attest:
EDWARD J. BRENNER Commissioner of Patents ESTON G. JOHNSON Attesting Officer
Claims (1)
1. A FILLED SOFT GELATIN CAPSULE WHEREIN THE FILL COMPRISES A FLUID OLEAGINOUS VEHICLE AND POWDERED INGESTIBLE CELLULOSE.
Publications (1)
Publication Number | Publication Date |
---|---|
US3126321A true US3126321A (en) | 1964-03-24 |
Family
ID=3455451
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US3126321D Expired - Lifetime US3126321A (en) | Table vii |
Country Status (1)
Country | Link |
---|---|
US (1) | US3126321A (en) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3376199A (en) * | 1963-03-12 | 1968-04-02 | Glaxo Lab Ltd | Soft capsulated aqueous medicament in water-in-oil emulsion form |
US3515781A (en) * | 1967-10-12 | 1970-06-02 | Johnson & Johnson | Cold capsule |
US4497157A (en) * | 1980-06-13 | 1985-02-05 | A. Nattermann & Cie Gmbh | Process for filling pharmaceutical products containing phospholipides and highly viscous at room temperature, into hard capsules |
US4497158A (en) * | 1980-06-13 | 1985-02-05 | A. Natterman & Cie Gmbh | Process for filling pharmaceutical products highly viscous at room temperature into hard capsules |
US4609403A (en) * | 1984-03-12 | 1986-09-02 | Warner-Lambert Company | Foam soft gelatin capsules and their method of manufacture |
US4690822A (en) * | 1985-03-26 | 1987-09-01 | Fujisawa Pharmaceutical Co., Ltd. | Novel drug carrier and pharmaceutical preparation comprising the same |
US4800083A (en) * | 1986-10-20 | 1989-01-24 | R. P. Scherer Corporation | Sustained release method and product |
US4804542A (en) * | 1985-08-20 | 1989-02-14 | R. P. Scherer Gmbh | Gelatin capsules and method of preparing same |
FR2624012A1 (en) * | 1987-12-07 | 1989-06-09 | Fdb Ste Civile Rech | Novel pharmaceutical compositions having a hypnotic action based on chloral hydrate |
US5037698A (en) * | 1987-01-21 | 1991-08-06 | Lilly Industries Limited | Capsule filling employing hygroscopic components |
US5330835A (en) * | 1991-07-31 | 1994-07-19 | Morishita Jintan Co., Ltd. | Seamless capsule and process for producing the same |
US5565214A (en) * | 1987-04-17 | 1996-10-15 | Biogal Gyogyszergyar | Stable therapeutic oil filled soft gelatin capsules |
US6258380B1 (en) | 1999-03-05 | 2001-07-10 | Banner Pharmacaps, Inc. | Chewable soft capsule |
US20050169983A1 (en) * | 2002-04-25 | 2005-08-04 | Hassan Emadeldin M. | Chewable soft capsule |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2526683A (en) * | 1946-04-13 | 1950-10-24 | Lilly Co Eli | Methyl cellulose capsules and process of manufacture |
US2581038A (en) * | 1948-10-01 | 1952-01-01 | Hoechst Ag | Choline preparations |
US2667268A (en) * | 1951-03-22 | 1954-01-26 | Atlas Powder Co | Aqueous solution inert to gelatin |
US2780355A (en) * | 1953-11-09 | 1957-02-05 | Scherer Corp R P | Gelatin capsule containing water soluble substances |
-
0
- US US3126321D patent/US3126321A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2526683A (en) * | 1946-04-13 | 1950-10-24 | Lilly Co Eli | Methyl cellulose capsules and process of manufacture |
US2581038A (en) * | 1948-10-01 | 1952-01-01 | Hoechst Ag | Choline preparations |
US2667268A (en) * | 1951-03-22 | 1954-01-26 | Atlas Powder Co | Aqueous solution inert to gelatin |
US2780355A (en) * | 1953-11-09 | 1957-02-05 | Scherer Corp R P | Gelatin capsule containing water soluble substances |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3376199A (en) * | 1963-03-12 | 1968-04-02 | Glaxo Lab Ltd | Soft capsulated aqueous medicament in water-in-oil emulsion form |
US3515781A (en) * | 1967-10-12 | 1970-06-02 | Johnson & Johnson | Cold capsule |
US4497157A (en) * | 1980-06-13 | 1985-02-05 | A. Nattermann & Cie Gmbh | Process for filling pharmaceutical products containing phospholipides and highly viscous at room temperature, into hard capsules |
US4497158A (en) * | 1980-06-13 | 1985-02-05 | A. Natterman & Cie Gmbh | Process for filling pharmaceutical products highly viscous at room temperature into hard capsules |
US4609403A (en) * | 1984-03-12 | 1986-09-02 | Warner-Lambert Company | Foam soft gelatin capsules and their method of manufacture |
US4690822A (en) * | 1985-03-26 | 1987-09-01 | Fujisawa Pharmaceutical Co., Ltd. | Novel drug carrier and pharmaceutical preparation comprising the same |
US4804542A (en) * | 1985-08-20 | 1989-02-14 | R. P. Scherer Gmbh | Gelatin capsules and method of preparing same |
US4800083A (en) * | 1986-10-20 | 1989-01-24 | R. P. Scherer Corporation | Sustained release method and product |
US5037698A (en) * | 1987-01-21 | 1991-08-06 | Lilly Industries Limited | Capsule filling employing hygroscopic components |
US5565214A (en) * | 1987-04-17 | 1996-10-15 | Biogal Gyogyszergyar | Stable therapeutic oil filled soft gelatin capsules |
FR2624012A1 (en) * | 1987-12-07 | 1989-06-09 | Fdb Ste Civile Rech | Novel pharmaceutical compositions having a hypnotic action based on chloral hydrate |
US5330835A (en) * | 1991-07-31 | 1994-07-19 | Morishita Jintan Co., Ltd. | Seamless capsule and process for producing the same |
US6258380B1 (en) | 1999-03-05 | 2001-07-10 | Banner Pharmacaps, Inc. | Chewable soft capsule |
US20050169983A1 (en) * | 2002-04-25 | 2005-08-04 | Hassan Emadeldin M. | Chewable soft capsule |
US8097279B2 (en) | 2002-04-25 | 2012-01-17 | Banner Pharmacaps Inc. | Chewable soft capsule |
US8241665B2 (en) | 2002-04-25 | 2012-08-14 | Banner Pharmacaps, Inc. | Chewable soft capsule |
US8414916B2 (en) | 2002-04-25 | 2013-04-09 | Banner Pharma Caps, Inc. | Chewable soft capsule |
US8765174B2 (en) | 2002-04-25 | 2014-07-01 | Banner Pharmacaps Inc. | Chewable soft capsule |
US9072677B2 (en) | 2002-04-25 | 2015-07-07 | Banner Life Sciences Llc | Chewable soft capsules |
US9668976B2 (en) | 2002-04-25 | 2017-06-06 | Banner Life Sciences, LLC | Chewable soft capsules |
US9861586B2 (en) | 2002-04-25 | 2018-01-09 | Patheon Softgels, LLC | Chewable soft capsules |
US10342763B2 (en) | 2002-04-25 | 2019-07-09 | Patheon Softgels, Inc. | Chewable soft capsules |
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