USRE43582E1 - Semi-moist delivery system - Google Patents
Semi-moist delivery system Download PDFInfo
- Publication number
- USRE43582E1 USRE43582E1 US12/426,396 US42639609A USRE43582E US RE43582 E1 USRE43582 E1 US RE43582E1 US 42639609 A US42639609 A US 42639609A US RE43582 E USRE43582 E US RE43582E
- Authority
- US
- United States
- Prior art keywords
- additive
- carrier
- starch
- water
- sucrose
- 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, expires
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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
Definitions
- This application is directed to a means for delivering pharmaceuticals, nutraceuticals and the like to a mammal and more specifically, the control of the water activity of a food product matrix for use in the incorporation of a pharmaceutical, nutraceutical or other bioactive compound into the matrix.
- Pharmaceutical and nutraceutical products intended for oral administration are typically provided in tablet, capsule, pill, lozenges and caplet form. These products are swallowed whole or chewed in the mouth for delivery of the active ingredient into the alimentary system of a body. Such oral delivery systems are sometimes made chewable to ease drug administration in pediatric and geriatric patients. Such concerns with ease of administration may be amplified when dealing with pets and other animals.
- an object of the subject invention is a method of controlling water activity in an oral delivery system and the product thereof.
- a carrier or product formed of a matrix having starch, sugar, fat, polyhydric alcohol and water in suitable ratios such that there exists a water activity of 0.6-0.75.
- the water activity of the product matrix is adjusted up or down so that the availability of water in the finished product is not detrimental to the included active ingredient, be it pharmaceutical, nutraceutical, or vitamin mineral complex.
- a further object of the subject invention is a oral delivery system for pharmaceuticals, nutraceuticals or other active ingredient which matches the water activity of the carrier to the included active ingredient.
- a soft chewable oral delivery system is provided.
- the dosage form may be in tablet form and may contain one or more active ingredients.
- the active ingredients are incorporated into the system which is described in further detail below and which includes a starch component, a fat or oil, a sugar component, a polyhydric alcohol, water and other minor ingredients. Into this mixture is placed the active ingredient. After mixing and extruding these ingredients, the extrudate is formed into the appropriate shape.
- the relative proportions of the mixture are as follows.
- the starch component of the matrix comprises 10 to 50 percent by weight of the matrix. More particularly, the starch component of the matrix comprises 15 to 40 percent by weight of the matrix.
- starch for use in the matrix can be of any suitable type, it is most preferred that at least part of the starch in the matrix be a highly derivatized or pregelatinized starch. If a highly derivatized starch is present in the matrix, it should be present in an amount of about 1 ⁇ 2 percent by weight of the total starch and the balance of the starch being non-derivatized. More preferably, about 20-40 percent by weight of the total matrix and about 45% of the total starch should be the derivatized starch.
- An example of a preferred pregelatinized starch is A. E. Staley's NU-COL 4227 or SOFT-SET.
- amylaceous ingredients may be used in combination with the derivatized starch or alone, provided the starch limits are not exceeded.
- the amylaceous ingredients can be gelatinized or cooked before or during the forming step to achieve the desired matrix characteristics. If gelatinized starch is used, it may be possible to prepare the product of the subject invention or perform the method of the subject invention without heating or cooking of any sort. However, if ungelatinized (ungelled) or uncooked starch is used, the matrix must be cooked sufficiently to gel or cook the starch to reach the desired content.
- Starches that can serve as a base starch for derivatization include regular corn, waxy corn, potato, tapioca, rice, etc.
- Such types of derivatizing agents for the starch include but are not limited to ethylene oxide, propylene oxide, acetic anhydride, and succinic anhydride, and other food approved esters or ethers, introducing such chemicals alone or in combination with one another.
- Prior crosslinking of the starch may or may not be necessary based on the pH of the system and the temperature used to form the product.
- amylaceous ingredients are those food-stuffs containing a preponderance of starch and/or starch-like material.
- amylaceous ingredients are cereal grains and meals or flours obtained upon grinding cereal grains such as corn, oats, wheat, milo, barley, rice, and the various milling by-products of these cereal grains such as wheat feed flour, wheat middlings, mixed feed, wheat shorts, wheat red dog, oat groats, hominy feed, and other such material.
- wheat feed flour wheat middlings
- mixed feed wheat shorts
- wheat red dog oat groats
- hominy feed hominy feed
- tuberous food stuffs such as potatoes, tapioca, and the like.
- Another component of the matrix is a fat component such as fat or oil of animal or vegetable origin.
- Typical animal fats or oils are fish oil, chicken fat, tallow, choice white grease, prime steam lard and mixtures thereof.
- Other animal fats are also suitable for use in the matrix.
- Vegetable fats or oils are derived from corn, soy, cottonseed, peanut, flax, rapeseed, sunflower, other oil bearing vegetable seeds, and mixtures thereof. Additionally, a mixture of animal or vegetable oils or fats is suitable for use in the matrix.
- the fat component of the matrix is about 0 to about 40% by weight of the matrix. More specifically, the fat component of the matrix is about 20 percent by weight of the matrix.
- the polyhydric alcohol component of the matrix can be selected from glycerol, sorbitol, propylene glycol, 1.3-butanediol, and mixtures thereof with each other and other polyhydric alcohols.
- the polyhydric alcohol comprises about 10 to about 50 percent by weight of the matrix. More specifically, the polyhydric alcohol comprises about 20 to about 40 percent by weight of the matrix.
- the sugar component can be employed in a dry or crystalline condition or can be an aqueous syrup having a sugar concentration of from 50 to about 95, preferably from 70 to about 80, weight percent.
- the sugar used can be lactose, sucrose, fructose, glucose, or maltose, depending on the particular application and price or availability of a particular sugar. Examples of various well established sources of these sugars are, corn syrup solids, malt syrup, hydrolyzed corn starch, hydrol (syrup from glucose manufacturing operations), raw and refined cane and beet sugars, etc.
- Water must be present in the matrix at least about 5 percent by weight of the matrix. More specifically, water is present in the matrix about 5 percent to about 20 percent by weight of the matrix.
- the matrix thus formed usually has a water activity of 0.60 to 0.75.
- the active ingredient may be any drug, nutrition agent, or the like which can be orally administered.
- active ingredients are the following: nutraceuticals, such as chromium picolinate, potassium gluconate and methionine amino acid; prescription drugs, such as ivermectin, fenbendazole, piperazine, magnesium hydroxide, stranozole, furosemide, penicillin, amoxicillin, prednisolone, methylprednisolone, acepromazine; and, other pharmaceutical products, such as aspirin, prozac, zantac, and benedryl. Minor amounts of flavorants, colorants, glycerin, flavor enhancers, sweeteners, emulsifiers, antibitterness agents, taste masking agents, stabilizers, preservatives, or combinations thereof may be added.
- the starch system fat, polyhydric alcohol, corn syrup and water are mixed with a screw extruder, permitting addition of ingredients and variable heating at different points along the barrel.
- Other mixing apparatus such as a sigma mixer, swept wall heat exchanger or the like may be used.
- cooked or pregelled starches are used to form the matrix. The use of these starches avoids high cooking temperatures which would destroy the desired coloration and/or active ingredient. If coloration active temperature sensitivity is not a problem, it is possible to use an uncooked or ungelatinized starch to form the matrix and cook or gel the starch as the process is carried out.
- Vitamins INGREDIENT PARTS Regular Corn Starch Purefood GMI 17.9 Pregel Starch (SOFT SET) 15.0 Corn Syrup (Star Dri Corn Syrup Solids) 15.0 Sorbitol 35.1 H 2 O 10.0 Salt 2.0 Vitamin and Mineral Mix* 5.0 TOTAL 100.0 *Commercially available mixture available from Archer Daniels Midland.
- Flax INGREDIENT PARTS Regular Corn Starch Purefood GMI 17.9 Pregel Starch (SOFT SET) 15.0 Corn Syrup (Star Dri Corn Syrup Solids) 15.0 Sorbitol 35.1 H 2 O 10.0 Salt 2.0 Flax* 5.0 TOTAL 100.0 *Available from Enreco Flax.
- Acetaminophen INGREDIENT PERCENT Regular Corn Starch Purefood GMI 17.9 Pregel Starch (SOFT SET) 15.0 Corn Syrup (Star Dri Corn Syrup Solids) 15.0 Sorbitol 39.1 H 2 O 10.0 Salt 2.0 Acetaminophen* 0.8 Red Coloring #40 0.1 Flavoring (Cherry) 0.1 TOTAL 100.0 *Available from Mallincrodt as Compap
- an oral delivery system for the administration for pharmaceuticals, nutraceuticals, vitamins and minerals and other active ingredients may be provided in a chewable form by the subject invention.
- the active ingredient is water sensitive such as aspirin
- the amount of polyhydric alcohol is increased, the water activity is depressed to about 0.65 and the stability and texture of the resultant product is maintained.
- the active ingredient requires or can tolerate the presence of free water for its activity, such as in the case of Guaifenesin, the amount of polyhydric alcohol may be decreased, while maintaining the level of such polyhydric alcohol such that a soft texture of the resulting tablet is maintained.
Abstract
Description
Starch | 10-50% | |
Fat or Oil | 0-40% | |
Sugar | 5-25% | |
Polyhydric Alcohol | 10-50% | |
Water | 5-20% | |
Salt (NaCl) | 1-5% | |
Active Ingredient | 0.1-5% | |
Carrier |
INGREDIENT | PARTS | |
Regular Corn Starch (Purefood GMI) | 18.0 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Corn Oil | 20.0 | |
Sorbitol | 20.0 | |
H2O | 10.0 | |
Salt | 2.0 | |
TOTAL | 100.0 | |
Guaifenesin |
INGREDIENT | PARTS | |
Regular Corn Starch (Purefood GMI) | 17.9 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Sorbitol | 39.3 | |
H2O | 10.0 | |
Salt | 2.0 | |
Guaifenesin* | 0.8 | |
TOTAL | 100.0 | |
*Available from Arrow Chemical Co., N.J. |
Vitamins |
INGREDIENT | PARTS | |
Regular Corn Starch (Purefood GMI) | 17.9 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Sorbitol | 35.1 | |
H2O | 10.0 | |
Salt | 2.0 | |
Vitamin and Mineral Mix* | 5.0 | |
TOTAL | 100.0 | |
*Commercially available mixture available from Archer Daniels Midland. |
Flax |
INGREDIENT | PARTS | |
Regular Corn Starch (Purefood GMI) | 17.9 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Sorbitol | 35.1 | |
H2O | 10.0 | |
Salt | 2.0 | |
Flax* | 5.0 | |
TOTAL | 100.0 | |
*Available from Enreco Flax. |
Acetaminophen |
INGREDIENT | PERCENT | |
Regular Corn Starch (Purefood GMI) | 17.9 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Sorbitol | 39.1 | |
H2O | 10.0 | |
Salt | 2.0 | |
Acetaminophen* | 0.8 | |
Red Coloring #40 | 0.1 | |
Flavoring (Cherry) | 0.1 | |
TOTAL | 100.0 | |
*Available from Mallincrodt as Compap |
Carrier |
INGREDIENT | PARTS | |
Regular Corn Starch (Purefood GMI) | 17.9 | |
Pregel Starch (SOFT SET) | 15.0 | |
Corn Syrup (Star Dri Corn Syrup Solids) | 15.0 | |
Sorbitol | 40.1 | |
H2O | 10.0 | |
Salt | 2.0 | |
TOTAL | 100.0 | |
TABLE 1 | ||||
Example | Active | Oil/Sugar | Aw | Extrusion Temp. |
1 | Premix | Corn Oil/Sorbitol | N/A | 125 |
2 | Guaifenesin | 100% Sorbitol | 0.656 | 115 |
3 | Vitamin Mix | 100% Sorbitol | 0.651 | 115 |
4 | Flax | 100% Sorbitol | 0.673 | 115 |
5 | Acetaminophen | 100% Sorbitol | 0.666 | 115 |
6 | Premix | 100% Sorbitol | 0.61 | 115 |
Claims (36)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/426,396 USRE43582E1 (en) | 1998-09-24 | 2009-04-29 | Semi-moist delivery system |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/160,618 US6387381B2 (en) | 1998-09-24 | 1998-09-24 | Semi-moist oral delivery system |
US10/639,909 USRE41108E1 (en) | 1998-09-24 | 2003-08-13 | Semi-moist oral delivery system |
US12/426,396 USRE43582E1 (en) | 1998-09-24 | 2009-04-29 | Semi-moist delivery system |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/160,618 Reissue US6387381B2 (en) | 1998-09-24 | 1998-09-24 | Semi-moist oral delivery system |
Publications (1)
Publication Number | Publication Date |
---|---|
USRE43582E1 true USRE43582E1 (en) | 2012-08-14 |
Family
ID=22577644
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/160,618 Ceased US6387381B2 (en) | 1998-09-24 | 1998-09-24 | Semi-moist oral delivery system |
US10/639,909 Expired - Lifetime USRE41108E1 (en) | 1998-09-24 | 2003-08-13 | Semi-moist oral delivery system |
US12/426,396 Expired - Lifetime USRE43582E1 (en) | 1998-09-24 | 2009-04-29 | Semi-moist delivery system |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/160,618 Ceased US6387381B2 (en) | 1998-09-24 | 1998-09-24 | Semi-moist oral delivery system |
US10/639,909 Expired - Lifetime USRE41108E1 (en) | 1998-09-24 | 2003-08-13 | Semi-moist oral delivery system |
Country Status (5)
Country | Link |
---|---|
US (3) | US6387381B2 (en) |
EP (1) | EP1115377A4 (en) |
AU (1) | AU744737B2 (en) |
CA (1) | CA2344678C (en) |
WO (1) | WO2000016743A1 (en) |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10031044A1 (en) | 2000-06-26 | 2002-01-03 | Bayer Ag | Endoparasiticidal agents for voluntary oral ingestion by animals |
US6753004B2 (en) * | 2001-09-04 | 2004-06-22 | Auburn University | Biodegradable fishing lure and material |
US20040013732A1 (en) * | 2001-09-25 | 2004-01-22 | Michael Farber | Starch-based delivery system for creatine |
US7067150B2 (en) | 2002-04-16 | 2006-06-27 | Scepter Holdings, Inc. | Delivery systems for functional ingredients |
WO2004014143A1 (en) * | 2002-08-13 | 2004-02-19 | Akzo Nobel | Compositions and process for delivering an additive |
US20040037869A1 (en) | 2002-08-16 | 2004-02-26 | Douglas Cleverly | Non-animal product containing veterinary formulations |
US20040091579A1 (en) * | 2002-11-13 | 2004-05-13 | Rubicon Scientific Llc; | Extruded foodstuffs having maintenance level actives |
WO2005084634A1 (en) * | 2003-06-13 | 2005-09-15 | Scepter Holdings, Inc. | Delivery systems for non-steroidal anti-inflammatory drugs (nsaids) |
TWI366442B (en) † | 2003-07-30 | 2012-06-21 | Novartis Ag | Palatable ductile chewable veterinary composition |
US20080160086A1 (en) * | 2004-02-19 | 2008-07-03 | Scepter Holdings, Inc. | Delivery Systems For Calcium |
JP2007532571A (en) * | 2004-04-07 | 2007-11-15 | インターベツト・インターナシヨナル・ベー・ベー | Effective compositions of benzimidazole, avermectin and praziquantel and related methods of use |
WO2005097085A1 (en) * | 2004-04-08 | 2005-10-20 | Micro Nutrient, Llc | Nutrient system for individualized responsive dosing regimens |
US7850987B2 (en) * | 2004-04-08 | 2010-12-14 | Micronutrient, Llc | Nutrient composition(s) and system(s) for individualized, responsive dosing regimens |
US7785619B2 (en) * | 2004-04-08 | 2010-08-31 | Micro Nutrient, Llc | Pharmanutrient composition(s) and system(s) for individualized, responsive dosing regimens |
US7318920B2 (en) * | 2004-09-27 | 2008-01-15 | Ez-Med Company | Low water activity nutritional product having beneficial microbial and high oil content |
FR2896958B1 (en) * | 2006-02-07 | 2012-09-14 | Vetinnov | SUPPORT APPEALS TO AN IMPROVED FORMULA. |
US7767248B2 (en) * | 2007-02-02 | 2010-08-03 | Overly Iii Harry J | Soft chew confectionary with high fiber and sugar content and method for making same |
US20090011079A1 (en) * | 2007-07-02 | 2009-01-08 | Bestsweet, Inc. | Hard Coated Confectionary Having A Consumable Soft Chewing Core With An Active And Method For Making Same |
US8697174B2 (en) | 2010-01-27 | 2014-04-15 | Ainsworth Pet Nutrition | Treats and methods for producing same |
WO2014033230A1 (en) | 2012-08-31 | 2014-03-06 | Friulchem Spa | Compositions for oral administration to animals, production methods thereof and uses of same |
ES2666868T3 (en) | 2011-09-15 | 2018-05-08 | Friulchem Spa | Compositions for oral administration to animals and method of obtaining |
WO2013068371A1 (en) | 2011-11-08 | 2013-05-16 | Intervet International B.V. | Soft chewable dosage form compositions of cannabinoid receptor type 1 (cb-1) antagonists |
NZ719079A (en) | 2012-02-06 | 2017-09-29 | Merial Inc | Parasiticidal oral veterinary compositions comprising systemically-acting active agents, methods and uses thereof |
US20150057321A1 (en) | 2012-04-04 | 2015-02-26 | Intervet Inc. | Soft chewable pharmaceutical products |
EP2838377A4 (en) | 2012-04-17 | 2016-04-20 | Big Heart Pet Brands | Appetizing and dentally efficacious animal chews |
US9532946B2 (en) | 2012-11-20 | 2017-01-03 | Intervet Inc. | Manufacturing of semi-plastic pharmaceutical dosage units |
CN111803465B (en) * | 2013-03-15 | 2023-05-09 | 阿根塔创新有限公司 | Chewable formulation |
US9808010B2 (en) | 2015-07-06 | 2017-11-07 | Virbac Corporation | Chewable composition |
ES2947367T3 (en) | 2017-07-26 | 2023-08-07 | Tgx Soft Chew Llc | Non-starchy soft chew for veterinary applications |
EA202191063A1 (en) | 2018-10-18 | 2021-07-12 | Джонсон энд Джонсон Консьюмер Инк. | NEW DOSE FORM |
US20220160628A1 (en) * | 2020-11-24 | 2022-05-26 | Florida Research Group Llc | Process for manufacturing improved semi-soft solid dosage forms and soft chews produced thereby |
EP4263559A1 (en) | 2020-12-18 | 2023-10-25 | Boehringer Ingelheim Animal Health USA Inc. | Boron containing pyrazole compounds, compositions comprising them, methods and uses thereof |
Citations (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3567819A (en) | 1969-01-30 | 1971-03-02 | Hoffmann La Roche | Cold tablet |
US3615652A (en) | 1969-12-05 | 1971-10-26 | Gen Foods Corp | Method of making animal food |
US4025624A (en) | 1975-11-18 | 1977-05-24 | A. H. Robins Company, Incorporated | Phenylalkylamines and phenylalkylureas in combinations to suppress gastric bleeding in aspirin therapy |
US4284652A (en) | 1977-01-24 | 1981-08-18 | The Quaker Oats Company | Matrix, product therewith, and process |
US4327076A (en) | 1980-11-17 | 1982-04-27 | Life Savers, Inc. | Compressed chewable antacid tablet and method for forming same |
US4643908A (en) | 1984-06-19 | 1987-02-17 | Pacific Kenyon Corp. | Soft, moist pet food |
US4671953A (en) | 1985-05-01 | 1987-06-09 | University Of Utah Research Foundation | Methods and compositions for noninvasive administration of sedatives, analgesics, and anesthetics |
US4673578A (en) | 1983-05-11 | 1987-06-16 | Warner-Lambert Company | Snack food product with high dietary fiber content and process for producing the same |
US4710387A (en) | 1984-11-09 | 1987-12-01 | Melkunte Holland B.V. | Nutritional supplement preparation intended for pregnant and breast-feeding women based on milk constituents as well as a process for preparing it |
US4795643A (en) | 1987-02-02 | 1989-01-03 | Mepha Ag Dornacherstrasse 114 | Medicament with a delayed release of active ingredient |
US4882153A (en) | 1985-12-20 | 1989-11-21 | Warner Lambert Co. | Confectionery delivery system for antitussives |
US4935243A (en) | 1988-12-19 | 1990-06-19 | Pharmacaps, Inc. | Chewable, edible soft gelatin capsule |
US4948615A (en) | 1988-03-11 | 1990-08-14 | National Starch And Chemical Investment Holding Corporation | Extruded gelled products |
EP0384514A2 (en) | 1989-02-21 | 1990-08-29 | Norwich Eaton Pharmaceuticals, Inc. | Dual-action tablet |
US5262167A (en) | 1990-12-20 | 1993-11-16 | Basf Corporation | Edible, non-baked low moisture cholestyramine composition |
US5296209A (en) | 1992-01-17 | 1994-03-22 | Colgate Palmolive Company | Pet chew product having oral care properties |
US5456922A (en) | 1985-03-06 | 1995-10-10 | American Cyanamid Company | Water dispersible and water soluble carbohydrate polymer compositions for parenteral administration of growth hormone |
US5607697A (en) | 1995-06-07 | 1997-03-04 | Cima Labs, Incorporated | Taste masking microparticles for oral dosage forms |
US5637313A (en) | 1994-12-16 | 1997-06-10 | Watson Laboratories, Inc. | Chewable dosage forms |
US5643603A (en) | 1990-04-12 | 1997-07-01 | Janssen Pharmaceutica N.V. | Composition of a bioadhesive sustained delivery carrier for drug administration |
WO1998023165A1 (en) | 1996-11-27 | 1998-06-04 | Wm. Wrigley Jr. Company | Method of controlling release of caffeine in chewing gum and gum produced thereby |
WO1999026491A1 (en) | 1997-11-24 | 1999-06-03 | Bristol-Myers Squibb Company | Fortified confectionery delivery systems and methods of preparation thereof |
US5928664A (en) | 1998-02-11 | 1999-07-27 | Fuisz Technologies Ltd. | Consumable gummy delivery system |
WO1999048372A1 (en) | 1998-03-23 | 1999-09-30 | General Mills, Inc. | Encapsulation of components into edible products |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995007622A1 (en) * | 1993-09-15 | 1995-03-23 | Wm. Wrigley Jr. Company | Hard coated chewing gum with improved shelf life, with mixed polyol coatings |
-
1998
- 1998-09-24 US US09/160,618 patent/US6387381B2/en not_active Ceased
-
1999
- 1999-09-07 CA CA002344678A patent/CA2344678C/en not_active Expired - Fee Related
- 1999-09-07 EP EP99969328A patent/EP1115377A4/en not_active Withdrawn
- 1999-09-07 AU AU60294/99A patent/AU744737B2/en not_active Ceased
- 1999-09-07 WO PCT/US1999/020547 patent/WO2000016743A1/en active IP Right Grant
-
2003
- 2003-08-13 US US10/639,909 patent/USRE41108E1/en not_active Expired - Lifetime
-
2009
- 2009-04-29 US US12/426,396 patent/USRE43582E1/en not_active Expired - Lifetime
Patent Citations (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3567819A (en) | 1969-01-30 | 1971-03-02 | Hoffmann La Roche | Cold tablet |
US3615652A (en) | 1969-12-05 | 1971-10-26 | Gen Foods Corp | Method of making animal food |
US4025624A (en) | 1975-11-18 | 1977-05-24 | A. H. Robins Company, Incorporated | Phenylalkylamines and phenylalkylureas in combinations to suppress gastric bleeding in aspirin therapy |
US4284652A (en) | 1977-01-24 | 1981-08-18 | The Quaker Oats Company | Matrix, product therewith, and process |
US4327076A (en) | 1980-11-17 | 1982-04-27 | Life Savers, Inc. | Compressed chewable antacid tablet and method for forming same |
US4673578A (en) | 1983-05-11 | 1987-06-16 | Warner-Lambert Company | Snack food product with high dietary fiber content and process for producing the same |
US4643908A (en) | 1984-06-19 | 1987-02-17 | Pacific Kenyon Corp. | Soft, moist pet food |
US4710387A (en) | 1984-11-09 | 1987-12-01 | Melkunte Holland B.V. | Nutritional supplement preparation intended for pregnant and breast-feeding women based on milk constituents as well as a process for preparing it |
US5456922A (en) | 1985-03-06 | 1995-10-10 | American Cyanamid Company | Water dispersible and water soluble carbohydrate polymer compositions for parenteral administration of growth hormone |
US4671953A (en) | 1985-05-01 | 1987-06-09 | University Of Utah Research Foundation | Methods and compositions for noninvasive administration of sedatives, analgesics, and anesthetics |
US4882153A (en) | 1985-12-20 | 1989-11-21 | Warner Lambert Co. | Confectionery delivery system for antitussives |
US4795643A (en) | 1987-02-02 | 1989-01-03 | Mepha Ag Dornacherstrasse 114 | Medicament with a delayed release of active ingredient |
US4948615A (en) | 1988-03-11 | 1990-08-14 | National Starch And Chemical Investment Holding Corporation | Extruded gelled products |
US4935243A (en) | 1988-12-19 | 1990-06-19 | Pharmacaps, Inc. | Chewable, edible soft gelatin capsule |
EP0384514A2 (en) | 1989-02-21 | 1990-08-29 | Norwich Eaton Pharmaceuticals, Inc. | Dual-action tablet |
US5643603A (en) | 1990-04-12 | 1997-07-01 | Janssen Pharmaceutica N.V. | Composition of a bioadhesive sustained delivery carrier for drug administration |
US5262167A (en) | 1990-12-20 | 1993-11-16 | Basf Corporation | Edible, non-baked low moisture cholestyramine composition |
US5296209A (en) | 1992-01-17 | 1994-03-22 | Colgate Palmolive Company | Pet chew product having oral care properties |
US5637313A (en) | 1994-12-16 | 1997-06-10 | Watson Laboratories, Inc. | Chewable dosage forms |
US5607697A (en) | 1995-06-07 | 1997-03-04 | Cima Labs, Incorporated | Taste masking microparticles for oral dosage forms |
WO1998023165A1 (en) | 1996-11-27 | 1998-06-04 | Wm. Wrigley Jr. Company | Method of controlling release of caffeine in chewing gum and gum produced thereby |
WO1999026491A1 (en) | 1997-11-24 | 1999-06-03 | Bristol-Myers Squibb Company | Fortified confectionery delivery systems and methods of preparation thereof |
US5928664A (en) | 1998-02-11 | 1999-07-27 | Fuisz Technologies Ltd. | Consumable gummy delivery system |
WO1999048372A1 (en) | 1998-03-23 | 1999-09-30 | General Mills, Inc. | Encapsulation of components into edible products |
US6723358B1 (en) | 1998-03-23 | 2004-04-20 | General Mills, Inc. | Encapsulation of components into edible products |
Non-Patent Citations (5)
Title |
---|
Calorie Control.org, Reduced-Calorie Sweeteners; Hydrogenated Starch Hydrolysates; Calorie Control Council, 2007 |
EP Search report for related application, EP 99969328, Mar. 12 2009. |
Office Action for related U.S. Appl. No. 12/426,390, dated Feb. 15, 2012. |
PCT Search Report for related application, PCT/US05/32695, May 22, 2006. |
Sugar Association, Sugar Sweet by Nature, 2007. |
Also Published As
Publication number | Publication date |
---|---|
US20010036464A1 (en) | 2001-11-01 |
US6387381B2 (en) | 2002-05-14 |
EP1115377A1 (en) | 2001-07-18 |
AU744737B2 (en) | 2002-02-28 |
USRE41108E1 (en) | 2010-02-09 |
AU6029499A (en) | 2000-04-10 |
CA2344678C (en) | 2007-04-24 |
CA2344678A1 (en) | 2000-03-30 |
WO2000016743A1 (en) | 2000-03-30 |
EP1115377A4 (en) | 2009-04-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
USRE43582E1 (en) | Semi-moist delivery system | |
KR101030735B1 (en) | Compositions and process for delivering an additive | |
EP1675474B2 (en) | Palatable ductile chewable veterinary composition | |
AU2008247327B2 (en) | Improved dosage form and process | |
US4029823A (en) | Method of making a dry pet food having a marbled meat-like texture | |
EP1450860B1 (en) | Animal feeds including actives | |
EP2923582B1 (en) | Pet food compositions including sustained-release lipoic acid | |
AU2008201605A1 (en) | Palatable ductile chewable veterinary composition | |
MXPA01003031A (en) | Semi-moist oral delivery system | |
US11766051B1 (en) | Edible pet chew with thermo-processed shell and cold-formed filling | |
WO2023118448A1 (en) | Soft chew based on rice starch | |
AU2002342022B2 (en) | Animal feeds including actives and methods of using same | |
JPH0391434A (en) | Edible baked constitution containing cholestyramine | |
AU2002342022A1 (en) | Animal feeds including actives and methods of using same |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: EZ-MED HOLDINGS, INC., FLORIDA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:EZ-MED COMPANY;REEL/FRAME:025039/0010 Effective date: 20100820 |
|
AS | Assignment |
Owner name: FLAVORTEK, LLC, FLORIDA Free format text: SECURITY AGREEMENT;ASSIGNOR:EZ-MED HOLDINGS, INC.;REEL/FRAME:028244/0568 Effective date: 20120419 Owner name: LEHMKUHL, ALFRED, OHIO Free format text: SECURITY AGREEMENT;ASSIGNOR:EZ-MED HOLDINGS, INC.;REEL/FRAME:028244/0568 Effective date: 20120419 |
|
REMI | Maintenance fee reminder mailed | ||
FPAY | Fee payment |
Year of fee payment: 12 |
|
SULP | Surcharge for late payment |
Year of fee payment: 11 |
|
AS | Assignment |
Owner name: EZ-MED HOLDINGS, INC., FLORIDA Free format text: TERMINATION OF SECURITY INTEREST;ASSIGNORS:FLAVORTEK, LLC;LEHMKUHL, ALFRED;REEL/FRAME:033227/0306 Effective date: 20140414 |
|
AS | Assignment |
Owner name: VETS PLUS, INC., WISCONSIN Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:EZ-MED HOLDINGS, INC.;REEL/FRAME:038635/0540 Effective date: 20160512 |