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US20070003616A1 - Process for the production of an abuse-proofed dosage form - Google Patents

Process for the production of an abuse-proofed dosage form Download PDF

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Publication number
US20070003616A1
US20070003616A1 US11/471,438 US47143806A US2007003616A1 US 20070003616 A1 US20070003616 A1 US 20070003616A1 US 47143806 A US47143806 A US 47143806A US 2007003616 A1 US2007003616 A1 US 2007003616A1
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United States
Prior art keywords
dosage form
abuse
optionally
force
active ingredient
Prior art date
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Abandoned
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US11/471,438
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English (en)
Inventor
Elisabeth Arkenau-Maric
Johannes Bartholomaus
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Gruenenthal GmbH
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Individual
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Assigned to GRUNENTHAL GMBH reassignment GRUNENTHAL GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: ARKENAU-MARIC, ELISABETH, DR., BARTHOLOMAUS, JOHANNES, DR.
Publication of US20070003616A1 publication Critical patent/US20070003616A1/en
Priority to US12/140,718 priority Critical patent/US20090005408A1/en
Assigned to JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT reassignment JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS (EXCLUSIVELY LICENSED PATENTS) Assignors: ENDO PHARMACEUTICALS INC.
Assigned to MORGAN STANLEY SENIOR FUNDING, INC., AS ADMINISTRATIVE AGENT reassignment MORGAN STANLEY SENIOR FUNDING, INC., AS ADMINISTRATIVE AGENT SECURITY INTEREST IN EXCLUSIVELY LICENSED PATENTS Assignors: ENDO PHARMACEUTICALS INC.
Assigned to ENDO PHARMACEUTICALS INC. reassignment ENDO PHARMACEUTICALS INC. RELEASE OF SECURITY INTEREST IN EXCLUSIVELY LICENSED PATENTS RECORDED AT REEL/FRAME 25456/172 Assignors: JPMORGAN CHASE BANK N.A., AS ADMINISTRATIVE AGENT
Priority to US13/962,098 priority patent/US20130320592A1/en
Assigned to ENDO PHARMACEUTICALS SOLUTIONS INC. reassignment ENDO PHARMACEUTICALS SOLUTIONS INC. RELEASE OF PATENT SECURITY INTEREST IN EXCLUSIVELY LICENSED PATENTS Assignors: MORGAN STANLEY SENIOR FUNDING, INC., AS ADMINISTRATIVE AGENT
Assigned to DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT reassignment DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT GRANT OF SECURITY INTEREST IN LICENSED PATENTS Assignors: ENDO PHARMACEUTICALS, INC.
Assigned to ENDO PHARMACEUTICALS INC. reassignment ENDO PHARMACEUTICALS INC. CORRECTIVE ASSIGNMENT TO CORRECT THE NAME OF RECEIVING PARTY IN RELEASE OF PATENT SECURITY INTEREST IN EXCLUSIVELY LICENSED PATENTS PREVIOUSLY RECORDED ON REEL 032380 FRAME 0157. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE OF SECURITY INTEREST IN EXCLUSIVELY LICENSED PATENTS.. Assignors: MORGAN STANLEY SENIOR FUNDING, INC., AS ADMINISTRATIVE AGENT
Priority to US14/580,578 priority patent/US20150164811A1/en
Priority to US15/255,441 priority patent/US20170049706A1/en
Priority to US15/257,079 priority patent/US11224576B2/en
Assigned to ENDO PHARMACEUTICALS, INC., ENDO PHARMACEUTICALS SOLUTIONS, INC., ASTORA WOMEN'S HEALTH HOLDINGS, LLC reassignment ENDO PHARMACEUTICALS, INC. RELEASE BY SECURED PARTY (SEE DOCUMENT FOR DETAILS). Assignors: DEUTSCHE BANK AG NEW YORK BRANCH
Abandoned legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/485—Morphinan derivatives, e.g. morphine, codeine
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2095—Tabletting processes; Dosage units made by direct compression of powders or specially processed granules, by eliminating solvents, by melt-extrusion, by injection molding, by 3D printing
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/13—Amines
    • A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
    • A61K31/515—Barbituric acids; Derivatives thereof, e.g. sodium pentobarbital
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/2031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/36—Opioid-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B30—PRESSES
    • B30B—PRESSES IN GENERAL
    • B30B11/00—Presses specially adapted for forming shaped articles from material in particulate or plastic state, e.g. briquetting presses, tabletting presses
    • B30B11/16—Presses specially adapted for forming shaped articles from material in particulate or plastic state, e.g. briquetting presses, tabletting presses using pocketed rollers, e.g. two co-operating pocketed rollers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B30—PRESSES
    • B30B—PRESSES IN GENERAL
    • B30B11/00—Presses specially adapted for forming shaped articles from material in particulate or plastic state, e.g. briquetting presses, tabletting presses
    • B30B11/34—Presses specially adapted for forming shaped articles from material in particulate or plastic state, e.g. briquetting presses, tabletting presses for coating articles, e.g. tablets

Definitions

  • the present invention relates to a process for the production of solid pharmaceutical dosage forms with at least reduced potential for abuse, by
  • Opiates for example, which are highly active in combating severe to very severe pain, are frequently used by abusers to induce a state of narcosis or euphoria.
  • the corresponding dosage forms such as tablets or capsules are comminuted, for example ground in a mortar, by the abuser, the active ingredient is extracted from the resultant powder using a preferably aqueous liquid and the resultant solution, optionally after being filtered through cotton wool or cellulose wadding, is administered parenterally, in particular intravenously.
  • An additional phenomenon of this kind of administration in comparison with abusive oral administration, is a further accelerated increase in active ingredient levels giving the abuser the desired effect, namely the “kick” or “rush”. This kick is also obtained if the powdered dosage form is administered nasally, i.e. is sniffed.
  • U.S. Pat. No. 4,070,494 proposed adding a swellable agent to the dosage form in order to prevent abuse. When water is added to extract the active ingredient, this agent swells and ensures that the filtrate separated from the gel contains only a small quantity of active ingredient.
  • the multilayer tablet disclosed in WO 95/20947 is based on a similar approach to preventing parenteral abuse, said tablet containing the active ingredient with potential for abuse and at least one gel former, each in different layers.
  • WO 03/015531 A2 discloses another approach to preventing parenteral abuse.
  • a dosage form containing an analgesic opioid and a dye as an aversive agent is described therein.
  • the colour released by tampering with the dosage form is intended to discourage the abuser from using the dosage form which has been tampered with.
  • naloxone or naltrexone in the case of opiates
  • compounds which cause a physiological defence response such as for example ipecacuanha (ipecac) root.
  • polymers (C) having the stated minimum breaking strength in the process according to the invention preferably in quantities such that the dosage form also exhibits such a minimum breaking strength, means that pulverisation of the dosage form is considerably more difficult using conventional means, so considerably complicating or preventing the subsequent abuse.
  • comminution is taken to mean pulverisation of the dosage form by the application of force with conventional means which are conventionally available to an abuser, such as for example a pestle and mortar, a hammer, a mallet or other usual means for pulverisation, wherein the proportion of fines which may arise (particle size equal to or smaller than 0.3 mm) must not exceed 5 wt. %.
  • the dosage form obtained according to the invention is thus suitable for preventing parenteral, nasal and/or oral abuse of pharmaceutical active ingredients with potential for abuse.
  • compositions with potential for abuse are known to the person skilled in the art, as are the quantities thereof to be used and processes for the production thereof, and may be present in the dosage form according to the invention as such, in the form of the corresponding derivatives thereof, in particular esters or ethers, or in each case in the form of corresponding physiologically acceptable compounds, in particular in the form of the salts or solvates thereof, as racemates or stereoisomers.
  • the dosage form obtained according to the invention is also suitable for the administration of a plurality of active ingredients. It is preferably used for the administration of one specific active ingredient.
  • the dosage form obtained according to the invention is in particular suitable for preventing the abuse of at least one pharmaceutical active ingredient which is selected from the group comprising opiates, opioids, tranquillisers, preferably benzodiazepines, barbiturates, stimulants and further narcotics.
  • the dosage form obtained according to the invention is very particularly preferably suitable for preventing abuse of an opiate, opioid, tranquilliser or another narcotic, which is selected from the group comprising N- ⁇ 1-[2-(4-ethyl-5-oxo-2-tetrazolin-1-yl)ethyl]-4-methoxymethyl-4-piperidyl ⁇ propionanilide (alfentanil), 5,5-diallylbarbituric acid (allobarbital), allylprodine, alphaprodine, 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]-benzodiazepine (alprazolam), 2-diethylaminopropiophenone (amfepramone), ( ⁇ )- ⁇ -methylphenethylamine (amphetamine), 2-( ⁇ -methylphenethylamino)-2-phenylacetonitrile (amphetaminil), 5-e
  • the dosage form according to the invention is particularly suitable for preventing abuse of an opioid active ingredient selected from among the group comprising oxycodone, hydromorphone, morphine, tramadol and the physiologically acceptable derivatives or compounds thereof, preferably the salts and solvates thereof, preferably the hydrochlorides thereof.
  • the dosage form according to the invention is furthermore in particular suitable for preventing abuse of an opioid active ingredient selected from among the group comprising (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)phenol, (2R,3R)-1-dimethylamino-3-(3-methoxyphenyl)-2-methyl-pentan-3-ol, (1RS,3RS,6RS)-6-dimethylaminomethyl-1-(3-methoxyphenyl)-cyclohexane-1,3-diol, (1R,2R)-3-(2-dimethylaminonethyl-cyclohexyl)phenol, the physiologically acceptable salts thereof, preferably hydrochlorides, physiologically acceptable enantiomers, stereoisomers, diastereomers and racemates and the physiologically acceptable derivatives thereof, preferably ethers, esters or amides.
  • an opioid active ingredient selected from among the group comprising (1R,2R)-3
  • At least one synthetic or natural polymer (C) which exhibits a breaking strength, measured using the method disclosed in the present application, of at least 500 N is used in the process according to the invention.
  • At least one polymer is selected for this purpose from among the group comprising polyalkylene oxides, preferably polymethylene oxides, polyethylene oxides, polypropylene oxides, polyethylenes, polypropylenes, polyvinyl chlorides, polycarbonates, polystyrenes, polyacrylates, the copolymers thereof, and mixtures of at least two of the stated polymer classes or polymers.
  • the polymers are distinguished by a molecular weight of at least 0.5 million, determined by rheological measurements.
  • Thermoplastic polyalkylene oxides, such as polyethylene oxides, with a molecular weight of at least 0.5 million, preferably of at least 1 million to 15 million, determined by rheological measurements, are very particularly preferred.
  • These polymers have a viscosity at 25° C. of 4500 to 17600 cP, measured on a 5 wt. %-aqueous solution using a model RVF Brookfield viscosimeter (spindle no. 2/rotational speed 2 rpm), of 400 to 4000 cP, measured on a 2 wt. % aqueous solution using the stated viscosimeter (spindle no. 1 or 3/rotational speed 10 rpm) or of 1650 to 10000 cP, measured on a 1 wt. % aqueous solution using the stated viscosimeter (spindle no. 2/rotational speed 2 rpm).
  • the polymers are preferably used in powder form. They may be soluble in water.
  • Polymers (C) are present in the formulation mixture or in the dosage forms produced according to the invention in an amount of at least 30 wt. %, preferably of at least 50 wt. % to 99.9 wt. %, relative to the total quantity.
  • At least one natural or synthetic wax (D) with a breaking strength, measured using the method disclosed in the present application, of at least 500 N.
  • Waxes with a softening point of at least 60° C. are preferably used.
  • Carnauba wax and beeswax are particularly preferred.
  • Carnauba wax is very particularly preferred.
  • Carnauba wax is a natural wax which is obtained from the leaves of the carnauba palm and has a softening point of at least 80° C.
  • the wax component (D) is additionally used, it is used together with at least one polymer (C) in quantities such that the dosage form exhibits a breaking strength of at least 500 N.
  • Auxiliary substances (B) which may be used are those known auxiliary substances which are conventional for the formulation of solid dosage forms. These are preferably plasticisers, such as polyethylene glycols, auxiliary substances which influence active ingredient release, preferably hydrophobic or hydrophilic, preferably hydrophilic polymers, very particularly preferably hydroxypropylmethylcellulose, and/or antioxidants. Suitable antioxidants are ascorbic acid, butylhydroxyanisole, butylhydroxytoluene, salts of ascorbic acid, monothioglycerol, phosphorous acid, vitamin C, vitamin E and the derivatives thereof, sodium bisulfite, particularly preferably butylhydroxytoluene (BHT) or butylhydroxyanisole (BHA) and ⁇ -tocopherol.
  • plasticisers such as polyethylene glycols
  • auxiliary substances which influence active ingredient release preferably hydrophobic or hydrophilic, preferably hydrophilic polymers, very particularly preferably hydroxypropylmethylcellulose, and/or antioxidants.
  • the antioxidant is preferably used in quantities of 0.01 to 10 wt. %, preferably of 0.03 to 5 wt. %, relative to the total weight of the dosage form.
  • the abuse-proofed, solid-dosage form is produced by initially mixing the active ingredient, the component (C), optionally the wax component (D), optionally auxiliary substances (B) and optionally at least one of the optionally present further abuse-preventing components (a)-(f) listed below and the resultant formulation mixture is shaped by application of force into formed articles, preferably the dosage form.
  • the formulation mixture is prepared in a mixer known to the person skilled in the art.
  • the mixer may, for example, be a roll mixer, shaking mixer, shear mixer or compulsory mixer.
  • the resultant formulation mixture is preferably directly shaped by application of force into formed articles, preferably the dosage form, preferably without exposure to heat.
  • the formulation mixture may, for example, be formed into tablets by direct tabletting.
  • pressing is performed with the assistance of a tabletting tool, i.e. bottom punch, top punch and die.
  • a tabletting tool i.e. bottom punch, top punch and die.
  • the formulation mixture may also first be granulated and then shaped.
  • Shaping is preferably performed with application of force, a force of greater than or equal to 0.5 kN, preferably of 1 to 100 kN, being applied.
  • the force is preferably exerted with the assistance of a press, preferably a tablet press, with shaping rollers or shaping belts equipped with rollers.
  • the formulation mixture may also be extruded with the assistance of an extruder to yield a strand which is singulated into formed articles having the desired size. If heating also proceeds during application of force, heating should remain below 60° C.
  • these formulation mixture is processed to yield multiparticulate formed articles, such as granules, pellets, these should have a minimum size of 0.5 mm, preferably a size of 1 to 3.5 mm.
  • these formed articles are preferably graded by size. This grading may proceed with the assistance of a screening method.
  • the formed articles are again exposed to force, wherein either before or during application of force the formed articles are heated at least to the softening point of the polymer (C), preferably to greater than or equal to 60° C.
  • the duration of the treatment with force is dependent on the strength of the applied force, on the heating before or during the application of force and optionally on the size of the formed articles and may be determined by simple tests such that, after the application of force, the formed articles exhibit a breaking hardness of at least 500 N, measured using the method stated below.
  • the necessary heating may preferably be monitored by a temperature measurement in the interior of a formed article with the assistance of a temperature sensor.
  • FIG. 1 shows an apparatus with which the formed articles 1 , in the present case tablets, are exposed after heating to force between shaping belts with pressure rollers 2 .
  • the shaping belts which run parallel one above and one below, are here provided with means for accommodating the tablets.
  • a foil/film preferably an aluminium foil or a functional foil/film (not shown in FIG. 1 ), may also run with the shaping belts such that, during the application of force, the formed article 1, in the present case a tablet, may simultaneously be provided with a cover. Formed articles covered in this manner may be divided into a desired number of joined dosage forms, such as for example blister packs.
  • the formed articles may be heated in the most varied manner. Heating in ovens, i.e. with the assistance of a heated gas atmosphere, or with radiant heat is preferred. Heating may also be effected by electromagnetic waves, in particular by microwaves. Apart from ovens which are loaded in discontinuous batches, tunnel ovens, in which the formed articles are continuously conveyed through these ovens, are also suitable. In a further preferred process variant, heat is also introduced into the formed articles ( 1 ) via the conveyor belt.
  • Heating preferably proceeds under a protective gas atmosphere, particularly preferably under a nitrogen atmosphere.
  • force may be applied with the assistance of a tablet press, the formed articles being supplied heated to the die.
  • this may also be combined with jacketed tablet production, wherein the outer envelope material which is applied by pressure may consist of auxiliary substances or of an active ingredient/auxiliary substance mixture.
  • a procedure in which the application of force according to c) is effected by shaping rollers is particularly preferred.
  • the heated formed articles ( 1 ) are supplied to two contrarotating pressure rollers ( 2 ) which comprise profile recesses to accommodate the individual tablets.
  • the application of force onto the heated formed articles ( 1 ) between the rollers gives rise to the desired breaking strength of the dosage form.
  • This procedure is also suitable for continuous performance, wherein the formed articles are supplied to the rollers by a conveyor belt, by means of which, before the force is applied to the formed articles, said articles are previously directly exposed to heating in the tunnel oven, under a radiation source or through the belt.
  • the formed articles ( 1 ) are conveyed in a carrier ( 3 ), which comprises a profile for the formed articles ( 1 ) and is particularly preferably configured as a continuous conveyor belt.
  • This carrier ( 3 ) is brought into alignment with a second shaping belt ( 5 ), which likewise comprises a partial profile of the formed articles ( 1 ), and forced is exerted onto both sides of the carrier belts. This procedure is shown in FIG. 2 .
  • release agents may be advantageous to apply release agents onto the shaped profiles, in which force is applied to the formed articles, and onto the formed articles so that the formed articles may readily be detached again from the carrier belts or the pressure rollers.
  • Suitable release agents are pharmaceutically conventional release agents, such as for example talcum, magnesium stearate.
  • Preferred release agents are those which do not change their state of aggregation at the temperature of the process.
  • release aids in the apparatus with which force is applied, which release aids actively eject the formed articles after the application of force. This may for example proceed by holes through which a gas is blown under pressure or by mechanical punches.
  • the method according to the invention may be accelerated and optimised by rapidly cooling the formed articles after the application of force according to c). This may proceed, for example by conveying the formed articles into or through a cooling chamber or by introducing them into a cooling medium, such as for example into a liquid gas.
  • the dosage forms obtained according to the invention are distinguished in that, due to their hardness, they cannot be pulverised, for example by grinding even if cooled to low temperatures. This virtually rules out oral or parenteral, in particular intravenous or nasal abuse.
  • the dosage forms obtained according to the invention may, in a preferred embodiment, contain further agents which complicate or prevent abuse as auxiliary substances (B).
  • the abuse-proofed dosage form obtained according to the invention which comprises, apart from one or more active ingredients with potential for abuse, at least one hardening polymer (C) optionally auxiliary substances (B) and optionally at least one wax (D), may accordingly also comprise at least one of the following components (a)-(e) as optional further auxiliary substances (B):
  • Components (a) to (f) are additionally each individually suitable for abuse-proofing the dosage form according to the invention. Accordingly, component (a) is preferably suitable for proofing the dosage form against nasal, oral and/or parenteral, preferably intravenous, abuse, component (b) is preferably suitable for proofing against parenteral, particularly preferably intravenous and/or nasal abuse, component (c) is preferably suitable for proofing against nasal and/or parenteral, particularly preferably intravenous, abuse, component (d) is preferably suitable for proofing against parenteral, particularly preferably intravenous, and/or oral and/or nasal abuse, component (e) is suitable as a visual deterrent against oral or parenteral abuse and component (f) is suitable for proofing against oral or nasal abuse.
  • component (a) is preferably suitable for proofing the dosage form against nasal, oral and/or parenteral, preferably intravenous, abuse
  • component (b) is preferably suitable for proofing against parenteral, particularly preferably intravenous and/or nasal abuse
  • the dosage form according to the invention may also comprise two or more of components (a)-(f) in a combination, preferably (a), (b) and optionally (c) and/or (f) and/or (e) or (a), (b) and optionally (d) and/or (f) and/or (e).
  • the dosage form obtained according to the invention may comprise all of components (a)-(f).
  • substances which irritate the nasal passages and/or pharynx which may be considered according to the invention are any substances which, when administered accordingly via the nasal passages and/or pharynx, bring about a physical reaction which is either so unpleasant for the abuser that he/she does not wish to or cannot continue administration, for example burning, or physiologically counteracts taking of the corresponding active ingredient, for example due to increased nasal secretion or sneezing.
  • substances which conventionally irritate the nasal passages and/or pharynx may also bring about a very unpleasant sensation or even unbearable pain when administered parenterally, in particular intravenously, such that the abuser does not wish to or cannot continue taking the substance.
  • Particularly suitable substances which irritate the nasal passages and/or pharynx are those which cause burning, itching, an urge to sneeze, increased formation of secretions or a combination of at least two of these stimuli.
  • Appropriate substances and the quantities thereof which are conventionally to be used are known per se to the person skilled in the art or may be identified by simple preliminary testing.
  • the substance which irritates the nasal passages and/or pharynx of component (a) is preferably based on one or more constituents or one or more plant parts of at least one hot substance drug.
  • a dosage unit is taken to mean a separate or separable administration unit, such as for example a tablet or a capsule.
  • One or more constituents of at least one hot substance drug selected from the group consisting of Allii sativi bulbus (garlic), Asari rhizoma cum herba (Asarum root and leaves), Calami rhizoma (calamus root), Capsici fructus (capsicum), Capsici fructus acer (cayenne pepper), Curcumae longae rhizoma (turmeric root), Curcumae xanthorrhizae rhizoma (Javanese turmeric root), Galangae rhizoma (galangal root), Myristicae semen (nutmeg), Piperis nigri fructus (pepper), Sinapis albae semen/Erucae semen (white mustard seed), Sinapis nigri semen (black mustard seed), Zedoariae rhizoma (zedoary root) and Zingiberis rhizoma (ginger root), particularly preferably from the group consisting of
  • the constituents of the hot substance drugs preferably comprise o-methoxy(methyl)phenol compounds, acid amide compounds, mustard oils or sulfide compounds or compounds derived therefrom.
  • At least one constituent of the hot substance drugs is selected from the group consisting of myristicin, elemicin, isoeugenol, ⁇ -asarone, safrole, gingerols, xanthorrhizol, capsaicinoids, preferably capsaicin, capsaicin derivatives, such as N-vanillyl-9E-octadecenamide, dihydrocapsaicin, nordihydrocapsaicin, homocapsaicin, norcapsaicin and nomorcapsaicin, piperine, preferably trans-piperine, glucosinolates, preferably based on non-volatile mustard oils, particularly preferably based on p-hydroxybenzyl mustard oil, methylmercapto mustard oil or methylsulfonyl mustard oil, and compounds derived from these constituents.
  • the dosage form obtained according to the invention may preferably contain the plant parts of the corresponding hot substance drugs in a quantity of 0.01 to 30 wt. %, particularly preferably of 0.1 to 0.5 wt. %, in each case relative to the total weight of the dosage unit.
  • the quantity thereof in a dosage unit according to the invention preferably amounts to 0.001 to 0.005 wt. %, relative to the total weight of the dosage unit.
  • Another option for preventing abuse of the dosage form obtained according to the invention consists in adding at least one viscosity-increasing agent as a further abuse-preventing component (b) to the dosage form, which, with the assistance of a necessary minimum quantity of an aqueous liquid, forms a gel with the extract obtained from the dosage form, which gel is virtually impossible to administer safely and preferably remains visually distinguishable when introduced into a further quantity of an aqueous liquid.
  • visually distinguishable means that the active ingredient-containing gel formed with the assistance of a necessary minimum quantity of aqueous liquid, when introduced, preferably with the assistance of a hypodermic needle, into a further quantity of aqueous liquid at 37° C., remains substantially insoluble and cohesive and cannot straightforwardly be dispersed in such a manner that it can safely be administered parenterally, in particular intravenously.
  • the material preferably remains visually distinguishable for at least one minute, preferably for at least 10 minutes.
  • the increased viscosity of the extract makes it more difficult or even impossible for it to be passed through a needle or injected. If the gel remains visually distinguishable, this means that the gel obtained on introduction into a further quantity of aqueous liquid, for example by injection into blood, initially remains in the form of a largely cohesive thread, which, while it may indeed be broken up mechanically into smaller fragments, cannot be dispersed or even dissolved in such a manner that it can safely be administered parenterally, in particular intravenously. In combination with at least one optionally present component (a) to (e), this additionally leads to unpleasant burning, vomiting, bad flavour and/or visual deterrence.
  • Intravenous administration of such a gel would most probably result in obstruction of blood vessels, associated with serious damage to the health of the abuser.
  • the active ingredient is mixed with the viscosity-increasing agent and suspended in 10 ml of water at a temperature of 25° C. If this results in the formation of a gel which fulfils the above-stated conditions, the corresponding viscosity-increasing agent is suitable for preventing or averting abuse of the dosage forms according to the invention.
  • one or more viscosity-increasing agents are used which are selected from the group consisting of microcrystalline cellulose with 11 wt. % carboxymethylcellulose sodium (Avicel® RC 591), carboxymethylcellulose sodium (Blanose®, CMC-Na C300P®, Frimulsion BLC-5®, Tylose C300 P®), polyacrylic acid (Carbopol® 980 NF, Carbopol® 981), locust bean flour (Cesagum® LA-200, Cesagume LID/150, Cesagum® LN-1), pectins, preferably from citrus fruits or apples (Cesapectin® HM Medium Rapid Set), waxy maize starch (C*Gel 04201®), sodium alginate (Frimulsion ALG (E401)®), guar flour (Frimulsion BM®, Polygum 26/1-75®), iota-car
  • Xanthans are particularly preferred.
  • the names stated in brackets are the trade names by which the materials are known commercially.
  • a quantity of 0.1 to 20 wt. %, particularly preferably of 0.1 to 15 wt. %, relative to the total weight of the dosage form, of the stated viscosity-increasing agent(s) is sufficient to fulfil the above-stated conditions.
  • viscosity-increasing agents are preferably present in the dosage form according to the invention in quantities of greater than or equal to 5 mg per dosage unit, i.e. per administration unit.
  • the viscosity-increasing agents used as component (b) are those which, on extraction from the dosage form with the necessary minimum quantity of aqueous liquid, form a gel which encloses air bubbles.
  • the resultant gels are distinguished by a turbid appearance, which provides the potential abuser with an additional optical warning and discourages him/her from administering the gel parenterally.
  • Component (C) may also optionally serve as an additional viscosity-increasing agent, which forms a gel with the assistance of a necessary minimum quantity of aqueous liquid.
  • the dosage form obtained according to the invention may furthermore comprise component (c), namely one or more antagonists for the active ingredient or active ingredients with potential for abuse, wherein the antagonists are preferably spatially separated from the remaining constituents of the dosage form obtained according to the invention and, when correctly used, do not exert any effect.
  • component (c) namely one or more antagonists for the active ingredient or active ingredients with potential for abuse, wherein the antagonists are preferably spatially separated from the remaining constituents of the dosage form obtained according to the invention and, when correctly used, do not exert any effect.
  • Suitable antagonists for preventing abuse of the active ingredients are known per se to the person skilled in the art and may be present in the dosage form obtained according to the invention as such or in the form of corresponding derivatives, in particular esters or ethers, or in each case in the form of corresponding physiologically acceptable compounds, in particular in the form of the salts or solvates thereof.
  • the antagonist used is preferably an antagonist selected from the group comprising naloxone, naltrexone, nalmefene, nalid, nalmexone, nalorphine or naluphine, in each case optionally in the form of a corresponding physiologically acceptable compound, in particular in the form of a base, a salt or solvate.
  • the corresponding antagonists, where component (c) is provided are preferably used in a quantity of greater than or equal to 1 mg, particularly preferably in a quantity of 3 to 100 mg, very particularly preferably in a quantity of 5 to 50 mg per dosage form, i.e. per administration unit.
  • the antagonist is preferably a neuroleptic, preferably at least one compound selected from the group consisting of haloperidol, promethazine, fluphenazine, perphenazine, levomepromazine, thioridazine, perazine, chlorpromazine, chlorprothixine, zuclopentixol, flupentixol, prothipendyl, zotepine, benperidol, pipamperone, melperone and bromperidol.
  • a neuroleptic preferably at least one compound selected from the group consisting of haloperidol, promethazine, fluphenazine, perphenazine, levomepromazine, thioridazine, perazine, chlorpromazine, chlorprothixine, zuclopentixol, flupentixol, prothipendyl, zotepine, benperidol, pipamperone, melperone and bro
  • the dosage form obtained according to the invention preferably comprises these antagonists in a conventional therapeutic dose known to the person skilled in the art, particularly preferably in a quantity of twice to three times the conventional dose per administration unit.
  • component (d) it may comprise at least one emetic, which is preferably present in a spatially separated arrangement from the other components of the dosage form according to the invention and, when correctly used, is intended not to exert its effect in the body.
  • Suitable emetics for preventing abuse of an active ingredient are known per se to the person skilled in the art and may be present in the dosage form obtained according to the invention as such or in the form of corresponding derivatives, in particular esters or ethers, or in each case in the form of corresponding physiologically acceptable compounds, in particular in the form of the salts or solvates thereof.
  • An emetic based on one or more constituents of ipecacuanha (ipecac) root may preferably be considered in the dosage form obtained according to the invention, as are, for example, described in “Pharmazeutician Biologie—Drogen und Strukturbericht” by Prof. Dr. Hildebert Wagner, 2nd, revised edition, Gustav Fischer Verlag, Stuttgart, N.Y., 1982.
  • the corresponding literature description is hereby introduced as a reference and is deemed to be part of the disclosure.
  • the dosage form obtained according to the invention may preferably comprise the emetic emetine as component (d), preferably in a quantity of greater than or equal to 3 mg, particularly preferably of greater than or equal to 10 mg and very particularly preferably in a quantity of greater than or equal to 20 mg per dosage form, i.e. administration unit.
  • Apomorphine may likewise preferably be used as an emetic in the abuse-proofing according to the invention, preferably in a quantity of ⁇ 3 mg, particularly preferably of ⁇ 5 mg and very particularly preferably of ⁇ 7 mg per administration unit.
  • the dosage form obtained according to the invention contains component (e) as an additional abuse-preventing auxiliary substance
  • component (e) as an additional abuse-preventing auxiliary substance
  • the use of such a dye brings about an intense coloration of a corresponding aqueous solution, in particular when the attempt is made to extract the active ingredient for parenteral, preferably intravenous administration, which coloration may act as a deterrent to the potential abuser.
  • Oral abuse which conventionally begins by means of aqueous extraction of the active ingredient, may also be prevented by this coloration.
  • Suitable dyes and the quantities required for the necessary deterrence may be found in WO 03/015531, wherein the corresponding disclosure should be deemed to be part of the present disclosure and is hereby introduced as a reference.
  • the dosage form obtained according to the invention contains component (f) as a further abuse-preventing auxiliary substance, this addition of at least one bitter substance and the consequent impairment of the flavour of the dosage form additionally prevents oral and/or nasal abuse.
  • Suitable bitter substances and the quantities effective for use may be found in US-2003/0064099 A1, the corresponding disclosure of which should be deemed to be the disclosure of the present application and is hereby introduced as a reference.
  • Suitable bitter substances are preferably aromatic oils, preferably peppermint oil, eucalyptus oil, bitter almond oil, menthol, fruit aroma substances, preferably aroma substances from lemons, oranges, limes, grapefruit or mixtures thereof, and/or denatonium benzoate. Denatonium benzoate is particularly preferred.
  • the solid dosage form obtained according to the invention is suitable for oral, vaginal or rectal administration, preferably for oral administration, to humans and animals.
  • the dosage form is preferably not in film form.
  • the orally administrable dosage form according to the invention may assume multiparticulate form, preferably in the form of microtablets, microcapsules, micropellets, granules, spheroids, beads or pellets, optionally packaged in capsules or pressed into tablets.
  • the multiparticulate forms are preferably of a minimum size of 0.5 mm, particularly preferably in the range from 1 to 3.5 mm.
  • conventional auxiliary substances (B) are optionally also used for the formulation of the dosage form.
  • the dosage form according to the invention assumes the form of a tablet, a capsule or is in the form of an oral osmotic therapeutic system (OROS), preferably if at least one further abuse-preventing component (a)-(f) is also present.
  • OROS oral osmotic therapeutic system
  • components (c) and/or (d) and/or (f) are present in the dosage form obtained according to the invention, care must be taken to ensure that they are formulated in such a manner or are present in such a low dose that, when correctly administered, the dosage form is able to bring about virtually no effect which impairs the patient or the efficacy of the active ingredient.
  • the dosage form produced according to the invention contains component (d) and/or (f), the dosage must be selected such that, when correctly orally administered, no negative effect is caused. If, however, the intended dosage of the dosage form is exceeded inadvertently, in particular by children, or in the event of abuse, nausea or an inclination to vomit or a bad flavour are produced.
  • the particular quantity of component (d) and/or (f) which can still be tolerated by the patient in the event of correct oral administration may be determined by the person skilled in the art by simple preliminary testing.
  • the dosage form containing the components (c) and/or (d) and/or (f) is provided with protection, these components should preferably be used at a dosage which is sufficiently high that, when abusively administered, they bring about an intense negative effect on the abuser.
  • the dosage form according to the invention comprises at least 2 of components (c) and (d) or (f), these may each be present in the same or different subunits (Y). Preferably, when present, all the components (c) and (d) and (f) are present in one and the same subunit (Y).
  • subunits are solid formulations, which in each case, apart from conventional auxiliary substances known to the person skilled in the art, contain the active ingredient(s), preferably also at least one polymer (C) and the optionally present component (D) and optionally at least one of the optionally present components (a) and/or (b) and/or (e) or preferably in each case at least one polymer (C) and optionally (D) and the antagonist(s) and/or emetic(s) and/or component (e) and/or component (f) and optionally at least one of the optionally present components (a) and/or (b). Care must here be taken to ensure that each of the subunits is formulated in accordance with the above-stated process according to the invention, if the mechanical skill is desired or required.
  • One substantial advantage of the separated formulation of active ingredients from components (c) or (d) or (f) in subunits (X) and (Y) of the dosage form produced according to the invention is that, when correctly administered, components (c) and/or (d) and/or (f) are hardly released on taking and/or in the body or are released in such small quantities that they exert no effect which impairs the patient or therapeutic success or, on passing through the patient's body, they are only liberated in locations where they cannot be sufficiently absorbed to be effective.
  • the dosage form is correctly administered, preferably hardly any of components (c) and/or (d) and/or (f) is released into the patient's body or they go unnoticed by the patient.
  • each subunit contains the polymer (C) and has been formulated in the stated manner and produced according to the invention.
  • a dosage form which comprises components (c) and/or (e) and/or (d) and/or (f) in subunits (Y), for the purpose of abusing the active ingredient and obtain a powder which is extracted with a suitable extracting agent, not only the active ingredient but also the particular component (c) and/or (e) and/or (f) and/or (d) will be obtained in a form in which it cannot readily be separated from the active ingredient, such that when the dosage form which has been tampered with is administered, in particular by oral and/or parenteral administration, it will exert its effect on taking and/or in the body combined with an additional negative effect on the abuser corresponding to component (c) and/or (d) and/or (f) or, when the attempt is made to extract the active ingredient, the coloration will act as a deterrent and so prevent abuse of the dosage form.
  • a dosage form according to the invention in which the active ingredient or active ingredients is/are spatially separated from components (c), (d) and/or (e), preferably by formulation in different subunits, may be formulated in many different ways, wherein the corresponding subunits may each be present in the dosage form according to the invention in any desired spatial arrangement relative to one another, provided that the above-stated conditions for the release of components (c) and/or (d) are fulfilled.
  • component(s) (a) and/or (b) which are optionally also present may preferably be formulated in the dosage form produced according to the invention both in the particular subunits (X) and (Y) and in the form of independent subunits corresponding to subunits (X) and (Y), provided that neither the abuse-proofing nor the active ingredient release in the event of correct administration is impaired by the nature of the formulation and the polymer (C) is preferably included in the formulation and formulation is preferably carried out in accordance with the process according to the invention.
  • subunits (X) and (Y) are present in multiparticulate form, wherein granules, spheroids, beads or pellets are preferred and the same form, i.e. shape, is selected for both subunit (X) and subunit (Y), such that it is not possible to separate subunits (X) from (Y) by mechanical selection.
  • the multiparticulate forms are preferably of a size in the range from 0.5 to 3.5 mm, preferably of 0.5 to 2 mm.
  • the subunits (X) and (Y) in multiparticulate form may also preferably be packaged in a capsule or be press-moulded into a tablet, wherein the final formulation in each case proceeds in such a manner that the subunits (X) and (Y) are also retained in the resultant dosage form.
  • the multiparticulate subunits (X) and (Y) of identical shape should also not be visually distinguishable from one another so that the abuser cannot separate them from one another by simple sorting. This may, for example, be achieved by the application of identical coatings which, apart from this disguising function, may also incorporate further functions, such as, for example, delayed release of one or more active ingredients or provision of a finish resistant to gastric juices on the particular subunits.
  • the multiparticulate subunits may also be formulated as an oral dosage form as a slurry or suspension in pharmaceutically safe suspending media.
  • subunits (X) and (Y) are in each case arranged in layers relative to one another.
  • the layered subunits (X) and (Y) are preferably arranged for this purpose vertically or horizontally relative to one another in the dosage form produced according to the invention, wherein in each case one or more layered subunits (X) and one or more layered subunits (Y) may be present in the dosage form, such that, apart from the preferred layer sequences (X)-(Y) or (X)-(Y)-(X), any desired other layer sequences may be considered, optionally in combination with layers containing components (a) and/or (b).
  • Another preferred dosage form produced according to the invention is one in which subunit (Y) forms a core which is completely enclosed by subunit (X), wherein a separation layer (Z) may be present between said layers.
  • a separation layer (Z) may be present between said layers.
  • Such a structure is preferably also suitable for the above-stated multiparticulate forms, wherein both subunits (X) and (Y) and an optionally present separation layer (Z), which should preferably satisfy the hardness requirement according to the invention, are then formulated in one and the same multiparticulate form using the process according to the invention.
  • subunit (X) forms a core, which is enclosed by subunit (Y), wherein the latter comprises at least one channel which leads from the core to the surface of the dosage form.
  • the dosage form produced according to the invention may comprise, between one layer of the subunit (X) and one layer of the subunit (Y), in each case one or more, preferably one, optionally swellable separation layer (Z) which serves to separate subunit (X) spatially from (Y).
  • the dosage form produced according to the invention comprises the layered subunits (X) and (Y) and an optionally present separation layer (Z) in an at least partially vertical or horizontal arrangement
  • the dosage form preferably takes the form of a tablet, a coextrudate or a laminate, which has been produced using the process according to the invention.
  • the entirety of the free surface of subunit (Y) and optionally at least part of the free surface of subunit(s) (X) and optionally at least part of the free surface of the optionally present separation layer(s) (Z) may be coated with at least one barrier layer (Z′) which prevents release of component (c) and/or (e) and/or (d) and/or (f).
  • the barrier layer (Z′) should preferably also fulfil the hardness conditions according to the invention.
  • Another particularly preferred embodiment of the dosage form produced according to the invention comprises a vertical or horizontal arrangement of the layers of subunits (X) and (Y) and at least one push layer (p) arranged therebetween, and optionally a separation layer (Z), in which dosage form the entirety of the free surface of the layer structure consisting of subunits (X) and (Y), the push layer and the optionally present separation layer (Z) is provided with a semipermeable coating (E), which is permeable to a release medium, i.e. conventionally a physiological liquid, but substantially impermeable to the active ingredient and to component (c) and/or (d) and/or (f), and wherein this coating (E) comprises at least one opening for release of the active ingredient in the area of subunit (X).
  • a semipermeable coating which is permeable to a release medium, i.e. conventionally a physiological liquid, but substantially impermeable to the active ingredient and to component (c) and/or (d) and/or (f)
  • a corresponding dosage form is known to the person skilled in the art, for example under the name oral osmotic therapeutic system (OROS), as are suitable materials and methods for the production thereof, inter alia from U.S. Pat. No. 4,612,008, U.S. Pat. No. 4,765,989 and U.S. Pat. No. 4,783,337.
  • OROS oral osmotic therapeutic system
  • the subunit (X) of the dosage form produced according to the invention is in the form of a tablet, the edge face and optionally one of the two main faces of which is covered with a barrier layer (Z′) containing component (c) and/or (d) and/or (f).
  • auxiliary substances of the subunit(s) (X) or (Y) and of the optionally present separation layer(s) (Z) and/or of the barrier layer(s) (Z′) used in the production according to the invention of the respective dosage form will vary as a function of the arrangement thereof in the dosage form, the mode of administration and as a function of the particular active ingredient of the optionally present components (a) and/or (b) and/or (e) and of component (c) and/or (d) and/or (f).
  • the materials which have the requisite properties are in each case known per se to the person skilled in the art.
  • the subunit may consist of conventional materials known to the person skilled in the art, providing that they contain at least one polymer (C) and optionally (D) and have preferably been produced according to the invention.
  • a corresponding barrier layer (Z′) is not provided to prevent release of component (c) and/or (d) and/or (f)
  • the materials of the subunits should be selected such that release of the particular component (c) and/or (d) from subunit (Y) is virtually ruled out.
  • the materials which are stated below to be suitable for production of the barrier layer may preferably be used for this purpose.
  • Preferred materials are those which are selected from the group comprising alkylcelluloses, hydroxyalkylcelluloses, glucans, scleroglucans, mannans, xanthans, copolymers of poly[bis(p-carboxyphenoxy)propane and sebacic acid, preferably in a molar ratio of 20:80 (commercially available under the name Polifeprosan 20®), carboxymethylcelluloses, cellulose ethers, cellulose esters, nitrocelluloses, polymers based on (meth)acrylic acid and the esters thereof, polyamides, polycarbonates, polyalkylenes, polyalkylene glycols, polyalkylene oxides, polyalkylene terephthalates, polyvinyl alcohols, polyvinyl ethers, polyvinyl esters, halogenated polyvinyls, polyglycolides, polysiloxanes and polyurethanes and the copolymers thereof.
  • Particularly suitable materials may be selected from the group comprising methylcellulose, ethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, hydroxybutylmethylcellulose, cellulose acetate, cellulose propionate (of low, medium or high molecular weight), cellulose acetate propionate, cellulose acetate butyrate, cellulose acetate phthalate, carboxymethylcellulose, cellulose triacetate, sodium cellulose sulfate, polymethyl methacrylate, polyethyl methacrylate, polybutyl methacrylate, polyisobutyl methacrylate, polyhexyl methacrylate, polyisodecyl methacrylate, polylauryl methacrylate, polyphenyl methacrylate, polymethyl acrylate, polyisopropyl acrylate, polyisobutyl acrylate, polyoctadecyl acrylate, polyethylene, low density polyethylene, high density polyethylene, polypropylene, polyethylene glycol
  • Particularly suitable copolymers may be selected from the group comprising copolymers of butyl methacrylate and isobutyl methacrylate, copolymers of methyl vinyl ether and maleic acid of high molecular weight, copolymers of methyl vinyl ether and maleic acid monoethyl ester, copolymers of methyl vinyl ether and maleic anhydride and copolymers of vinyl alcohol and vinyl acetate.
  • barrier layer Further materials which are particularly suitable for formulating the barrier layer are starch-filled polycaprolactone (WO98/20073), aliphatic polyesteramides (DE 19 753 534 A1, DE 19 800 698 A1, EP 0 820 698 A1), aliphatic and aromatic polyester urethanes (DE 19822979), polyhydroxyalkanoates, in particular polyhydroxybutyrates, polyhydroxyvalerates, casein (DE 4 309 528), polylactides and copolylactides (EP 0 980 894 A1).
  • WO98/20073 starch-filled polycaprolactone
  • aliphatic polyesteramides DE 19 753 534 A1, DE 19 800 698 A1, EP 0 820 698 A1
  • aliphatic and aromatic polyester urethanes DE 19822979
  • polyhydroxyalkanoates in particular polyhydroxybutyrates
  • polyhydroxyvalerates polyhydroxyvalerates
  • casein DE 4 309 528
  • polylactides and copolylactides
  • auxiliary substances known to the person skilled in the art, preferably selected from the group comprising glyceryl monostearate, semi-synthetic triglyceride derivatives, semi-synthetic glycerides, hydrogenated castor oil, glyceryl palmitostearate, glyceryl behenate, polyvinylpyrrolidone, gelatine, magnesium stearate, stearic acid, sodium stearate, talcum, sodium benzoate, boric acid and colloidal silica, fatty acids, substituted triglycerides, glycerides, polyoxyalkylene glycols and the derivatives thereof.
  • the dosage form produced according to the invention comprises a separation layer (Z′), said layer, like the uncovered subunit (Y), may preferably consist of the above-stated materials described for the barrier layer.
  • release of the active ingredient or of component (c) and/or (d) from the particular subunit may be controlled by the thickness of the separation layer.
  • the dosage form produced according to the invention exhibits controlled release of the active ingredient. It is preferably suitable for repeated daily administration to patients, such as for example for combatting pain in human patients.
  • the dosage form produced according to the invention may comprise one or more active ingredients at least partially in a further delayed-release form, wherein delayed release may be achieved with the assistance of conventional materials and methods known to the person skilled in the art, for example by embedding the active ingredient in a delayed-release matrix or by the application of one or more delayed-release coatings.
  • Active ingredient release must, however, be controlled such that the above-stated conditions are fulfilled in each case, for example that, in the event of correct administration of the dosage form, the active ingredient or active ingredients are virtually completely released before the optionally present component (c) and/or (d) can exert an impairing effect.
  • Controlled release from the dosage form produced according to the invention is preferably achieved by embedding the active ingredient in a matrix.
  • the auxiliary substances acting as matrix materials control active ingredient release.
  • Matrix materials may, for example, be hydrophilic, gel-forming materials, from which active ingredient release proceeds mainly by diffusion, or hydrophobic materials, from which active ingredient release proceeds mainly by diffusion from the pores in the matrix.
  • hydrophobic materials which are known to the person skilled in the art may be used as matrix materials.
  • Polymers particularly preferably cellulose ethers, cellulose esters and/or acrylic resins are preferably used as hydrophilic matrix materials.
  • Ethylcellulose, hydroxypropylmethylcellulose, hydroxypropylcellulose, hydroxymethylcellulose, poly(meth)acrylic acid and/or the derivatives thereof, such as the salts, amides or esters thereof are very particularly preferably used as matrix materials.
  • Matrix materials prepared from hydrophobic materials such as hydrophobic polymers, waxes, fats, long-chain fatty acids, fatty alcohols or corresponding esters or ethers or mixtures thereof are also preferred.
  • Mono- or diglycerides of C12-C30 fatty acids and/or C12-C30 fatty alcohols and/or waxes or mixtures thereof are particularly preferably used as hydrophobic materials.
  • Component (C) and the optionally present component (D), which serve to achieve the breaking strength of at least 500 N which is obtained according to the invention, may furthermore themselves serve as additional matrix materials.
  • the dosage form produced according to the invention may also preferably comprise a coating which is resistant to gastric juices and dissolves as a function of the pH value of the release environment.
  • the coating which is resistant to gastric juices preferably dissolves at a pH value of between 5 and 7.5.
  • Tramadol hydrochloride was used as the active ingredient in a series of Examples. Tramadol hydrochloride was used, despite tramadol not being an active ingredient which conventionally has potential for abuse, because it is not governed by German narcotics legislation, so simplifying the experimental work Tramadol is moreover a member of the opioid class with excellent water solubility.
  • the surface of the concavity is coated with Teflon.
  • the breaking strength of the tablets is determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • Example 1 tablets with a diameter of 10 mm and a radius of curvature of 8 mm were produced.
  • the tablets were also further processed as in Example 1, except that the sealing bars were heated to 100° C.
  • the breaking strength of the tablets is determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • Tablets were produced as described in Example 1. The tablets were also further processed as explained in Example 1.
  • the breaking strength of the tablets was determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • Example 2 The tablets were then heated in a microwave oven for 10 min at 700 watts. Further processing proceeded as stated in Example 1, except that 2 bars each comprising 5 concavities were used and, using sealing bars heated to 100° C., in each case 5 heated tablets were exposed to a force of 1000 N for 30 seconds.
  • the breaking strength of the tablets is determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • the tablets were then heated under an N 2 atmosphere in a circulating air cabinet for 45 min at 110° C.
  • the tablets were further processed as stated in Example 4, except that the sealing bars were heated to 130° C.
  • the breaking strength of the tablets is determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • Example 2 Further processing proceeded as stated in Example 1, except that the sealing bars were heated to 130° C. and the tablets were preheated in the lower bar for 2 minutes while being exposed to a force of 10 N. The tablets were then post-compacted with a force of 1000 N at 130° C. for 20 seconds.
  • the breaking strength of the tablets is determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.
  • This solution was mixed with the polyethylene glycol 6000 and then dried at 40° C. for 12 hours. All the further components apart from magnesium stearate were added and mixed for 15 min in a free-fall mixer. The magnesium stearate was then mixed in. The mixture was screened with a 0.8 mm screen.
  • the hot tablets were pressed again on an eccentric press (Kilian/IMA, model SP 300) with a force of 80 kN.
  • the tool used was a tabletting punch with a diameter of 11 mm and a radius of curvature of 8 mm.
  • the breaking strength of the tablets was determined using the above-described method. No breakage occurred when a force of 500 N was applied. The tablets could not be comminuted using a hammer, nor with the assistance of a pestle and mortar.

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US11/471,438 2003-12-24 2006-06-20 Process for the production of an abuse-proofed dosage form Abandoned US20070003616A1 (en)

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US12/140,718 US20090005408A1 (en) 2003-12-24 2008-06-17 Process for the production of an abuse-proofed dosage form
US13/962,098 US20130320592A1 (en) 2003-12-24 2013-08-08 Process for the production of an abuse-proofed dosage form
US14/580,578 US20150164811A1 (en) 2003-12-24 2014-12-23 Process for the production of an abuse-proofed dosage form
US15/255,441 US20170049706A1 (en) 2003-12-24 2016-09-02 Process for the production of an abuse-proofed dosage form
US15/257,079 US11224576B2 (en) 2003-12-24 2016-09-06 Process for the production of an abuse-proofed dosage form

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DE10361596A DE10361596A1 (de) 2003-12-24 2003-12-24 Verfahren zur Herstellung einer gegen Missbrauch gesicherten Darreichungsform
DE10361596.2 2003-12-24
PCT/EP2004/014679 WO2005063214A1 (de) 2003-12-24 2004-12-23 Verfahren zur herstellung einer gegen missbrauch gesicherten darreichungsform

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US13/962,098 Abandoned US20130320592A1 (en) 2003-12-24 2013-08-08 Process for the production of an abuse-proofed dosage form
US14/580,578 Abandoned US20150164811A1 (en) 2003-12-24 2014-12-23 Process for the production of an abuse-proofed dosage form
US15/255,441 Abandoned US20170049706A1 (en) 2003-12-24 2016-09-02 Process for the production of an abuse-proofed dosage form
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US14/580,578 Abandoned US20150164811A1 (en) 2003-12-24 2014-12-23 Process for the production of an abuse-proofed dosage form
US15/255,441 Abandoned US20170049706A1 (en) 2003-12-24 2016-09-02 Process for the production of an abuse-proofed dosage form
US15/257,079 Expired - Lifetime US11224576B2 (en) 2003-12-24 2016-09-06 Process for the production of an abuse-proofed dosage form

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CA2551231A1 (en) 2005-07-14
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DE10361596A1 (de) 2005-09-29
WO2005063214A1 (de) 2005-07-14
US20170049706A1 (en) 2017-02-23
CY1110609T1 (el) 2015-04-29
US20090005408A1 (en) 2009-01-01
IL176296A0 (en) 2006-10-05
ES2336571T3 (es) 2010-04-14
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US20130320592A1 (en) 2013-12-05
AU2004308653B2 (en) 2009-09-03
JP2007516998A (ja) 2007-06-28
ATE447942T1 (de) 2009-11-15
SI1699440T1 (sl) 2010-03-31
US20150164811A1 (en) 2015-06-18
HK1099511A1 (zh) 2007-08-17
JP4895821B2 (ja) 2012-03-14
CN1917862B (zh) 2011-08-03
DE502004010368D1 (de) 2009-12-24
PL1699440T3 (pl) 2010-04-30
US20160367487A1 (en) 2016-12-22
US11224576B2 (en) 2022-01-18
AU2004308653A1 (en) 2005-07-14
PT1699440E (pt) 2010-02-17

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