WO2015145459A1 - Abuse deterrent immediate release coated reservoir solid dosage form - Google Patents

Abuse deterrent immediate release coated reservoir solid dosage form Download PDF

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Publication number
WO2015145459A1
WO2015145459A1 PCT/IN2015/000139 IN2015000139W WO2015145459A1 WO 2015145459 A1 WO2015145459 A1 WO 2015145459A1 IN 2015000139 W IN2015000139 W IN 2015000139W WO 2015145459 A1 WO2015145459 A1 WO 2015145459A1
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WIPO (PCT)
Prior art keywords
dosage form
polymer
drug
abuse
solid dosage
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.)
Ceased
Application number
PCT/IN2015/000139
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English (en)
French (fr)
Inventor
Nitin DHARMADHIKARI NITIN BHALACHANDRA
Yashoraj ZALA YASHORAJ
Dilip SHANGHVI DILIP
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Sun Pharma Advanced Research Co Ltd
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Sun Pharma Advanced Research Co Ltd
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Filing date
Publication date
Application filed by Sun Pharma Advanced Research Co Ltd filed Critical Sun Pharma Advanced Research Co Ltd
Priority to EP15769336.7A priority Critical patent/EP3122337A4/en
Priority to AU2015237721A priority patent/AU2015237721B2/en
Priority to CA2943725A priority patent/CA2943725C/en
Priority to JP2017501537A priority patent/JP6510628B2/ja
Publication of WO2015145459A1 publication Critical patent/WO2015145459A1/en
Anticipated expiration legal-status Critical
Priority to AU2018206747A priority patent/AU2018206747B2/en
Ceased legal-status Critical Current

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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
    • A61K9/20—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
    • A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets
    • A61K9/2081—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets with microcapsules or coated microparticles according to A61K9/50
    • 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
    • A61K31/13—Amines
    • A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
    • A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
    • 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
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/433—Thidiazoles
    • 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
    • A61K31/5517—1,4-Benzodiazepines, e.g. diazepam or clozapine condensed with five-membered rings having nitrogen as a ring hetero atom, e.g. imidazobenzodiazepines, triazolam
    • 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
    • A61K9/2009—Inorganic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2013—Organic compounds, e.g. phospholipids, fats
    • 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
    • A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
    • 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
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
    • 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
    • A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets
    • 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
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806—Coating materials
    • A61K9/2833—Organic macromolecular compounds
    • A61K9/284—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
    • A61K9/2846—Poly(meth)acrylates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4808—Preparations in capsules, e.g. of gelatin, of chocolate characterised by the form of the capsule or the structure of the filling; Capsules containing small tablets; Capsules with outer layer for immediate drug release
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/485—Inorganic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/4858—Organic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/4866—Organic macromolecular compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61P25/24—Antidepressants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
    • A61K9/5005—Wall or coating material
    • A61K9/5021—Organic macromolecular compounds
    • A61K9/5026—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates

Definitions

  • Figure 7 depicts an Abuse Deterrent Immediate Release Solid dosage form of Coated Reservoir System type VII having a core containing drug, reverse enteric polymer, the core is coated with reverse enteric polymer, coated core forming an intragranular phase and an antacid such as alkalizer in the extragranular phase.
  • the drug susceptible to abuse may be central nervous system (CNS) depressants.
  • the central nervous system (CNS) depressants are selected from the group consisting of, but are not limited to, alprazolam, bromazepam, chlordiazepoxied, clorazepate, diazepam, estazolam, flurazepam, halazepam, ketazolam, lorazepam, nitrazepam, oxazepam, prazepam, quazepam, temazepam, triazolam, methylphenidate, amobarbital, aprobarbotal, butabarbital, butalbital, methohexital, mephobarbital, metharbital, pentobarbital, phenobarbital, secobarbital, pharmaceutically acceptable salts thereof, and mixtures thereof.
  • the amount of EudragitTM E in the present invention varies from 0.5% to about 30% by weight of the dosage form, preferably about 2 % to about 30 % by weight of the dosage form, more preferably about 5 % to about 20 % by weight of the solid dosage form.
  • the ratio of weight of polymer to the weight of drug varies from 0.5 to about 8.0, preferably about 3.0 to about 8.0, more preferably about 6.8.
  • the amount of this reverse enteric polymer may be expressed in terms of its weight ratio.
  • the embodiments having coated reservoir type i.e when the reverse enteric polymer is coated on the drug susceptible to abuse or on the core containing the drug, i.e.
  • alkalizer refers to physiologically acceptable substances that neutralize acid.
  • alkalizer include, but are not limited to calcium carbonate, disodium hydrogen phosphate, trisodium orthophosphate, sodium hydroxide, sodium carbonate, potassium hydroxide, sodium bicarbonate, dipotasium carbonate, tromethamine, aluminum trihydroxide, magnesium dihydroxide, aluminium oxide, magnesium oxide and mixture thereof.
  • the amount of alkalizer used in a single unit is selected so that it will not be sufficient to raise the stomach pH to above a critical pH for example 5 or neutral pH; but when more than the prescribed number of units are administered, it is sufficient to raise the pH of the stomach to above the critical pH.
  • Type XI as depicted in Figure 1 1 refers to an Abuse Deterrent Immediate Release Solid dosage form of Coated Reservoir System Type XI having a core containing drug, coated with reverse enteric polymer, the coated core forming an intragranular phase and an antacid such as alkalizer and an alcohol dose-dumping resistance polymer, forming an extragranular phase.
  • Type XIII as depicted in Figure 13 refers to an Abuse Deterrent Immediate Release Solid dosage form of Coated Reservoir System Type XIII having a core containing drug, part of the antacid such as alkalizer and an alcohol dose-dumping resistance polymer, the core is coated with reverse enteric polymer, the coated core forming an intragranular phase and a remaining part of the antacid such as alkalizer forming an extragranular phase.
  • the release inhibiting agent consisting of a combination of at least two polymers and an antacid wherein at least one first polymer is a reverse enteric polymer , and at least one second polymer is alcohol dose-dumping resistance polymer,
  • the internal phase constitutes the combination of the reverse enteric polymer and a part of the antacid and the external phase contains other part of the antacid
  • the amount of antacid in the internal phase can vary from about 1 to 5 % by weight and the amount of antacid present in the external phase can vary from about 10 % to 40 %, preferably, 25 % by weight of the solid dosage form.
  • the components of each composition were premixed or blended prior to extrusion. The resulting mixture was blended and then screened through a sieve, for eg, No. 20 (0.85 mm) US standard sieve. The mixture was hot melt extruded to obtain an internal phase.
  • the filled capsules were subjected to in vitro dissolution in a 500ml 0.01N HCl in a USP Type II apparatus rotating at a speed of 75 rpm.
  • the deterrence to overdose by multiple pill administration was checked by subjecting more than the prescribed number of units, for example, three capsules, to the in vitro dissolution test.
  • the results of the in vitro dissolution are provided below:

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  • Health & Medical Sciences (AREA)
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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pain & Pain Management (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biomedical Technology (AREA)
  • Emergency Medicine (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Psychiatry (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
PCT/IN2015/000139 2014-03-26 2015-03-25 Abuse deterrent immediate release coated reservoir solid dosage form Ceased WO2015145459A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP15769336.7A EP3122337A4 (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release coated reservoir solid dosage form
AU2015237721A AU2015237721B2 (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release coated reservoir solid dosage form
CA2943725A CA2943725C (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release coated reservoir solid dosage form
JP2017501537A JP6510628B2 (ja) 2014-03-26 2015-03-25 乱用防止即時放出性被覆リザーバ固体剤形
AU2018206747A AU2018206747B2 (en) 2014-03-26 2018-07-18 Abuse deterrent immediate release coated reservoir solid dosage form

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
IN1041/MUM/2014 2014-03-26
IN1041MU2014 2014-03-26
IN2378/MUM/2014 2014-07-23
IN2378MU2014 2014-07-23
IN2917/MUM/2014 2014-09-13
IN2917MU2014 2014-09-13
IN74MU2015 2015-01-08
IN74/MUM/2015 2015-01-08

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WO2015145459A1 true WO2015145459A1 (en) 2015-10-01

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PCT/IN2015/000139 Ceased WO2015145459A1 (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release coated reservoir solid dosage form
PCT/IN2015/000141 Ceased WO2015145461A1 (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release biphasic matrix solid dosage form

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Application Number Title Priority Date Filing Date
PCT/IN2015/000141 Ceased WO2015145461A1 (en) 2014-03-26 2015-03-25 Abuse deterrent immediate release biphasic matrix solid dosage form

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US (4) US9616029B2 (cg-RX-API-DMAC7.html)
EP (2) EP3122337A4 (cg-RX-API-DMAC7.html)
JP (1) JP6510628B2 (cg-RX-API-DMAC7.html)
AU (4) AU2015237721B2 (cg-RX-API-DMAC7.html)
CA (2) CA2943725C (cg-RX-API-DMAC7.html)
IL (1) IL247999B (cg-RX-API-DMAC7.html)
WO (2) WO2015145459A1 (cg-RX-API-DMAC7.html)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018235104A3 (en) * 2017-06-23 2019-07-18 Sun Pharma Advanced Research Company Limited Abuse deterrent oral solid dosage form
JP2020515606A (ja) * 2017-03-31 2020-05-28 アキュラ・ファーマシューティカルズ・インコーポレーテッド 医薬品有効成分の自己調節放出のための方法及び組成物
WO2024261775A1 (en) * 2023-06-17 2024-12-26 Patel Jayendrakumar Dasharathlal A drug-antagonist combination dosage form

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US10632113B2 (en) 2014-02-05 2020-04-28 Kashiv Biosciences, Llc Abuse-resistant drug formulations with built-in overdose protection
EP3122337A4 (en) * 2014-03-26 2017-11-08 Sun Pharma Advanced Research Company Ltd Abuse deterrent immediate release coated reservoir solid dosage form
AU2016293508A1 (en) * 2015-07-10 2018-02-01 Sun Pharma Advanced Research Company Ltd. Multiple pill abuse-resistant immediate release solid dosage form of hydrocodone
KR102388870B1 (ko) * 2016-05-13 2022-04-20 메르크 파텐트 게엠베하 가소제로서의 아미노 당의 용도
WO2018044895A1 (en) * 2016-08-29 2018-03-08 Cima Labs Inc. Immediate release dosage forms with abuse deterrence and alcohol resistance
WO2019175290A1 (en) 2018-03-13 2019-09-19 Beckley Canopy Therapeutics Limited Cannabis or cannabis derived compositions for promoting cessation of chemical dependence
GR1009751B (el) * 2019-03-22 2020-05-29 "Φαρματεν Α.Β.Ε.Ε." Σκευασμα παρατεταμενης αποδεσμευσης που περιλαμβανει οξαλικη ταπενταδολη και μεθοδος παρασκευης αυτου
HUE059465T2 (hu) * 2020-11-10 2022-11-28 Gruenenthal Gmbh A tapentadol L-(+)- borkõsav-só késleltetett felszabadulású adagolási formája
WO2025133928A2 (en) * 2023-12-19 2025-06-26 Angelini Pharma S.P.A. Pharmaceutical matrices for prolonged drug release

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