CA2601289A1 - Once-a-day oxycodone formulations - Google Patents

Once-a-day oxycodone formulations Download PDF

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Publication number
CA2601289A1
CA2601289A1 CA002601289A CA2601289A CA2601289A1 CA 2601289 A1 CA2601289 A1 CA 2601289A1 CA 002601289 A CA002601289 A CA 002601289A CA 2601289 A CA2601289 A CA 2601289A CA 2601289 A1 CA2601289 A1 CA 2601289A1
Authority
CA
Canada
Prior art keywords
dosage form
hours
patients
oxycodone
administration
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.)
Granted
Application number
CA002601289A
Other languages
French (fr)
Other versions
CA2601289C (en
Inventor
Benjamin Oshlack
Curtis Wright
Derek Prater
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Euro Celtique SA
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Individual
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Publication date
Family has litigation
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Application filed by Individual filed Critical Individual
Publication of CA2601289A1 publication Critical patent/CA2601289A1/en
Application granted granted Critical
Publication of CA2601289C publication Critical patent/CA2601289C/en
Anticipated expiration legal-status Critical
Expired - Fee Related 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
    • 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
    • A61K9/0002—Galenical forms characterised by the drug release technique; Application systems commanded by energy
    • A61K9/0004—Osmotic delivery systems; Sustained release driven by osmosis, thermal energy or gas
    • 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
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1617—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
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1635—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
    • A61K9/2027—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
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A61P29/02—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] without antiinflammatory effect
    • 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
    • A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates

Abstract

The invention is directed to sustained release formulations containing oxycodone or a pharmaceutically acceptable salt thereof which provide a mean C24/C max oxycodone ratio of 0.6 to 1.0 or 0.7 to 1 after oral administration at steady state to patients and methods thereof.

Claims (18)

1. A sustained-release oral dosage form for once-a-day administration comprising:
a pharmaceutically acceptable matrix comprising an analgesically effective amount of oxycodone or a pharmaceutically acceptable salt thereof and a sustained release material, said dosage form providing an analgesic effect for at least about 24 hours after oral administration at steady state to human patients; and said dosage form providing a mean C24/C max oxycodone ratio of 0.6 to 1.0 after steady state oral administration to said patients.
2. The dosage form of claim 1, which provides a mean T max of oxycodone at about 2 to about 17 hours after administration at steady state to said patients.
3. The dosage form of claim 1, which provides a mean T max of oxycodone at about 8 to about 16 hours after administration at steady state to said patients.
4. The dosage form of claim 1, wherein the matrix is substantially homogeneous.
5. The dosage form of claim 1, wherein said matrix is contained within a gelatin capsule.
6. The dosage form of claim 1, wherein said matrix is formulated into a tablet.
7. The dosage form of claim 1, which provides a mean T max at about 12 to about 16 hours after administration at steady state to said patients.
8. The dosage form of claim 1, wherein said oxycodone or pharmaceutically acceptable salt thereof is an amount from about 5 to about 640 mg.
9. The dosage form of claim 1, wherein said pharmaceutically acceptable salt of oxycodone is oxycodone hydrochloride.
10. The dosage form of claim 1, which provides a mean C24/C max ratio of 0.7 to 0.99 after administration at steady state to said patients.
11. The dosage form of claim 1, which provides a mean C24/C max ratio of 0.8 to 0.95 after administration at steady state to said patients.
12. The dosage form of claim 1, which provides an in-vitro release rate, of oxycodone or a pharmaceutically acceptable salt thereof, when measured by the USP Basket Method at 100 rpm in 900 ml aqueous buffer at a pH of between 1.6 and 7.2 at 37°C of from 0% to about 40% at 1 hour, from about 8% to about 70% at 4 hours, from about 20% to about 80% at 8 hours, from about 30% to about 95% at 12 hours, from about 35% to about 95% at 18 hrs, and greater than about 50% at 24 hours.
13. A method of treating pain in patients comprising:
orally administering to human patients on a once a day basis, a sustained release dosage form comprising a pharmaceutically acceptable matrix comprising oxycodone or a pharmaceutically acceptable salt thereof and a sustained release material, to provide an analgesic effect for at least about 24 hours and a mean C24/C max oxycodone ratio of 0.6 to 1.0 after administration at steady state to said patients.
14. The method of claim 13 which provides a mean T max of oxycodone at about 2 to about 17 hours after administration at steady state to said patients.
15. The method of claim 13, which provides a mean T max of oxycodone at about 8 to about 16 hours after administration at steady state to said patients.
16. The method of claim 13, which provides a mean C24/C max ratio of 0.7 to 0.99 after administration at steady state to said patients.
17. The method of claim 13, which provides a mean C24/C max ratio of 0.8 to 0.95 after administration at steady state to said patients.
18. The method of claim 13, wherein said dosage form provides an in-vitro release rate, of oxycodone or a pharmaceutically acceptable salt thereof, when measured by the USP
Basket Method at 100 rpm in 900 ml aqueous buffer at a pH of between 1.6 and 7.2 at 37°C
of from 0% to about 40% at 1 hour, from about 8% to about 70% at 4 hours, from about 20%
to about 80% at 8 hours, from about 30% to about 95% at 12 hours, from about 35% to about 95% at 18 hrs, and greater than about 50% at 24 hours.
CA2601289A 2001-05-02 2002-05-02 Once-a-day oxycodone formulations Expired - Fee Related CA2601289C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US28821101P 2001-05-02 2001-05-02
US60/288,211 2001-05-02
CA002474904A CA2474904C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA002474904A Division CA2474904C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations

Publications (2)

Publication Number Publication Date
CA2601289A1 true CA2601289A1 (en) 2002-11-07
CA2601289C CA2601289C (en) 2011-04-19

Family

ID=23106212

Family Applications (3)

Application Number Title Priority Date Filing Date
CA2601222A Expired - Fee Related CA2601222C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations
CA002474904A Expired - Fee Related CA2474904C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations
CA2601289A Expired - Fee Related CA2601289C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CA2601222A Expired - Fee Related CA2601222C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations
CA002474904A Expired - Fee Related CA2474904C (en) 2001-05-02 2002-05-02 Once-a-day oxycodone formulations

Country Status (30)

Country Link
US (1) US7846476B2 (en)
EP (5) EP3146963A1 (en)
JP (5) JP4656815B2 (en)
KR (9) KR100656730B1 (en)
CN (2) CN1514721A (en)
AU (1) AU2002303614B2 (en)
CA (3) CA2601222C (en)
CZ (2) CZ305211B6 (en)
DK (3) DK2011485T3 (en)
EA (1) EA005627B1 (en)
ES (3) ES2523145T3 (en)
HK (3) HK1149722A1 (en)
HR (2) HRP20030951B1 (en)
HU (1) HUP0401601A3 (en)
IL (5) IL158723A0 (en)
IS (1) IS7011A (en)
MA (1) MA27128A1 (en)
ME (1) ME00330B (en)
MX (1) MXPA03010079A (en)
NO (3) NO337039B1 (en)
NZ (3) NZ529231A (en)
PL (2) PL221881B1 (en)
PT (2) PT2011485E (en)
RS (3) RS20120514A3 (en)
SI (3) SI2011485T1 (en)
SK (2) SK288220B6 (en)
TN (1) TNSN03108A1 (en)
UA (3) UA81224C2 (en)
WO (1) WO2002087512A2 (en)
ZA (1) ZA200308599B (en)

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