AU782094B2 - Bioavailable dosage form of isotretinoin - Google Patents
Bioavailable dosage form of isotretinoin Download PDFInfo
- Publication number
- AU782094B2 AU782094B2 AU44459/01A AU4445901A AU782094B2 AU 782094 B2 AU782094 B2 AU 782094B2 AU 44459/01 A AU44459/01 A AU 44459/01A AU 4445901 A AU4445901 A AU 4445901A AU 782094 B2 AU782094 B2 AU 782094B2
- Authority
- AU
- Australia
- Prior art keywords
- formulation
- less
- oil
- acid
- particles
- 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
Links
- SHGAZHPCJJPHSC-NUEINMDLSA-N Isotretinoin Chemical compound OC(=O)C=C(C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-NUEINMDLSA-N 0.000 title claims description 30
- 229960005280 isotretinoin Drugs 0.000 title claims description 30
- 239000002552 dosage form Substances 0.000 title claims description 5
- 239000000203 mixture Substances 0.000 claims description 38
- 239000003814 drug Substances 0.000 claims description 29
- 238000009472 formulation Methods 0.000 claims description 28
- 239000002245 particle Substances 0.000 claims description 28
- 229940079593 drug Drugs 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 14
- 244000068988 Glycine max Species 0.000 claims description 9
- 235000010469 Glycine max Nutrition 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- 239000000375 suspending agent Substances 0.000 claims description 9
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 7
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- 235000006708 antioxidants Nutrition 0.000 claims description 6
- 239000002738 chelating agent Substances 0.000 claims description 6
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims description 5
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 5
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 5
- 229940095259 butylated hydroxytoluene Drugs 0.000 claims description 5
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 claims description 4
- 239000008172 hydrogenated vegetable oil Substances 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229940045860 white wax Drugs 0.000 claims description 4
- SHWNNYZBHZIQQV-UHFFFAOYSA-J EDTA monocalcium diisodium salt Chemical compound [Na+].[Na+].[Ca+2].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O SHWNNYZBHZIQQV-UHFFFAOYSA-J 0.000 claims description 3
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims description 3
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims description 3
- 235000019483 Peanut oil Nutrition 0.000 claims description 3
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims description 3
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims description 3
- 239000000084 colloidal system Substances 0.000 claims description 3
- 239000002385 cottonseed oil Substances 0.000 claims description 3
- 235000012343 cottonseed oil Nutrition 0.000 claims description 3
- 238000003801 milling Methods 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- 239000000312 peanut oil Substances 0.000 claims description 3
- 235000010388 propyl gallate Nutrition 0.000 claims description 3
- 239000000473 propyl gallate Substances 0.000 claims description 3
- 229940075579 propyl gallate Drugs 0.000 claims description 3
- 239000008159 sesame oil Substances 0.000 claims description 3
- 235000011803 sesame oil Nutrition 0.000 claims description 3
- 239000011732 tocopherol Substances 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 239000007963 capsule composition Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 2
- 229940043253 butylated hydroxyanisole Drugs 0.000 claims 2
- 238000007796 conventional method Methods 0.000 claims 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000003549 soybean oil Substances 0.000 claims 1
- 235000012424 soybean oil Nutrition 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 230000036765 blood level Effects 0.000 description 2
- 239000012876 carrier material Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000007903 gelatin capsule Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-HWCYFHEPSA-N 13-cis-retinol Chemical compound OC/C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-HWCYFHEPSA-N 0.000 description 1
- 208000006069 Corneal Opacity Diseases 0.000 description 1
- 208000001140 Night Blindness Diseases 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 231100000269 corneal opacity Toxicity 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 208000037828 epithelial carcinoma Diseases 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229940124531 pharmaceutical excipient Drugs 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 210000002345 respiratory system Anatomy 0.000 description 1
- 229930002330 retinoic acid Natural products 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/07—Retinol compounds, e.g. vitamin A
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pulmonology (AREA)
- Urology & Nephrology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN596/DEL/00 | 2000-06-16 | ||
| IN596DE2000 IN192188B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2000-06-16 | 2000-06-16 | |
| PCT/IB2001/000581 WO2001095886A1 (en) | 2000-06-16 | 2001-04-09 | Bioavailable dosage form of isotretinoin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4445901A AU4445901A (en) | 2001-12-24 |
| AU782094B2 true AU782094B2 (en) | 2005-06-30 |
Family
ID=11097063
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU44459/01A Ceased AU782094B2 (en) | 2000-06-16 | 2001-04-09 | Bioavailable dosage form of isotretinoin |
Country Status (25)
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2423170A1 (en) * | 2000-09-22 | 2002-03-28 | Galephar M/F | Pharmaceutical semi-solid composition of isotretinoin |
| EP1527774A1 (en) | 2003-11-03 | 2005-05-04 | Basilea Pharmaceutica AG | New formulation for retinoid-containing soft gelatin capsules |
| US20070099996A1 (en) * | 2003-05-20 | 2007-05-03 | Shashikanth Isloor | Pharmaceutical compositions of acitretin |
| US20070254858A1 (en) * | 2006-04-27 | 2007-11-01 | Cronk Peter J | Contraceptive and Acne Medication Combination and Treatment of Acne and Other Diseases with Reduced Side Effects |
| US20070254025A1 (en) * | 2006-04-27 | 2007-11-01 | Cronk Peter J | Oral contraceptive and acne medication combination and treatment of acne with reduced side effects |
| RU2322998C1 (ru) * | 2006-11-16 | 2008-04-27 | Общество с ограниченной ответственностью "Березовый мир" | Носитель лекарственных и диагностических средств |
| WO2008099615A1 (ja) | 2007-02-16 | 2008-08-21 | Aska Pharmaceutical Co., Ltd. | 微粒子油性懸濁液を含む医薬組成物 |
| US7763748B2 (en) * | 2007-02-20 | 2010-07-27 | Ipca Laboratories Limited | Process for preparation of highly pure isotretinoin |
| US9078925B2 (en) | 2012-06-18 | 2015-07-14 | Galephar Pharmaceutical Research, Inc. | Pharmaceutical semi-solid composition of isotretinoin |
| MX2017015137A (es) * | 2015-05-25 | 2018-03-28 | Sun Pharmaceutical Ind Ltd | Composicion farmaceutica oral de dosis diaria de isotretinoin. |
| WO2017203365A1 (en) | 2016-05-26 | 2017-11-30 | Dr. Reddy's Laboratiories Ltd. | Pharmaceutical compositions for treating acne |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0184942A2 (en) * | 1984-12-14 | 1986-06-18 | Ortho Pharmaceutical Corporation | Improved pharmaceutical composition containing 13-CIS vitamin a acid as the active ingredient |
| WO2000025772A1 (en) * | 1998-10-30 | 2000-05-11 | F. Hoffmann-La Roche Ag | Compositions of and process for producing isotretinoin having low particle size |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4016254A (en) * | 1972-05-19 | 1977-04-05 | Beecham Group Limited | Pharmaceutical formulations |
| US4808630A (en) | 1987-01-16 | 1989-02-28 | United States Of America | Method of treating psychotic illnesses |
| US6045829A (en) * | 1997-02-13 | 2000-04-04 | Elan Pharma International Limited | Nanocrystalline formulations of human immunodeficiency virus (HIV) protease inhibitors using cellulosic surface stabilizers |
| US6284283B1 (en) * | 1999-10-21 | 2001-09-04 | Alkermes Controlled Therapeutics, Inc. | Method of producing sub-micron particles of biologically active agents and uses thereof |
-
2000
- 2000-06-16 IN IN596DE2000 patent/IN192188B/en unknown
-
2001
- 2001-04-09 AP APAP/P/2002/002423A patent/AP2002002423A0/en unknown
- 2001-04-09 MX MXPA02001669A patent/MXPA02001669A/es active IP Right Grant
- 2001-04-09 PL PL01352838A patent/PL352838A1/xx not_active Application Discontinuation
- 2001-04-09 CA CA002382065A patent/CA2382065A1/en not_active Abandoned
- 2001-04-09 CZ CZ2002694A patent/CZ2002694A3/cs unknown
- 2001-04-09 IL IL14817601A patent/IL148176A0/xx unknown
- 2001-04-09 EP EP01917381A patent/EP1294357A1/en not_active Withdrawn
- 2001-04-09 EE EEP200200074A patent/EE200200074A/xx unknown
- 2001-04-09 BR BR0106752-4A patent/BR0106752A/pt not_active IP Right Cessation
- 2001-04-09 JP JP2002510065A patent/JP2004503493A/ja active Pending
- 2001-04-09 SK SK225-2002A patent/SK2252002A3/sk unknown
- 2001-04-09 WO PCT/IB2001/000581 patent/WO2001095886A1/en not_active Application Discontinuation
- 2001-04-09 CN CNB018024173A patent/CN1196475C/zh not_active Expired - Fee Related
- 2001-04-09 HU HU0203717A patent/HUP0203717A3/hu unknown
- 2001-04-09 US US09/829,246 patent/US6740337B2/en not_active Expired - Fee Related
- 2001-04-09 HK HK03104641.2A patent/HK1052302A1/zh unknown
- 2001-04-09 AU AU44459/01A patent/AU782094B2/en not_active Ceased
- 2001-04-09 HR HR20020148A patent/HRP20020148A2/hr not_active Application Discontinuation
- 2001-04-09 NZ NZ517142A patent/NZ517142A/en unknown
- 2001-04-09 OA OA1200200055A patent/OA12008A/fr unknown
- 2001-04-09 EA EA200200166A patent/EA004808B1/ru not_active IP Right Cessation
- 2001-09-04 UA UA2002031946A patent/UA74793C2/uk unknown
-
2002
- 2002-02-13 ZA ZA200201240A patent/ZA200201240B/en unknown
- 2002-02-14 BG BG06414A patent/BG106414A/xx unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0184942A2 (en) * | 1984-12-14 | 1986-06-18 | Ortho Pharmaceutical Corporation | Improved pharmaceutical composition containing 13-CIS vitamin a acid as the active ingredient |
| WO2000025772A1 (en) * | 1998-10-30 | 2000-05-11 | F. Hoffmann-La Roche Ag | Compositions of and process for producing isotretinoin having low particle size |
Also Published As
| Publication number | Publication date |
|---|---|
| BR0106752A (pt) | 2002-04-16 |
| UA74793C2 (en) | 2006-02-15 |
| US20020025338A1 (en) | 2002-02-28 |
| MXPA02001669A (es) | 2002-08-06 |
| NZ517142A (en) | 2003-08-29 |
| HUP0203717A2 (hu) | 2003-04-28 |
| IL148176A0 (en) | 2002-09-12 |
| CZ2002694A3 (cs) | 2002-08-14 |
| HK1052302A1 (zh) | 2003-09-11 |
| AP2002002423A0 (en) | 2002-03-31 |
| WO2001095886A1 (en) | 2001-12-20 |
| US6740337B2 (en) | 2004-05-25 |
| PL352838A1 (en) | 2003-09-08 |
| EA004808B1 (ru) | 2004-08-26 |
| HUP0203717A3 (en) | 2003-05-28 |
| EE200200074A (et) | 2003-04-15 |
| IN192188B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2004-03-13 |
| ZA200201240B (en) | 2002-09-02 |
| CA2382065A1 (en) | 2001-12-20 |
| EA200200166A1 (ru) | 2002-10-31 |
| JP2004503493A (ja) | 2004-02-05 |
| AU4445901A (en) | 2001-12-24 |
| SK2252002A3 (en) | 2002-08-06 |
| BG106414A (en) | 2002-09-30 |
| EP1294357A1 (en) | 2003-03-26 |
| HRP20020148A2 (en) | 2003-12-31 |
| OA12008A (en) | 2006-04-19 |
| CN1196475C (zh) | 2005-04-13 |
| CN1388757A (zh) | 2003-01-01 |
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