CA2756879A1 - Sublingual pharmaceutical composition comprising a neutral oil - Google Patents
Sublingual pharmaceutical composition comprising a neutral oil Download PDFInfo
- Publication number
- CA2756879A1 CA2756879A1 CA2756879A CA2756879A CA2756879A1 CA 2756879 A1 CA2756879 A1 CA 2756879A1 CA 2756879 A CA2756879 A CA 2756879A CA 2756879 A CA2756879 A CA 2756879A CA 2756879 A1 CA2756879 A1 CA 2756879A1
- Authority
- CA
- Canada
- Prior art keywords
- eur
- oil
- composition according
- miglyol
- medicament
- 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.)
- Abandoned
Links
- 230000007935 neutral effect Effects 0.000 title abstract description 10
- 239000008194 pharmaceutical composition Substances 0.000 title abstract description 5
- 239000000203 mixture Substances 0.000 abstract description 74
- 239000003814 drug Substances 0.000 abstract description 72
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical group [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 abstract description 2
- 229960003711 glyceryl trinitrate Drugs 0.000 abstract description 2
- 229960000981 artemether Drugs 0.000 description 61
- SXYIRMFQILZOAM-HVNFFKDJSA-N dihydroartemisinin methyl ether Chemical compound C1C[C@H]2[C@H](C)CC[C@H]3[C@@H](C)[C@@H](OC)O[C@H]4[C@]32OO[C@@]1(C)O4 SXYIRMFQILZOAM-HVNFFKDJSA-N 0.000 description 61
- 239000007921 spray Substances 0.000 description 44
- 238000009472 formulation Methods 0.000 description 32
- 230000008859 change Effects 0.000 description 28
- 229940079593 drug Drugs 0.000 description 23
- 239000003826 tablet Substances 0.000 description 23
- 238000012360 testing method Methods 0.000 description 20
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 19
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 19
- 229940041616 menthol Drugs 0.000 description 19
- 239000003921 oil Substances 0.000 description 19
- 235000019198 oils Nutrition 0.000 description 19
- 239000002253 acid Substances 0.000 description 18
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 17
- 239000000725 suspension Substances 0.000 description 17
- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 description 14
- 229960004436 budesonide Drugs 0.000 description 14
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 13
- MVFGUOIZUNYYSO-UHFFFAOYSA-N prilocaine Chemical compound CCCNC(C)C(=O)NC1=CC=CC=C1C MVFGUOIZUNYYSO-UHFFFAOYSA-N 0.000 description 13
- 238000003760 magnetic stirring Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
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- JCCNYMKQOSZNPW-UHFFFAOYSA-N loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
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- BJDCWCLMFKKGEE-HVDUHBCDSA-N Dihydroartemesinin Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(O)[C@@H]4C BJDCWCLMFKKGEE-HVDUHBCDSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 9
- 239000000546 pharmaceutical excipient Substances 0.000 description 9
- DQCKKXVULJGBQN-UWFFTQNDSA-N (4r,4as,12bs)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one Chemical compound C([C@@]12[C@@]3(O)CCC(=O)C1OC=1C(O)=CC=C(C2=1)C[C@]31[H])CN1CC1CC1 DQCKKXVULJGBQN-UWFFTQNDSA-N 0.000 description 8
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- TVYLLZQTGLZFBW-ZBFHGGJFSA-N (R,R)-tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
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- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 description 5
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- 230000008901 benefit Effects 0.000 description 5
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- SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 description 4
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- DTMGIJFHGGCSLO-FIAQIACWSA-N ethyl (4z,7z,10z,13z,16z,19z)-docosa-4,7,10,13,16,19-hexaenoate;ethyl (5z,8z,11z,14z,17z)-icosa-5,8,11,14,17-pentaenoate Chemical class CCOC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC.CCOC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC DTMGIJFHGGCSLO-FIAQIACWSA-N 0.000 description 4
- 235000021323 fish oil Nutrition 0.000 description 4
- 229940057917 medium chain triglycerides Drugs 0.000 description 4
- NETZHAKZCGBWSS-CEDHKZHLSA-N nalbuphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]1(O)CC[C@@H]3O)CN2CC1CCC1 NETZHAKZCGBWSS-CEDHKZHLSA-N 0.000 description 4
- 229960000805 nalbuphine Drugs 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- YJPIGAIKUZMOQA-UHFFFAOYSA-N Melatonin Natural products COC1=CC=C2N(C(C)=O)C=C(CCN)C2=C1 YJPIGAIKUZMOQA-UHFFFAOYSA-N 0.000 description 3
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- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
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- 239000010685 fatty oil Substances 0.000 description 3
- OZWKMVRBQXNZKK-UHFFFAOYSA-N ketorolac Chemical compound OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 OZWKMVRBQXNZKK-UHFFFAOYSA-N 0.000 description 3
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- JTEGQNOMFQHVDC-NKWVEPMBSA-N lamivudine Chemical compound O=C1N=C(N)C=CN1[C@H]1O[C@@H](CO)SC1 JTEGQNOMFQHVDC-NKWVEPMBSA-N 0.000 description 3
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- UZHSEJADLWPNLE-GRGSLBFTSA-N naloxone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4CC=C UZHSEJADLWPNLE-GRGSLBFTSA-N 0.000 description 3
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- 150000003839 salts Chemical class 0.000 description 3
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- DEIYFTQMQPDXOT-UHFFFAOYSA-N sildenafil citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 DEIYFTQMQPDXOT-UHFFFAOYSA-N 0.000 description 3
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- KFVSLSTULZVNPG-UHFFFAOYSA-N terbutaline sulfate Chemical compound [O-]S([O-])(=O)=O.CC(C)(C)[NH2+]CC(O)C1=CC(O)=CC(O)=C1.CC(C)(C)[NH2+]CC(O)C1=CC(O)=CC(O)=C1 KFVSLSTULZVNPG-UHFFFAOYSA-N 0.000 description 3
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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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
-
- 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
- A61K9/10—Dispersions; Emulsions
- A61K9/12—Aerosols; Foams
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Engineering & Computer Science (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)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (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)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/GB2009/050416 WO2010122276A1 (en) | 2009-04-23 | 2009-04-23 | Drug delivery |
| GBPCT/GB2009/050416 | 2009-04-23 | ||
| GB0906977.4 | 2009-04-23 | ||
| GB0906977A GB2469792A (en) | 2009-04-23 | 2009-04-23 | Oil-based pharmaceutical formulation for sublingual delivery |
| PCT/GB2010/050671 WO2010122355A1 (en) | 2009-04-23 | 2010-04-23 | Sublingual pharmaceutical composition comprising a neutral oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2756879A1 true CA2756879A1 (en) | 2010-10-28 |
Family
ID=42236683
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2756879A Abandoned CA2756879A1 (en) | 2009-04-23 | 2010-04-23 | Sublingual pharmaceutical composition comprising a neutral oil |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20120058158A1 (https=) |
| EP (1) | EP2421503A1 (https=) |
| JP (1) | JP2012524771A (https=) |
| CN (1) | CN102458358A (https=) |
| AU (1) | AU2010240653A1 (https=) |
| BR (1) | BRPI1013539A2 (https=) |
| CA (1) | CA2756879A1 (https=) |
| IL (1) | IL215454A (https=) |
| MX (1) | MX2011010835A (https=) |
| MY (1) | MY167918A (https=) |
| NZ (1) | NZ595467A (https=) |
| RU (1) | RU2011139638A (https=) |
| SG (1) | SG175160A1 (https=) |
| WO (1) | WO2010122355A1 (https=) |
| ZA (1) | ZA201107089B (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8852638B2 (en) | 2005-09-30 | 2014-10-07 | Durect Corporation | Sustained release small molecule drug formulation |
| US8173666B2 (en) | 2007-03-12 | 2012-05-08 | Nektar Therapeutics | Oligomer-opioid agonist conjugates |
| US10512644B2 (en) | 2007-03-12 | 2019-12-24 | Inheris Pharmaceuticals, Inc. | Oligomer-opioid agonist conjugates |
| EP2152315B1 (en) | 2007-05-25 | 2016-01-06 | Indivior UK Limited | Sustained delivery formulations of risperidone compounds |
| GB0720967D0 (en) * | 2007-10-25 | 2007-12-05 | Protophama Ltd | Anti-material pharmaceutical composition |
| GB2481017B (en) | 2010-06-08 | 2015-01-07 | Rb Pharmaceuticals Ltd | Microparticle buprenorphine suspension |
| US9272044B2 (en) | 2010-06-08 | 2016-03-01 | Indivior Uk Limited | Injectable flowable composition buprenorphine |
| US20130254139A1 (en) * | 2012-03-21 | 2013-09-26 | Xiaoguang Lei | Systems and methods for building a universal intelligent assistant with learning capabilities |
| GB201404139D0 (en) | 2014-03-10 | 2014-04-23 | Rb Pharmaceuticals Ltd | Sustained release buprenorphine solution formulations |
| US10376586B2 (en) | 2016-02-16 | 2019-08-13 | Entourage Bioscience, LLC | Method and compositions for solubilizing non-polar constituents |
| US11273131B2 (en) | 2016-05-05 | 2022-03-15 | Aquestive Therapeutics, Inc. | Pharmaceutical compositions with enhanced permeation |
| US12427121B2 (en) | 2016-05-05 | 2025-09-30 | Aquestive Therapeutics, Inc. | Enhanced delivery epinephrine compositions |
| KR20230137362A (ko) * | 2016-05-05 | 2023-10-04 | 어퀘스티브 테라퓨틱스, 아이엔씨. | 강화된 전달 에프네프린 조성물 |
| US12433850B2 (en) | 2016-05-05 | 2025-10-07 | Aquestive Therapeutics, Inc. | Enhanced delivery epinephrine and prodrug compositions |
| KR102442753B1 (ko) * | 2016-12-26 | 2022-09-16 | 셀릭스 바이오 프라이빗 리미티드 | 만성 통증 치료를 위한 화합물 |
| IL313551A (en) * | 2017-09-27 | 2024-08-01 | Aquestive Therapeutics Inc | Enhanced delivery epinephrine and prodrug compositions |
| EP3902523A1 (en) | 2018-12-29 | 2021-11-03 | 3M Innovative Properties Company | Oral articles and methods of use |
| WO2020136606A1 (en) | 2018-12-29 | 2020-07-02 | 3M Innovative Properties Company | Oral articles and methods of use |
| HUE073311T2 (hu) * | 2020-03-31 | 2026-01-28 | Remicine Ip B V | Hiperinflammatorikus szindróma kezelése |
| EP4422607A4 (en) | 2021-10-25 | 2025-09-03 | Aquestive Therapeutics Inc | ORAL AND NASAL COMPOSITIONS AND METHODS OF TREATMENT |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4869899A (en) * | 1986-03-10 | 1989-09-26 | Walter Burghart | Pharmaceutical preparation and process for producing the same |
| US5955098A (en) * | 1996-04-12 | 1999-09-21 | Flemington Pharmaceutical Corp. | Buccal non polar spray or capsule |
| US20050281752A1 (en) * | 1997-10-01 | 2005-12-22 | Dugger Harry A Iii | Buccal, polar and non-polar spray or capsule containing drugs for treating disorders of the central nervous system |
| DK1361864T3 (en) * | 2001-02-14 | 2014-03-03 | Gw Pharma Ltd | FLYLDENDE SPRAY FORMULATIONS FOR buccal administration of cannabinoids |
| RU2432950C2 (ru) * | 2006-01-25 | 2011-11-10 | Инсис Терапьютикс Инк. | Подъязычный спрей на основе фентанила |
| CA2698752A1 (en) * | 2007-08-06 | 2009-02-12 | Insys Therapeutics Inc. | Oral cannabinoid liquid formulations and methods of treatment |
| GB0720967D0 (en) * | 2007-10-25 | 2007-12-05 | Protophama Ltd | Anti-material pharmaceutical composition |
| NZ595469A (en) * | 2009-04-23 | 2013-10-25 | Londonpharma Ltd | Sublingual spray formulation comprising dihydroartemesinin |
-
2010
- 2010-04-23 JP JP2012506583A patent/JP2012524771A/ja active Pending
- 2010-04-23 US US13/265,825 patent/US20120058158A1/en not_active Abandoned
- 2010-04-23 EP EP10715336A patent/EP2421503A1/en not_active Withdrawn
- 2010-04-23 CA CA2756879A patent/CA2756879A1/en not_active Abandoned
- 2010-04-23 CN CN2010800179717A patent/CN102458358A/zh active Pending
- 2010-04-23 BR BRPI1013539A patent/BRPI1013539A2/pt not_active Application Discontinuation
- 2010-04-23 SG SG2011073939A patent/SG175160A1/en unknown
- 2010-04-23 MX MX2011010835A patent/MX2011010835A/es active IP Right Grant
- 2010-04-23 NZ NZ595467A patent/NZ595467A/xx not_active IP Right Cessation
- 2010-04-23 WO PCT/GB2010/050671 patent/WO2010122355A1/en not_active Ceased
- 2010-04-23 RU RU2011139638/15A patent/RU2011139638A/ru unknown
- 2010-04-23 AU AU2010240653A patent/AU2010240653A1/en not_active Abandoned
- 2010-04-23 MY MYPI2011005079A patent/MY167918A/en unknown
-
2011
- 2011-09-28 ZA ZA2011/07089A patent/ZA201107089B/en unknown
- 2011-10-02 IL IL215454A patent/IL215454A/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| MY167918A (en) | 2018-09-27 |
| BRPI1013539A2 (pt) | 2016-04-12 |
| IL215454A (en) | 2014-11-30 |
| MX2011010835A (es) | 2012-05-08 |
| ZA201107089B (en) | 2012-12-27 |
| CN102458358A (zh) | 2012-05-16 |
| AU2010240653A1 (en) | 2011-10-20 |
| NZ595467A (en) | 2013-08-30 |
| WO2010122355A1 (en) | 2010-10-28 |
| RU2011139638A (ru) | 2013-05-27 |
| JP2012524771A (ja) | 2012-10-18 |
| US20120058158A1 (en) | 2012-03-08 |
| IL215454A0 (en) | 2011-12-29 |
| EP2421503A1 (en) | 2012-02-29 |
| SG175160A1 (en) | 2011-11-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20160425 |