EA028054B1 - Фармацевтические композиции - Google Patents
Фармацевтические композиции Download PDFInfo
- Publication number
- EA028054B1 EA028054B1 EA201390646A EA201390646A EA028054B1 EA 028054 B1 EA028054 B1 EA 028054B1 EA 201390646 A EA201390646 A EA 201390646A EA 201390646 A EA201390646 A EA 201390646A EA 028054 B1 EA028054 B1 EA 028054B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- group
- present
- methyl
- amino
- pharmaceutical composition
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- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 43
- 239000000203 mixture Substances 0.000 claims abstract description 134
- -1 (1H-1,2,3-triazol-5-yl)methyl Chemical group 0.000 claims abstract description 125
- 150000003839 salts Chemical class 0.000 claims abstract description 70
- 238000004090 dissolution Methods 0.000 claims abstract description 63
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 45
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 44
- 208000015181 infectious disease Diseases 0.000 claims abstract description 43
- 230000000813 microbial effect Effects 0.000 claims abstract description 39
- 239000004599 antimicrobial Substances 0.000 claims abstract description 26
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 21
- 229920000642 polymer Polymers 0.000 claims abstract description 21
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims abstract description 17
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000003937 drug carrier Substances 0.000 claims abstract description 11
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920001577 copolymer Polymers 0.000 claims abstract description 3
- 229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 claims abstract description 3
- 229920000768 polyamine Polymers 0.000 claims abstract description 3
- 239000002775 capsule Substances 0.000 claims description 48
- 239000000126 substance Substances 0.000 claims description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 16
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 11
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- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 9
- 230000001737 promoting effect Effects 0.000 claims description 9
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- WDGCBNTXZHJTHJ-UHFFFAOYSA-N 2h-1,3-oxazol-2-id-4-one Chemical class O=C1CO[C-]=N1 WDGCBNTXZHJTHJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003125 aqueous solvent Substances 0.000 claims description 2
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- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 abstract 1
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 54
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- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 43
- 125000005843 halogen group Chemical group 0.000 description 43
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 26
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 25
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- YSLIPUSJNFIFAB-UHFFFAOYSA-N 2-oxopyridine-1-carboxylic acid Chemical class OC(=O)N1C=CC=CC1=O YSLIPUSJNFIFAB-UHFFFAOYSA-N 0.000 description 19
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 18
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- 229910052717 sulfur Chemical group 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 17
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 description 16
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 16
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 14
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- 125000003277 amino group Chemical group 0.000 description 13
- 239000011593 sulfur Chemical group 0.000 description 13
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
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- 239000002253 acid Substances 0.000 description 11
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 11
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- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 10
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000008186 active pharmaceutical agent Substances 0.000 description 9
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
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- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 4
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- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 description 1
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- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 description 1
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Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
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- 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
- A61K31/4192—1,2,3-Triazoles
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- 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
- A61K31/42—Oxazoles
- A61K31/421—1,3-Oxazoles, e.g. pemoline, trimethadione
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
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- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
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- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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- 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
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- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
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- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A—HUMAN NECESSITIES
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- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Inorganic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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| Application Number | Priority Date | Filing Date | Title |
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| US40883010P | 2010-11-01 | 2010-11-01 | |
| US61/408,830 | 2010-11-01 | ||
| PCT/US2011/058743 WO2012061360A2 (en) | 2010-11-01 | 2011-11-01 | Pharmaceutical compositions |
Publications (2)
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| EA201390646A1 EA201390646A1 (ru) | 2014-01-30 |
| EA028054B1 true EA028054B1 (ru) | 2017-10-31 |
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| EA201390646A EA028054B1 (ru) | 2010-11-01 | 2011-11-01 | Фармацевтические композиции |
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| EP (1) | EP2635307B1 (enExample) |
| JP (1) | JP5902188B2 (enExample) |
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| CA (1) | CA2816077C (enExample) |
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| ES (1) | ES2824898T3 (enExample) |
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| IL (1) | IL225952A0 (enExample) |
| MX (1) | MX359366B (enExample) |
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| PT (1) | PT2635307T (enExample) |
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| UA (1) | UA114469C2 (enExample) |
| WO (1) | WO2012061360A2 (enExample) |
| ZA (1) | ZA201303177B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2781666C (en) | 2009-11-23 | 2017-02-21 | Cubist Pharmaceuticals, Inc. | Lipopeptide compositions and related methods |
| EA027791B1 (ru) * | 2010-11-24 | 2017-09-29 | Мелинта Терапьютикс, Инк. | Фармацевтические композиции |
| WO2013182070A1 (zh) * | 2012-06-08 | 2013-12-12 | 四川贝力克生物技术有限责任公司 | 一种用于预防或治疗分支杆菌疾病的药物 |
| SG11201605580RA (en) | 2014-01-10 | 2016-10-28 | Anaptysbio Inc | Antibodies directed against interleukin-33 (il-33) |
| WO2021133279A1 (en) * | 2019-12-26 | 2021-07-01 | Santa Farma İlaç Sanayi̇ A.Ş. | A solid oral pharmaceutical gemifloxacin mesylate composition with improved release pattern and disintegration mechanism |
Citations (7)
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| GB2331458A (en) * | 1997-11-21 | 1999-05-26 | Gursharan Singh Moonga | Solvent compositions for gelatin capsules |
| US20030180352A1 (en) * | 1999-11-23 | 2003-09-25 | Patel Mahesh V. | Solid carriers for improved delivery of active ingredients in pharmaceutical compositions |
| WO2004060345A2 (en) * | 2002-12-19 | 2004-07-22 | Pharmacia & Upjohn Company Llc | Dispersible pharmaceutical compositions |
| KR20050104152A (ko) * | 2004-04-28 | 2005-11-02 | 최승호 | 경구용 약물의 흡수를 증진하는 약제학적 조성물 |
| KR20060085686A (ko) * | 2003-10-10 | 2006-07-27 | 라이프사이클 파마 에이/에스 | 피브레이트를 포함하는 고형 제제 |
| WO2006133397A2 (en) * | 2005-06-08 | 2006-12-14 | Rib-X Pharmaceuticals, Inc. | Process for the synthesis of triazoles |
| WO2010046933A2 (en) * | 2008-10-22 | 2010-04-29 | Rubicon Research Private Limited | Pharmaceutical compositions of taste-masked linezolid |
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|---|---|---|---|---|
| ID16956A (id) | 1996-05-24 | 1997-11-27 | Schering Corp | Komposisi antijamur dengan ketersediaan hayati yang tertingkatkan |
| CN1207895A (zh) | 1997-08-12 | 1999-02-17 | 陕西省西安制药厂 | 一种克拉霉素胶囊 |
| DK0996429T3 (da) * | 1997-10-27 | 2003-05-26 | Merck Patent Gmbh | Faste opløsninger og faste dispersioner i vand tungtopløselige lægemidler |
| KR19990080453A (ko) * | 1998-04-17 | 1999-11-05 | 성재갑 | 비가역성 hiv 프로테아제 억제제를 함유하는 약제학적 조성물 |
| US7374779B2 (en) * | 1999-02-26 | 2008-05-20 | Lipocine, Inc. | Pharmaceutical formulations and systems for improved absorption and multistage release of active agents |
| US7527807B2 (en) * | 2000-06-21 | 2009-05-05 | Cubist Pharmaceuticals, Inc. | Compositions and methods for increasing the oral absorption of antimicrobials |
| US6696426B2 (en) * | 2000-08-22 | 2004-02-24 | Pharmacia Corporation | Preservative free ophthalmic oxazolidinone antibiotic drug delivery systems |
| US20020119196A1 (en) | 2000-12-21 | 2002-08-29 | Narendra Parikh | Texture masked particles containing an active ingredient |
| ES2739852T3 (es) | 2001-07-06 | 2020-02-04 | Veloxis Pharmaceuticals As | Aglomeración controlada |
| TWI378092B (en) | 2003-06-03 | 2012-12-01 | Rib X Pharmaceuticals Inc | Biaryl heterocyclic compounds and methods of making and using the same |
| US20060270680A1 (en) | 2003-06-03 | 2006-11-30 | Goldberg Joel A | Sulfonamide compounds and methods of making and using the same |
| KR100854211B1 (ko) | 2003-12-18 | 2008-08-26 | 동아제약주식회사 | 신규한 옥사졸리디논 유도체, 그의 제조방법 및 이를유효성분으로 하는 항생제용 약학 조성물 |
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2011
- 2011-11-01 WO PCT/US2011/058743 patent/WO2012061360A2/en not_active Ceased
- 2011-11-01 ES ES11838664T patent/ES2824898T3/es active Active
- 2011-11-01 SG SG10201508982TA patent/SG10201508982TA/en unknown
- 2011-11-01 EP EP11838664.8A patent/EP2635307B1/en active Active
- 2011-11-01 MX MX2013004711A patent/MX359366B/es active IP Right Grant
- 2011-11-01 UA UAA201306779A patent/UA114469C2/uk unknown
- 2011-11-01 PT PT118386648T patent/PT2635307T/pt unknown
- 2011-11-01 CN CN201180063510.8A patent/CN103379917B/zh not_active Expired - Fee Related
- 2011-11-01 US US13/882,698 patent/US9409896B2/en active Active
- 2011-11-01 JP JP2013536921A patent/JP5902188B2/ja not_active Expired - Fee Related
- 2011-11-01 KR KR1020137013955A patent/KR20140022773A/ko not_active Abandoned
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- 2011-11-01 BR BR112013010714A patent/BR112013010714A2/pt not_active IP Right Cessation
- 2011-11-01 SG SG2013033865A patent/SG190117A1/en unknown
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2013
- 2013-04-25 IL IL225952A patent/IL225952A0/en unknown
- 2013-04-30 ZA ZA2013/03177A patent/ZA201303177B/en unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| WO2012061360A2 (en) | 2012-05-10 |
| UA114469C2 (uk) | 2017-06-26 |
| EP2635307A2 (en) | 2013-09-11 |
| SG10201508982TA (en) | 2015-12-30 |
| NZ609964A (en) | 2015-08-28 |
| AU2011323594A1 (en) | 2013-05-23 |
| PH12013500882A1 (en) | 2020-10-19 |
| US9409896B2 (en) | 2016-08-09 |
| IL225952A0 (en) | 2013-07-31 |
| AU2011323594B2 (en) | 2016-12-22 |
| CA2816077C (en) | 2021-08-10 |
| EP2635307A4 (en) | 2014-11-05 |
| ZA201303177B (en) | 2018-12-19 |
| EA201390646A1 (ru) | 2014-01-30 |
| EP2635307B1 (en) | 2020-07-29 |
| CA2816077A1 (en) | 2012-05-10 |
| JP5902188B2 (ja) | 2016-04-13 |
| HUE051133T2 (hu) | 2021-03-01 |
| US20140094463A1 (en) | 2014-04-03 |
| JP2013542226A (ja) | 2013-11-21 |
| BR112013010714A2 (pt) | 2024-01-16 |
| SG190117A1 (en) | 2013-06-28 |
| WO2012061360A3 (en) | 2012-07-12 |
| CN103379917B (zh) | 2016-10-12 |
| PT2635307T (pt) | 2020-11-03 |
| MX2013004711A (es) | 2013-08-29 |
| CN103379917A (zh) | 2013-10-30 |
| AU2011323594C1 (en) | 2017-06-01 |
| ES2824898T3 (es) | 2021-05-13 |
| KR20140022773A (ko) | 2014-02-25 |
| MX359366B (es) | 2018-09-26 |
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