WO1997019690A1 - Solutions stables d'hydrochlorure de vancomycine - Google Patents
Solutions stables d'hydrochlorure de vancomycine Download PDFInfo
- Publication number
- WO1997019690A1 WO1997019690A1 PCT/US1996/018898 US9618898W WO9719690A1 WO 1997019690 A1 WO1997019690 A1 WO 1997019690A1 US 9618898 W US9618898 W US 9618898W WO 9719690 A1 WO9719690 A1 WO 9719690A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- vancomycin hydrochloride
- ethanol
- ppt
- solutions
- vancomycin
- Prior art date
Links
- 108010059993 Vancomycin Proteins 0.000 title claims abstract description 64
- 229960001572 vancomycin hydrochloride Drugs 0.000 title claims abstract description 49
- LCTORFDMHNKUSG-XTTLPDOESA-N vancomycin monohydrochloride Chemical compound Cl.O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)NC)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 LCTORFDMHNKUSG-XTTLPDOESA-N 0.000 title claims abstract description 49
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 74
- 238000000034 method Methods 0.000 claims abstract description 25
- 230000015556 catabolic process Effects 0.000 claims abstract description 5
- 238000006731 degradation reaction Methods 0.000 claims abstract description 5
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 abstract description 4
- 238000004108 freeze drying Methods 0.000 abstract description 3
- 239000013543 active substance Substances 0.000 abstract description 2
- 238000007710 freezing Methods 0.000 abstract description 2
- 230000008014 freezing Effects 0.000 abstract description 2
- 238000003860 storage Methods 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 38
- 229960003165 vancomycin Drugs 0.000 description 15
- MYPYJXKWCTUITO-UHFFFAOYSA-N vancomycin Natural products O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 MYPYJXKWCTUITO-UHFFFAOYSA-N 0.000 description 15
- MYPYJXKWCTUITO-LYRMYLQWSA-O vancomycin(1+) Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C([O-])=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)[NH2+]C)[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-O 0.000 description 15
- 239000003085 diluting agent Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000007857 degradation product Substances 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 102000003712 Complement factor B Human genes 0.000 description 3
- 108090000056 Complement factor B Proteins 0.000 description 3
- 238000010268 HPLC based assay Methods 0.000 description 3
- 238000001990 intravenous administration Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 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 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 235000008504 concentrate Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 description 1
- 206010041925 Staphylococcal infections Diseases 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000001998 anti-microbiological effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- DZGCGKFAPXFTNM-UHFFFAOYSA-N ethanol;hydron;chloride Chemical compound Cl.CCO DZGCGKFAPXFTNM-UHFFFAOYSA-N 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- -1 for example Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 235000014666 liquid concentrate Nutrition 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229960003085 meticillin Drugs 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- OGMARHJAPWBNFA-UHFFFAOYSA-N vancomycin cdp-1 Chemical compound O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)CC(C(O)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 OGMARHJAPWBNFA-UHFFFAOYSA-N 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
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/14—Peptides containing saccharide radicals; Derivatives thereof, e.g. bleomycin, phleomycin, muramylpeptides or vancomycin
Definitions
- This invention relates to aqueous solutions of the antibiotic vancomycin hydrochloride and to a method for improving the stability thereof.
- Vancomycin is described in U.S. Patent No. 3,067,099. It is a well known antibiotic, often prescribed for the treatment of staphylococcal infections, particularly infections caused by methicillin-resistant strains of staphylococcus . Vancomycin is a fermentation product isolated from the culture broth of Norcardia oi entalis , which produces a mixture of closely related co-fermentation factors, "Factor B" being identified as the manor antibacterial agent in the mixture.
- vancomycin itself degrades to a number of products including its predominant degradation product, vancomycin
- Vancomycin is formulated for pharmaceutical use as the hydrochloride salt, vancomycin hydrochloride, which has previously been supplied for oral and parenteral use as a dry- solid or as a frozen liquid preparation.
- liquid solutions of vancomycin hydrochloride have been impractical as pharmaceutical preparations because of the limited stability of the vancomycin hydrochloride agent in solution. Nevertheless, it is desirable to provide vancomycin hydrochloride in solution so as to reduce the manufacturing costs associated with lyophilization and to reduce hospital labor costs required for reconstitution of the lyophilized product and transfer of the reconstituted material .
- the present invention provides stable solutions of vancomycin hydrochloride and a method for inhibiting physical and chemical degradation of vancomycin hydrochloride in a solution.
- the present invention provides stable solutions of vancomycin hydrochloride comprising between about 0.5% and about 12% w/v vancomycin hydrochloride and between about 0.5% and about 30% v/v ethanol. These solutions are particularly useful for storage in a liquid state not requiring either freezing or freeze drying in order to maintain stability of the active agent.
- the present invention also provides a method of inhibiting degradation of vancomycin hydrochloride in a solution containing between about 0.5% and about 12% w/v vancomycin hydrochloride, said method comprising including between about 0.5% and about 30% v/v ethanol in said solution.
- the vancomycin hydrochloride solutions of this invention comprise between about 0.5% and about 12% w/v vancomycin hydrochloride and between about 0.5% and about 30% v/v of ethanol .
- Preferred solutions comprise between about 5% and about 12% w/v vancomycin hydrochloride.
- Solutions comprising between about 10% and 30% v/v ethanol are likewise preferred.
- Especially preferred solutions comprise 10% w/v vancomycin hydrochloride with either 10% or 20% v/v ethanol.
- Especially preferred methods comprise including either 10% or 20% v/v ethanol with 10% w/v vancomycin hydrochloride. Cooling vancomycin hydrochloride solutions containing ethanol to 10°C or less further inhibits degradation of vancomycin and thus results in preferred methods. Temperatures of 0°C to 5°C are especially preferred. Vancomycin hydrochloride solutions of the current invention are prepared by slurrying the calculated amount of vancomycin base in a suitable diluent, for example, water or commercially available preparations used for intravenous administration, in which sufficient alcohol to achieve the desired concentration has been included. Many other suitable diluents are known in the art. Hydrochloric acid is then added to form the soluble hydrochloride salt. The solution of vancomycin hydrochloride is adjusted to a final pH of 2.5- 4.5, preferrably 3.1-3.3 and brought to final volume with the diluent.
- a substantial portion of the hydrochloric acid necessary to convert the base to the salt can be added to a suitable diluent containing sufficient alcohol to achieve the desired concentration prior to adding the vancomycin base.
- the resulting solution is adjusted to a final pH of 2.5-4.5, preferrably 3.1-3.3, and brought to final volume with the diluent.
- the solutions thus prepared are filtered through 0.2 micron membranes to clarify them and render them particulate free. Filtration may also be used to sterilize solutions.
- the filtered solutions can then be filled into a variety of pharmaceutically appropriate packages, such as, for example, ampoules, vials, syringes, and bulk packages.
- Example 1 In order to assess the effect of ethanol on stability of vancomycin hydrochloride solutions, three lots of vancomycin base were converted to vancomycin hydrochloride in a 10% w/v concentrate solution according to the procedures outlined above. Varying concentrations of ethanol were included in the solutions, which were then stored either at room (about 23°C) or refrigerated (about 5°C) temperatures. The solutions were evaluated for purity, retention of potency, appearance of degradation products, and physical stability at various time points.
- vancomycin hydrochloride can be formulated according to the current invention as a liquid that can be easily stored for immediate use.
- vancomycin hydrochloride solutions can be prepared as a concentrate that is readily diluted or as a solution that is ready for direct administration.
- formulations of the current invention may be made sufficiently concentrated to eliminate any concern over the ethanolic content of the diluted product.
- a liquid concentrate containing 100 mg/ml vancomycin hydrochloride and 10% ethanol can be diluted twenty-fold to 5 mg/ml vancomycin hydrochloride and 0.5% ethanol.
- a typical 500 mg dose of vancomycin hydrochloride could be administered in a 100 ml intravenous solution containing 0.5 ml ethanol.
- a 1 g dose of vancomycin hydrochloride could be administered in a 200 ml intravenous solution.
- ethanol occurs at very low ethanol concentrations and may be included in concentrations as low as 0.5% to improve stability of dilute vancomycin hydrochloride solutions.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
L'invention concerne des solutions stables d'hydrochlorure de vancomycine comportant entre environ 0,5 % et environ 12 % en poids/volume d'hydrochlorure de vancomycine et entre environ 0,5 % et environ 30 % en pourcentage volumique d'éthanol. Ces solutions sont particulièrement utiles au stockage à l'état liquide sans que la congélation ou la lyophilisation soient nécessaires pour maintenir la stabilité de l'agent actif. Est également décrit un procédé d'inhibition de la dégradation d'hydrochlorure de vancomycine dans une solution contenant entre environ 0,5 % et environ 12 % en poids/volume d'hydrochlorure de vancomycine, ce procédé consistant à inclure entre environ 0,5 % et environ 30 % en pourcentage volumique d'éthanol dans cette solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU14071/97A AU1407197A (en) | 1995-12-01 | 1996-11-25 | Stable vancomycin hydrochloride solutions |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US782495P | 1995-12-01 | 1995-12-01 | |
| US60/007,824 | 1995-12-01 | ||
| GBGB9600213.4A GB9600213D0 (en) | 1996-01-05 | 1996-01-05 | Stable vancomycin hydrochloride solutions |
| GB9600213.4 | 1996-01-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1997019690A1 true WO1997019690A1 (fr) | 1997-06-05 |
Family
ID=26308428
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1996/018898 WO1997019690A1 (fr) | 1995-12-01 | 1996-11-25 | Solutions stables d'hydrochlorure de vancomycine |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU1407197A (fr) |
| CA (1) | CA2238872A1 (fr) |
| WO (1) | WO1997019690A1 (fr) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999017793A1 (fr) * | 1997-10-03 | 1999-04-15 | Fujisawa Pharmaceutical Co., Ltd. | Chlorhydrates de vancomycines antibiotiques et leur procede de production |
| WO2015138983A1 (fr) | 2014-03-14 | 2015-09-17 | Cutispharma, Inc. | Composition de vancomycine orale liquide et procédé associé |
| WO2016071495A1 (fr) | 2014-11-06 | 2016-05-12 | Xellia Pharmaceuticals Aps | Compositions de glycopeptides |
| WO2016127087A1 (fr) * | 2015-02-06 | 2016-08-11 | Latitude Pharmaceuticals, Inc. | Formulations de solutions aqueuses de vancomycine |
| WO2017194385A1 (fr) | 2016-05-09 | 2017-11-16 | Xellia Pharmaceuticals Aps | Formulations stabilisées d'antibiotiques glycopeptidiques |
| WO2020185518A1 (fr) | 2019-03-08 | 2020-09-17 | Emphascience, Inc. | Formulations pharmaceutiques stables de médicaments peptidiques et protéiques |
| EP4014965A1 (fr) | 2020-12-16 | 2022-06-22 | EVER Valinject GmbH | Solution aqueuse |
| EP4014969A1 (fr) | 2020-12-16 | 2022-06-22 | EVER Valinject GmbH | Solution aqueuse |
| US11433115B2 (en) | 2020-10-30 | 2022-09-06 | Somerset Therapeutics, Llc | Glycopeptide antibiotics liquid formulations and methods and uses thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4885275A (en) * | 1987-10-15 | 1989-12-05 | Eli Lilly And Company | Vancomycin-HCL solutions and the lyophilization thereof |
-
1996
- 1996-11-25 CA CA 2238872 patent/CA2238872A1/fr not_active Abandoned
- 1996-11-25 WO PCT/US1996/018898 patent/WO1997019690A1/fr active Application Filing
- 1996-11-25 AU AU14071/97A patent/AU1407197A/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4885275A (en) * | 1987-10-15 | 1989-12-05 | Eli Lilly And Company | Vancomycin-HCL solutions and the lyophilization thereof |
Cited By (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999017793A1 (fr) * | 1997-10-03 | 1999-04-15 | Fujisawa Pharmaceutical Co., Ltd. | Chlorhydrates de vancomycines antibiotiques et leur procede de production |
| US10688046B2 (en) | 2014-03-14 | 2020-06-23 | Cutispharma, Inc. | Composition and method for vancomycin oral liquid |
| EP4000628A1 (fr) * | 2014-03-14 | 2022-05-25 | Azurity Pharmaceuticals, Inc. | Composition de vancomycine orale liquide et procédé associé |
| US10959949B2 (en) | 2014-03-14 | 2021-03-30 | Azurity Pharmaceuticals, Inc. | Composition and method for vancomycin oral liquid |
| JP2017508807A (ja) * | 2014-03-14 | 2017-03-30 | キューティスファーマ インコーポレーテッドＣｕｔｉｓｐｈａｒｍａ， Ｉｎｃ． | バンコマイシン経口液体のための組成物および方法 |
| US11638692B2 (en) | 2014-03-14 | 2023-05-02 | Azurity Pharmaceuticals, Inc. | Composition and method for vancomycin oral liquid |
| US10959947B2 (en) | 2014-03-14 | 2021-03-30 | Azurity Pharmaceuticals, Inc. | Composition and method for vancomycin oral liquid |
| EP3145527A4 (fr) * | 2014-03-14 | 2018-01-03 | Cutispharma, Inc. | Composition de vancomycine orale liquide et procédé associé |
| US10959946B2 (en) | 2014-03-14 | 2021-03-30 | Azurity Pharmaceuticals, Inc. | Composition and method for vancomycin oral liquid |
| WO2015138983A1 (fr) | 2014-03-14 | 2015-09-17 | Cutispharma, Inc. | Composition de vancomycine orale liquide et procédé associé |
| US10959948B2 (en) | 2014-03-14 | 2021-03-30 | Azurity Pharmaceuticals, Inc. | Composition and method for vancomycin oral liquid |
| US10493028B2 (en) | 2014-03-14 | 2019-12-03 | Cutispharma, Inc. | Composition and method for vancomycin oral liquid |
| US10188697B2 (en) | 2014-11-06 | 2019-01-29 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| US11517609B2 (en) | 2014-11-06 | 2022-12-06 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| WO2016071495A1 (fr) | 2014-11-06 | 2016-05-12 | Xellia Pharmaceuticals Aps | Compositions de glycopeptides |
| EP3542812A1 (fr) | 2014-11-06 | 2019-09-25 | Xellia Pharmaceuticals ApS | Compositions de glycopeptide |
| EP3834837A1 (fr) | 2014-11-06 | 2021-06-16 | Xellia Pharmaceuticals ApS | Compositions de glycopeptide |
| US11000567B2 (en) | 2014-11-06 | 2021-05-11 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| US10039804B2 (en) | 2014-11-06 | 2018-08-07 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| US10849956B2 (en) | 2014-11-06 | 2020-12-01 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| EP4147710A1 (fr) | 2014-11-06 | 2023-03-15 | Xellia Pharmaceuticals ApS | Compositions glycopeptidiques en solution |
| US11628200B2 (en) | 2014-11-06 | 2023-04-18 | Xellia Pharmaceuticals Aps | Glycopeptide compositions |
| US12161690B2 (en) | 2014-11-06 | 2024-12-10 | Hikma Pharmaceuticals Usa Inc. | Glycopeptide compositions |
| AU2016215070B2 (en) * | 2015-02-06 | 2020-09-24 | Latitude Pharmaceuticals, Inc. | Aqueous solution formulations of vancomycin |
| JP2018507848A (ja) * | 2015-02-06 | 2018-03-22 | ラティチュード ファーマシューティカルズ インコーポレイテッド | バンコマイシンの水溶液製剤 |
| US10376560B2 (en) | 2015-02-06 | 2019-08-13 | Latitude Pharmaceuticals, Inc. | Aqueous solution formulations of vancomycin |
| WO2016127087A1 (fr) * | 2015-02-06 | 2016-08-11 | Latitude Pharmaceuticals, Inc. | Formulations de solutions aqueuses de vancomycine |
| CN107106585A (zh) * | 2015-02-06 | 2017-08-29 | 杭州美南医药科技有限公司 | 万古霉素的水溶液制剂 |
| US10729708B2 (en) | 2016-05-09 | 2020-08-04 | Xellia Pharmaceuticals Aps | Stabilized glycopeptide antibiotic formulations |
| WO2017194385A1 (fr) | 2016-05-09 | 2017-11-16 | Xellia Pharmaceuticals Aps | Formulations stabilisées d'antibiotiques glycopeptidiques |
| CN109069580A (zh) * | 2016-05-09 | 2018-12-21 | 埃克斯利亚制药有限公司 | 稳定化的糖肽抗生素配制品 |
| WO2020185518A1 (fr) | 2019-03-08 | 2020-09-17 | Emphascience, Inc. | Formulations pharmaceutiques stables de médicaments peptidiques et protéiques |
| US11433115B2 (en) | 2020-10-30 | 2022-09-06 | Somerset Therapeutics, Llc | Glycopeptide antibiotics liquid formulations and methods and uses thereof |
| EP4014965A1 (fr) | 2020-12-16 | 2022-06-22 | EVER Valinject GmbH | Solution aqueuse |
| WO2022129263A1 (fr) | 2020-12-16 | 2022-06-23 | Ever Valinject Gmbh | Solution aqueuse |
| WO2022129264A1 (fr) | 2020-12-16 | 2022-06-23 | Ever Valinject Gmbh | Solution aqueuse |
| EP4014969A1 (fr) | 2020-12-16 | 2022-06-22 | EVER Valinject GmbH | Solution aqueuse |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2238872A1 (fr) | 1997-06-05 |
| AU1407197A (en) | 1997-06-19 |
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