RU2595865C2 - Фосфолипидный депо-препарат - Google Patents
Фосфолипидный депо-препарат Download PDFInfo
- Publication number
- RU2595865C2 RU2595865C2 RU2013112353/15A RU2013112353A RU2595865C2 RU 2595865 C2 RU2595865 C2 RU 2595865C2 RU 2013112353/15 A RU2013112353/15 A RU 2013112353/15A RU 2013112353 A RU2013112353 A RU 2013112353A RU 2595865 C2 RU2595865 C2 RU 2595865C2
- Authority
- RU
- Russia
- Prior art keywords
- depot preparation
- water
- viscosity
- oil
- vancomycin
- Prior art date
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- 239000003405 delayed action preparation Substances 0.000 title claims abstract description 220
- 150000003904 phospholipids Chemical class 0.000 title claims abstract description 51
- 108010059993 Vancomycin Proteins 0.000 claims abstract description 135
- 229960003165 vancomycin Drugs 0.000 claims abstract description 113
- 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 claims abstract description 113
- CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 claims abstract description 104
- 229930182566 Gentamicin Natural products 0.000 claims abstract description 104
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 101
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- 238000000034 method Methods 0.000 claims abstract description 82
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 14
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- 238000000265 homogenisation Methods 0.000 claims abstract description 10
- 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 claims description 111
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- 150000003839 salts Chemical class 0.000 claims description 28
- RDEIXVOBVLKYNT-VQBXQJRRSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(1-aminoethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;(2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(aminomethyl)oxan-2-yl]o Chemical compound OS(O)(=O)=O.O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC[C@@H](CN)O2)N)[C@@H](N)C[C@H]1N.O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC[C@H](O2)C(C)N)N)[C@@H](N)C[C@H]1N.O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N RDEIXVOBVLKYNT-VQBXQJRRSA-N 0.000 claims description 23
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 22
- 238000004108 freeze drying Methods 0.000 claims description 22
- 229960001572 vancomycin hydrochloride Drugs 0.000 claims description 22
- LCTORFDMHNKUSG-XTTLPDOESA-N vancomycin monohydrochloride Chemical group 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 claims description 22
- 239000003381 stabilizer Substances 0.000 claims description 17
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 8
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- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 8
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- PWKSKIMOESPYIA-UHFFFAOYSA-N 2-acetamido-3-sulfanylpropanoic acid Chemical compound CC(=O)NC(CS)C(O)=O PWKSKIMOESPYIA-UHFFFAOYSA-N 0.000 claims description 4
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- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 4
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- 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 1
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- MYPYJXKWCTUITO-LYRMYLQWSA-N vancomycin 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)NC)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-N 0.000 abstract description 3
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| US37550210P | 2010-08-20 | 2010-08-20 | |
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| PCT/US2010/061015 WO2012023955A1 (en) | 2010-08-20 | 2010-12-17 | Phospholipid depot |
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| RU2013112353A RU2013112353A (ru) | 2014-09-27 |
| RU2595865C2 true RU2595865C2 (ru) | 2016-08-27 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11090444B2 (en) | 2018-06-15 | 2021-08-17 | James T. Doubet | Syringe adapter for medication |
| US10709850B2 (en) | 2018-06-15 | 2020-07-14 | James T. Doubet | Syringe adapter for medication |
| US11337894B2 (en) | 2018-06-15 | 2022-05-24 | James T. Doubet | Syringe adapter for animal medication |
| US11097058B2 (en) | 2018-06-15 | 2021-08-24 | James T. Doubet | Syringe adapter for medication |
| AU2006322076C1 (en) | 2005-12-08 | 2013-11-14 | Insmed Incorporated | Lipid-based compositions of antiinfectives for treating pulmonary infections |
| US9119783B2 (en) | 2007-05-07 | 2015-09-01 | Insmed Incorporated | Method of treating pulmonary disorders with liposomal amikacin formulations |
| BR112013003934A2 (pt) * | 2010-08-20 | 2016-06-07 | Reddys Lab Ltd Dr | depot de fosfolipídeos |
| KR101957177B1 (ko) * | 2010-10-22 | 2019-03-12 | 닥터 레디스 래보러토리즈 에스에이 | 상처를 치료하기 위한 저장 안정한 점성 인지질 데포의 용도 |
| AU2013257546B2 (en) | 2012-05-10 | 2017-12-14 | Painreform Ltd. | Depot formulations of a local anesthetic and methods for preparation thereof |
| ES2743039T3 (es) | 2012-11-29 | 2020-02-18 | Insmed Inc | Formulaciones de vancomicina estabilizada |
| US20170173225A1 (en) * | 2014-04-16 | 2017-06-22 | Biomet Manufacturing, Llc | Methods for coating implant surfaces to treat surgical infections |
| EP3131532A1 (de) | 2014-04-16 | 2017-02-22 | Veyx-Pharma GmbH | Veterinärpharmazeutische zusammensetzung und deren verwendung |
| DK3137081T3 (da) | 2014-04-28 | 2018-02-05 | Orphomed Inc | Buprenorphindimer og dens anvendelse ved behandling af gastrointestinale lidelser |
| EP3466432B1 (en) | 2014-05-15 | 2020-07-08 | Insmed Incorporated | Methods for treating pulmonary non-tuberculous mycobacterial infections |
| WO2017087876A1 (en) * | 2015-11-18 | 2017-05-26 | Insmed Incorporated | Compositions and methods for treating bacterial infections |
| CN107522735A (zh) * | 2017-09-21 | 2017-12-29 | 安徽元创科技有限公司 | 以溶剂法生产低粘度磷脂产品的方法 |
| WO2019191627A1 (en) | 2018-03-30 | 2019-10-03 | Insmed Incorporated | Methods for continuous manufacture of liposomal drug products |
| US20190388625A1 (en) | 2018-06-15 | 2019-12-26 | James T. Doubet | Syringe adapter for medication |
| USD890925S1 (en) | 2018-06-15 | 2020-07-21 | James T. Doubet | Syringe adapter for medication |
| WO2020086332A1 (en) * | 2018-10-21 | 2020-04-30 | Doubet James T | Syringe adapter for medication |
| CN113329738A (zh) * | 2019-01-11 | 2021-08-31 | 华盛顿大学 | 联合药物组合物及其方法 |
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- 2010-12-17 BR BR112013003934A patent/BR112013003934A2/pt active Search and Examination
- 2010-12-17 CA CA2809022A patent/CA2809022C/en active Active
- 2010-12-17 KR KR1020137006779A patent/KR101793101B1/ko not_active Expired - Fee Related
- 2010-12-17 AU AU2010359346A patent/AU2010359346B2/en not_active Ceased
- 2010-12-17 EP EP10795596.5A patent/EP2605751A1/en not_active Withdrawn
- 2010-12-17 JP JP2013524832A patent/JP5752248B2/ja not_active Expired - Fee Related
- 2010-12-17 WO PCT/US2010/061015 patent/WO2012023955A1/en not_active Ceased
- 2010-12-17 MX MX2013002005A patent/MX366099B/es active IP Right Grant
- 2010-12-17 RU RU2013112353/15A patent/RU2595865C2/ru active
- 2010-12-17 NZ NZ608210A patent/NZ608210A/en not_active IP Right Cessation
- 2010-12-17 CN CN201080069723.7A patent/CN103179951B/zh not_active Expired - Fee Related
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2011
- 2011-09-23 US US13/242,778 patent/US9132144B2/en not_active Expired - Fee Related
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2013
- 2013-03-11 ZA ZA2013/01833A patent/ZA201301833B/en unknown
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2015
- 2015-07-07 US US14/793,552 patent/US9522169B2/en not_active Expired - Fee Related
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2016
- 2016-11-10 US US15/347,949 patent/US9682040B2/en not_active Expired - Fee Related
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2017
- 2017-05-15 US US15/595,248 patent/US20170246109A1/en not_active Abandoned
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| CA2193497C (en) * | 1994-06-21 | 2000-10-17 | S. Esmail Tabibi | Controlled release aqueous emulsion |
| US20020107265A1 (en) * | 1999-10-18 | 2002-08-08 | Feng-Jing Chen | Emulsion compositions for polyfunctional active ingredients |
| US20060067952A1 (en) * | 2004-09-28 | 2006-03-30 | Sd Pharmaceuticals, Inc. | Low oil emulsion compositions for delivering taxoids and other insoluble drugs |
| WO2007133711A2 (en) * | 2006-05-12 | 2007-11-22 | Adventrx Pharmaceuticals, Inc. | Pharmaceutical compositions for vein irritating drugs |
| RU2376012C1 (ru) * | 2008-05-20 | 2009-12-20 | Федеральное государственное учреждение здравоохранения Волгоградский научно-исследовательский противочумный институт Роспотребнадзора | Способ получения комбинированного липосомального антибактериального препарата |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2809022A1 (en) | 2012-02-23 |
| RU2013112353A (ru) | 2014-09-27 |
| US20150306173A1 (en) | 2015-10-29 |
| US9522169B2 (en) | 2016-12-20 |
| US20170056326A1 (en) | 2017-03-02 |
| AU2010359346B2 (en) | 2015-01-29 |
| AU2010359346A1 (en) | 2013-04-04 |
| US9132144B2 (en) | 2015-09-15 |
| MX2013002005A (es) | 2013-06-24 |
| CN103179951A (zh) | 2013-06-26 |
| KR101793101B1 (ko) | 2017-11-02 |
| JP2013534244A (ja) | 2013-09-02 |
| ZA201301833B (en) | 2014-05-28 |
| KR20130112870A (ko) | 2013-10-14 |
| US20170246109A1 (en) | 2017-08-31 |
| JP5752248B2 (ja) | 2015-07-22 |
| MX366099B (es) | 2019-06-27 |
| EP2605751A1 (en) | 2013-06-26 |
| CA2809022C (en) | 2017-01-03 |
| NZ608210A (en) | 2015-02-27 |
| BR112013003934A2 (pt) | 2016-06-07 |
| CN103179951B (zh) | 2016-01-20 |
| US9682040B2 (en) | 2017-06-20 |
| US20120046220A1 (en) | 2012-02-23 |
| WO2012023955A1 (en) | 2012-02-23 |
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