JP2014522841A5 - - Google Patents
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- JP2014522841A5 JP2014522841A5 JP2014519088A JP2014519088A JP2014522841A5 JP 2014522841 A5 JP2014522841 A5 JP 2014522841A5 JP 2014519088 A JP2014519088 A JP 2014519088A JP 2014519088 A JP2014519088 A JP 2014519088A JP 2014522841 A5 JP2014522841 A5 JP 2014522841A5
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- Prior art keywords
- oil
- item
- water emulsion
- composition
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- 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.)
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- 239000000203 mixture Substances 0.000 claims description 122
- 239000007764 o/w emulsion Substances 0.000 claims description 107
- -1 cationic lipid Chemical class 0.000 claims description 46
- 238000000034 method Methods 0.000 claims description 40
- 239000002245 particle Substances 0.000 claims description 37
- KWVJHCQQUFDPLU-YEUCEMRASA-N 2,3-bis[[(z)-octadec-9-enoyl]oxy]propyl-trimethylazanium Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC KWVJHCQQUFDPLU-YEUCEMRASA-N 0.000 claims description 32
- 239000004094 surface-active agent Substances 0.000 claims description 29
- 125000002091 cationic group Chemical group 0.000 claims description 21
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 21
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 239000000839 emulsion Substances 0.000 claims description 17
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical group CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 16
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 16
- 229920000053 polysorbate 80 Polymers 0.000 claims description 16
- LDGWQMRUWMSZIU-LQDDAWAPSA-M 2,3-bis[(z)-octadec-9-enoxy]propyl-trimethylazanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCCOCC(C[N+](C)(C)C)OCCCCCCCC\C=C/CCCCCCCC LDGWQMRUWMSZIU-LQDDAWAPSA-M 0.000 claims description 12
- 150000002632 lipids Chemical class 0.000 claims description 11
- 239000000427 antigen Substances 0.000 claims description 10
- 102000036639 antigens Human genes 0.000 claims description 10
- 108091007433 antigens Proteins 0.000 claims description 10
- 239000008346 aqueous phase Substances 0.000 claims description 8
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 claims description 7
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 claims description 7
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 claims description 7
- 229940032094 squalane Drugs 0.000 claims description 7
- 229940031439 squalene Drugs 0.000 claims description 7
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 claims description 7
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 6
- ISXSJGHXHUZXNF-LXZPIJOJSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] n-[2-(dimethylamino)ethyl]carbamate;hydrochloride Chemical compound Cl.C1C=C2C[C@@H](OC(=O)NCCN(C)C)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 ISXSJGHXHUZXNF-LXZPIJOJSA-N 0.000 claims description 6
- 150000001412 amines Chemical group 0.000 claims description 6
- 239000002736 nonionic surfactant Substances 0.000 claims description 6
- 239000012071 phase Substances 0.000 claims description 6
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 6
- 229940068968 polysorbate 80 Drugs 0.000 claims description 6
- 235000019337 sorbitan trioleate Nutrition 0.000 claims description 6
- 229960000391 sorbitan trioleate Drugs 0.000 claims description 6
- 229930006000 Sucrose Natural products 0.000 claims description 4
- 230000028993 immune response Effects 0.000 claims description 4
- 239000005720 sucrose Substances 0.000 claims description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000000265 homogenisation Methods 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 3
- 239000000243 solution Substances 0.000 claims description 3
- 239000008181 tonicity modifier Substances 0.000 claims description 3
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims description 2
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- 239000008121 dextrose Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000600 sorbitol Substances 0.000 claims description 2
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 33
- 239000002773 nucleotide Substances 0.000 description 30
- 125000003729 nucleotide group Chemical group 0.000 description 30
- 239000002202 Polyethylene glycol Substances 0.000 description 10
- 229920001223 polyethylene glycol Polymers 0.000 description 10
- 241000710929 Alphavirus Species 0.000 description 7
- 239000012634 fragment Substances 0.000 description 6
- 102000004169 proteins and genes Human genes 0.000 description 6
- 108090000623 proteins and genes Proteins 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000000872 buffer Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 108091027544 Subgenomic mRNA Proteins 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 229920001992 poloxamer 407 Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 230000003612 virological effect Effects 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161505109P | 2011-07-06 | 2011-07-06 | |
| US61/505,109 | 2011-07-06 | ||
| US201161545936P | 2011-10-11 | 2011-10-11 | |
| US61/545,936 | 2011-10-11 | ||
| US201261585641P | 2012-01-11 | 2012-01-11 | |
| US61/585,641 | 2012-01-11 | ||
| PCT/US2012/045845 WO2013006837A1 (en) | 2011-07-06 | 2012-07-06 | Cationic oil-in-water emulsions |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016156141A Division JP2016210792A (ja) | 2011-07-06 | 2016-08-09 | カチオン性水中油型エマルジョン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014522841A JP2014522841A (ja) | 2014-09-08 |
| JP2014522841A5 true JP2014522841A5 (enExample) | 2015-08-20 |
| JP6120839B2 JP6120839B2 (ja) | 2017-04-26 |
Family
ID=46604537
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014519088A Active JP6120839B2 (ja) | 2011-07-06 | 2012-07-06 | カチオン性水中油型エマルジョン |
| JP2016156141A Withdrawn JP2016210792A (ja) | 2011-07-06 | 2016-08-09 | カチオン性水中油型エマルジョン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016156141A Withdrawn JP2016210792A (ja) | 2011-07-06 | 2016-08-09 | カチオン性水中油型エマルジョン |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US9636410B2 (enExample) |
| EP (2) | EP3456316A1 (enExample) |
| JP (2) | JP6120839B2 (enExample) |
| CN (1) | CN103796639B (enExample) |
| AU (2) | AU2012280904B2 (enExample) |
| BR (1) | BR112014000235A8 (enExample) |
| CA (1) | CA2840965C (enExample) |
| ES (1) | ES2702318T3 (enExample) |
| MX (1) | MX350258B (enExample) |
| RU (1) | RU2649133C2 (enExample) |
| SG (1) | SG10201605500TA (enExample) |
| WO (1) | WO2013006837A1 (enExample) |
Families Citing this family (128)
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| BR112013000244A2 (pt) | 2010-07-06 | 2016-05-17 | Novartis Ag | lipossomas com lipídeos apresentando pka vantajoso para administração de rna |
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| EP2591114B1 (en) | 2010-07-06 | 2016-06-08 | GlaxoSmithKline Biologicals SA | Immunisation of large mammals with low doses of rna |
| CA2807552A1 (en) | 2010-08-06 | 2012-02-09 | Moderna Therapeutics, Inc. | Engineered nucleic acids and methods of use thereof |
| RS63315B1 (sr) | 2010-08-31 | 2022-07-29 | Glaxosmithkline Biologicals Sa | Pegilovani lipozomi za isporuku rnk koja kodira imunogen |
| EP3431485B2 (en) | 2010-10-01 | 2024-09-04 | ModernaTX, Inc. | Engineered nucleic acids and methods of use thereof |
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| WO2012135805A2 (en) | 2011-03-31 | 2012-10-04 | modeRNA Therapeutics | Delivery and formulation of engineered nucleic acids |
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- 2012-07-06 EP EP18201788.9A patent/EP3456316A1/en not_active Withdrawn
- 2012-07-06 SG SG10201605500TA patent/SG10201605500TA/en unknown
- 2012-07-06 CN CN201280033539.6A patent/CN103796639B/zh active Active
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- 2012-07-06 JP JP2014519088A patent/JP6120839B2/ja active Active
- 2012-07-06 RU RU2014104094A patent/RU2649133C2/ru active
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2016
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2017
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2018
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