MX2011012823A - Conjugados peg-lípido puros. - Google Patents
Conjugados peg-lípido puros.Info
- Publication number
- MX2011012823A MX2011012823A MX2011012823A MX2011012823A MX2011012823A MX 2011012823 A MX2011012823 A MX 2011012823A MX 2011012823 A MX2011012823 A MX 2011012823A MX 2011012823 A MX2011012823 A MX 2011012823A MX 2011012823 A MX2011012823 A MX 2011012823A
- Authority
- MX
- Mexico
- Prior art keywords
- peg
- lipid
- glycerol
- composition
- group
- Prior art date
Links
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- 150000002632 lipids Chemical class 0.000 claims abstract description 70
- 239000000203 mixture Substances 0.000 claims description 91
- 239000000126 substance Substances 0.000 claims description 57
- 125000005647 linker group Chemical group 0.000 claims description 41
- 239000003613 bile acid Substances 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 239000013543 active substance Substances 0.000 claims description 22
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)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 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 16
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims description 15
- 125000003473 lipid group Chemical group 0.000 claims description 9
- 239000002502 liposome Substances 0.000 claims description 8
- 235000012000 cholesterol Nutrition 0.000 claims description 7
- 229930182912 cyclosporin Natural products 0.000 claims description 6
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims description 5
- 229960001265 ciclosporin Drugs 0.000 claims description 5
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- 229930105110 Cyclosporin A Natural products 0.000 claims description 3
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 46
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 21
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 15
- 150000003573 thiols Chemical class 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 11
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 10
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- IIRDTKBZINWQAW-UHFFFAOYSA-N hexaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCO IIRDTKBZINWQAW-UHFFFAOYSA-N 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 10
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 description 10
- VHVPQPYKVGDNFY-DFMJLFEVSA-N 2-[(2r)-butan-2-yl]-4-[4-[4-[4-[[(2r,4s)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one Chemical compound O=C1N([C@H](C)CC)N=CN1C1=CC=C(N2CCN(CC2)C=2C=CC(OC[C@@H]3O[C@](CN4N=CN=C4)(OC3)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 VHVPQPYKVGDNFY-DFMJLFEVSA-N 0.000 description 9
- 239000012043 crude product Substances 0.000 description 9
- 229960004130 itraconazole Drugs 0.000 description 9
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 9
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 9
- 239000002775 capsule Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
- 239000012044 organic layer Substances 0.000 description 8
- 229920006395 saturated elastomer Polymers 0.000 description 8
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical class OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 8
- OWVYGSGZMWWQQY-UHFFFAOYSA-N 2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-1-methoxyethanol Chemical compound COC(O)COCCOCCOCCOCCOCCO OWVYGSGZMWWQQY-UHFFFAOYSA-N 0.000 description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
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| US21762709P | 2009-06-02 | 2009-06-02 | |
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| PCT/US2010/001590 WO2010141069A2 (en) | 2009-06-02 | 2010-06-01 | Pure peg-lipid conjugates |
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| US20120202890A1 (en) * | 2011-02-08 | 2012-08-09 | Nian Wu | Polymer-carbohydrate-lipid conjugates |
| WO2012122144A1 (en) * | 2011-03-07 | 2012-09-13 | Wu Nian | Highly monodisperse branched peg-lipid conjugates |
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| US5827533A (en) * | 1997-02-06 | 1998-10-27 | Duke University | Liposomes containing active agents aggregated with lipid surfactants |
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| WO2006007712A1 (en) * | 2004-07-19 | 2006-01-26 | Protiva Biotherapeutics, Inc. | Methods comprising polyethylene glycol-lipid conjugates for delivery of therapeutic agents |
| WO2006051405A2 (en) * | 2004-11-12 | 2006-05-18 | Cambridge University Technical Services Ltd. | Methods and means related to cancer stem cells |
| CA2705797A1 (en) * | 2007-11-14 | 2009-05-22 | The Regents Of The University Of California | Sterol-modified amphiphilic lipids |
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- 2010-06-01 KR KR1020117031713A patent/KR20120039564A/ko not_active Withdrawn
- 2010-06-01 EP EP10783699A patent/EP2437756A2/en not_active Withdrawn
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| CA2763819A1 (en) | 2010-12-09 |
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| US20110040113A1 (en) | 2011-02-17 |
| ZA201109366B (en) | 2012-08-29 |
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| IL216719A0 (en) | 2012-02-29 |
| CL2011003049A1 (es) | 2012-07-13 |
| CN102665685A (zh) | 2012-09-12 |
| AU2010257181A1 (en) | 2012-01-12 |
| WO2010141069A2 (en) | 2010-12-09 |
| CO6511284A2 (es) | 2012-08-31 |
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