AU740380B2 - Strictly alternating poly(alkylene oxide ether) copolymers - Google Patents
Strictly alternating poly(alkylene oxide ether) copolymers Download PDFInfo
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- AU740380B2 AU740380B2 AU13869/99A AU1386999A AU740380B2 AU 740380 B2 AU740380 B2 AU 740380B2 AU 13869/99 A AU13869/99 A AU 13869/99A AU 1386999 A AU1386999 A AU 1386999A AU 740380 B2 AU740380 B2 AU 740380B2
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- Prior art keywords
- polyether
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- biologically
- pharmaceutically active
- active compound
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- 125000002947 alkylene group Chemical group 0.000 title claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 74
- 229920001577 copolymer Polymers 0.000 title description 8
- 229920000642 polymer Polymers 0.000 claims abstract description 48
- 229920000570 polyether Polymers 0.000 claims description 127
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 87
- 150000001875 compounds Chemical class 0.000 claims description 79
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 54
- -1 aromatic diol Chemical class 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 46
- 229920001223 polyethylene glycol Polymers 0.000 claims description 45
- 230000002209 hydrophobic effect Effects 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 30
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 239000000243 solution Substances 0.000 claims description 19
- 238000012377 drug delivery Methods 0.000 claims description 18
- 239000000693 micelle Substances 0.000 claims description 18
- 229910052794 bromium Inorganic materials 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 229910052740 iodine Inorganic materials 0.000 claims description 17
- 239000004094 surface-active agent Substances 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 16
- 150000001408 amides Chemical class 0.000 claims description 15
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- 238000000576 coating method Methods 0.000 claims description 12
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004494 ethyl ester group Chemical group 0.000 claims description 10
- 150000003335 secondary amines Chemical class 0.000 claims description 10
- 239000002502 liposome Substances 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
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- 125000003118 aryl group Chemical group 0.000 claims description 6
- 230000004888 barrier function Effects 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
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- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 5
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
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- 125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims 2
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- 235000009840 Crataegus x incaedua Nutrition 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229940102223 injectable solution Drugs 0.000 claims 1
- 229940102213 injectable suspension Drugs 0.000 claims 1
- 230000004962 physiological condition Effects 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 239000002407 tissue scaffold Substances 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 63
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- 229940106691 bisphenol a Drugs 0.000 description 14
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- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 14
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- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 8
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Landscapes
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Applications Claiming Priority (3)
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| US6490597P | 1997-11-07 | 1997-11-07 | |
| US60/064905 | 1997-11-07 | ||
| PCT/US1998/023737 WO1999024490A1 (en) | 1997-11-07 | 1998-11-06 | Strictly alternating poly(alkylene oxide ether) copolymers |
Publications (2)
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| AU1386999A AU1386999A (en) | 1999-05-31 |
| AU740380B2 true AU740380B2 (en) | 2001-11-01 |
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| AU15199/99A Expired AU737151B2 (en) | 1997-11-07 | 1998-11-06 | Radio-opaque polymeric biomaterials government license rights |
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| AU15199/99A Expired AU737151B2 (en) | 1997-11-07 | 1998-11-06 | Radio-opaque polymeric biomaterials government license rights |
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| AU (2) | AU740380B2 (enExample) |
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| DE (3) | DE69825619T2 (enExample) |
| ES (1) | ES2226191T3 (enExample) |
| WO (2) | WO1999024391A1 (enExample) |
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| US6120491A (en) * | 1997-11-07 | 2000-09-19 | The State University Rutgers | Biodegradable, anionic polymers derived from the amino acid L-tyrosine |
| US8288745B2 (en) * | 1997-10-10 | 2012-10-16 | Senorx, Inc. | Method of utilizing an implant for targeting external beam radiation |
| DE69825619T2 (de) * | 1997-11-07 | 2005-09-01 | Rutgers, The State University | Strikt alternierende poly(alkylenoxid)copolymere |
| US6623521B2 (en) | 1998-02-17 | 2003-09-23 | Md3, Inc. | Expandable stent with sliding and locking radial elements |
| US20070142901A1 (en) * | 1998-02-17 | 2007-06-21 | Steinke Thomas A | Expandable stent with sliding and locking radial elements |
| US7713297B2 (en) | 1998-04-11 | 2010-05-11 | Boston Scientific Scimed, Inc. | Drug-releasing stent with ceramic-containing layer |
| US6872187B1 (en) | 1998-09-01 | 2005-03-29 | Izex Technologies, Inc. | Orthoses for joint rehabilitation |
| US6426145B1 (en) * | 1999-05-20 | 2002-07-30 | Scimed Life Systems, Inc. | Radiopaque compositions for visualization of medical devices |
| US9522217B2 (en) | 2000-03-15 | 2016-12-20 | Orbusneich Medical, Inc. | Medical device with coating for capturing genetically-altered cells and methods for using same |
| US8088060B2 (en) | 2000-03-15 | 2012-01-03 | Orbusneich Medical, Inc. | Progenitor endothelial cell capturing with a drug eluting implantable medical device |
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| US6649138B2 (en) | 2000-10-13 | 2003-11-18 | Quantum Dot Corporation | Surface-modified semiconductive and metallic nanoparticles having enhanced dispersibility in aqueous media |
| US7776310B2 (en) | 2000-11-16 | 2010-08-17 | Microspherix Llc | Flexible and/or elastic brachytherapy seed or strand |
| CA2702143C (en) | 2001-06-05 | 2014-02-18 | Mikro Systems, Inc. | Methods for manufacturing three-dimensional devices and devices created thereby |
| US7785098B1 (en) | 2001-06-05 | 2010-08-31 | Mikro Systems, Inc. | Systems for large area micro mechanical systems |
| AU2002345328A1 (en) | 2001-06-27 | 2003-03-03 | Remon Medical Technologies Ltd. | Method and device for electrochemical formation of therapeutic species in vivo |
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| US8591951B2 (en) * | 2002-05-15 | 2013-11-26 | Joachim B. Kohn | Tri-block copolymers for nanosphere-based drug delivery |
| KR100971638B1 (ko) * | 2002-06-28 | 2010-07-22 | 로포 하이 테크 필름 게엠베하 | 주조 폴리아릴레이트 필름으로 제조된 격막 |
| US8920826B2 (en) | 2002-07-31 | 2014-12-30 | Boston Scientific Scimed, Inc. | Medical imaging reference devices |
| US6951053B2 (en) * | 2002-09-04 | 2005-10-04 | Reva Medical, Inc. | Method of manufacturing a prosthesis |
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| US7790141B2 (en) * | 2003-08-11 | 2010-09-07 | Pathak Holdings, Llc | Radio-opaque compounds, compositions containing same and methods of their synthesis and use |
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| CA2531894C (en) * | 2003-09-25 | 2014-02-11 | Rutgers, The State University | Inherently radiopaque polymeric products for embolotherapy |
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| US7271234B2 (en) * | 2002-04-24 | 2007-09-18 | Rutgers, The State University Of New Jersey | Polyarylates for drug delivery and tissue engineering |
| US20060034769A1 (en) * | 2004-08-13 | 2006-02-16 | Rutgers, The State University | Radiopaque polymeric stents |
| US7407647B2 (en) * | 2005-12-07 | 2008-08-05 | Cordis Corporation | Organic radiographic contrasting agents for medical devices |
-
1998
- 1998-11-06 DE DE69825619T patent/DE69825619T2/de not_active Expired - Fee Related
- 1998-11-06 ES ES98957666T patent/ES2226191T3/es not_active Expired - Lifetime
- 1998-11-06 US US09/554,027 patent/US6475477B1/en not_active Expired - Lifetime
- 1998-11-06 CA CA2579619A patent/CA2579619C/en not_active Expired - Lifetime
- 1998-11-06 CA CA002308520A patent/CA2308520C/en not_active Expired - Fee Related
- 1998-11-06 AU AU13869/99A patent/AU740380B2/en not_active Ceased
- 1998-11-06 JP JP2000520495A patent/JP2001522909A/ja active Pending
- 1998-11-06 AT AT98959390T patent/ATE307110T1/de not_active IP Right Cessation
- 1998-11-06 AT AT98957666T patent/ATE273341T1/de not_active IP Right Cessation
- 1998-11-06 DE DE69842217T patent/DE69842217D1/de not_active Expired - Lifetime
- 1998-11-06 AU AU15199/99A patent/AU737151B2/en not_active Expired
- 1998-11-06 CA CA002308721A patent/CA2308721C/en not_active Expired - Lifetime
- 1998-11-06 DE DE69831973T patent/DE69831973T2/de not_active Expired - Lifetime
- 1998-11-06 EP EP98959390A patent/EP1036057B1/en not_active Expired - Lifetime
- 1998-11-06 WO PCT/US1998/023777 patent/WO1999024391A1/en not_active Ceased
- 1998-11-06 WO PCT/US1998/023737 patent/WO1999024490A1/en not_active Ceased
- 1998-11-06 EP EP05021963A patent/EP1702914B1/en not_active Expired - Lifetime
- 1998-11-06 EP EP98957666A patent/EP1028991B1/en not_active Expired - Lifetime
- 1998-11-06 JP JP2000520405A patent/JP4465105B2/ja not_active Expired - Lifetime
- 1998-11-06 AT AT05021963T patent/ATE504561T1/de not_active IP Right Cessation
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2002
- 2002-11-05 US US10/288,076 patent/US6852308B2/en not_active Expired - Lifetime
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2003
- 2003-10-23 US US10/692,122 patent/US20040086462A1/en not_active Abandoned
- 2003-10-23 US US10/691,749 patent/US20040086458A1/en not_active Abandoned
- 2003-10-23 US US10/691,750 patent/US7056493B2/en not_active Expired - Lifetime
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2004
- 2004-03-09 US US10/796,847 patent/US20040191175A1/en not_active Abandoned
- 2004-12-28 US US11/024,355 patent/US7250154B2/en not_active Expired - Fee Related
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2006
- 2006-05-05 US US11/418,943 patent/US20060204440A1/en not_active Abandoned
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2007
- 2007-11-01 US US11/933,780 patent/US20080107709A1/en not_active Abandoned
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2009
- 2009-06-17 JP JP2009144133A patent/JP5394830B2/ja not_active Expired - Lifetime
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4436933A (en) * | 1981-09-11 | 1984-03-13 | Hoechst Aktiengesellschaft | Polymeric ethylene oxide/propylene oxide or ethylene oxide/butylene oxide ether carboxylic acids, a process for their preparation and their use |
| US5658995A (en) * | 1995-11-27 | 1997-08-19 | Rutgers, The State University | Copolymers of tyrosine-based polycarbonate and poly(alkylene oxide) |
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