WO2005030711A2 - Bridged macrocyclic module compositions - Google Patents
Bridged macrocyclic module compositions Download PDFInfo
- Publication number
- WO2005030711A2 WO2005030711A2 PCT/US2004/025334 US2004025334W WO2005030711A2 WO 2005030711 A2 WO2005030711 A2 WO 2005030711A2 US 2004025334 W US2004025334 W US 2004025334W WO 2005030711 A2 WO2005030711 A2 WO 2005030711A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- nanofilm
- ofclaim
- compound
- synthon
- synthons
- Prior art date
Links
- 0 *Cc1cc(O)cc(O*)c1 Chemical compound *Cc1cc(O)cc(O*)c1 0.000 description 19
- MCVSICVXHGRNIG-KSCSMHSMSA-N CC(C)(C)OC(N[C@@H](CC[C@@H](C1)N)C1NC(OCc1ccccc1)=O)=O Chemical compound CC(C)(C)OC(N[C@@H](CC[C@@H](C1)N)C1NC(OCc1ccccc1)=O)=O MCVSICVXHGRNIG-KSCSMHSMSA-N 0.000 description 1
- WFFORRREWUAYIL-UHFFFAOYSA-N CCC(C)(CC)C1CCCC1 Chemical compound CCC(C)(CC)C1CCCC1 WFFORRREWUAYIL-UHFFFAOYSA-N 0.000 description 1
- YRLGSCJZCBGMHN-UHFFFAOYSA-N Cc(cc1C(NC(CCC2)CC2NC(c2cc(C)cc(C(NC(CCC3)CC3NC(c(cc(C)cc3C(NC(CCC4)CC4NC(c4cc(C)c5)=O)=O)c3OC)=O)=O)c2OCCOCCOCCOc4c5C(NC(CCC2)CC2NC2=O)=O)=O)=O)cc2c1OC Chemical compound Cc(cc1C(NC(CCC2)CC2NC(c2cc(C)cc(C(NC(CCC3)CC3NC(c(cc(C)cc3C(NC(CCC4)CC4NC(c4cc(C)c5)=O)=O)c3OC)=O)=O)c2OCCOCCOCCOc4c5C(NC(CCC2)CC2NC2=O)=O)=O)=O)cc2c1OC YRLGSCJZCBGMHN-UHFFFAOYSA-N 0.000 description 1
- AUFBSTHOEYLBPB-UHFFFAOYSA-N Cc(cc1C2OCCO2)cc(C2OCCO2)c1OC Chemical compound Cc(cc1C2OCCO2)cc(C2OCCO2)c1OC AUFBSTHOEYLBPB-UHFFFAOYSA-N 0.000 description 1
- WKXOVLXZJWYUET-UHFFFAOYSA-N Cc(cc1C2OCCO2)cc(C2OCCO2)c1OCCOCCOCCOc1c(C2OCCO2)cc(C)cc1C1OCCCCO1 Chemical compound Cc(cc1C2OCCO2)cc(C2OCCO2)c1OCCOCCOCCOc1c(C2OCCO2)cc(C)cc1C1OCCCCO1 WKXOVLXZJWYUET-UHFFFAOYSA-N 0.000 description 1
- AHDBSYYWEZLWPT-UHFFFAOYSA-N Cc(cc1C2[O]=CCO2)cc(C2OCCO2)c1O Chemical compound Cc(cc1C2[O]=CCO2)cc(C2OCCO2)c1O AHDBSYYWEZLWPT-UHFFFAOYSA-N 0.000 description 1
- ZBOUXALQDLLARY-UHFFFAOYSA-N Cc(cc1C=O)cc(C=O)c1O Chemical compound Cc(cc1C=O)cc(C=O)c1O ZBOUXALQDLLARY-UHFFFAOYSA-N 0.000 description 1
- MHSIFDSGOLPDRK-UHFFFAOYSA-N Cc(cc1C=O)cc(C=O)c1OC Chemical compound Cc(cc1C=O)cc(C=O)c1OC MHSIFDSGOLPDRK-UHFFFAOYSA-N 0.000 description 1
- SSJXIUAHEKJCMH-WDSKDSINSA-N N[C@@H](CCCC1)[C@H]1N Chemical compound N[C@@H](CCCC1)[C@H]1N SSJXIUAHEKJCMH-WDSKDSINSA-N 0.000 description 1
- PHGMYJITGRKJIM-JHJVBQTASA-N N[C@H](C[C@@H](CC1)NC(OCc2ccccc2)=O)[C@@H]1C(O)=O Chemical compound N[C@H](C[C@@H](CC1)NC(OCc2ccccc2)=O)[C@@H]1C(O)=O PHGMYJITGRKJIM-JHJVBQTASA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D498/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains three hetero rings
- C07D513/18—Bridged systems
Definitions
- each X' is independently H or a functional group for coupling the synthon to at least a second bridged macrocyclic module or to a substrate
- each J is an independently selected functional group for coupling the synthon to an adjacent synthon within said bridged macrocyclic module
- each X ⁇ is an independently selected functional group which may couple the synthon to the bridge moiety
- R° is H, alkyl, or a lipophilic group; wherein R' is a natural ⁇ -amino acid side
- bridged macrocyclic module compounds may be found in the Examples and Claims.
- coupling of these reactive substituted linkages may be initiated by other chemical, thermal, photochemical, electrochemical, and inadiative methods to provide a variety of coupled structures.
- Each module may have 1 to 30 or more functional groups which may couple to a linker molecule.
- Linker molecules may have 1 to 20 or more functional groups which may couple to, for example, a module.
- a linker molecule has at least two functional groups, each of which can couple to a module and/or other component.
- linker molecules may include a variety of functional groups for coupling modules and/or other components. Non-limiting examples of functional groups of modules and linker molecules are illustrated in Table 8. Table 8: Examples of functional groups of modules and linker molecules
- linkers are found in the Examples. [0133] Methods of initiating coupling of the components to linker molecules include chemical, thermal, photochemical, electrochemical, and inadiative methods. [0134] Other methods for linking the components will be apparent to one of skill in the art.
- Scheme 4 illustrates an example of a general scheme for preparing bridged program director compounds.
- R is -CH 2 CO 2 (CH 2 ) 15 CH 3 .
- Example 39 e» ⁇ / ⁇ -Bicyclo[2.2.1]hept-5-ene-2-benzylcarboxylate-3-carboxyIic acid (S25-37) [0330]
- Compound S23-19 (4.00 g, 0.0244 mol) and quinidine (8.63 g, 0.0266 mol) were suspended in equal amounts of toluene (50 mL) and carbon tetrachloride (50 mL). The suspension was cooled to -55° C after which benzyl alcohol (7.90 g, 0.0732 mol) was added over 15 minutes. The reaction mixture became homogenous after 3 hours and was stined at -55° C for an additional 96 hours.
- Example 50 enrfo-Bicyclo[2.2.1]hept-5-ene-2-(4-methoxy)benzyl-3-(trimethylsilylethoxy- carbony ⁇ )amino carboxylate (S26-49) [0343] To a solution of S26-48 in benzene is added triethylamine and diphenylphosphoryl azide. The solution is refluxed for 24 hours, cooled to room temperature, trimethylsilylethanol is added, and the solution is refluxed for an additional 48 hours. The benzene solution is partitioned between ethyl acetate and 1 M sodium bicarbonate. The organic layers are combined, washed with 1 M sodium bicarbonate, and dried with sodium sulfate. The solvent is evaporated under reduced pressure to give crude Curtius product S26-49.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04809537A EP1667965A2 (en) | 2003-08-06 | 2004-08-06 | Bridged macrocyclic module compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US49280803P | 2003-08-06 | 2003-08-06 | |
US60/492,808 | 2003-08-06 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2005030711A2 true WO2005030711A2 (en) | 2005-04-07 |
WO2005030711A3 WO2005030711A3 (en) | 2007-03-01 |
Family
ID=34392912
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2004/025334 WO2005030711A2 (en) | 2003-08-06 | 2004-08-06 | Bridged macrocyclic module compositions |
Country Status (3)
Country | Link |
---|---|
US (3) | US7368564B2 (US08182695-20120522-C00152.png) |
EP (1) | EP1667965A2 (US08182695-20120522-C00152.png) |
WO (1) | WO2005030711A2 (US08182695-20120522-C00152.png) |
Cited By (9)
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EP2051968A2 (en) * | 2006-08-15 | 2009-04-29 | The Regents Of The University Of California | Luminescent macrocyclic lanthanide complexes |
US8507199B2 (en) | 2007-01-25 | 2013-08-13 | Lumiphore, Inc. | Multi-color time resolved fluorophores based on macrocyclic lanthanide complexes |
CN105233714A (zh) * | 2014-06-30 | 2016-01-13 | 帕尔公司 | 亲水性膜及其制备方法(iv) |
US9273059B2 (en) | 2009-08-24 | 2016-03-01 | Lumiphore, Inc. | Macrocyclic HOPO chelators |
US9556122B2 (en) | 2006-07-10 | 2017-01-31 | The Regents Of The University Of California | Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides |
JP2017210468A (ja) * | 2016-05-23 | 2017-11-30 | 宇部興産株式会社 | ヨードラクトン化合物の製造方法 |
CN111205478A (zh) * | 2020-03-04 | 2020-05-29 | 清华大学 | 三维共价有机框架化合物及其制备方法,以及其应用 |
US11453652B2 (en) | 2013-03-15 | 2022-09-27 | Lumiphore, Inc. | Di-macrocycles |
EP4389263A1 (en) * | 2022-12-22 | 2024-06-26 | Centre national de la recherche scientifique | Substituted trianglamine and uses thereof |
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US20040034223A1 (en) * | 2002-02-07 | 2004-02-19 | Covalent Partners, Llc. | Amphiphilic molecular modules and constructs based thereon |
CN1646501A (zh) * | 2002-02-07 | 2005-07-27 | 科瓦伦特合伙责任有限公司 | 纳米膜和薄膜组合物 |
WO2003066646A2 (en) * | 2002-02-07 | 2003-08-14 | Covalent Partners, Llc | Macrocyclic module compositions |
US20040106741A1 (en) * | 2002-09-17 | 2004-06-03 | Kriesel Joshua W. | Nanofilm compositions with polymeric components |
WO2005030711A2 (en) * | 2003-08-06 | 2005-04-07 | Covalent Partners Llc | Bridged macrocyclic module compositions |
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ATE554740T1 (de) | 2004-06-15 | 2012-05-15 | Dentsply Int Inc | Dentalzusammensetzungen mit geringer schwindung und geringer spannung |
US7862793B2 (en) * | 2005-04-08 | 2011-01-04 | The Regents Of The University Of California | Growth of and defect reduction in nanoscale materials |
US20070053934A1 (en) * | 2005-08-26 | 2007-03-08 | Neville Kallenbach | Polyvalent multimeric composition containing active polypeptides, pharmaceutical compositions and methods of using the same |
US7919542B2 (en) * | 2007-11-12 | 2011-04-05 | Zimmer Spine, Inc. | Phase separated, branched, copolymer hydrogel |
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US9033159B1 (en) * | 2011-06-07 | 2015-05-19 | Clemson University | Membrane surface modification |
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US9962662B2 (en) | 2014-06-30 | 2018-05-08 | Pall Corporation | Fluorinated polymer and use thereof in the preparation of hydrophilic membranes (vi) |
EP3190138B1 (en) * | 2014-09-02 | 2019-10-16 | The School Corporation Kansai University | Hyperbranched polymer, process for producing same, and composition |
US10086338B2 (en) | 2015-06-30 | 2018-10-02 | International Business Machines Corporation | Antifouling and antimicrobial coatings for thin film composite membranes |
US9724651B2 (en) * | 2015-07-14 | 2017-08-08 | Lg Nanoh2O, Inc. | Chemical additives for water flux enhancement |
US9687792B2 (en) * | 2015-08-31 | 2017-06-27 | Lg Chem, Ltd. | Additives for boron rejection enhancement of a membrane |
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-
2004
- 2004-08-06 WO PCT/US2004/025334 patent/WO2005030711A2/en active Application Filing
- 2004-08-06 EP EP04809537A patent/EP1667965A2/en not_active Withdrawn
- 2004-08-06 US US10/913,634 patent/US7368564B2/en active Active
-
2008
- 2008-03-19 US US12/077,734 patent/US8182695B2/en not_active Expired - Fee Related
-
2012
- 2012-05-21 US US13/477,004 patent/US20130081999A1/en not_active Abandoned
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US9556122B2 (en) | 2006-07-10 | 2017-01-31 | The Regents Of The University Of California | Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides |
EP2051968A4 (en) * | 2006-08-15 | 2009-09-02 | Univ California | LUMINESCENT MACROCYCLIC LANTHANIDE COMPLEXES |
JP2010501008A (ja) * | 2006-08-15 | 2010-01-14 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | ルミネッセント大環状ランタニド錯体 |
EP2423201A1 (en) * | 2006-08-15 | 2012-02-29 | The Regents of The University of California | Luminescent macrocyclic lanthanide complexes |
US8173800B2 (en) | 2006-08-15 | 2012-05-08 | The Regents Of The University Of California | Luminescent macrocyclic lanthanide complexes |
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US8507199B2 (en) | 2007-01-25 | 2013-08-13 | Lumiphore, Inc. | Multi-color time resolved fluorophores based on macrocyclic lanthanide complexes |
US10352938B2 (en) | 2009-08-24 | 2019-07-16 | Lumiphore, Inc. | Macrocyclic HOPO chelators |
US9273059B2 (en) | 2009-08-24 | 2016-03-01 | Lumiphore, Inc. | Macrocyclic HOPO chelators |
US11453652B2 (en) | 2013-03-15 | 2022-09-27 | Lumiphore, Inc. | Di-macrocycles |
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JP2017210468A (ja) * | 2016-05-23 | 2017-11-30 | 宇部興産株式会社 | ヨードラクトン化合物の製造方法 |
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EP4389263A1 (en) * | 2022-12-22 | 2024-06-26 | Centre national de la recherche scientifique | Substituted trianglamine and uses thereof |
WO2024133779A1 (en) * | 2022-12-22 | 2024-06-27 | Centre National De La Recherche Scientifique | Substituted trianglamine and uses thereof |
Also Published As
Publication number | Publication date |
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US20130081999A1 (en) | 2013-04-04 |
EP1667965A2 (en) | 2006-06-14 |
US20080290034A1 (en) | 2008-11-27 |
US7368564B2 (en) | 2008-05-06 |
WO2005030711A3 (en) | 2007-03-01 |
US8182695B2 (en) | 2012-05-22 |
US20050154199A1 (en) | 2005-07-14 |
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