DE03745223T1 - Anomere Derivate von Monosacchariden - Google Patents
Anomere Derivate von Monosacchariden Download PDFInfo
- Publication number
- DE03745223T1 DE03745223T1 DE03745223T DE03745223T DE03745223T1 DE 03745223 T1 DE03745223 T1 DE 03745223T1 DE 03745223 T DE03745223 T DE 03745223T DE 03745223 T DE03745223 T DE 03745223T DE 03745223 T1 DE03745223 T1 DE 03745223T1
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen
- group
- aryl
- heteroalkyl
- heteroaryl
- 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.)
- Pending
Links
- 150000002772 monosaccharides Chemical class 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 58
- 239000001257 hydrogen Substances 0.000 claims abstract 57
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 41
- 125000003118 aryl group Chemical group 0.000 claims abstract 36
- 125000004404 heteroalkyl group Chemical group 0.000 claims abstract 36
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 35
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 31
- 125000000217 alkyl group Chemical group 0.000 claims abstract 31
- 125000000304 alkynyl group Chemical group 0.000 claims abstract 31
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 31
- 150000001875 compounds Chemical class 0.000 claims abstract 31
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims abstract 31
- 125000004429 atom Chemical group 0.000 claims abstract 29
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 20
- 125000002252 acyl group Chemical group 0.000 claims abstract 14
- 125000005251 aryl acyl group Chemical group 0.000 claims abstract 14
- 125000005253 heteroarylacyl group Chemical group 0.000 claims abstract 14
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 10
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract 9
- 238000000034 method Methods 0.000 claims 12
- 125000004103 aminoalkyl group Chemical group 0.000 claims 10
- 125000003545 alkoxy group Chemical group 0.000 claims 9
- 125000005001 aminoaryl group Chemical group 0.000 claims 9
- 125000004104 aryloxy group Chemical group 0.000 claims 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 9
- 150000002825 nitriles Chemical class 0.000 claims 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
- 150000001409 amidines Chemical class 0.000 claims 7
- 150000001540 azides Chemical class 0.000 claims 6
- 230000015572 biosynthetic process Effects 0.000 claims 6
- 238000003786 synthesis reaction Methods 0.000 claims 6
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 claims 5
- 229910019142 PO4 Inorganic materials 0.000 claims 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 5
- 125000000266 alpha-aminoacyl group Chemical group 0.000 claims 5
- 125000005214 aminoheteroaryl group Chemical group 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 5
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 5
- 150000002466 imines Chemical class 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 5
- 239000010452 phosphate Substances 0.000 claims 5
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims 5
- 229940124530 sulfonamide Drugs 0.000 claims 5
- 125000004001 thioalkyl group Chemical group 0.000 claims 5
- 125000005000 thioaryl group Chemical group 0.000 claims 5
- 239000004793 Polystyrene Substances 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 4
- 229920002223 polystyrene Polymers 0.000 claims 4
- 239000011347 resin Substances 0.000 claims 4
- 229920005989 resin Polymers 0.000 claims 4
- -1 Tentagel Substances 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 150000003456 sulfonamides Chemical class 0.000 claims 3
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- 239000003875 Wang resin Substances 0.000 claims 2
- NERFNHBZJXXFGY-UHFFFAOYSA-N [4-[(4-methylphenyl)methoxy]phenyl]methanol Chemical compound C1=CC(C)=CC=C1COC1=CC=C(CO)C=C1 NERFNHBZJXXFGY-UHFFFAOYSA-N 0.000 claims 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 2
- 125000000837 carbohydrate group Chemical group 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000012039 electrophile Substances 0.000 claims 2
- 230000003100 immobilizing effect Effects 0.000 claims 2
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims 2
- 229910021653 sulphate ion Inorganic materials 0.000 claims 2
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 239000002841 Lewis acid Substances 0.000 claims 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 150000003999 cyclitols Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 150000007517 lewis acids Chemical class 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 239000012038 nucleophile Substances 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 claims 1
- 230000001681 protective effect Effects 0.000 claims 1
- 0 C1C*C*C1 Chemical compound C1C*C*C1 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/14—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPS1434A AUPS143402A0 (en) | 2002-03-28 | 2002-03-28 | Anomeric derivatives of monosaccharides |
| AUPS143402 | 2002-03-28 | ||
| PCT/AU2003/000384 WO2003082846A1 (en) | 2002-03-28 | 2003-03-28 | Anomeric derivatives of monosaccharides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE03745223T1 true DE03745223T1 (de) | 2007-05-03 |
Family
ID=3835023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE03745223T Pending DE03745223T1 (de) | 2002-03-28 | 2003-03-28 | Anomere Derivate von Monosacchariden |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7737287B2 (https=) |
| EP (1) | EP1487812A4 (https=) |
| JP (1) | JP4610197B2 (https=) |
| CN (1) | CN100537556C (https=) |
| AU (1) | AUPS143402A0 (https=) |
| CA (1) | CA2480578C (https=) |
| DE (1) | DE03745223T1 (https=) |
| WO (1) | WO2003082846A1 (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7138531B2 (en) | 2001-10-15 | 2006-11-21 | Kemin Pharma B.V.B.A. | Preparation and use of carbohydrate-based bicyclic ring structures with antimicrobial and cytostatic activity |
| AU2002950657A0 (en) | 2002-08-08 | 2002-09-12 | Alchemia Limited | Derivatives of monosaccharides for drug discovery |
| AU2002951995A0 (en) | 2002-10-11 | 2002-10-31 | Alchemia Limited | Classes of compounds that interact with gpcrs |
| AU2003302275A1 (en) | 2003-01-07 | 2004-08-10 | Kemin Pharma Europe Bvba | Bicyclic carbohydrate compounds useful in the treatment of infections caused by flaviviridae sp., such as hepatitis c and bovine viral diarrhea viruses |
| US7125854B2 (en) | 2003-01-07 | 2006-10-24 | Kemin Pharma B.V.B.A. | Bicyclic carbohydrates as antiprotozoal bioactive for the treatment of infections caused by parasites |
| US7368475B2 (en) | 2003-03-12 | 2008-05-06 | Kemin Pharma Bvba | Furanose-type bicyclic carbohydrates with biological activity |
| US7098243B2 (en) | 2003-09-16 | 2006-08-29 | Kemin Pharma Europe B.V.B.A. | Bicyclic carbohydrates as antiviral bioactives for the treatment of infections caused by the alphaherpesvirinae HSV-1 and HSV-2 |
| US20080176936A1 (en) * | 2005-02-04 | 2008-07-24 | Wim Meutermans | Classes of Compounds that Interact with Integrins |
| AU2006209794B2 (en) * | 2005-02-04 | 2010-07-08 | Alchemia Limited | Classes of compounds that interact with integrins |
| ES2400509T3 (es) * | 2005-10-04 | 2013-04-10 | Alchemia Ltd | Método de diseño de fármacos |
| WO2007070947A1 (en) * | 2005-12-22 | 2007-06-28 | Alchemia Ltd | Antibacterial agents |
| WO2021155317A1 (en) | 2020-01-31 | 2021-08-05 | Avilar Therapeutics, Inc. | Asgpr-binding compounds for the degradation of extracellular proteins |
| KR20240017423A (ko) | 2021-05-03 | 2024-02-07 | 아빌라 테라퓨틱스, 인크. | 이뮤노글로불린 및 다른 단백질의 분해를 위한 강력한 asgpr-결합 화합물 |
| WO2024118503A1 (en) | 2022-11-28 | 2024-06-06 | Hongene Biotech Corporation | Functionalized n-acetylgalactosamine analogs |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5331664A (en) * | 1976-09-02 | 1978-03-25 | Suami T | Production of novel nitroso urea derivatives |
| DE3347522A1 (de) * | 1983-12-30 | 1985-07-11 | Troponwerke GmbH & Co KG, 5000 Köln | N-glycosylierte carbonsaeureamid-derivate als mittel bei der bekaempfung von erkrankungen des rheumatischen formenkreises |
| DE3521994A1 (de) * | 1985-06-20 | 1987-01-02 | Bayer Ag | N-(2-aminoacylamido-2-desoxy-hexosyl)-amide-, -carbamate und -harnstoffe, verfahren zu ihrer herstellung sowie ihre verwendung in arzneimitteln |
| HU208146B (en) * | 1989-11-14 | 1993-08-30 | Biogal Gyogyszergyar | Process for producing aminobenzoic acid-n-glycoside derivatives |
| US5449785A (en) * | 1991-07-24 | 1995-09-12 | Hoffmann-La Roche Inc. | Cyclohexane derivatives |
| JPH07242684A (ja) * | 1994-03-02 | 1995-09-19 | Japan Tobacco Inc | 新規なグルクロン酸化合物 |
| US5491152A (en) * | 1994-03-23 | 1996-02-13 | The Du Pont Merck Pharmaceutical Company | Derivatives of cyclic ethers and sulfides for the treatment of atherosclerosis |
| AU7286696A (en) * | 1995-10-13 | 1997-05-07 | F. Hoffmann-La Roche Ag | Antisense oligomers |
| AUPO190596A0 (en) * | 1996-08-26 | 1996-09-19 | Alchemia Pty Ltd | Oligosaccharide synthesis |
| AU7700098A (en) * | 1997-05-29 | 1998-12-30 | Incara Pharmaceutical Corp. | Carbohydrate scaffold compounds and libraries |
| US6197963B1 (en) * | 1998-08-13 | 2001-03-06 | The Trustees Of The University Of Pennsylvania | Non-peptide peptidomimetics |
| CA2415368A1 (en) * | 2000-07-13 | 2002-01-31 | Yi Jin | Synthesis and antiviral evaluation of nucleic acid based (nab) libraries |
| AUPR079700A0 (en) | 2000-10-17 | 2000-11-09 | Alchemia Pty Ltd | Combinatorial libraries of monosaccharides |
| AUPR084400A0 (en) | 2000-10-18 | 2000-11-09 | Alchemia Pty Ltd | Immunoadjuvant systems |
-
2002
- 2002-03-28 AU AUPS1434A patent/AUPS143402A0/en not_active Abandoned
-
2003
- 2003-03-28 WO PCT/AU2003/000384 patent/WO2003082846A1/en not_active Ceased
- 2003-03-28 JP JP2003580313A patent/JP4610197B2/ja not_active Expired - Fee Related
- 2003-03-28 US US10/509,092 patent/US7737287B2/en active Active
- 2003-03-28 CN CNB038073757A patent/CN100537556C/zh not_active Expired - Lifetime
- 2003-03-28 CA CA2480578A patent/CA2480578C/en not_active Expired - Lifetime
- 2003-03-28 DE DE03745223T patent/DE03745223T1/de active Pending
- 2003-03-28 EP EP03745223A patent/EP1487812A4/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CA2480578A1 (en) | 2003-10-09 |
| CN100537556C (zh) | 2009-09-09 |
| CA2480578C (en) | 2013-01-08 |
| US7737287B2 (en) | 2010-06-15 |
| WO2003082846A1 (en) | 2003-10-09 |
| AUPS143402A0 (en) | 2002-05-09 |
| EP1487812A1 (en) | 2004-12-22 |
| JP4610197B2 (ja) | 2011-01-12 |
| JP2005526813A (ja) | 2005-09-08 |
| US20050245746A1 (en) | 2005-11-03 |
| CN1642932A (zh) | 2005-07-20 |
| EP1487812A4 (en) | 2006-07-26 |
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