FI83524C - Foerfarande foer framstaellning av farmakologiskt verkande n-/n-alkanoyl-s-(2,3-dialkanoyloxi-propyl) kysteinyl/-peptider. - Google Patents
Foerfarande foer framstaellning av farmakologiskt verkande n-/n-alkanoyl-s-(2,3-dialkanoyloxi-propyl) kysteinyl/-peptider. Download PDFInfo
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- FI83524C FI83524C FI840259A FI840259A FI83524C FI 83524 C FI83524 C FI 83524C FI 840259 A FI840259 A FI 840259A FI 840259 A FI840259 A FI 840259A FI 83524 C FI83524 C FI 83524C
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- cys
- ala
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- glu
- acid
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- 150000001875 compounds Chemical class 0.000 claims abstract description 63
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 41
- 239000002253 acid Substances 0.000 claims abstract description 34
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 20
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- -1 amino, hydroxy, L-alanyl Chemical group 0.000 claims description 83
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 83
- 238000000034 method Methods 0.000 claims description 50
- 239000007858 starting material Substances 0.000 claims description 40
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 34
- 125000006239 protecting group Chemical group 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 29
- 230000008569 process Effects 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 17
- 125000003277 amino group Chemical group 0.000 claims description 13
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 7
- CHJFZKBUNXDBEL-UHFFFAOYSA-N 2-[(2-aminoacetyl)amino]ethanesulfonic acid Chemical compound NCC(=O)NCCS(O)(=O)=O CHJFZKBUNXDBEL-UHFFFAOYSA-N 0.000 claims description 6
- 229960003767 alanine Drugs 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 5
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- 125000002842 L-seryl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])O[H] 0.000 claims description 4
- 125000005907 alkyl ester group Chemical group 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 4
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- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 claims description 3
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- 125000002059 L-arginyl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=N[H])N([H])[H] 0.000 claims description 2
- QOOWRKBDDXQRHC-RQJHMYQMSA-N L-lysyl-D-alanine Chemical compound OC(=O)[C@@H](C)NC(=O)[C@@H](N)CCCCN QOOWRKBDDXQRHC-RQJHMYQMSA-N 0.000 claims description 2
- NVGBPTNZLWRQSY-UWVGGRQHSA-N Lys-Lys Chemical compound NCCCC[C@H](N)C(=O)N[C@H](C(O)=O)CCCCN NVGBPTNZLWRQSY-UWVGGRQHSA-N 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 108010054155 lysyllysine Proteins 0.000 claims description 2
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 claims description 2
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- 108010002352 Interleukin-1 Proteins 0.000 claims 1
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- 150000007649 L alpha amino acids Chemical class 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
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- CZJJQSUIALCKCZ-NSHDSACASA-N (2r)-2-(decanoylamino)-3-sulfanylpropanoic acid Chemical compound CCCCCCCCCC(=O)N[C@@H](CS)C(O)=O CZJJQSUIALCKCZ-NSHDSACASA-N 0.000 description 17
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- 239000004480 active ingredient Substances 0.000 description 13
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- UHBYWPGGCSDKFX-VKHMYHEASA-N gamma-carboxy-L-glutamic acid Chemical compound OC(=O)[C@@H](N)CC(C(O)=O)C(O)=O UHBYWPGGCSDKFX-VKHMYHEASA-N 0.000 description 5
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- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- QSUJAUYJBJRLKV-UHFFFAOYSA-M tetraethylazanium;fluoride Chemical compound [F-].CC[N+](CC)(CC)CC QSUJAUYJBJRLKV-UHFFFAOYSA-M 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 150000003555 thioacetals Chemical class 0.000 description 1
- 125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 229940104230 thymidine Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229960000707 tobramycin Drugs 0.000 description 1
- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 230000002476 tumorcidal effect Effects 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002255 vaccination Methods 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
- C07K5/1013—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
- C07K9/005—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure containing within the molecule the substructure with m, n > 0 and m+n > 0, A, B, D, E being heteroatoms; X being a bond or a chain, e.g. muramylpeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Animal Behavior & Ethology (AREA)
- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Crystallography & Structural Chemistry (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH39883 | 1983-01-25 | ||
| CH39883 | 1983-01-25 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI840259A0 FI840259A0 (fi) | 1984-01-23 |
| FI840259A7 FI840259A7 (fi) | 1984-07-26 |
| FI83524B FI83524B (fi) | 1991-04-15 |
| FI83524C true FI83524C (fi) | 1991-07-25 |
Family
ID=4186110
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI840259A FI83524C (fi) | 1983-01-25 | 1984-01-23 | Foerfarande foer framstaellning av farmakologiskt verkande n-/n-alkanoyl-s-(2,3-dialkanoyloxi-propyl) kysteinyl/-peptider. |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4666886A (Direct) |
| EP (1) | EP0114787B1 (Direct) |
| JP (1) | JPH068316B2 (Direct) |
| AT (1) | ATE67769T1 (Direct) |
| AU (1) | AU569865B2 (Direct) |
| CA (1) | CA1247089A (Direct) |
| DD (1) | DD213917A5 (Direct) |
| DE (1) | DE3485094D1 (Direct) |
| DK (1) | DK31684A (Direct) |
| ES (3) | ES8606398A1 (Direct) |
| FI (1) | FI83524C (Direct) |
| GR (1) | GR81710B (Direct) |
| HU (1) | HU192864B (Direct) |
| IE (1) | IE57092B1 (Direct) |
| IL (1) | IL70766A (Direct) |
| NZ (1) | NZ206923A (Direct) |
| PT (1) | PT78002B (Direct) |
| ZA (1) | ZA84521B (Direct) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU602483B2 (en) * | 1985-01-18 | 1990-10-18 | Immunetech Pharmaceuticals | Immunoregulatory peptides |
| DE3546150A1 (de) | 1985-06-24 | 1987-01-22 | Hoechst Ag | Membrananker-wirkstoffkonjugat, seine herstellung sowie seine verwendung |
| US6074650A (en) * | 1985-06-24 | 2000-06-13 | Hoechst Aktiengesellschaft | Membrane anchor/active compound conjugate, its preparation and its uses |
| US6024964A (en) * | 1985-06-24 | 2000-02-15 | Hoechst Aktiengesellschaft | Membrane anchor/active compound conjugate, its preparation and its uses |
| DE3522638A1 (de) * | 1985-06-25 | 1987-01-08 | Diamalt Ag | Neue somatostatin-derivate |
| GB8524001D0 (en) * | 1985-09-30 | 1985-11-06 | Glaxo Group Ltd | Pharmaceutical composition |
| US5374426A (en) * | 1986-09-03 | 1994-12-20 | University Of Saskatchewan | Rotavirus nucleocapsid protein VP6 in vaccine compositions |
| CA1315465C (en) * | 1987-07-31 | 1993-03-30 | Hans-Helmut Goertz | Polymers of oxyalkylated unsaturated quaternary ammonium salts, their preparation and their use |
| WO1990014837A1 (en) * | 1989-05-25 | 1990-12-13 | Chiron Corporation | Adjuvant formulation comprising a submicron oil droplet emulsion |
| DE4119856A1 (de) * | 1991-06-17 | 1992-12-24 | Hoechst Ag | N-acyl-s-(2-hydroxyalkyl)-cysteine, deren herstellung sowie deren verwendung als zwischenprodukte zur herstellung von synthetischen immunadjuvantien und synthetischen impfstoffen |
| DE59207848D1 (de) * | 1991-12-19 | 1997-02-20 | Ciba Geigy Ag | Aminosulfonsäurederivate und Verfahren zu ihrer Herstellung |
| AU666789B2 (en) * | 1992-12-28 | 1996-02-22 | Takeda Chemical Industries Ltd. | 2-amino-6,7-dihydroxy-4-thiaheptanoic acid derivatives, production and use thereof |
| EP0604945A1 (en) * | 1992-12-28 | 1994-07-06 | Takeda Chemical Industries, Ltd. | TAN-1511, its derivatives, production and use thereof |
| EP0641776A3 (en) * | 1993-09-08 | 1997-05-02 | Takeda Chemical Industries Ltd | Thioglycerol derivatives. |
| AU6103896A (en) * | 1995-06-07 | 1996-12-30 | Cytel Corporation | Manufacture and purification of peptides |
| US6007819A (en) * | 1995-10-17 | 1999-12-28 | Dovetail Technologies, Inc. | Methods of inducing immunity using low molecular weight immune stimulants |
| GB9614871D0 (en) * | 1996-07-15 | 1996-09-04 | Smithkline Beecham Plc | Compounds |
| PT921125E (pt) * | 1997-12-05 | 2002-06-28 | Hoffmann La Roche | Derivados de 1,38-triaza-espiro 4,5 decan-4-ona |
| GB0016811D0 (en) * | 2000-07-07 | 2000-08-30 | Adprotech Ltd | Lipid rafts |
| FR2816060A1 (fr) * | 2000-10-27 | 2002-05-03 | Pf Medicament | Procede d'identification de nouvelles molecules se liant au recepteur lox et utilisation de ces molecules |
| ATE439372T1 (de) * | 2000-10-27 | 2009-08-15 | Novartis Vaccines & Diagnostic | Nukleinsäuren und proteine von gruppen a und b- streptokokken |
| US7082569B2 (en) | 2001-01-17 | 2006-07-25 | Outlooksoft Corporation | Systems and methods providing dynamic spreadsheet functionality |
| EP1909813A4 (en) * | 2005-07-25 | 2009-09-09 | Therimunex Llc | PEPTIDYL DIACYLGLYCERIDES |
| CA2644552C (en) | 2006-03-01 | 2013-05-28 | Kyoto University | Peptide lipid-containing carrier and method for introducing compound into cells using same |
| US20080051603A1 (en) * | 2006-06-15 | 2008-02-28 | Cell Therapeutics, Inc. | Process for the preparation of poly-alpha-glutamic acid and derivatives thereof |
| AU2010229835B2 (en) | 2009-03-25 | 2015-01-15 | The Board Of Regents Of The University Of Texas System | Compositions for stimulation of mammalian innate immune resistance to pathogens |
| KR101080271B1 (ko) * | 2009-03-31 | 2011-11-08 | 주식회사 웰스킨 | 다이펩타이드를 유효성분으로 포함하는 자외선에 의한 홍반반응 억제용 화장품 조성물 |
| EP2451475A2 (en) | 2009-07-06 | 2012-05-16 | Novartis AG | Self replicating rna molecules and uses thereof |
| TW201116294A (en) | 2009-07-15 | 2011-05-16 | Novartis Ag | RSV F protein compositions and methods for making same |
| DE102009034779A1 (de) * | 2009-07-25 | 2011-02-03 | Emc Microcollections Gmbh | Synthetische Analoga bakterieller Lipopeptide und ihre Anwendung zur Therapie und Prophylaxe allergischer Erkrankungen |
| AU2010290896B2 (en) | 2009-09-02 | 2014-07-03 | Glaxosmithkline Biologicals S.A. | Immunogenic compositions including TLR activity modulators |
| AU2011232421B2 (en) * | 2010-03-23 | 2015-08-13 | Novartis Ag | Compounds (cystein based lipopeptides) and compositions as TLR2 agonists used for treating infections, inflammations, respiratory diseases etc. |
| CN102933267B (zh) | 2010-05-28 | 2015-05-27 | 泰特里斯在线公司 | 交互式混合异步计算机游戏基础结构 |
| CA2804501C (en) | 2010-07-06 | 2021-01-26 | Novartis Ag | Noro virus derived immunogenic compositions and methods |
| US9192661B2 (en) | 2010-07-06 | 2015-11-24 | Novartis Ag | Delivery of self-replicating RNA using biodegradable polymer particles |
| MX343914B (es) | 2010-09-01 | 2016-11-18 | Glaxosmithkline Biologicals Sa | Adsorcion de inmunopotenciadores en sales metalicas insolubles. |
| EP4144368B1 (en) | 2011-01-26 | 2025-02-26 | GlaxoSmithKline Biologicals S.A. | Rsv immunization regimen |
| US20140112950A1 (en) | 2011-03-02 | 2014-04-24 | Manmohan Singh | Combination vaccines with lower doses of antigen and/or adjuvant |
| US10357568B2 (en) | 2011-03-24 | 2019-07-23 | Glaxosmithkline Biologicals S.A. | Adjuvant nanoemulsions with phospholipids |
| CN103842374A (zh) | 2011-05-13 | 2014-06-04 | 诺华股份有限公司 | 融合前的rsv f抗原 |
| BR112014004782A2 (pt) | 2011-09-01 | 2017-03-21 | Novartis Ag | formulações adjuvantes de antígenos de staphylococcus aureus |
| NL2007536C2 (en) * | 2011-10-05 | 2013-04-08 | Academisch Ziekenhuis Leiden Lumc | Adjuvant compound. |
| CN104519910B (zh) | 2012-03-07 | 2017-05-03 | 诺华股份有限公司 | 肺炎链球菌抗原的含佐剂制剂 |
| WO2013131984A1 (en) | 2012-03-07 | 2013-09-12 | Novartis Ag | Adjuvanted formulations of rabies virus immunogens |
| JP6345603B2 (ja) | 2012-03-08 | 2018-06-20 | ノバルティス アーゲー | 追加免疫ワクチンのアジュバント化された処方物 |
| EP2659906A1 (en) | 2012-05-01 | 2013-11-06 | Affiris AG | Compositions |
| EP2659907A1 (en) | 2012-05-01 | 2013-11-06 | Affiris AG | Compositions |
| EP2659908A1 (en) | 2012-05-01 | 2013-11-06 | Affiris AG | Compositions |
| EP2892553A1 (en) | 2012-09-06 | 2015-07-15 | Novartis AG | Combination vaccines with serogroup b meningococcus and d/t/p |
| CA2886938A1 (en) | 2012-10-12 | 2014-04-17 | Glaxosmithkline Biologicals S.A. | Non-cross-linked acellular pertussis antigens for use in combination vaccines |
| TR201807340T4 (tr) | 2013-02-01 | 2018-06-21 | Glaxosmithkline Biologicals Sa | Çan benzeri reseptör agonistleri içeren immünolojik kompozisyonların intradermal yoldan verilmesi. |
| SG11201509265SA (en) | 2013-05-10 | 2015-12-30 | Novartis Ag | Avoiding narcolepsy risk in influenza vaccines |
| AU2015238512B2 (en) | 2014-03-26 | 2018-02-01 | Glaxosmithkline Biologicals S.A. | Mutant staphylococcal antigens |
| WO2016044839A2 (en) | 2014-09-19 | 2016-03-24 | The Board Of Regents Of The University Of Texas System | Compositions and methods for treating viral infections through stimulated innate immunity in combination with antiviral compounds |
| US10576131B2 (en) | 2015-06-03 | 2020-03-03 | Affiris Ag | IL-23-p19 vaccines |
| EP3319988A1 (en) | 2015-07-07 | 2018-05-16 | Affiris AG | Vaccines for the treatment and prevention of ige mediated diseases |
| DE102016005550B4 (de) | 2016-05-09 | 2024-09-26 | Hans-Georg Rammensee | Adjuvans zur lnduzierung einer zellulären lmmunantwort |
| WO2018183827A1 (en) * | 2017-03-31 | 2018-10-04 | Temple University-Of The Commonwealth System Of Higher Education | Flexible variable differential transformer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0000330B1 (de) * | 1977-06-20 | 1981-08-05 | Ciba-Geigy Ag | Lipopeptide, Verfahren zu deren Herstellung und sie enthaltende pharmazeutische Präparate |
| HU186585B (en) * | 1978-05-18 | 1985-08-28 | Ciba Geigy Ag | Process for producing new muramil-peptide derivatives |
| EP0014815A3 (de) * | 1978-12-20 | 1980-10-29 | Ciba-Geigy Ag | Peptidderivate, Verfahren zu deren Herstellung und Zwischenprodukte sowie pharmazeutische Präparate mit einer dieser Verbindungen |
| FR2460290A1 (fr) * | 1979-06-29 | 1981-01-23 | Rhone Poulenc Ind | Nouveaux tetra- ou pentapeptides, leur preparation et les medicaments qui les contiennent |
| FR2460288A1 (fr) * | 1979-06-29 | 1981-01-23 | Rhone Poulenc Ind | Nouveaux dipeptides, leur preparation et les medicaments qui les contiennent |
-
1984
- 1984-01-19 AT AT84810030T patent/ATE67769T1/de not_active IP Right Cessation
- 1984-01-19 EP EP84810030A patent/EP0114787B1/de not_active Expired - Lifetime
- 1984-01-19 DE DE8484810030T patent/DE3485094D1/de not_active Expired - Lifetime
- 1984-01-23 DD DD84259549A patent/DD213917A5/de not_active IP Right Cessation
- 1984-01-23 CA CA000445858A patent/CA1247089A/en not_active Expired
- 1984-01-23 HU HU84264A patent/HU192864B/hu not_active IP Right Cessation
- 1984-01-23 ES ES529091A patent/ES8606398A1/es not_active Expired
- 1984-01-23 FI FI840259A patent/FI83524C/fi not_active IP Right Cessation
- 1984-01-23 GR GR73573A patent/GR81710B/el unknown
- 1984-01-24 IE IE157/84A patent/IE57092B1/en not_active IP Right Cessation
- 1984-01-24 PT PT78002A patent/PT78002B/pt not_active IP Right Cessation
- 1984-01-24 NZ NZ206923A patent/NZ206923A/en unknown
- 1984-01-24 IL IL70766A patent/IL70766A/xx not_active IP Right Cessation
- 1984-01-24 ZA ZA84521A patent/ZA84521B/xx unknown
- 1984-01-24 DK DK31684A patent/DK31684A/da unknown
- 1984-01-24 AU AU23745/84A patent/AU569865B2/en not_active Ceased
- 1984-01-25 JP JP59010362A patent/JPH068316B2/ja not_active Expired - Lifetime
-
1985
- 1985-06-14 ES ES544193A patent/ES8802620A1/es not_active Expired
- 1985-06-14 ES ES544194A patent/ES8606393A1/es not_active Expired
- 1985-07-17 US US06/756,146 patent/US4666886A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| IL70766A0 (en) | 1984-04-30 |
| ES8606393A1 (es) | 1986-04-01 |
| ES8606398A1 (es) | 1986-04-01 |
| ES544194A0 (es) | 1986-04-01 |
| FI840259A0 (fi) | 1984-01-23 |
| DK31684D0 (da) | 1984-01-24 |
| JPH068316B2 (ja) | 1994-02-02 |
| AU569865B2 (en) | 1988-02-25 |
| NZ206923A (en) | 1988-05-30 |
| DD213917A5 (de) | 1984-09-26 |
| FI83524B (fi) | 1991-04-15 |
| ES529091A0 (es) | 1986-04-01 |
| ATE67769T1 (de) | 1991-10-15 |
| IE840157L (en) | 1984-07-25 |
| DK31684A (da) | 1984-07-26 |
| GR81710B (Direct) | 1984-12-12 |
| AU2374584A (en) | 1984-07-26 |
| ZA84521B (en) | 1984-09-26 |
| PT78002B (en) | 1986-06-18 |
| EP0114787A3 (en) | 1987-05-06 |
| EP0114787A2 (de) | 1984-08-01 |
| HU192864B (en) | 1987-07-28 |
| US4666886A (en) | 1987-05-19 |
| PT78002A (en) | 1984-02-01 |
| IE57092B1 (en) | 1992-04-22 |
| DE3485094D1 (de) | 1991-10-31 |
| FI840259A7 (fi) | 1984-07-26 |
| ES544193A0 (es) | 1988-09-16 |
| EP0114787B1 (de) | 1991-09-25 |
| CA1247089A (en) | 1988-12-20 |
| ES8802620A1 (es) | 1988-09-16 |
| JPS59139348A (ja) | 1984-08-10 |
| IL70766A (en) | 1987-08-31 |
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