AU674313B2 - Vaccine adjuvant - Google Patents
Vaccine adjuvant Download PDFInfo
- Publication number
- AU674313B2 AU674313B2 AU40480/93A AU4048093A AU674313B2 AU 674313 B2 AU674313 B2 AU 674313B2 AU 40480/93 A AU40480/93 A AU 40480/93A AU 4048093 A AU4048093 A AU 4048093A AU 674313 B2 AU674313 B2 AU 674313B2
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- AU
- Australia
- Prior art keywords
- carbon atoms
- immunogen
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- phenyl
- branched chain
- 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.)
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
- A61K2039/55511—Organic adjuvants
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86938692A | 1992-04-16 | 1992-04-16 | |
| US869386 | 1992-04-16 | ||
| PCT/US1993/003295 WO1993020847A1 (en) | 1992-04-16 | 1993-04-08 | Vaccine adjuvant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4048093A AU4048093A (en) | 1993-11-18 |
| AU674313B2 true AU674313B2 (en) | 1996-12-19 |
Family
ID=25353454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU40480/93A Expired AU674313B2 (en) | 1992-04-16 | 1993-04-08 | Vaccine adjuvant |
Country Status (18)
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| WO2006074045A2 (en) * | 2004-12-30 | 2006-07-13 | 3M Innovative Properties Company | Immune response modifier formulations and methods |
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| US8436176B2 (en) * | 2004-12-30 | 2013-05-07 | Medicis Pharmaceutical Corporation | Process for preparing 2-methyl-1-(2-methylpropyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine |
| JP2008530022A (ja) | 2005-02-04 | 2008-08-07 | コーリー ファーマシューティカル グループ，インコーポレイテッド | 免疫反応調節物質を含む水性ゲル処方物 |
| JP2008530252A (ja) | 2005-02-09 | 2008-08-07 | コーリー ファーマシューティカル グループ，インコーポレイテッド | オキシムおよびヒドロキシルアミンで置換されたチアゾロ［４，５−ｃ］環化合物ならびに方法 |
| AU2006212765B2 (en) | 2005-02-09 | 2012-02-02 | 3M Innovative Properties Company | Alkyloxy substituted thiazoloquinolines and thiazolonaphthyridines |
| US7968563B2 (en) | 2005-02-11 | 2011-06-28 | 3M Innovative Properties Company | Oxime and hydroxylamine substituted imidazo[4,5-c] ring compounds and methods |
| WO2006091394A2 (en) | 2005-02-11 | 2006-08-31 | Coley Pharmaceutical Group, Inc. | Substituted imidazoquinolines and imidazonaphthyridines |
| NZ599345A (en) | 2005-02-18 | 2013-07-26 | Novartis Vaccines & Diagnostic | Immunogens from uropathogenic Escherichia Coli |
| ES2569654T3 (es) | 2005-02-18 | 2016-05-12 | Glaxosmithkline Biologicals Sa | Proteínas y ácidos nucleicos de la meningitis / sepsis asociada a la Escherichia coli |
| WO2006098852A2 (en) | 2005-02-23 | 2006-09-21 | Coley Pharmaceutical Group, Inc. | Hydroxyalkyl substituted imidazoquinolines |
| US8846710B2 (en) | 2005-02-23 | 2014-09-30 | 3M Innovative Properties Company | Method of preferentially inducing the biosynthesis of interferon |
| US8158794B2 (en) | 2005-02-23 | 2012-04-17 | 3M Innovative Properties Company | Hydroxyalkyl substituted imidazoquinoline compounds and methods |
| WO2006091568A2 (en) | 2005-02-23 | 2006-08-31 | Coley Pharmaceutical Group, Inc. | Hydroxyalkyl substituted imidazonaphthyridines |
| CN101175493A (zh) | 2005-03-14 | 2008-05-07 | 3M创新有限公司 | 治疗光化性角化病的方法 |
| JP2008538550A (ja) | 2005-04-01 | 2008-10-30 | コーリー ファーマシューティカル グループ，インコーポレイテッド | ウイルス感染および腫瘍性疾患を処置するためのサイトカイン生合成の調節因子としての１−置換ピラゾロ（３，４−ｃ）環状化合物 |
| US7943610B2 (en) | 2005-04-01 | 2011-05-17 | 3M Innovative Properties Company | Pyrazolopyridine-1,4-diamines and analogs thereof |
| US20080193474A1 (en) * | 2005-04-25 | 2008-08-14 | Griesgraber George W | Immunostimulatory Compositions |
| US20100017895A1 (en) | 2005-07-18 | 2010-01-21 | Amy Weiner | Small animal model for hcv replication |
| JP2009504803A (ja) * | 2005-08-22 | 2009-02-05 | 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 | Ｔｌｒアゴニスト |
| CA2621831A1 (en) | 2005-09-09 | 2007-03-15 | Coley Pharmaceutical Group, Inc. | Amide and carbamate derivatives of n-{2-[4-amino-2- (ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl]-1,1-dimethylethyl}methanesulfonamide and methods |
| ZA200803029B (en) * | 2005-09-09 | 2009-02-25 | Coley Pharm Group Inc | Amide and carbamate derivatives of alkyl substituted /V-[4-(4-amino-1H-imidazo[4,5-c] quinolin-1-yl)butyl] methane-sulfonamides and methods |
| PL1945252T3 (pl) | 2005-11-04 | 2013-11-29 | Seqirus Uk Ltd | Szczepionki zawierające oczyszczone antygeny powierzchniowe otrzymane z wirusów grypy hodowanych w hodowli komórkowej i skwalen jako adiuwant |
| US20110180430A1 (en) | 2005-11-04 | 2011-07-28 | Novartis Vaccines And Diagnostics Srl | Adjuvanted influenza vaccines including cytokine-inducing agents |
| JP5247458B2 (ja) | 2005-11-04 | 2013-07-24 | スリーエム・イノベイティブ・プロパティーズ・カンパニー | ヒドロキシ及びアルコキシ置換１ｈ−イミダゾキノリン及び方法 |
| US8697087B2 (en) | 2005-11-04 | 2014-04-15 | Novartis Ag | Influenza vaccines including combinations of particulate adjuvants and immunopotentiators |
| AU2006310163B2 (en) | 2005-11-04 | 2011-09-15 | Seqirus UK Limited | Influenza vaccine with reduced amount of oil-in-water emulsion as adjuvant |
| US9267937B2 (en) | 2005-12-15 | 2016-02-23 | Massachusetts Institute Of Technology | System for screening particles |
| CA2640248A1 (en) | 2006-01-27 | 2007-08-02 | Novartis Vaccines And Diagnostics Gmbh & Co Kg. | Influenza vaccines containing hemagglutinin and matrix proteins |
| WO2007100634A2 (en) | 2006-02-22 | 2007-09-07 | 3M Innovative Properties Company | Immune response modifier conjugates |
| WO2007106854A2 (en) | 2006-03-15 | 2007-09-20 | Coley Pharmaceutical Group, Inc. | Hydroxy and alkoxy substituted 1h-imidazonaphthyridines and methods |
| ES2376492T3 (es) | 2006-03-23 | 2012-03-14 | Novartis Ag | Compuestos de imidazoquinoxalina como inmunomoduladores. |
| EP2010530A2 (en) * | 2006-03-23 | 2009-01-07 | Novartis AG | Methods for the preparation of imidazole-containing compounds |
| WO2007109812A2 (en) * | 2006-03-23 | 2007-09-27 | Novartis Ag | Immunopotentiating compounds |
| CN101448523A (zh) | 2006-03-24 | 2009-06-03 | 诺华疫苗和诊断有限两合公司 | 无需冷藏储存流感疫苗 |
| WO2008105773A2 (en) | 2006-03-31 | 2008-09-04 | Massachusetts Institute Of Technology | System for targeted delivery of therapeutic agents |
| EP2382988A1 (en) | 2006-03-31 | 2011-11-02 | Novartis AG | Combined mucosal and parenteral immunization against HIV |
| DE102006015585A1 (de) * | 2006-04-04 | 2007-10-18 | Mahle International Gmbh | Kolben für einen Verbrennungsmotor |
| AR060358A1 (es) * | 2006-04-06 | 2008-06-11 | Novartis Vaccines & Diagnostic | Quinazolinas para la inhibicion de pdk 1 |
| AU2006342608A1 (en) * | 2006-04-25 | 2007-11-01 | Intercell Ag | HCV vaccinations |
| US8367113B2 (en) | 2006-05-15 | 2013-02-05 | Massachusetts Institute Of Technology | Polymers for functional particles |
| US8846697B2 (en) | 2006-05-31 | 2014-09-30 | The Regents Of The University Of California | Purine analogs |
| DK2054431T3 (da) | 2006-06-09 | 2012-01-02 | Novartis Ag | Konformere af bakterielle adhæsiner |
| CA2655933C (en) | 2006-06-23 | 2014-09-09 | Alethia Biotherapeutics Inc. | Polynucleotides and polypeptide sequences involved in cancer |
| US9381477B2 (en) * | 2006-06-23 | 2016-07-05 | Massachusetts Institute Of Technology | Microfluidic synthesis of organic nanoparticles |
| WO2008008432A2 (en) | 2006-07-12 | 2008-01-17 | Coley Pharmaceutical Group, Inc. | Substituted chiral fused( 1,2) imidazo (4,5-c) ring compounds and methods |
| GB0614460D0 (en) | 2006-07-20 | 2006-08-30 | Novartis Ag | Vaccines |
| US20100144845A1 (en) * | 2006-08-04 | 2010-06-10 | Massachusetts Institute Of Technology | Oligonucleotide systems for targeted intracellular delivery |
| CA2659552A1 (en) | 2006-08-16 | 2008-02-21 | Novartis Ag | Immunogens from uropathogenic escherichia coli |
| US8178539B2 (en) | 2006-09-06 | 2012-05-15 | 3M Innovative Properties Company | Substituted 3,4,6,7-tetrahydro-5H-1,2a,4a,8-tetraazacyclopenta[cd]phenalenes and methods |
| JP5954921B2 (ja) | 2006-09-11 | 2016-07-20 | ノバルティス アーゲー | 卵を使用しないインフルエンザウイルスワクチンの作製 |
| SG177141A1 (en) | 2006-12-06 | 2012-01-30 | Novartis Ag | Vaccines including antigen from four strains of influenza virus |
| US20080149123A1 (en) * | 2006-12-22 | 2008-06-26 | Mckay William D | Particulate material dispensing hairbrush with combination bristles |
| GB0700562D0 (en) | 2007-01-11 | 2007-02-21 | Novartis Vaccines & Diagnostic | Modified Saccharides |
| JP5425642B2 (ja) | 2007-02-07 | 2014-02-26 | 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 | 合成ｔｌｒアゴニストの結合体およびそのための使用 |
| WO2008098165A2 (en) | 2007-02-09 | 2008-08-14 | Massachusetts Institute Of Technology | Oscillating cell culture bioreactor |
| US20090074828A1 (en) * | 2007-04-04 | 2009-03-19 | Massachusetts Institute Of Technology | Poly(amino acid) targeting moieties |
| CN101784655A (zh) * | 2007-04-27 | 2010-07-21 | 菲尼克斯股份有限公司 | 可溶性重组二十面体病毒样颗粒的改良生成和体内装配 |
| ES2393162T3 (es) | 2007-06-27 | 2012-12-19 | Novartis Ag | Vacunas antigripales con un contenido reducido de aditivos |
| GB0714963D0 (en) | 2007-08-01 | 2007-09-12 | Novartis Ag | Compositions comprising antigens |
| EP2394657A1 (en) | 2007-10-12 | 2011-12-14 | Massachusetts Institute Of Technology | Vaccine nanotechnology |
| GB0810305D0 (en) | 2008-06-05 | 2008-07-09 | Novartis Ag | Influenza vaccination |
| GB0818453D0 (en) | 2008-10-08 | 2008-11-12 | Novartis Ag | Fermentation processes for cultivating streptococci and purification processes for obtaining cps therefrom |
| AU2009210655B2 (en) * | 2008-02-07 | 2013-08-15 | Telormedix Sa | Treatment of bladder diseases with a TLR7 activator |
| AU2009227674C1 (en) | 2008-03-18 | 2015-01-29 | Seqirus UK Limited | Improvements in preparation of influenza virus vaccine antigens |
| US8277812B2 (en) | 2008-10-12 | 2012-10-02 | Massachusetts Institute Of Technology | Immunonanotherapeutics that provide IgG humoral response without T-cell antigen |
| US8343498B2 (en) | 2008-10-12 | 2013-01-01 | Massachusetts Institute Of Technology | Adjuvant incorporation in immunonanotherapeutics |
| US8591905B2 (en) | 2008-10-12 | 2013-11-26 | The Brigham And Women's Hospital, Inc. | Nicotine immunonanotherapeutics |
| US8343497B2 (en) | 2008-10-12 | 2013-01-01 | The Brigham And Women's Hospital, Inc. | Targeting of antigen presenting cells with immunonanotherapeutics |
| JP5781932B2 (ja) | 2008-11-03 | 2015-09-24 | アレシア・バイオセラピューティクス・インコーポレーテッド | 腫瘍抗原の生物活性を特異的にブロックする抗体 |
| WO2010088924A1 (en) | 2009-02-06 | 2010-08-12 | Telormedix Sa | Pharmaceutical compositions comprising imidazoquinolin(amines) and derivatives thereof suitable for local administration |
| KR20110117705A (ko) | 2009-02-11 | 2011-10-27 | 더 리전트 오브 더 유니버시티 오브 캘리포니아 | 톨-유사 수용체 조정제 및 질병의 치료 |
| RU2011140508A (ru) | 2009-03-06 | 2013-04-20 | Новартис Аг | Антигены хламидии |
| MX2011010735A (es) | 2009-04-14 | 2012-01-25 | Novartis Ag | Composiciones para inmunizacion contra staphylococcus aureus. |
| CA2763816A1 (en) | 2009-04-27 | 2010-11-04 | Novartis Ag | Adjuvanted vaccines for protecting against influenza |
| RU2585227C2 (ru) | 2009-07-15 | 2016-05-27 | Новартис Аг | Композиции белка f rsv и способы их получения |
| US8871214B2 (en) | 2009-07-16 | 2014-10-28 | Novartis Ag | Detoxified Escherichia coli immunogens |
| US20110033515A1 (en) * | 2009-08-04 | 2011-02-10 | Rst Implanted Cell Technology | Tissue contacting material |
| GB0918392D0 (en) | 2009-10-20 | 2009-12-02 | Novartis Ag | Diagnostic and therapeutic methods |
| GB0919690D0 (en) | 2009-11-10 | 2009-12-23 | Guy S And St Thomas S Nhs Foun | compositions for immunising against staphylococcus aureus |
| MX2012013715A (es) | 2010-05-26 | 2013-01-28 | Selecta Biosciences Inc | Seleccion de dosis de nanovehiculos sinteticos con adyuvante. |
| GB201009861D0 (en) | 2010-06-11 | 2010-07-21 | Novartis Ag | OMV vaccines |
| EP2606047B1 (en) | 2010-08-17 | 2017-01-25 | 3M Innovative Properties Company | Lipidated immune response modifier compound compositions, formulations, and methods |
| EA201390660A1 (ru) | 2010-11-05 | 2013-11-29 | Селекта Байосайенсиз, Инк. | Модифицированные никотиновые соединения и связанные способы |
| SI2667892T1 (sl) | 2011-01-26 | 2019-05-31 | Glaxosmithkline Biologicals Sa | Imunizacijski režim proti RSV |
| HUE045943T2 (hu) | 2011-03-31 | 2020-02-28 | Adc Therapeutics Sa | Veseasszociált antigén 1 és antigénkötõ fragmensei elleni antitestek |
| PT2707385T (pt) | 2011-05-13 | 2017-12-19 | Glaxosmithkline Biologicals Sa | Antigénios de f de rsv pré-fusão |
| AU2012261959B2 (en) | 2011-06-03 | 2015-12-03 | Solventum Intellectual Properties Company | Hydrazino 1H-imidazoquinolin-4-amines and conjugates made therefrom |
| MX347240B (es) | 2011-06-03 | 2017-04-20 | 3M Innovative Properties Co | Ligadores heterobifuncionales con segmentos polietilenglicol y conjugados modificadores de la respuesta inmunitaria elaborados a partir de los mismos. |
| US20130023736A1 (en) | 2011-07-21 | 2013-01-24 | Stanley Dale Harpstead | Systems for drug delivery and monitoring |
| CA2843274A1 (en) | 2011-07-29 | 2013-02-07 | Selecta Biosciences, Inc. | Synthetic nanocarriers that generate humoral and cytotoxic t lymphocyte (ctl) immune responses |
| JP6170932B2 (ja) | 2011-11-07 | 2017-07-26 | ノバルティス アーゲー | ｓｐｒ００９６抗原およびｓｐｒ２０２１抗原を含むキャリア分子 |
| SI2794627T1 (sl) | 2011-12-22 | 2019-02-28 | Alios Biopharma, Inc. | Substituirani nukleozidi, nukleotidi in njihovi analogi |
| EA034414B1 (ru) | 2012-01-09 | 2020-02-05 | Адс Терапьютикс Са | Способ лечения тройного негативного рака молочной железы |
| WO2013108272A2 (en) | 2012-01-20 | 2013-07-25 | International Centre For Genetic Engineering And Biotechnology | Blood stage malaria vaccine |
| USRE48171E1 (en) | 2012-03-21 | 2020-08-25 | Janssen Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| US9441007B2 (en) | 2012-03-21 | 2016-09-13 | Alios Biopharma, Inc. | Substituted nucleosides, nucleotides and analogs thereof |
| MX376234B (es) | 2012-05-04 | 2025-03-07 | Pfizer | Anticuerpo anti-ctla-4 como modulador inmune. |
| CA2840941A1 (en) | 2013-02-05 | 2014-08-05 | Nitto Denko Corporation | Wt1 peptide cancer vaccine composition for transdermal administration |
| US20140220058A1 (en) | 2013-02-05 | 2014-08-07 | Nitto Denko Corporation | Vaccine composition for transdermal or mucosal administration |
| US10206985B2 (en) | 2013-02-05 | 2019-02-19 | Nitto Denko Corporation | WT1 peptide cancer vaccine composition for mucosal administration |
| JP6512569B2 (ja) | 2013-02-05 | 2019-05-15 | 日東電工株式会社 | 経皮投与用ｗｔ１ペプチド癌ワクチンテープ剤 |
| CN103961306A (zh) | 2013-02-05 | 2014-08-06 | 日东电工株式会社 | 经皮给予用疫苗组合物 |
| US20140220100A1 (en) | 2013-02-05 | 2014-08-07 | Nitto Denko Corporation | Vaccine composition for transdermal administration |
| CN103961307B (zh) | 2013-02-05 | 2019-11-29 | 日东电工株式会社 | 经皮给予用wt1肽癌症疫苗组合物 |
| KR20140100422A (ko) | 2013-02-05 | 2014-08-14 | 닛토덴코 가부시키가이샤 | 백신 조성물 |
| RU2014102941A (ru) | 2013-02-05 | 2015-08-10 | Нитто Денко Корпорейшн | Вакцинная композиция для введения через слизистую оболочку |
| IN2014CH00386A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2013-02-05 | 2015-04-03 | Nitto Denko Corp | |
| EP2870974A1 (en) | 2013-11-08 | 2015-05-13 | Novartis AG | Salmonella conjugate vaccines |
| ES2663622T3 (es) | 2013-12-17 | 2018-04-16 | Pfizer Inc. | Novedosas 1H-pirrolo[2,3-b]piridinas 3,4-disustituidas y 7H-pirrolo[2,3-c]piridacinas 4,5-disustituidas como inhibidores de LRRK2 |
| WO2015144655A1 (en) | 2014-03-26 | 2015-10-01 | Glaxosmithkline Biologicals S.A. | Immunising against staphylococcus aureus |
| WO2017046675A1 (en) | 2015-09-14 | 2017-03-23 | Pfizer Inc. | Novel imidazo [4,5-c] quinoline and imidazo [4,5-c][1,5] naphthyridine derivatives as lrrk2 inhibitors |
| US11697851B2 (en) | 2016-05-24 | 2023-07-11 | The Regents Of The University Of California | Early ovarian cancer detection diagnostic test based on mRNA isoforms |
| JP7197244B2 (ja) | 2017-12-20 | 2022-12-27 | スリーエム イノベイティブ プロパティズ カンパニー | 免疫応答調節剤として使用するための分岐鎖連結基を有するアミド置換イミダゾ［４，５－ｃ］キノリン化合物 |
| EP4146204A4 (en) * | 2020-05-05 | 2024-07-03 | Virovax LLC | Vaccine adjuvants |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1271477A (en) * | 1983-11-18 | 1990-07-10 | John F. Gerster | 1h-imidazo[4,5-c]quinolin-4-amines |
| IL73534A (en) * | 1983-11-18 | 1990-12-23 | Riker Laboratories Inc | 1h-imidazo(4,5-c)quinoline-4-amines,their preparation and pharmaceutical compositions containing certain such compounds |
| US4716168A (en) * | 1985-01-08 | 1987-12-29 | Norwich Eaton Pharmaceuticals, Inc. | Imidazo(4,5-f)quinolines useful as immunomodulating agents |
| US4619827A (en) * | 1985-10-07 | 1986-10-28 | Neogen Corporation | Method for administering equine vaccines and compositions therefor |
| US4689224A (en) * | 1985-10-07 | 1987-08-25 | Neogen Corporation | Method for administering vaccines containing equine leukokines and compositions therefor |
| US4806352A (en) * | 1986-04-15 | 1989-02-21 | Ribi Immunochem Research Inc. | Immunological lipid emulsion adjuvant |
| EP0273512B1 (en) * | 1986-12-19 | 1991-02-27 | Duphar International Research B.V | Stabilised adjuvant suspension comprising dimethyl dioctadecyl ammonium bromide |
| ES2052685T3 (es) * | 1987-03-17 | 1994-07-16 | Akzo Nv | Metodo para producir un adyuvante libre. |
| US5149529A (en) * | 1988-04-08 | 1992-09-22 | Board Of Trustees Of Leland Chiron Corporation | Compositions and treatment for herpes simplex |
| IL92537A (en) * | 1988-12-15 | 1994-04-12 | Riker Laboratories Inc | Topical preparations and dermal systems containing 1-isobutyl-H1-imidazo [C-4,5] quinoline-4-amine |
| EP0385630B1 (en) * | 1989-02-27 | 1996-11-27 | Riker Laboratories, Inc. | 1H-imidazo(4,5-c)Quinolin-4-amines as antivirals |
| US4929624A (en) * | 1989-03-23 | 1990-05-29 | Minnesota Mining And Manufacturing Company | Olefinic 1H-imidazo(4,5-c)quinolin-4-amines |
| US5037986A (en) * | 1989-03-23 | 1991-08-06 | Minnesota Mining And Manufacturing Company | Olefinic 1H-imidazo[4,5-c]quinolin-4-amines |
| NZ232740A (en) * | 1989-04-20 | 1992-06-25 | Riker Laboratories Inc | Solution for parenteral administration comprising a 1h-imidazo(4,5-c) quinolin-4-amine derivative, an acid and a tonicity adjuster |
| US5015476A (en) * | 1989-08-11 | 1991-05-14 | Paravax, Inc. | Immunization implant and method |
| US5389640A (en) * | 1991-03-01 | 1995-02-14 | Minnesota Mining And Manufacturing Company | 1-substituted, 2-substituted 1H-imidazo[4,5-c]quinolin-4-amines |
| US5268376A (en) * | 1991-09-04 | 1993-12-07 | Minnesota Mining And Manufacturing Company | 1-substituted 1H-imidazo[4,5-c]quinolin-4-amines |
| US6207646B1 (en) * | 1994-07-15 | 2001-03-27 | University Of Iowa Research Foundation | Immunostimulatory nucleic acid molecules |
-
1993
- 1993-04-05 IL IL10532593A patent/IL105325A/en not_active IP Right Cessation
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- 1993-04-08 NZ NZ280098A patent/NZ280098A/en not_active IP Right Cessation
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- 1993-04-14 ZA ZA932627A patent/ZA932627B/xx unknown
- 1993-04-15 MX MX9302199A patent/MX9302199A/es unknown
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- 1994-03-24 US US08/217,774 patent/US6083505A/en not_active Expired - Lifetime
- 1994-10-14 NO NO19943920A patent/NO313864B1/no not_active IP Right Cessation
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1995
- 1995-07-03 HU HU95P/P00752P patent/HU211298A9/hu unknown
-
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- 2003-09-10 JP JP2003318664A patent/JP2004043496A/ja active Pending
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| HU211298A9 (en) | 1995-11-28 |
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| NO313864B1 (no) | 2002-12-16 |
| HU9402978D0 (en) | 1995-02-28 |
| ATE142110T1 (de) | 1996-09-15 |
| JP3732506B2 (ja) | 2006-01-05 |
| DE69304521D1 (de) | 1996-10-10 |
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| MX9302199A (es) | 1994-08-31 |
| IL105325A (en) | 1996-11-14 |
| AU4048093A (en) | 1993-11-18 |
| US6083505A (en) | 2000-07-04 |
| EP0636031A1 (en) | 1995-02-01 |
| HU217209B (hu) | 1999-12-28 |
| CA2118239A1 (en) | 1993-10-28 |
| WO1993020847A1 (en) | 1993-10-28 |
| CA2118239C (en) | 2009-04-07 |
| ZA932627B (en) | 1994-10-14 |
| NZ280098A (en) | 1998-06-26 |
| DE69304521T2 (de) | 1997-02-20 |
| ES2092306T3 (es) | 1996-11-16 |
| JPH07505883A (ja) | 1995-06-29 |
| HK1007962A1 (en) | 1999-04-30 |
| NO943920D0 (no) | 1994-10-14 |
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