CA2462337C - Dimeric compounds and their use as anti-viral agents - Google Patents
Dimeric compounds and their use as anti-viral agents Download PDFInfo
- Publication number
- CA2462337C CA2462337C CA2462337A CA2462337A CA2462337C CA 2462337 C CA2462337 C CA 2462337C CA 2462337 A CA2462337 A CA 2462337A CA 2462337 A CA2462337 A CA 2462337A CA 2462337 C CA2462337 C CA 2462337C
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- compound
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- acetyl
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 146
- 239000003443 antiviral agent Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 claims abstract description 56
- -1 SO2NH Chemical group 0.000 claims abstract description 24
- 208000036142 Viral infection Diseases 0.000 claims abstract description 24
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- 238000002360 preparation method Methods 0.000 claims abstract description 20
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims abstract description 17
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims abstract description 15
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- 239000003380 propellant Substances 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000013014 purified material Substances 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229940061374 relenza Drugs 0.000 description 1
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 1
- 238000001044 reversed-phase solid-phase extraction Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229940031000 streptococcus pneumoniae Drugs 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 229940061367 tamiflu Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- POHWAQLZBIMPRN-UHFFFAOYSA-N tert-butyl n-(3-aminopropyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCCN POHWAQLZBIMPRN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 210000001578 tight junction Anatomy 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000012581 transferrin Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
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- 229960005486 vaccine Drugs 0.000 description 1
- 229940118696 vibrio cholerae Drugs 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 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
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
-
- 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
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrane Compounds (AREA)
- Medicinal Preparation (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPR8798 | 2001-11-09 | ||
| AUPR8798A AUPR879801A0 (en) | 2001-11-09 | 2001-11-09 | Novel chemical compounds and their use |
| AUPS2600 | 2002-05-27 | ||
| AUPS2600A AUPS260002A0 (en) | 2002-05-27 | 2002-05-27 | Novel chemical compounds and their use |
| PCT/AU2002/001524 WO2003040135A1 (en) | 2001-11-09 | 2002-11-08 | Dimeric compounds and their use as anti-viral agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2462337A1 CA2462337A1 (en) | 2003-05-15 |
| CA2462337C true CA2462337C (en) | 2011-09-27 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2462337A Expired - Fee Related CA2462337C (en) | 2001-11-09 | 2002-11-08 | Dimeric compounds and their use as anti-viral agents |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US7157494B2 (enExample) |
| EP (1) | EP1451182B1 (enExample) |
| JP (2) | JP5183853B2 (enExample) |
| KR (1) | KR100942492B1 (enExample) |
| CN (1) | CN1285591C (enExample) |
| AT (1) | ATE398122T1 (enExample) |
| CA (1) | CA2462337C (enExample) |
| DE (1) | DE60227100D1 (enExample) |
| DK (1) | DK1451182T3 (enExample) |
| ES (1) | ES2305300T3 (enExample) |
| PT (1) | PT1451182E (enExample) |
| WO (1) | WO2003040135A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1451182B1 (en) * | 2001-11-09 | 2008-06-11 | Biota Scientific Management Pty. Ltd. | Dimeric compounds and their use as anti-viral agents |
| US7560587B2 (en) | 2004-12-04 | 2009-07-14 | Xerox Corporation | Bis[urea-urethane] compounds |
| US7576235B2 (en) | 2004-12-04 | 2009-08-18 | Xerox Corporation | Processes for preparing bis(urea-urethane) compounds |
| US7144450B2 (en) | 2004-12-04 | 2006-12-05 | Xerox Corporation | Phase change inks containing trans-1,2-cyclohexane bis(urea-urethane) compounds |
| US7220300B2 (en) | 2004-12-04 | 2007-05-22 | Xerox Corporation | Phase change inks containing bis(urea-urethane) compounds |
| US7314949B2 (en) | 2004-12-04 | 2008-01-01 | Xerox Corporation | Trans-1,2-cyclohexane bis(urea-urethane) compounds |
| US7317122B2 (en) | 2004-12-04 | 2008-01-08 | Xerox Corporation | Curable trans-1,2-cyclohexane bis(urea-urethane) compounds |
| US7153349B2 (en) | 2004-12-04 | 2006-12-26 | Xerox Corporation | Phase change inks containing curable trans-1,2-cyclohexane bis(urea-urethane) compounds |
| CN100471848C (zh) * | 2006-06-05 | 2009-03-25 | 中国医学科学院医药生物技术研究所 | 一组长链烷氧烷基取代唾液酸衍生物及其制备方法 |
| CN108003065B (zh) * | 2016-10-27 | 2021-01-08 | 中国石油化工股份有限公司 | 一种具有增稠作用的化合物和润滑脂以及它们的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9516276D0 (en) * | 1995-08-08 | 1995-10-11 | Biota Scient Management | Chemical compounds |
| KR19990087449A (ko) * | 1996-03-01 | 1999-12-27 | 리차드 웨드레이 | 인플루엔자 바이러스의 검출방법 및 이에 이용되는 화합물 |
| US6153442A (en) * | 1998-05-20 | 2000-11-28 | Dade Behring Inc. | Reagents and methods for specific binding assays |
| AUPP913999A0 (en) * | 1999-03-12 | 1999-04-01 | Biota Scientific Management Pty Ltd | Novel chemical compounds and their use |
| AUPR001000A0 (en) | 2000-09-08 | 2000-10-05 | Biota Scientific Management Pty Ltd | Novel chemical compounds and their use |
| EP1451182B1 (en) * | 2001-11-09 | 2008-06-11 | Biota Scientific Management Pty. Ltd. | Dimeric compounds and their use as anti-viral agents |
| JP2010027130A (ja) | 2008-07-17 | 2010-02-04 | Sony Corp | 装着機構および出力装置 |
-
2002
- 2002-11-08 EP EP02774166A patent/EP1451182B1/en not_active Expired - Lifetime
- 2002-11-08 AT AT02774166T patent/ATE398122T1/de not_active IP Right Cessation
- 2002-11-08 CN CNB028222474A patent/CN1285591C/zh not_active Expired - Fee Related
- 2002-11-08 DE DE60227100T patent/DE60227100D1/de not_active Expired - Lifetime
- 2002-11-08 US US10/494,243 patent/US7157494B2/en not_active Expired - Fee Related
- 2002-11-08 KR KR1020047006444A patent/KR100942492B1/ko not_active Expired - Fee Related
- 2002-11-08 JP JP2003542181A patent/JP5183853B2/ja not_active Expired - Fee Related
- 2002-11-08 PT PT02774166T patent/PT1451182E/pt unknown
- 2002-11-08 ES ES02774166T patent/ES2305300T3/es not_active Expired - Lifetime
- 2002-11-08 CA CA2462337A patent/CA2462337C/en not_active Expired - Fee Related
- 2002-11-08 DK DK02774166T patent/DK1451182T3/da active
- 2002-11-08 WO PCT/AU2002/001524 patent/WO2003040135A1/en not_active Ceased
-
2006
- 2006-12-04 US US11/607,872 patent/US20070293564A1/en not_active Abandoned
-
2010
- 2010-07-16 JP JP2010161587A patent/JP2010270130A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| US20050038108A1 (en) | 2005-02-17 |
| CA2462337A1 (en) | 2003-05-15 |
| JP2005510519A (ja) | 2005-04-21 |
| CN1285591C (zh) | 2006-11-22 |
| KR20050044337A (ko) | 2005-05-12 |
| DK1451182T3 (da) | 2008-10-27 |
| EP1451182B1 (en) | 2008-06-11 |
| JP2010270130A (ja) | 2010-12-02 |
| EP1451182A4 (en) | 2005-02-02 |
| US20070293564A1 (en) | 2007-12-20 |
| PT1451182E (pt) | 2008-09-17 |
| EP1451182A1 (en) | 2004-09-01 |
| CN1585765A (zh) | 2005-02-23 |
| ATE398122T1 (de) | 2008-07-15 |
| KR100942492B1 (ko) | 2010-02-12 |
| US7157494B2 (en) | 2007-01-02 |
| HK1068346A1 (en) | 2005-04-29 |
| JP5183853B2 (ja) | 2013-04-17 |
| WO2003040135A1 (en) | 2003-05-15 |
| DE60227100D1 (de) | 2008-07-24 |
| ES2305300T3 (es) | 2008-11-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20141110 |