RU93004675A - 1,2,4-Oxadiazolyl-phenoxyalkylisoxazoles, their use as antiviral agents, pharmaceutical composition - Google Patents
1,2,4-Oxadiazolyl-phenoxyalkylisoxazoles, their use as antiviral agents, pharmaceutical compositionInfo
- Publication number
- RU93004675A RU93004675A RU93004675/04A RU93004675A RU93004675A RU 93004675 A RU93004675 A RU 93004675A RU 93004675/04 A RU93004675/04 A RU 93004675/04A RU 93004675 A RU93004675 A RU 93004675A RU 93004675 A RU93004675 A RU 93004675A
- Authority
- RU
- Russia
- Prior art keywords
- alkoxy
- antiviral agents
- phenoxyalkylisoxazoles
- oxadiazolyl
- pharmaceutical composition
- Prior art date
Links
- 239000003443 antiviral agent Substances 0.000 title claims 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- -1 halogenomethyl Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000006371 dihalo methyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 201000002674 obstructive nephropathy Diseases 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000004953 trihalomethyl group Chemical group 0.000 claims 1
Claims (1)
где R1 представляет алкил, алкокси, гидрокси, циклоалкил, гидроксиалкил, алкоксиалкил или гидроксиалкокси; У является алкиленом, содержащим от 3 до 9 атомов углерода, R2 и R3 независимо представляют водород, алкил, алкокси, галоид, трифторметил или нитрогруппу, R4 представляет алкокси, гидрокси, галоидметил, дигалоидметил, тригалоидметил, циклоалкил, алкоксикарбонил, гидроксиалкил, алкоксиалкил, алканкарбонилоксиалкил, циано, 2,2,2-трифтоэтил, (4-метилфенил)сульфонилоксиметил, N = Q или CON = Q, где N = Q представляет амино, алкиламино или диалкиламино, или его фармацевтически приемлемые соли присоединения кислот, являются подходящими противовирусными агентами. Предпочтительными соединениями являются те, в которых Y является алкиленом, содержащим от 3 до 5 атомов углерода, и особенно, если R2 и R3 находятся в положениях 2- и 6-фенильного кольца.Compounds of Formula Offered
where R 1 represents alkyl, alkoxy, hydroxy, cycloalkyl, hydroxyalkyl, alkoxyalkyl or hydroxyalkoxy; Y is alkylene containing from 3 to 9 carbon atoms, R 2 and R 3 independently represent hydrogen, alkyl, alkoxy, halogen, trifluoromethyl or nitro group, R 4 represents alkoxy, hydroxy, halogenomethyl, dihalo methyl, trihalomethyl, cycloalkyl, alkoxycarbonyl, hydroxyalkyl, alkoxyalkyl, alkanecarbonyloxyalkyl, cyano, 2,2,2-trifthoethyl, (4-methylphenyl) sulfonyloxymethyl, N = Q or CON = Q, where N = Q is amino, alkylamino or dialkylamino, or pharmaceutically acceptable acid addition salts thereof, are suitable antiviral agents Tami. Preferred compounds are those in which Y is alkylene containing from 3 to 5 carbon atoms, and especially if R 2 and R 3 are in the positions of the 2- and 6-phenyl ring.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US869,287 | 1992-04-15 | ||
| US07/869,287 US5349068A (en) | 1992-04-15 | 1992-04-15 | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
| US869287 | 1992-04-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU93004675A true RU93004675A (en) | 1997-03-10 |
| RU2114112C1 RU2114112C1 (en) | 1998-06-27 |
Family
ID=25353269
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU93004675A RU2114112C1 (en) | 1992-04-15 | 1993-04-14 | 1,2,4-oxadiazolylphenoxyalkylisoxazoles and composition against picornoviruses |
Country Status (26)
| Country | Link |
|---|---|
| US (3) | US5349068A (en) |
| EP (1) | EP0566199B1 (en) |
| JP (1) | JP3103845B2 (en) |
| KR (1) | KR100314158B1 (en) |
| AT (1) | ATE189958T1 (en) |
| AU (1) | AU666528B2 (en) |
| CA (1) | CA2094012C (en) |
| CZ (1) | CZ285845B6 (en) |
| DE (1) | DE69327913T2 (en) |
| DK (1) | DK0566199T3 (en) |
| ES (1) | ES2143487T3 (en) |
| FI (1) | FI112229B (en) |
| GR (1) | GR3033486T3 (en) |
| HU (2) | HU220606B1 (en) |
| IL (1) | IL105372A (en) |
| MX (1) | MX9302169A (en) |
| MY (1) | MY110191A (en) |
| NO (1) | NO302700B1 (en) |
| NZ (1) | NZ247411A (en) |
| PH (1) | PH30454A (en) |
| PT (1) | PT566199E (en) |
| RU (1) | RU2114112C1 (en) |
| SG (1) | SG50663A1 (en) |
| SK (1) | SK279786B6 (en) |
| TW (1) | TW239140B (en) |
| UA (1) | UA35557C2 (en) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5349068A (en) * | 1992-04-15 | 1994-09-20 | Sterling Winthrop Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
| US5552420A (en) * | 1994-05-13 | 1996-09-03 | Sterling Winthrop Inc. | Therapeutic phenoxyalkylazoles and phenoxyalkylazines |
| IL118657A0 (en) * | 1996-06-14 | 1996-10-16 | Arad Dorit | Inhibitors for picornavirus proteases |
| IL122591A0 (en) | 1997-12-14 | 1998-06-15 | Arad Dorit | Pharmaceutical compositions comprising cystein protease inhibitors |
| US6528652B1 (en) * | 1999-01-21 | 2003-03-04 | Chronimed | Composition and device for detecting leukocytes in urine |
| US6348324B1 (en) | 1999-01-21 | 2002-02-19 | Hypoguard America Limited | Composition and device for detecting leukocytes in urine |
| AUPQ105499A0 (en) | 1999-06-18 | 1999-07-08 | Biota Scientific Management Pty Ltd | Antiviral agents |
| AUPR213700A0 (en) * | 2000-12-18 | 2001-01-25 | Biota Scientific Management Pty Ltd | Antiviral agents |
| RU2003138074A (en) * | 2001-06-08 | 2005-02-20 | Цитови Инк. (US) | SUBSTITUTED 3-Aryl-5-Aryl- [1,2,4] -Oxadiazoles and their analogues as caspase activators and apoptosis inducers, as well as their use |
| US7129359B2 (en) * | 2002-07-09 | 2006-10-31 | National Health Research Institutes | Imidazolidinone compounds |
| US7429606B2 (en) * | 2001-08-29 | 2008-09-30 | Viropharma Incorporated | Oxadiazolyl-phenoxyalkylisoxazoles, compositions thereof and methods for their use as anti-picornaviral agents |
| WO2003020270A1 (en) * | 2001-08-29 | 2003-03-13 | Viropharma Incorporated | Oxadiazolyl-phenoxyalkylisoxazoles, compositions thereof and methods for their use as anti-picornaviral agents |
| US7652050B2 (en) * | 2001-12-07 | 2010-01-26 | Laboratorio de Siagnóstico GAM S.A | Methods for increasing the survival of aquatic animals infected with an aquatic virus |
| AU2003215246A1 (en) * | 2002-02-14 | 2003-09-04 | Viropharma Incorporated | Methods of reducing rhinovirus contagion and related compositions |
| AU2003303373B8 (en) * | 2002-12-18 | 2010-06-10 | Cytovia, Inc. | 3,5-disubstituted-[1,2,4]-oxadiazoles and analogs as activators of caspases and inducers of apoptosis and the use thereof |
| US7259174B2 (en) * | 2004-05-25 | 2007-08-21 | National Health Research Institutes | Imidazolidinone compounds |
| JP2008509143A (en) * | 2004-08-04 | 2008-03-27 | シェーリング コーポレイション | Pharmaceutical formulations containing pleconaril for the treatment of airway diseases |
| EP1981476A2 (en) * | 2006-02-09 | 2008-10-22 | Schering Corporation | Pharmaceutical formulations |
| WO2007095039A2 (en) * | 2006-02-09 | 2007-08-23 | Schering Corporation | Pharmaceutical formulations |
| CA2641604A1 (en) * | 2006-02-09 | 2007-08-23 | Schering Corporation | Pharmaceutical formulations |
| JP5415957B2 (en) | 2006-12-13 | 2014-02-12 | エフ．ホフマン−ラ ロシュ アーゲー | 2- (Piperidin-4-yl) -4-phenoxy- or phenylamino-pyrimidine derivatives as non-nucleoside reverse transcriptase inhibitors |
| KR101031584B1 (en) * | 2009-04-21 | 2011-04-27 | 파인오토시스템(주) | Infrared irradiation device for vehicles with the front part opened and closed |
| CN103102348B (en) * | 2011-11-14 | 2016-06-08 | 上海交通大学 | Diazoles compound and preparation method thereof, medical composition and its use |
| SG11202012616RA (en) | 2018-08-21 | 2021-02-25 | Kyorin Pharmaceutical Co Ltd | Bicyclic heteroaromatic ring derivative |
| WO2021209563A1 (en) | 2020-04-16 | 2021-10-21 | Som Innovation Biotech, S.A. | Compounds for use in the treatment of viral infections by respiratory syndrome-related coronavirus |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1299176C (en) * | 1985-07-02 | 1992-04-21 | Guy Dominic Diana | Process for preparing isoxazole and furan derivatives |
| US4861791A (en) * | 1983-08-29 | 1989-08-29 | Sterling Drug Inc. | Dihydro-oxazolyl substituted-phenyl-aliphatic lower alkyl and their use as antiviral agents |
| US4843087A (en) * | 1983-08-29 | 1989-06-27 | Sterling Drug Inc. | Di-heterocyclic compounds and their use as antiviral agents |
| ZA846525B (en) * | 1983-08-29 | 1985-04-24 | Sterling Drug Inc | (substituted)phenyl-aliphatic-isoxazoles useful as antiviral agents and preparation thereof |
| US5175178A (en) * | 1989-08-21 | 1992-12-29 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
| US4942241A (en) * | 1989-08-21 | 1990-07-17 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
| US4945164A (en) * | 1989-08-18 | 1990-07-31 | Sterling Drug Inc. | 1,3,4-Oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents and intermediates thereof |
| NZ234760A (en) * | 1989-08-18 | 1991-09-25 | Sterling Drug Inc | Antiviral oxazole compounds and compositions |
| US5175177A (en) * | 1991-07-17 | 1992-12-29 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
| US5349068A (en) * | 1992-04-15 | 1994-09-20 | Sterling Winthrop Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
-
1992
- 1992-04-15 US US07/869,287 patent/US5349068A/en not_active Expired - Lifetime
-
1993
- 1993-03-31 TW TW082102383A patent/TW239140B/zh not_active IP Right Cessation
- 1993-04-07 CZ CZ93597A patent/CZ285845B6/en not_active IP Right Cessation
- 1993-04-10 MY MYPI93000665A patent/MY110191A/en unknown
- 1993-04-13 EP EP93201058A patent/EP0566199B1/en not_active Expired - Lifetime
- 1993-04-13 AT AT93201058T patent/ATE189958T1/en active
- 1993-04-13 DE DE69327913T patent/DE69327913T2/en not_active Expired - Lifetime
- 1993-04-13 DK DK93201058T patent/DK0566199T3/en active
- 1993-04-13 PT PT93201058T patent/PT566199E/en unknown
- 1993-04-13 ES ES93201058T patent/ES2143487T3/en not_active Expired - Lifetime
- 1993-04-13 SG SG1996008085A patent/SG50663A1/en unknown
- 1993-04-14 MX MX9302169A patent/MX9302169A/en unknown
- 1993-04-14 HU HU9301084A patent/HU220606B1/en unknown
- 1993-04-14 RU RU93004675A patent/RU2114112C1/en active
- 1993-04-14 PH PH46044A patent/PH30454A/en unknown
- 1993-04-14 AU AU36881/93A patent/AU666528B2/en not_active Expired
- 1993-04-14 KR KR1019930006244A patent/KR100314158B1/en not_active IP Right Cessation
- 1993-04-14 IL IL10537293A patent/IL105372A/en not_active IP Right Cessation
- 1993-04-14 NO NO19931366A patent/NO302700B1/en not_active IP Right Cessation
- 1993-04-14 CA CA002094012A patent/CA2094012C/en not_active Expired - Lifetime
- 1993-04-15 FI FI931707A patent/FI112229B/en not_active IP Right Cessation
- 1993-04-15 JP JP05088647A patent/JP3103845B2/en not_active Expired - Lifetime
- 1993-04-15 NZ NZ247411A patent/NZ247411A/en not_active IP Right Cessation
- 1993-04-15 SK SK353-93A patent/SK279786B6/en not_active IP Right Cessation
- 1993-06-15 UA UA93003099A patent/UA35557C2/en unknown
- 1993-10-01 US US08/131,050 patent/US5464848A/en not_active Expired - Lifetime
-
1995
- 1995-05-19 US US08/444,795 patent/US5643929A/en not_active Expired - Lifetime
- 1995-06-30 HU HU95P/P00642P patent/HU211320A9/en unknown
-
2000
- 2000-05-24 GR GR20000401183T patent/GR3033486T3/en unknown
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