CA2016665A1 - Derives de rhodanine et composes pharmaceutiques - Google Patents
Derives de rhodanine et composes pharmaceutiquesInfo
- Publication number
- CA2016665A1 CA2016665A1 CA2016665A CA2016665A CA2016665A1 CA 2016665 A1 CA2016665 A1 CA 2016665A1 CA 2016665 A CA2016665 A CA 2016665A CA 2016665 A CA2016665 A CA 2016665A CA 2016665 A1 CA2016665 A1 CA 2016665A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- alkoxy
- alkoxycarbonyl
- carboxy
- substituted
- 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.)
- Granted
Links
- KIWUVOGUEXMXSV-UHFFFAOYSA-N rhodanine Chemical class O=C1CSC(=S)N1 KIWUVOGUEXMXSV-UHFFFAOYSA-N 0.000 title abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 6
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- -1 2H-tetrazolyl Chemical group 0.000 abstract 1
- 102000016912 Aldehyde Reductase Human genes 0.000 abstract 1
- 108010053754 Aldehyde reductase Proteins 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12425289 | 1989-05-19 | ||
| JP124252/1989 | 1989-05-19 | ||
| JP(111761/1990) | 1990-05-01 | ||
| JP2111761A JPH0372471A (ja) | 1989-05-19 | 1990-05-01 | ロダニン誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2016665A1 true CA2016665A1 (fr) | 1990-11-19 |
| CA2016665C CA2016665C (fr) | 2000-10-10 |
Family
ID=26451089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002016665A Expired - Fee Related CA2016665C (fr) | 1989-05-19 | 1990-05-14 | Derives de rhodanine et composes pharmaceutiques |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5116855A (fr) |
| EP (1) | EP0398179B1 (fr) |
| CA (1) | CA2016665C (fr) |
| DE (1) | DE69024843T2 (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5216002A (en) * | 1989-12-21 | 1993-06-01 | Eli Lilly And Company | Method of treating inflammatory bowel disease |
| US5158966A (en) * | 1991-02-22 | 1992-10-27 | The University Of Colorado Foundation, Inc. | Method of treating type i diabetes |
| US5236941A (en) * | 1992-06-30 | 1993-08-17 | American Home Products Corporation | 5-(2-hydroxy-1-arylethylidene)- and 5-(2-oxo-1-arylethylidene)-2,4-thiazolidinediones and derivatives thereof |
| ZA936492B (en) * | 1992-09-10 | 1995-03-02 | Lilly Co Eli | Compounds useful as hypoglycemic agents and for treating Alzheimer's disease. |
| US6251928B1 (en) | 1994-03-16 | 2001-06-26 | Eli Lilly And Company | Treatment of alzheimer's disease employing inhibitors of cathepsin D |
| CZ233897A3 (cs) * | 1995-01-23 | 1998-03-18 | Eli Lilly And Company | Arylovou skupinou substituovaný derivát rhodaninu pro použití jako činidlo pro léčení roztroušené sklerózy savců a farmaceutický prostředek, který ho obsahuje |
| WO2000018746A1 (fr) * | 1998-09-30 | 2000-04-06 | Roche Diagnostics Gmbh | Derives de thiazolidine utiles pour le traitement et la prevention de troubles metaboliques des os |
| WO2000018748A1 (fr) * | 1998-09-30 | 2000-04-06 | Roche Diagnostics Gmbh | Derives de rhodanine utiles pour le traitement et la prevention de troubles metaboliques des os |
| US8669363B2 (en) | 2011-03-24 | 2014-03-11 | Southern Methodist University | Quinoxaline compounds and derivatives |
| US9493452B2 (en) | 2011-03-24 | 2016-11-15 | Southern Methodist University | Compounds and derivatives of 2H-pyrido (3,2-b)(1, 4) oxazin 3)4H)-ones as raf kinase and LRRK2 inhibitors |
| US9309208B2 (en) | 2012-03-23 | 2016-04-12 | Southern Methodist University | Methods of making and using thioxothiazolidine and rhodanine derivatives as HIV-1 and JSP-1 inhibitors |
| CN108658891B (zh) * | 2018-07-03 | 2020-09-29 | 河南农业大学 | 2-硫代噻唑烷-4-酮、衍生物及其制备方法 |
| AT521507B1 (de) | 2019-03-08 | 2020-02-15 | Ferdinand Leibetseder | Futterspender |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5728074A (en) * | 1980-07-28 | 1982-02-15 | Ono Pharmaceut Co Ltd | Rhodanine derivative, its preparation, and inhibitor for aldose reducing enzyme consisting essentially of it |
| JPS5740478A (en) * | 1980-08-22 | 1982-03-06 | Ono Pharmaceut Co Ltd | Rhodanine derivative, its preparation and aldose reductase inhibitor containing rhodanine derivative |
| JPS60136575A (ja) * | 1983-11-29 | 1985-07-20 | Kaken Pharmaceut Co Ltd | ロ−ダニン誘導体およびその製造法 |
| ES8602712A1 (es) * | 1983-11-29 | 1985-12-01 | Kaken Pharma Co Ltd | Un procedimiento para preparar un derivado de rodanina |
| JPS60156387A (ja) * | 1984-12-05 | 1985-08-16 | Ono Pharmaceut Co Ltd | ロダニン誘導体を有効成分とするアルド−ス還元酵素阻害剤 |
| US4897406A (en) * | 1987-11-13 | 1990-01-30 | Nisshin Flour Milling Co., Ltd. | Rhodanine derivatives and pharmaceutical compositions |
-
1990
- 1990-05-11 US US07/521,902 patent/US5116855A/en not_active Expired - Lifetime
- 1990-05-11 DE DE69024843T patent/DE69024843T2/de not_active Expired - Fee Related
- 1990-05-11 EP EP90108915A patent/EP0398179B1/fr not_active Expired - Lifetime
- 1990-05-14 CA CA002016665A patent/CA2016665C/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2016665C (fr) | 2000-10-10 |
| EP0398179A1 (fr) | 1990-11-22 |
| US5116855A (en) | 1992-05-26 |
| DE69024843T2 (de) | 1996-05-30 |
| EP0398179B1 (fr) | 1996-01-17 |
| DE69024843D1 (de) | 1996-02-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |