NZ243653A - Oxazol-thiazolidine-2,4-dione derivatives, preparation, intermediate and pharmaceutical compositions thereof - Google Patents
Oxazol-thiazolidine-2,4-dione derivatives, preparation, intermediate and pharmaceutical compositions thereofInfo
- Publication number
- NZ243653A NZ243653A NZ243653A NZ24365392A NZ243653A NZ 243653 A NZ243653 A NZ 243653A NZ 243653 A NZ243653 A NZ 243653A NZ 24365392 A NZ24365392 A NZ 24365392A NZ 243653 A NZ243653 A NZ 243653A
- Authority
- NZ
- New Zealand
- Prior art keywords
- compound
- formula
- lowering
- blood glucose
- hyperglycemic
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title description 3
- VUOIWYQADMSUOO-UHFFFAOYSA-N 1,3-oxazole 1,3-thiazolidine-2,4-dione Chemical class S1C(NC(C1)=O)=O.O1C=NC=C1 VUOIWYQADMSUOO-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 75
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 35
- 210000004369 blood Anatomy 0.000 claims description 30
- 239000008280 blood Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 18
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 16
- 239000008103 glucose Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 13
- 241000124008 Mammalia Species 0.000 claims description 12
- 230000003345 hyperglycaemic effect Effects 0.000 claims description 12
- 230000010030 glucose lowering effect Effects 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 239000003937 drug carrier Substances 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- HEFGGAWLJMWCQK-XJDOXCRVSA-N 5-[[4-[(1s)-1-hydroxy-3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propyl]phenyl]methyl]-1,3-thiazolidine-2,4-dione Chemical compound C1=CC([C@@H](O)CCC=2N=C(OC=2C)C=2C=CC=CC=2)=CC=C1CC1SC(=O)NC1=O HEFGGAWLJMWCQK-XJDOXCRVSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 230000000260 hypercholesteremic effect Effects 0.000 claims 9
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims 4
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 10
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
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Classifications
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- 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
- C07D417/10—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 aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines Containing Plant Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73377191A | 1991-07-22 | 1991-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ243653A true NZ243653A (en) | 1995-02-24 |
Family
ID=24949048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ243653A NZ243653A (en) | 1991-07-22 | 1992-07-21 | Oxazol-thiazolidine-2,4-dione derivatives, preparation, intermediate and pharmaceutical compositions thereof |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6329408B1 (enExample) |
| EP (1) | EP0641338A1 (enExample) |
| JP (1) | JPH08823B2 (enExample) |
| CN (1) | CN1030195C (enExample) |
| AU (1) | AU665775B2 (enExample) |
| BR (1) | BR9206293A (enExample) |
| CA (1) | CA2111447C (enExample) |
| CZ (1) | CZ282831B6 (enExample) |
| HU (1) | HUT69692A (enExample) |
| IE (1) | IE922357A1 (enExample) |
| IL (1) | IL102573A (enExample) |
| MX (1) | MX9204279A (enExample) |
| NO (1) | NO301226B1 (enExample) |
| NZ (1) | NZ243653A (enExample) |
| PT (1) | PT100711B (enExample) |
| RU (1) | RU2079497C1 (enExample) |
| TW (1) | TW222626B (enExample) |
| WO (1) | WO1993002079A1 (enExample) |
| ZA (1) | ZA925468B (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0595868B1 (en) * | 1991-07-22 | 1998-11-25 | Pfizer Inc. | Process for the preparation of (s)-4-[3-(5-methyl-2-phenyl-4-oxazolyl)- 1-hydroxypropyl]bromobenzene |
| GB9308487D0 (en) * | 1993-04-23 | 1993-06-09 | Smithkline Beecham Plc | Novel compounds |
| EP1671637A3 (en) | 1997-06-18 | 2007-12-19 | SmithKline Beecham P.L.C. | Treatment of diabetes with thiazolidinedione and sulphonylurea |
| DZ2937A1 (fr) | 1998-11-12 | 2004-03-15 | Smithkline Beecham Plc | Compositions nouvelles de sensibilidants à l'insuline. |
| WO2000028989A1 (en) * | 1998-11-12 | 2000-05-25 | Smithkline Beecham P.L.C. | Pharmaceutical composition for modified release of an insulin sensitiser and another antidiabetic agent |
| HRP20010795A2 (en) * | 1999-04-28 | 2003-02-28 | Aventis Pharma Gmbh | Di-aryl acid derivatives as ppar receptor ligands |
| TWI302149B (en) * | 1999-09-22 | 2008-10-21 | Bristol Myers Squibb Co | Substituted acid derivatives useful as antiodiabetic and antiobesity agents and method |
| CA2390923A1 (en) * | 1999-11-10 | 2001-05-31 | Takeda Chemical Industries, Ltd. | 5-membered n-heterocyclic compounds with hypoglycemic and hypolipidemic activity |
| IL152979A0 (en) * | 2000-05-26 | 2003-06-24 | Nippon Shinyaku Co Ltd | Heterocyclic compounds |
| GB0014969D0 (en) | 2000-06-19 | 2000-08-09 | Smithkline Beecham Plc | Novel method of treatment |
| JP2003040877A (ja) * | 2001-07-24 | 2003-02-13 | Sumika Fine Chemicals Co Ltd | ５−［６−（２−フルオロベンジルオキシ）−２−ナフチル］メチル−２，４−チアゾリジンジオンの製造方法及びその精製方法 |
| CN100402026C (zh) * | 2002-06-03 | 2008-07-16 | 诺瓦提斯公司 | 取代的氰基吡咯烷和含有它们的组合制剂用于治疗高脂血症和相关疾病的用途 |
| PL374818A1 (en) * | 2002-07-03 | 2005-10-31 | F.Hoffmann-La Roche Ag | Oxazole derivatives and their use as insulin sensitizers |
| US8216609B2 (en) | 2002-08-05 | 2012-07-10 | Torrent Pharmaceuticals Limited | Modified release composition of highly soluble drugs |
| US8268352B2 (en) | 2002-08-05 | 2012-09-18 | Torrent Pharmaceuticals Limited | Modified release composition for highly soluble drugs |
| JP4661595B2 (ja) * | 2003-09-22 | 2011-03-30 | 小野薬品工業株式会社 | フェニル酢酸誘導体、その製造方法および用途 |
| EP1586573B1 (en) * | 2004-04-01 | 2007-02-07 | Sanofi-Aventis Deutschland GmbH | Oxadiazolones, processes for their preparation and their use as pharmaceuticals |
| US20120094959A1 (en) | 2010-10-19 | 2012-04-19 | Bonnie Blazer-Yost | Treatment of cystic diseases |
| WO2016071727A1 (en) | 2014-11-04 | 2016-05-12 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for the prevention and the treatment of rapidly progressive glomerulonephritis |
| CN109867765A (zh) * | 2019-02-28 | 2019-06-11 | 中山大学惠州研究院 | 一种长效缓释可降解防污聚氨酯及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5522636A (en) | 1978-08-04 | 1980-02-18 | Takeda Chem Ind Ltd | Thiazoliding derivative |
| US4342771A (en) | 1981-01-02 | 1982-08-03 | Pfizer Inc. | Hypoglycemic 5-substituted oxazolidine-2,4-diones |
| US4367234A (en) | 1980-07-28 | 1983-01-04 | Pfizer Inc. | Hypoglycemic 5-substituted oxazolidine-2,4-diones |
| US4617312A (en) | 1983-01-17 | 1986-10-14 | Pfizer Inc. | Aldose reductase inhibiting 5-(2-alkoxyphenyl) thiazolidinediones |
| CN1003445B (zh) | 1984-10-03 | 1989-03-01 | 武田药品工业株式会社 | 噻唑烷二酮衍生物，其制备方法和用途 |
| WO1986007056A1 (en) | 1985-05-21 | 1986-12-04 | Pfizer Inc. | Hypoglycemic thiazolidinediones |
| FI91869C (fi) * | 1987-03-18 | 1994-08-25 | Tanabe Seiyaku Co | Menetelmä antidiabeettisena aineena käytettävien bensoksatsolijohdannaisten valmistamiseksi |
| GB8713861D0 (en) * | 1987-06-13 | 1987-07-15 | Beecham Group Plc | Compounds |
| WO1989008651A1 (en) * | 1988-03-08 | 1989-09-21 | Pfizer Inc. | Hypoglycemic thiazolidinedione derivatives |
| US5036079A (en) | 1989-12-07 | 1991-07-30 | Pfizer Inc. | Hypoglycemic thiazolidinedione derivatives |
| US5089514A (en) | 1990-06-14 | 1992-02-18 | Pfizer Inc. | 3-coxazolyl [phenyl, chromanyl or benzofuranyl]-2-hydroxypropionic acid derivatives and analogs as hypoglycemic agents |
-
1992
- 1992-06-30 TW TW081105174A patent/TW222626B/zh active
- 1992-07-01 WO PCT/US1992/005436 patent/WO1993002079A1/en not_active Ceased
- 1992-07-01 BR BR9206293A patent/BR9206293A/pt not_active Application Discontinuation
- 1992-07-01 CZ CS94124A patent/CZ282831B6/cs not_active IP Right Cessation
- 1992-07-01 AU AU22973/92A patent/AU665775B2/en not_active Ceased
- 1992-07-01 JP JP5502812A patent/JPH08823B2/ja not_active Expired - Fee Related
- 1992-07-01 CA CA002111447A patent/CA2111447C/en not_active Expired - Fee Related
- 1992-07-01 EP EP92915346A patent/EP0641338A1/en not_active Withdrawn
- 1992-07-01 RU RU94012853/04A patent/RU2079497C1/ru not_active IP Right Cessation
- 1992-07-01 HU HU9400181A patent/HUT69692A/hu unknown
- 1992-07-20 PT PT100711A patent/PT100711B/pt active IP Right Grant
- 1992-07-21 CN CN92108662A patent/CN1030195C/zh not_active Expired - Fee Related
- 1992-07-21 NZ NZ243653A patent/NZ243653A/en unknown
- 1992-07-21 ZA ZA925468A patent/ZA925468B/xx unknown
- 1992-07-21 IE IE235792A patent/IE922357A1/en not_active Application Discontinuation
- 1992-07-21 MX MX9204279A patent/MX9204279A/es not_active IP Right Cessation
- 1992-07-21 IL IL102573A patent/IL102573A/xx not_active IP Right Cessation
-
1994
- 1994-01-21 NO NO940225A patent/NO301226B1/no unknown
-
1995
- 1995-06-01 US US08/458,071 patent/US6329408B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0641338A1 (en) | 1995-03-08 |
| BR9206293A (pt) | 1994-11-08 |
| NO940225D0 (no) | 1994-01-21 |
| WO1993002079A1 (en) | 1993-02-04 |
| AU2297392A (en) | 1993-02-23 |
| AU665775B2 (en) | 1996-01-18 |
| IL102573A0 (en) | 1993-01-14 |
| RU2079497C1 (ru) | 1997-05-20 |
| CA2111447A1 (en) | 1993-02-04 |
| IL102573A (en) | 1997-04-15 |
| CZ12494A3 (en) | 1994-07-13 |
| MX9204279A (es) | 1994-03-31 |
| IE922357A1 (en) | 1993-01-27 |
| CN1030195C (zh) | 1995-11-01 |
| NO301226B1 (no) | 1997-09-29 |
| TW222626B (enExample) | 1994-04-21 |
| NO940225L (no) | 1994-01-21 |
| ZA925468B (en) | 1994-01-21 |
| JPH07502487A (ja) | 1995-03-16 |
| HUT69692A (en) | 1995-09-28 |
| CZ282831B6 (cs) | 1997-10-15 |
| CA2111447C (en) | 2002-08-13 |
| PT100711A (pt) | 1993-09-30 |
| PT100711B (pt) | 1999-07-30 |
| JPH08823B2 (ja) | 1996-01-10 |
| CN1068823A (zh) | 1993-02-10 |
| US6329408B1 (en) | 2001-12-11 |
| HU9400181D0 (en) | 1994-05-30 |
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