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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- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
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- 239000003765 sweetening agent Substances 0.000 description 1
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- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000011285 therapeutic regimen Methods 0.000 description 1
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- OUDSBRTVNLOZBN-UHFFFAOYSA-N tolazamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(=O)NN1CCCCCC1 OUDSBRTVNLOZBN-UHFFFAOYSA-N 0.000 description 1
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- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
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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
- C07D417/10—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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Endocrinology (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)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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 (OSRAM) |
| EP (1) | EP0641338A1 (OSRAM) |
| JP (1) | JPH08823B2 (OSRAM) |
| CN (1) | CN1030195C (OSRAM) |
| AU (1) | AU665775B2 (OSRAM) |
| BR (1) | BR9206293A (OSRAM) |
| CA (1) | CA2111447C (OSRAM) |
| CZ (1) | CZ282831B6 (OSRAM) |
| HU (1) | HUT69692A (OSRAM) |
| IE (1) | IE922357A1 (OSRAM) |
| IL (1) | IL102573A (OSRAM) |
| MX (1) | MX9204279A (OSRAM) |
| NO (1) | NO301226B1 (OSRAM) |
| NZ (1) | NZ243653A (OSRAM) |
| PT (1) | PT100711B (OSRAM) |
| RU (1) | RU2079497C1 (OSRAM) |
| TW (1) | TW222626B (OSRAM) |
| WO (1) | WO1993002079A1 (OSRAM) |
| ZA (1) | ZA925468B (OSRAM) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2671962B2 (ja) * | 1991-07-22 | 1997-11-05 | ファイザー・インコーポレーテッド | キラルチアゾリジン−２，４−ジオン誘導体の合成における中間体の製造方法 |
| GB9308487D0 (en) * | 1993-04-23 | 1993-06-09 | Smithkline Beecham Plc | Novel compounds |
| CA2294385C (en) | 1997-06-18 | 2007-06-05 | Smithkline Beecham P.L.C. | Treatment of diabetes with thiazolidinedione and sulphonylurea |
| ID28783A (id) * | 1998-11-12 | 2001-07-05 | Smithkline Beecham Plc | Komposisi farmasi untuk pelepasan termodifikasi dari pemeka insulin dan zat antidiabetes lain |
| DZ2937A1 (fr) | 1998-11-12 | 2004-03-15 | Smithkline Beecham Plc | Compositions nouvelles de sensibilidants à l'insuline. |
| AU781266B2 (en) * | 1999-04-28 | 2005-05-12 | Sanofi-Aventis Deutschland Gmbh | Di-aryl acid derivatives as PPAR receptor ligands |
| TWI260321B (en) * | 1999-09-22 | 2006-08-21 | Bristol Myers Squibb Co | Substituted acid derivatives useful as antidiabetic and antiobesity agents and method |
| RU2252939C2 (ru) * | 1999-11-10 | 2005-05-27 | Такеда Кемикал Индастриз, Лтд. | 5-членные n-гетероциклические соединения, обладающие гипогликемической и гиполипидемической активностью |
| KR100545507B1 (ko) * | 2000-05-26 | 2006-01-24 | 니뽄 신야쿠 가부시키가이샤 | 복소환 유도체 |
| 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 |
| CA2487297C (en) * | 2002-06-03 | 2011-08-09 | Novartis Ag | The use of substituted cyanopyrrolidines and combination preparations containing them for treating hyperlipidemia and associated diseases |
| KR100621294B1 (ko) * | 2002-07-03 | 2006-09-06 | 에프. 호프만-라 로슈 아게 | 옥사졸 유도체 및 이의 인슐린 증감제로서의 용도 |
| US8268352B2 (en) | 2002-08-05 | 2012-09-18 | Torrent Pharmaceuticals Limited | Modified release composition for highly soluble drugs |
| US8216609B2 (en) | 2002-08-05 | 2012-07-10 | Torrent Pharmaceuticals Limited | Modified release composition of highly soluble drugs |
| KR20060121884A (ko) * | 2003-09-22 | 2006-11-29 | 오노 야꾸힝 고교 가부시키가이샤 | 페닐초산 유도체, 그 제조 방법 및 용도 |
| 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 |
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| 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 |
| US4367234A (en) | 1980-07-28 | 1983-01-04 | Pfizer Inc. | Hypoglycemic 5-substituted oxazolidine-2,4-diones |
| US4342771A (en) | 1981-01-02 | 1982-08-03 | 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 |
| MX15171A (es) * | 1988-03-08 | 1993-05-01 | Pfizer | Derivados de tiazolidinodiona hipoglicemicos |
| 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 CA CA002111447A patent/CA2111447C/en not_active Expired - Fee Related
- 1992-07-01 BR BR9206293A patent/BR9206293A/pt not_active Application Discontinuation
- 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 WO PCT/US1992/005436 patent/WO1993002079A1/en not_active Ceased
- 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 HU HU9400181A patent/HUT69692A/hu unknown
- 1992-07-01 JP JP5502812A patent/JPH08823B2/ja not_active Expired - Fee Related
- 1992-07-20 PT PT100711A patent/PT100711B/pt active IP Right Grant
- 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 CN CN92108662A patent/CN1030195C/zh not_active Expired - Fee Related
- 1992-07-21 NZ NZ243653A patent/NZ243653A/en unknown
- 1992-07-21 IL IL102573A patent/IL102573A/xx not_active IP Right Cessation
- 1992-07-21 ZA ZA925468A patent/ZA925468B/xx unknown
-
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 |
|---|---|
| PT100711A (pt) | 1993-09-30 |
| JPH08823B2 (ja) | 1996-01-10 |
| CZ282831B6 (cs) | 1997-10-15 |
| CN1068823A (zh) | 1993-02-10 |
| IL102573A0 (en) | 1993-01-14 |
| EP0641338A1 (en) | 1995-03-08 |
| AU665775B2 (en) | 1996-01-18 |
| CA2111447C (en) | 2002-08-13 |
| ZA925468B (en) | 1994-01-21 |
| MX9204279A (es) | 1994-03-31 |
| NO940225L (no) | 1994-01-21 |
| CN1030195C (zh) | 1995-11-01 |
| US6329408B1 (en) | 2001-12-11 |
| HUT69692A (en) | 1995-09-28 |
| HU9400181D0 (en) | 1994-05-30 |
| BR9206293A (pt) | 1994-11-08 |
| RU2079497C1 (ru) | 1997-05-20 |
| PT100711B (pt) | 1999-07-30 |
| CA2111447A1 (en) | 1993-02-04 |
| AU2297392A (en) | 1993-02-23 |
| CZ12494A3 (en) | 1994-07-13 |
| JPH07502487A (ja) | 1995-03-16 |
| IL102573A (en) | 1997-04-15 |
| WO1993002079A1 (en) | 1993-02-04 |
| TW222626B (OSRAM) | 1994-04-21 |
| IE922357A1 (en) | 1993-01-27 |
| NO301226B1 (no) | 1997-09-29 |
| NO940225D0 (no) | 1994-01-21 |
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