ES2026746A6 - Un procedimiento para la preparacion de tetrazoles. - Google Patents
Un procedimiento para la preparacion de tetrazoles.Info
- Publication number
- ES2026746A6 ES2026746A6 ES8902217A ES8902217A ES2026746A6 ES 2026746 A6 ES2026746 A6 ES 2026746A6 ES 8902217 A ES8902217 A ES 8902217A ES 8902217 A ES8902217 A ES 8902217A ES 2026746 A6 ES2026746 A6 ES 2026746A6
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- alkoxy
- image
- hydrogen
- halogen
- 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.)
- Expired - Fee Related
Links
- -1 tetrazole compounds Chemical class 0.000 title abstract 2
- 230000000326 anti-hypercholesterolaemic effect Effects 0.000 title 1
- 150000002431 hydrogen Chemical class 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 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 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003529 anticholesteremic agent Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 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
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
UN PROCEDIMIENTO PARA LA PREPARACION DE TETRAZOLES DE FORMULA XV DONDE RBS1 Y RBS4 INDEPENDIENTEMENTE SON H, HALOGENO, ALQUILO CSI1-4, ALCOXI CSI1-4 O TRIFOLUOROMETILO; RBS2, RBS3, RBS5 Y RBS6 SON, INDEPENDIENTEMENTE, H, HALOGENO, ALQUILO CSI1-4 O ALCOZI CSI1-4; <N> NO ES 0 O 2; TET ES UN GRUPO TETRAZOL OPCIONALMENTE SUSTITUIDO; RBS7 ES ALQUILO CSI1-4, (ALCOXI CSI1-4) ALQUILO INFERIOR, (2-METOXIETOXI) METILO O TRIFENILMETILO Y RBS9 ES UN GRUPO ESTER HIDROLIZABLE. EL PROCEDIMIENTO COMPRENDE HACER REACCIONAR UN COMPUESTO XIV CON EL DIANION DE UN ESTER DE ACETOACETATO GENERADO IN SITU. EL COMPUESTO XIV PUEDE OBTENERSE POR ALQUILACION DE UN COMPUESTO V SEGUIDO DE HIDROLISIS Y POSTERIOR OXIDACION DEL ALCOHOL PREVIAMTNE OBTENIDO Y, FINALMENTE, REACCION CON UNO O MAS EQUIVALENTES DE TRIFENILFOSFORANILEDACETALDEHIDO PARA DAR LOS CORRESPONDIENTES DI- O TRIENALDEHIDOS (XIV). SE PROPORCIONAN PROFARMACOS (XXXXV) POR REACCION DE UN COMPUESTO (IF) CON UN ESTER DE UN AMINOACIDO. LOS COMPUESTOS XIV Y XV SON UTILES COMO INTERMEDIOS DE SINTESIS DE OTROS TETRAZOLES INHIBIDORES DE LA HMBG-COA REDUCTASA ADECUADAS PARA EL TRATAMIENTO DE HIPERCOLESTEROLEMIA, HERPELIPOPROTEINEMIA Y ATEROSCLEROSIS. LOS PROFARMACOS (XXXXV) PUEDEN SER ADMINISTRADOR ORAL O PARENTERALMENTE.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US1854287A | 1987-02-25 | 1987-02-25 | |
US07/151,513 US4897490A (en) | 1987-02-25 | 1988-02-18 | Antihypercholesterolemic tetrazole compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2026746A6 true ES2026746A6 (es) | 1992-05-01 |
Family
ID=26691223
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES8800532A Expired ES2010246A6 (es) | 1987-02-25 | 1988-02-24 | Un compuesto. |
ES8902217A Expired - Fee Related ES2026746A6 (es) | 1987-02-25 | 1989-06-23 | Un procedimiento para la preparacion de tetrazoles. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES8800532A Expired ES2010246A6 (es) | 1987-02-25 | 1988-02-24 | Un compuesto. |
Country Status (31)
Country | Link |
---|---|
US (1) | US4897490A (es) |
JP (1) | JP2603324B2 (es) |
KR (1) | KR960001203B1 (es) |
CN (1) | CN1026110C (es) |
AT (1) | AT395589B (es) |
AU (1) | AU1395088A (es) |
BE (1) | BE1002116A3 (es) |
CA (1) | CA1328268C (es) |
CH (1) | CH676848A5 (es) |
CS (1) | CS271481B2 (es) |
DE (1) | DE3805801C2 (es) |
DK (1) | DK174822B1 (es) |
EG (1) | EG18341A (es) |
ES (2) | ES2010246A6 (es) |
FI (1) | FI96601C (es) |
FR (1) | FR2612924B1 (es) |
GR (1) | GR1000472B (es) |
HU (3) | HU204516B (es) |
IE (1) | IE61619B1 (es) |
IL (1) | IL85529A (es) |
IT (1) | IT1216751B (es) |
LU (1) | LU87144A1 (es) |
MX (1) | MX9202847A (es) |
MY (1) | MY103214A (es) |
NL (1) | NL8800465A (es) |
NO (1) | NO169438C (es) |
NZ (1) | NZ223620A (es) |
PT (1) | PT86820B (es) |
SE (1) | SE503618C2 (es) |
WO (1) | WO1988006584A1 (es) |
YU (1) | YU36388A (es) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3741509A1 (de) * | 1987-12-08 | 1989-06-22 | Hoechst Ag | Verfahren zur herstellung optisch aktiver 3-desmethylmevalonsaeurederivate sowie zwischenprodukte |
GB2244705B (en) * | 1988-02-18 | 1992-07-15 | Bristol Myers Co | Preparation of antihypercholesterolemic tetrazole compounds and intermediates thereof |
US4824959A (en) * | 1988-02-18 | 1989-04-25 | Bristol-Myers Company | Intermediates for antihypercholesterolemic tetrazole compounds |
US4870187A (en) * | 1988-08-23 | 1989-09-26 | Bristol-Myers Company | Antihypercholesterolemic tetrazol-1-yl compounds |
US5010205A (en) * | 1988-08-23 | 1991-04-23 | Bristol-Myers Company | Antihypercholesterolemic tetrazol-1-yl intermediates |
US4927944A (en) * | 1988-08-25 | 1990-05-22 | Bristol-Myers Company | Antihypercholesterolemic nitrile compounds |
FI94339C (fi) | 1989-07-21 | 1995-08-25 | Warner Lambert Co | Menetelmä farmaseuttisesti käyttökelpoisen /R-(R*,R*)/-2-(4-fluorifenyyli)- , -dihydroksi-5-(1-metyylietyyli)-3-fenyyli-4-/(fenyyliamino)karbonyyli/-1H-pyrroli-1-heptaanihapon ja sen farmaseuttisesti hyväksyttävien suolojen valmistamiseksi |
US5413935A (en) * | 1991-04-24 | 1995-05-09 | E. R. Squibb & Sons, Inc. | Process for selecting an enantiomer of a hydroxy lactone using pseudomonas lipase |
US5134155A (en) * | 1991-08-08 | 1992-07-28 | Ortho Pharmaceutical Corporation | Tetrahydroindazole, tetrahydrocyclopentapyrazole, and hexahydrocycloheptapyrazole compounds and their use as HMG-coA reductase inhibitors |
US5986095A (en) * | 1992-01-06 | 1999-11-16 | E.R. Squibb & Sons, Inc. | Enantioselective preparation of halophenyl alcohols and acylates |
US5278313A (en) * | 1992-03-27 | 1994-01-11 | E. R. Squibb & Sons, Inc. | Process for the preparation of 1,3-dioxane derivatives useful in the preparation of HMG-COA reductase inhibitors |
US5324662A (en) * | 1992-05-15 | 1994-06-28 | E. R. Squibb & Sons, Inc. | Stereoselective microbial or enzymatic reduction of 3,5-dioxo esters to 3-hydroxy-5-oxo, 3-oxo-5-hydroxy, and 3,5-dihydroxy esters |
US5284957A (en) * | 1992-09-03 | 1994-02-08 | Eli Lilly And Company | Excitatory amino acid receptor antagonists |
JPH06329679A (ja) * | 1993-01-20 | 1994-11-29 | Nissan Chem Ind Ltd | 光学活性β−アミノアルコキシボラン錯体 |
CA2137049A1 (en) * | 1993-12-15 | 1995-06-16 | John K. Thottathil | Amino acid salts of and methods for preparing antihypercholesterolemic tetrazole compounds |
DE19714343A1 (de) | 1997-04-08 | 1998-10-15 | Bayer Ag | Chromatographische Enantiomerentrennung von Lactonen |
KR100668575B1 (ko) * | 1997-12-19 | 2007-01-17 | 워너-램버트 익스포트 리미티드 | 1,3-디올의 합성방법 |
DE10216967A1 (de) * | 2002-04-16 | 2003-11-13 | Bayer Ag | Verfahren zur Herstellung spezieller aromatischer Aldehyde |
WO2009009152A1 (en) * | 2007-07-12 | 2009-01-15 | Teva Pharmaceutical Industries Ltd. | Rosuvastatin intermediates and their preparation |
KR101681041B1 (ko) | 2015-07-15 | 2016-12-22 | 경북대학교병원 | ERRγ 비활성화 리간드로서의 신규한 방향족 고리 화합물 유도체 |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4160100A (en) * | 1973-03-23 | 1979-07-03 | American Home Products Corporation | Oxamic acid derivatives |
US4054666A (en) * | 1973-03-23 | 1977-10-18 | American Home Products Corporation | Compositions and methods of treating immediate hypersensitivity reactions with thiazolyl oxamic acid derivatives |
US4013647A (en) * | 1976-03-23 | 1977-03-22 | American Home Products Corporation | Morpholine containing tetrazole-5-carboxamide derivatives |
JPS53147073A (en) * | 1977-05-24 | 1978-12-21 | Sankyo Co Ltd | Mevalonolactone derivatives |
US4567289A (en) * | 1979-08-17 | 1986-01-28 | Merck & Co., Inc. | Substituted pyranone inhibitors of cholesterol synthesis |
US4375475A (en) * | 1979-08-17 | 1983-03-01 | Merck & Co., Inc. | Substituted pyranone inhibitors of cholesterol synthesis |
IL60751A (en) * | 1979-08-17 | 1985-04-30 | Merck & Co Inc | 6-(2'-((substituted phenyl)ethyl and-ethenyl)-4-hydroxy-tetrahydro-2h-pyran-2-one derivatives,their preparation and pharmaceutical compositions containing them |
EP0068038B1 (en) * | 1981-06-29 | 1985-09-25 | Merck & Co. Inc. | (+)-(4r,6s)-(e)-6-(2-(4'-fluoro-3,3',5-trimethyl-(1,1'-biphenyl)-2-yl)ethenyl)-3,4,5,6-tetrahydro-4-hydroxy-2h-pyran-2-one, a process for preparing and a pharmaceutical composition containing the same |
DE3153060D2 (en) * | 1981-12-10 | 1984-10-04 | Willy Bayer | Internal combustion engine |
US4739073A (en) * | 1983-11-04 | 1988-04-19 | Sandoz Pharmaceuticals Corp. | Intermediates in the synthesis of indole analogs of mevalonolactone and derivatives thereof |
WO1984002131A1 (en) * | 1982-11-22 | 1984-06-07 | Sandoz Ag | Analogs of mevalolactone and derivatives thereof, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals |
CA1268473A (en) * | 1983-01-24 | 1990-05-01 | Paul L. Anderson | Analogs of mevalonolactone and derivatives thereof, processes for their production, pharmaceutical compositions containing them and their use as pharmaceuticals |
CA1327360C (en) * | 1983-11-14 | 1994-03-01 | William F. Hoffman | Oxo-analogs of mevinolin-like antihypercholesterolemic agents |
US4613610A (en) * | 1984-06-22 | 1986-09-23 | Sandoz Pharmaceuticals Corp. | Cholesterol biosynthesis inhibiting pyrazole analogs of mevalonolactone and its derivatives |
HU198711B (en) * | 1984-06-22 | 1989-11-28 | Sandoz Ag | Process for producing mevalolacton, derivatives and pyrazol analogues and pharmaceutical composition containing them |
US4668794A (en) * | 1985-05-22 | 1987-05-26 | Sandoz Pharm. Corp. | Intermediate imidazole acrolein analogs |
US4621099A (en) * | 1985-09-23 | 1986-11-04 | Usv Pharmaceutical Corporation | Polyene compounds useful in the treatment of allergic responses |
US4681893A (en) * | 1986-05-30 | 1987-07-21 | Warner-Lambert Company | Trans-6-[2-(3- or 4-carboxamido-substituted pyrrol-1-yl)alkyl]-4-hydroxypyran-2-one inhibitors of cholesterol synthesis |
US4678806A (en) * | 1986-09-02 | 1987-07-07 | Merck & Co., Inc. | Prodrugs of antihypercholesterolemic compounds |
-
1988
- 1988-02-18 US US07/151,513 patent/US4897490A/en not_active Expired - Lifetime
- 1988-02-24 HU HU896737A patent/HU204516B/hu unknown
- 1988-02-24 CA CA000559667A patent/CA1328268C/en not_active Expired - Fee Related
- 1988-02-24 DK DK198800972A patent/DK174822B1/da not_active IP Right Cessation
- 1988-02-24 HU HU88886A patent/HU204038B/hu unknown
- 1988-02-24 CS CS881180A patent/CS271481B2/cs not_active IP Right Cessation
- 1988-02-24 NZ NZ223620A patent/NZ223620A/en unknown
- 1988-02-24 PT PT86820A patent/PT86820B/pt not_active IP Right Cessation
- 1988-02-24 AT AT0046188A patent/AT395589B/de not_active IP Right Cessation
- 1988-02-24 HU HU90669A patent/HU203329B/hu unknown
- 1988-02-24 CH CH692/88A patent/CH676848A5/de not_active IP Right Cessation
- 1988-02-24 AU AU13950/88A patent/AU1395088A/en not_active Abandoned
- 1988-02-24 IE IE50188A patent/IE61619B1/en not_active IP Right Cessation
- 1988-02-24 FR FR888802211A patent/FR2612924B1/fr not_active Expired - Lifetime
- 1988-02-24 GR GR880100101A patent/GR1000472B/el not_active IP Right Cessation
- 1988-02-24 KR KR1019880002010A patent/KR960001203B1/ko not_active IP Right Cessation
- 1988-02-24 SE SE8800638A patent/SE503618C2/xx not_active IP Right Cessation
- 1988-02-24 IL IL85529A patent/IL85529A/xx not_active IP Right Cessation
- 1988-02-24 EG EG107/88A patent/EG18341A/xx active
- 1988-02-24 ES ES8800532A patent/ES2010246A6/es not_active Expired
- 1988-02-24 IT IT8819525A patent/IT1216751B/it active
- 1988-02-24 WO PCT/US1988/000462 patent/WO1988006584A1/en unknown
- 1988-02-24 MY MYPI88000178A patent/MY103214A/en unknown
- 1988-02-24 JP JP63502491A patent/JP2603324B2/ja not_active Expired - Lifetime
- 1988-02-24 FI FI880869A patent/FI96601C/fi active IP Right Grant
- 1988-02-24 DE DE3805801A patent/DE3805801C2/de not_active Expired - Lifetime
- 1988-02-24 NO NO880809A patent/NO169438C/no not_active IP Right Cessation
- 1988-02-24 NL NL8800465A patent/NL8800465A/nl not_active Application Discontinuation
- 1988-02-25 YU YU00363/88A patent/YU36388A/xx unknown
- 1988-02-25 LU LU87144A patent/LU87144A1/fr unknown
- 1988-02-25 CN CN88100911A patent/CN1026110C/zh not_active Expired - Lifetime
- 1988-02-25 BE BE8800220A patent/BE1002116A3/fr not_active IP Right Cessation
-
1989
- 1989-06-23 ES ES8902217A patent/ES2026746A6/es not_active Expired - Fee Related
-
1992
- 1992-06-12 MX MX9202847A patent/MX9202847A/es unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD2A | Announcement of lapse in spain |
Effective date: 20110222 |