NO800023L - Fremgangsmaate til fremstilling av en ny venstredreid bicyklisk tia-diaza-forbindelse og dens salter - Google Patents
Fremgangsmaate til fremstilling av en ny venstredreid bicyklisk tia-diaza-forbindelse og dens salterInfo
- Publication number
- NO800023L NO800023L NO800023A NO800023A NO800023L NO 800023 L NO800023 L NO 800023L NO 800023 A NO800023 A NO 800023A NO 800023 A NO800023 A NO 800023A NO 800023 L NO800023 L NO 800023L
- Authority
- NO
- Norway
- Prior art keywords
- acid
- trans
- tetrahydro
- imidazo
- thiazole
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 20
- 238000002360 preparation method Methods 0.000 title claims description 6
- 150000003839 salts Chemical class 0.000 claims description 41
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 26
- 239000002253 acid Substances 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 6
- FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical compound OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 claims description 6
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 5
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- 229960001270 d- tartaric acid Drugs 0.000 claims description 4
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- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 3
- 239000005711 Benzoic acid Substances 0.000 claims description 3
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- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims description 3
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- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
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- 239000011833 salt mixture Substances 0.000 claims description 2
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
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- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 claims 1
- ALYNCZNDIQEVRV-PZFLKRBQSA-N 4-amino-3,5-ditritiobenzoic acid Chemical compound [3H]c1cc(cc([3H])c1N)C(O)=O ALYNCZNDIQEVRV-PZFLKRBQSA-N 0.000 claims 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims 1
- 229960004909 aminosalicylic acid Drugs 0.000 claims 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims 1
- 235000010323 ascorbic acid Nutrition 0.000 claims 1
- 239000011668 ascorbic acid Substances 0.000 claims 1
- 229960005070 ascorbic acid Drugs 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
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- 239000004310 lactic acid Substances 0.000 claims 1
- 235000014655 lactic acid Nutrition 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
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- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
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- 150000003892 tartrate salts Chemical class 0.000 claims 1
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- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000012485 toluene extract Substances 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/42—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Rheumatology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH8779 | 1979-01-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO800023L true NO800023L (no) | 1980-07-07 |
Family
ID=4178959
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO800022A NO800022L (no) | 1979-01-05 | 1980-01-04 | Fremgangsmaate til fremstilling av en hoeyredreid bicyklisk tia-diaza-forbindelse og dens salter |
| NO800023A NO800023L (no) | 1979-01-05 | 1980-01-04 | Fremgangsmaate til fremstilling av en ny venstredreid bicyklisk tia-diaza-forbindelse og dens salter |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO800022A NO800022L (no) | 1979-01-05 | 1980-01-04 | Fremgangsmaate til fremstilling av en hoeyredreid bicyklisk tia-diaza-forbindelse og dens salter |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4353918A (fr) |
| EP (2) | EP0013560A1 (fr) |
| JP (2) | JPS5592390A (fr) |
| AU (2) | AU5434780A (fr) |
| DD (2) | DD149466A5 (fr) |
| DK (2) | DK5180A (fr) |
| ES (2) | ES487460A1 (fr) |
| FI (2) | FI800005A (fr) |
| GR (1) | GR73174B (fr) |
| IL (2) | IL59077A0 (fr) |
| NO (2) | NO800022L (fr) |
| NZ (1) | NZ192506A (fr) |
| PL (2) | PL221188A1 (fr) |
| PT (2) | PT70655A (fr) |
| ZA (1) | ZA8056B (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4636516A (en) * | 1981-02-19 | 1987-01-13 | Yamanouchi Pharmaceutical Co., Ltd. | 3,5-di-tert-butyl-4-hydroxyphenyl-substituted heterocyclic compounds |
| DE3906460C1 (fr) * | 1989-03-01 | 1990-11-15 | Goedecke Ag, 1000 Berlin, De |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL131034C (fr) * | 1964-05-11 | |||
| US3455924A (en) * | 1967-02-08 | 1969-07-15 | Upjohn Co | Dianisylimidazoles |
| GB1183781A (en) * | 1968-02-14 | 1970-03-11 | Ici Ltd | Resolution Process. |
| US4042583A (en) * | 1973-09-20 | 1977-08-16 | Pfizer Inc. | Imidazo[2,1-b]thiazole and thiazolo[3,2-a]-benzimidazole quaternary salts as hypoglycemic agents and growth promotants |
| US4109016A (en) * | 1974-12-06 | 1978-08-22 | Imperial Chemical Industries Limited | Anaesthetic composition |
| GB1541321A (en) * | 1976-03-10 | 1979-02-28 | Metabio | 2,3-dihydroimidazo(2,1-b)thiazole derivatives and process for their preparation |
| US4064260A (en) * | 1976-07-29 | 1977-12-20 | E. I. Du Pont De Nemours And Company | Anti-inflammatory diarylimidazothiazoles and their corresponding S-oxides |
| US4263311A (en) * | 1976-09-27 | 1981-04-21 | Smithkline Corporation | 5,6-Phenyl-2,3-dihydroimidazo [2,1-b] thiazoles |
| LU77703A1 (de) * | 1977-07-07 | 1979-03-26 | Ciba Geigy Ag | Verfahren zur herstellung von bicyclischen thia-diaza-verbindungen |
| US4153706A (en) * | 1978-02-13 | 1979-05-08 | Smithkline Corporation | 6-Hydroxy-5,6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles |
| US4175127A (en) * | 1978-09-27 | 1979-11-20 | Smithkline Corporation | Pyridyl substituted 2,3-dihydroimidazo[2,1-b]thiazoles |
-
1980
- 1980-01-02 PL PL22118880A patent/PL221188A1/xx unknown
- 1980-01-02 FI FI800005A patent/FI800005A/fi not_active Application Discontinuation
- 1980-01-02 FI FI800004A patent/FI800004A/fi not_active Application Discontinuation
- 1980-01-03 GR GR60885A patent/GR73174B/el unknown
- 1980-01-03 PT PT70655A patent/PT70655A/pt unknown
- 1980-01-03 DD DD80218296A patent/DD149466A5/de unknown
- 1980-01-03 PT PT70656A patent/PT70656A/pt unknown
- 1980-01-04 NO NO800022A patent/NO800022L/no unknown
- 1980-01-04 ES ES487460A patent/ES487460A1/es not_active Expired
- 1980-01-04 IL IL8059077A patent/IL59077A0/xx unknown
- 1980-01-04 AU AU54347/80A patent/AU5434780A/en not_active Withdrawn
- 1980-01-04 EP EP80100034A patent/EP0013560A1/fr not_active Ceased
- 1980-01-04 NO NO800023A patent/NO800023L/no unknown
- 1980-01-04 EP EP80100035A patent/EP0013561A1/fr not_active Withdrawn
- 1980-01-04 NZ NZ192506A patent/NZ192506A/xx unknown
- 1980-01-04 DD DD80218315A patent/DD149072A5/de unknown
- 1980-01-04 AU AU54346/80A patent/AU5434680A/en not_active Abandoned
- 1980-01-04 IL IL8059076A patent/IL59076A0/xx unknown
- 1980-01-04 ES ES487459A patent/ES487459A1/es not_active Expired
- 1980-01-04 DK DK5180A patent/DK5180A/da unknown
- 1980-01-04 DK DK5280A patent/DK5280A/da unknown
- 1980-01-04 ZA ZA00800056A patent/ZA8056B/xx unknown
- 1980-01-05 JP JP2680A patent/JPS5592390A/ja active Pending
- 1980-01-05 JP JP2780A patent/JPS5592391A/ja active Pending
- 1980-01-05 PL PL22122180A patent/PL221221A1/xx unknown
- 1980-12-22 US US06/219,195 patent/US4353918A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FI800005A (fi) | 1980-07-06 |
| US4353918A (en) | 1982-10-12 |
| DK5280A (da) | 1980-07-06 |
| AU5434780A (en) | 1980-07-10 |
| ES487459A1 (es) | 1980-08-16 |
| NZ192506A (en) | 1982-05-31 |
| PT70655A (de) | 1980-02-01 |
| DD149072A5 (de) | 1981-06-24 |
| NO800022L (no) | 1980-07-07 |
| PT70656A (de) | 1980-02-01 |
| EP0013561A1 (fr) | 1980-07-23 |
| JPS5592390A (en) | 1980-07-12 |
| PL221221A1 (fr) | 1980-12-01 |
| PL221188A1 (fr) | 1980-12-01 |
| GR73174B (fr) | 1984-02-14 |
| IL59077A0 (en) | 1980-05-30 |
| DK5180A (da) | 1980-07-06 |
| DD149466A5 (de) | 1981-07-15 |
| JPS5592391A (en) | 1980-07-12 |
| IL59076A0 (en) | 1980-05-30 |
| ES487460A1 (es) | 1980-08-16 |
| ZA8056B (en) | 1980-12-31 |
| FI800004A (fi) | 1980-07-06 |
| AU5434680A (en) | 1980-07-10 |
| EP0013560A1 (fr) | 1980-07-23 |
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