NO300134B1 - Analogifremgangsmåte for fremstilling av 4-£3-(4-oksotiazoldinyl)|-butynylaminer - Google Patents
Analogifremgangsmåte for fremstilling av 4-£3-(4-oksotiazoldinyl)|-butynylaminer Download PDFInfo
- Publication number
- NO300134B1 NO300134B1 NO911465A NO911465A NO300134B1 NO 300134 B1 NO300134 B1 NO 300134B1 NO 911465 A NO911465 A NO 911465A NO 911465 A NO911465 A NO 911465A NO 300134 B1 NO300134 B1 NO 300134B1
- Authority
- NO
- Norway
- Prior art keywords
- oxothiazolidine
- piperazino
- butynyl
- pharmaceutically acceptable
- production
- Prior art date
Links
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- 238000002360 preparation method Methods 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 13
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- 150000003839 salts Chemical class 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
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- 150000002367 halogens Chemical class 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 48
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- SSTINAHKRCPINS-UHFFFAOYSA-N 3-prop-2-ynyl-1,3-thiazolidin-4-one Chemical compound O=C1CSCN1CC#C SSTINAHKRCPINS-UHFFFAOYSA-N 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
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- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 2
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- 229920006395 saturated elastomer Polymers 0.000 description 2
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- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- JBMZTWNCIMOSNT-UHFFFAOYSA-N 4-prop-2-ynyl-1-thia-4-azaspiro[4.4]nonan-3-one Chemical compound C#CCN1C(=O)CSC11CCCC1 JBMZTWNCIMOSNT-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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]
- A61P29/02—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] without antiinflammatory effect
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/14—Oxygen 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
- C07D417/06—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
- 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
-
- 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
- C07D417/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/509,280 US5034392A (en) | 1990-04-16 | 1990-04-16 | 4-(3-(4-oxothiazolidinyl)butynylamines |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO911465D0 NO911465D0 (no) | 1991-04-15 |
| NO911465L NO911465L (no) | 1991-10-17 |
| NO300134B1 true NO300134B1 (no) | 1997-04-14 |
Family
ID=24025983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO911465A NO300134B1 (no) | 1990-04-16 | 1991-04-15 | Analogifremgangsmåte for fremstilling av 4-£3-(4-oksotiazoldinyl)|-butynylaminer |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US5034392A (ja) |
| EP (1) | EP0452850B1 (ja) |
| JP (1) | JPH07119223B2 (ja) |
| KR (1) | KR0163598B1 (ja) |
| AR (1) | AR248402A1 (ja) |
| AT (1) | ATE163010T1 (ja) |
| AU (1) | AU636972B2 (ja) |
| BG (1) | BG60066A3 (ja) |
| CA (1) | CA2040489C (ja) |
| CZ (1) | CZ284447B6 (ja) |
| DE (1) | DE69128845T2 (ja) |
| DK (1) | DK0452850T3 (ja) |
| ES (1) | ES2112844T3 (ja) |
| FI (1) | FI94755C (ja) |
| GR (1) | GR3026319T3 (ja) |
| HU (1) | HUT61017A (ja) |
| IE (1) | IE911257A1 (ja) |
| IL (1) | IL97852A (ja) |
| MX (1) | MX25359A (ja) |
| NO (1) | NO300134B1 (ja) |
| NZ (1) | NZ237811A (ja) |
| PL (1) | PL165488B1 (ja) |
| PT (1) | PT97371B (ja) |
| RO (1) | RO108683B1 (ja) |
| RU (1) | RU2001914C1 (ja) |
| ZA (1) | ZA912783B (ja) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5273977A (en) * | 1990-11-05 | 1993-12-28 | Warner-Lambert Company | Substituted tetrahydropyridines and hydroxypiperidines as central nervous system agents |
| US5147881A (en) * | 1990-11-14 | 1992-09-15 | Pfizer Inc | 4-(1,2-benzisoxazolyl)piperidine antipsychotic agents |
| US5194436A (en) * | 1991-01-10 | 1993-03-16 | Hoechst-Roussel Pharmaceuticals Inc. | 1-piperazinyl-2-butenes and -2-butynes |
| US5130315A (en) * | 1991-01-10 | 1992-07-14 | Raymond R. Wittekind | 1-piperazinyl-2-butenes and -2-butynes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3354178A (en) * | 1965-04-09 | 1967-11-21 | Sterling Drug Inc | Nu-(4-amino-2-butynyl)-nu-alkylcarboxamides |
| ES2052675T3 (es) * | 1987-11-20 | 1994-07-16 | Hoechst Roussel Pharma | 3-(4-piperazinil-sustituido en 1)butil)-4-tiazolidinonas, un procedimiento para su preparacion y su uso como medicamentos. |
-
1990
- 1990-04-16 US US07/509,280 patent/US5034392A/en not_active Expired - Lifetime
-
1991
- 1991-04-09 BG BG94208A patent/BG60066A3/xx unknown
- 1991-04-12 FI FI911783A patent/FI94755C/fi not_active IP Right Cessation
- 1991-04-12 RO RO147316A patent/RO108683B1/ro unknown
- 1991-04-12 NZ NZ237811A patent/NZ237811A/en unknown
- 1991-04-12 AR AR91319454A patent/AR248402A1/es active
- 1991-04-15 HU HU911239A patent/HUT61017A/hu unknown
- 1991-04-15 DK DK91105972T patent/DK0452850T3/da active
- 1991-04-15 JP JP3109867A patent/JPH07119223B2/ja not_active Expired - Fee Related
- 1991-04-15 IL IL9785291A patent/IL97852A/en not_active IP Right Cessation
- 1991-04-15 ZA ZA912783A patent/ZA912783B/xx unknown
- 1991-04-15 CA CA002040489A patent/CA2040489C/en not_active Expired - Fee Related
- 1991-04-15 ES ES91105972T patent/ES2112844T3/es not_active Expired - Lifetime
- 1991-04-15 CZ CS911065A patent/CZ284447B6/cs not_active IP Right Cessation
- 1991-04-15 DE DE69128845T patent/DE69128845T2/de not_active Expired - Fee Related
- 1991-04-15 PT PT97371A patent/PT97371B/pt not_active IP Right Cessation
- 1991-04-15 KR KR1019910005987A patent/KR0163598B1/ko not_active IP Right Cessation
- 1991-04-15 IE IE125791A patent/IE911257A1/en not_active IP Right Cessation
- 1991-04-15 RU SU914895050A patent/RU2001914C1/ru active
- 1991-04-15 MX MX25359A patent/MX25359A/es unknown
- 1991-04-15 AT AT91105972T patent/ATE163010T1/de not_active IP Right Cessation
- 1991-04-15 PL PL91289892A patent/PL165488B1/pl unknown
- 1991-04-15 AU AU75028/91A patent/AU636972B2/en not_active Ceased
- 1991-04-15 NO NO911465A patent/NO300134B1/no unknown
- 1991-04-15 EP EP91105972A patent/EP0452850B1/en not_active Expired - Lifetime
-
1998
- 1998-03-11 GR GR980400510T patent/GR3026319T3/el unknown
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