NO783005L - Fremgangsmaate for fremstilling av et arylpyridazinylhydrazinsalt - Google Patents
Fremgangsmaate for fremstilling av et arylpyridazinylhydrazinsaltInfo
- Publication number
- NO783005L NO783005L NO783005A NO783005A NO783005L NO 783005 L NO783005 L NO 783005L NO 783005 A NO783005 A NO 783005A NO 783005 A NO783005 A NO 783005A NO 783005 L NO783005 L NO 783005L
- Authority
- NO
- Norway
- Prior art keywords
- water
- dihydrochloride monohydrate
- solid
- acid
- solution
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 16
- 238000002360 preparation method Methods 0.000 title description 13
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical class NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 title description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 41
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- QMEZUZOCLYUADC-UHFFFAOYSA-N hydrate;dihydrochloride Chemical compound O.Cl.Cl QMEZUZOCLYUADC-UHFFFAOYSA-N 0.000 claims description 29
- 239000007787 solid Substances 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 12
- QGONODUKOFNSOY-UHFFFAOYSA-N 1-(tert-butylamino)-3-[2-(6-hydrazinylpyridazin-3-yl)phenoxy]propan-2-ol Chemical compound CC(C)(C)NCC(O)COC1=CC=CC=C1C1=CC=C(NN)N=N1 QGONODUKOFNSOY-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 8
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 3
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 3
- -1 3-[2-(3-t-butyl-amino-2-hydroxypropoxy)phenyl]-6-hydrazinopyridazine dihydrochloride monohydrate Chemical compound 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 32
- 239000000243 solution Substances 0.000 description 26
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
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- 238000001816 cooling Methods 0.000 description 7
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- 230000005484 gravity Effects 0.000 description 6
- 150000004682 monohydrates Chemical class 0.000 description 6
- 239000000825 pharmaceutical preparation Substances 0.000 description 6
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- 239000003085 diluting agent Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- YTRGNBTVTHPFJM-UHFFFAOYSA-N pyridazin-3-ylhydrazine Chemical compound NNC1=CC=CN=N1 YTRGNBTVTHPFJM-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 4
- 239000012458 free base Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
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- 238000002844 melting Methods 0.000 description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
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- BAFOEQOGYLVKNR-UHFFFAOYSA-N 1-(tert-butylamino)-3-[2-(6-hydrazinylpyridazin-3-yl)phenoxy]propan-2-ol;hydrate;dihydrochloride Chemical compound O.Cl.Cl.CC(C)(C)NCC(O)COC1=CC=CC=C1C1=CC=C(NN)N=N1 BAFOEQOGYLVKNR-UHFFFAOYSA-N 0.000 description 2
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
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- 229920001429 chelating resin Polymers 0.000 description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
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- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
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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
- 239000000463 material Substances 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
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- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 230000000304 vasodilatating effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/20—Nitrogen atoms
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7832312 | 1978-08-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO783005L true NO783005L (no) | 1980-02-05 |
Family
ID=10498866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO783005A NO783005L (no) | 1978-08-04 | 1978-09-04 | Fremgangsmaate for fremstilling av et arylpyridazinylhydrazinsalt |
Country Status (29)
| Country | Link |
|---|---|
| EP (1) | EP0007930B1 (en, 2012) |
| JP (1) | JPS6040424B2 (en, 2012) |
| AR (1) | AR223327A1 (en, 2012) |
| AT (1) | AT361001B (en, 2012) |
| BG (1) | BG34335A3 (en, 2012) |
| CA (1) | CA1098522A (en, 2012) |
| CS (1) | CS204035B2 (en, 2012) |
| DD (1) | DD138656A5 (en, 2012) |
| DE (1) | DE2862214D1 (en, 2012) |
| DK (1) | DK147761C (en, 2012) |
| EG (1) | EG13469A (en, 2012) |
| ES (1) | ES473056A1 (en, 2012) |
| FI (1) | FI64585C (en, 2012) |
| GR (1) | GR64897B (en, 2012) |
| HU (1) | HU181959B (en, 2012) |
| IE (1) | IE47555B1 (en, 2012) |
| IL (1) | IL55455A (en, 2012) |
| IN (1) | IN148775B (en, 2012) |
| IT (1) | IT1110169B (en, 2012) |
| MT (1) | MTP851B (en, 2012) |
| MX (1) | MX5425E (en, 2012) |
| NO (1) | NO783005L (en, 2012) |
| NZ (1) | NZ188281A (en, 2012) |
| OA (1) | OA06046A (en, 2012) |
| PL (1) | PL119444B1 (en, 2012) |
| SU (1) | SU897110A3 (en, 2012) |
| YU (1) | YU209078A (en, 2012) |
| ZA (1) | ZA785008B (en, 2012) |
| ZM (1) | ZM8078A1 (en, 2012) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE42214B1 (en) * | 1974-06-18 | 1980-07-02 | Smith Kline French Lab | Hydrazinopyredazines |
-
1978
- 1978-08-21 IN IN619/DEL/78A patent/IN148775B/en unknown
- 1978-08-22 IE IE1702/78A patent/IE47555B1/en unknown
- 1978-08-28 NZ NZ188281A patent/NZ188281A/xx unknown
- 1978-08-28 GR GR57100A patent/GR64897B/el unknown
- 1978-08-29 JP JP53106180A patent/JPS6040424B2/ja not_active Expired
- 1978-08-29 IL IL55455A patent/IL55455A/xx unknown
- 1978-08-30 EG EG541/78A patent/EG13469A/xx active
- 1978-08-31 IT IT27234/78A patent/IT1110169B/it active
- 1978-09-01 HU HU78SI1646A patent/HU181959B/hu unknown
- 1978-09-01 CA CA310,530A patent/CA1098522A/en not_active Expired
- 1978-09-01 ZA ZA00785008A patent/ZA785008B/xx unknown
- 1978-09-04 BG BG040811A patent/BG34335A3/xx unknown
- 1978-09-04 AT AT638378A patent/AT361001B/de not_active IP Right Cessation
- 1978-09-04 ES ES473056A patent/ES473056A1/es not_active Expired
- 1978-09-04 DD DD78207634A patent/DD138656A5/xx unknown
- 1978-09-04 FI FI782705A patent/FI64585C/fi not_active IP Right Cessation
- 1978-09-04 SU SU782660649A patent/SU897110A3/ru active
- 1978-09-04 EP EP78300341A patent/EP0007930B1/en not_active Expired
- 1978-09-04 PL PL1978209407A patent/PL119444B1/pl unknown
- 1978-09-04 NO NO783005A patent/NO783005L/no unknown
- 1978-09-04 MX MX787372U patent/MX5425E/es unknown
- 1978-09-04 DE DE7878300341T patent/DE2862214D1/de not_active Expired
- 1978-09-04 CS CS785723A patent/CS204035B2/cs unknown
- 1978-09-04 DK DK389378A patent/DK147761C/da not_active IP Right Cessation
- 1978-09-04 OA OA56598A patent/OA06046A/xx unknown
- 1978-09-04 YU YU02090/78A patent/YU209078A/xx unknown
- 1978-09-05 AR AR273573A patent/AR223327A1/es active
- 1978-09-15 ZM ZM80/78A patent/ZM8078A1/xx unknown
-
1979
- 1979-07-23 MT MT851A patent/MTP851B/xx unknown
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