FI61689C - Foerfarande foer framstaellning av psykotropiska hydroxiacetoximderivat - Google Patents
Foerfarande foer framstaellning av psykotropiska hydroxiacetoximderivat Download PDFInfo
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- FI61689C FI61689C FI751603A FI751603A FI61689C FI 61689 C FI61689 C FI 61689C FI 751603 A FI751603 A FI 751603A FI 751603 A FI751603 A FI 751603A FI 61689 C FI61689 C FI 61689C
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- Finland
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- 150000001875 compounds Chemical class 0.000 claims description 102
- 238000000034 method Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims description 6
- YDQKBKXXMMIUJV-UHFFFAOYSA-N 3-ethyl-2-hydroxyiminohexan-3-ol Chemical compound CCCC(O)(CC)C(C)=NO YDQKBKXXMMIUJV-UHFFFAOYSA-N 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 230000000506 psychotropic effect Effects 0.000 claims description 5
- 150000003793 acetoxime derivatives Chemical class 0.000 claims description 4
- KJOVOWDUYRMJEG-UHFFFAOYSA-N 2-hydroxyiminopropan-1-ol Chemical class OCC(C)=NO KJOVOWDUYRMJEG-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- AUDNFHXZPGAVRI-UHFFFAOYSA-N 3-ethyl-3-hydroxyhexan-2-one Chemical compound CCCC(O)(CC)C(C)=O AUDNFHXZPGAVRI-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 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
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- GOOCRIHPADOQAS-ZNUXJMJHSA-N (4ar,5as,8ar,13as,15as,15br)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2h-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;sulfuric acid Chemical compound OS(O)(=O)=O.O([C@H]1CC(N([C@H]2[C@H]1[C@H]1C3)C=4C5=CC=CC=4)=O)CC=C1CN1[C@@H]3[C@]25CC1.O([C@H]1CC(N([C@H]2[C@H]1[C@H]1C3)C=4C5=CC=CC=4)=O)CC=C1CN1[C@@H]3[C@]25CC1 GOOCRIHPADOQAS-ZNUXJMJHSA-N 0.000 description 1
- RWRUCOMSHXVBJK-UHFFFAOYSA-N 2-hydroxyimino-3-methylhexan-3-ol Chemical compound CCCC(C)(O)C(C)=NO RWRUCOMSHXVBJK-UHFFFAOYSA-N 0.000 description 1
- GXHGJNAXRSRWMS-UHFFFAOYSA-N 2-hydroxyiminohexan-3-ol Chemical compound CCCC(O)C(C)=NO GXHGJNAXRSRWMS-UHFFFAOYSA-N 0.000 description 1
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- 239000005995 Aluminium silicate Substances 0.000 description 1
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- 208000029578 Muscle disease Diseases 0.000 description 1
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- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
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- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
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- 229940008238 amphetamine sulfate Drugs 0.000 description 1
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- 239000007928 intraperitoneal injection Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 210000003141 lower extremity Anatomy 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 208000024714 major depressive disease Diseases 0.000 description 1
- 231100000682 maximum tolerated dose Toxicity 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
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- 210000003205 muscle Anatomy 0.000 description 1
- 229940035363 muscle relaxants Drugs 0.000 description 1
- 239000003176 neuroleptic agent Substances 0.000 description 1
- 231100000228 neurotoxicity Toxicity 0.000 description 1
- 230000007135 neurotoxicity Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
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- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
- 229940001470 psychoactive drug Drugs 0.000 description 1
- 239000004089 psychotropic agent Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 235000019698 starch Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229960000412 strychnine sulfate Drugs 0.000 description 1
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- 239000006188 syrup Substances 0.000 description 1
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- 238000002560 therapeutic procedure Methods 0.000 description 1
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- 231100000331 toxic Toxicity 0.000 description 1
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Classifications
-
- 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
- A61K31/13—Amines
- A61K31/15—Oximes (>C=N—O—); Hydrazines (>N—N<); Hydrazones (>N—N=) ; Imines (C—N=C)
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
- C07C249/08—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reaction of hydroxylamines with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/36—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atoms of the oxyimino groups bound to hydrogen atoms or to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7422033A FR2276033A1 (fr) | 1974-06-25 | 1974-06-25 | Derives actifs d'acetoxime, compositions therapeutiques les contenant ainsi que les procedes de preparation de ces derives et compositions |
| FR7422033 | 1974-06-25 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI751603A FI751603A (xx) | 1975-12-26 |
| FI61689B FI61689B (fi) | 1982-05-31 |
| FI61689C true FI61689C (fi) | 1982-09-10 |
Family
ID=9140483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI751603A FI61689C (fi) | 1974-06-25 | 1975-05-30 | Foerfarande foer framstaellning av psykotropiska hydroxiacetoximderivat |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4032660A (xx) |
| JP (1) | JPS5756912B2 (xx) |
| AR (1) | AR207467A1 (xx) |
| AT (1) | AT341489B (xx) |
| BE (1) | BE830576A (xx) |
| CA (1) | CA1032871A (xx) |
| CH (1) | CH596155A5 (xx) |
| DE (1) | DE2527907A1 (xx) |
| DK (1) | DK144761C (xx) |
| ES (1) | ES438861A1 (xx) |
| FI (1) | FI61689C (xx) |
| FR (1) | FR2276033A1 (xx) |
| GB (1) | GB1453921A (xx) |
| IE (1) | IE41623B1 (xx) |
| IT (1) | IT1044296B (xx) |
| NL (1) | NL7505205A (xx) |
| NO (1) | NO140298C (xx) |
| OA (1) | OA05037A (xx) |
| SE (1) | SE422054B (xx) |
| YU (1) | YU36696B (xx) |
| ZA (1) | ZA753348B (xx) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4237069A (en) * | 1979-07-02 | 1980-12-02 | Allied Chemical Corporation | Production of alpha-hydroxy oximes |
| US5362408A (en) * | 1992-07-14 | 1994-11-08 | The Western Company Of North America | High temperature gel stabilizer for fracturing fluids |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3224873A (en) * | 1963-02-25 | 1965-12-21 | Gen Mills Inc | Liquid-liquid recovery of copper values using alpha-hydroxy oximes |
| US3346523A (en) * | 1964-08-03 | 1967-10-10 | Exxon Research Engineering Co | Coating compositions made from oximes |
| US3437454A (en) * | 1966-04-26 | 1969-04-08 | Kerr Mc Gee Chem Corp | Vanadium recovery from wet process phosphoric acid using alpha-hydroxy oximes |
| US3794719A (en) * | 1972-02-25 | 1974-02-26 | Sec Corp | Reduction of nickel contamination by zinc in {60 -hydroxy oxime extract |
-
1974
- 1974-06-25 FR FR7422033A patent/FR2276033A1/fr active Granted
-
1975
- 1975-01-01 AR AR259338A patent/AR207467A1/es active
- 1975-05-02 NL NL7505205A patent/NL7505205A/xx not_active Application Discontinuation
- 1975-05-14 YU YU1225/75A patent/YU36696B/xx unknown
- 1975-05-23 ZA ZA00753348A patent/ZA753348B/xx unknown
- 1975-05-23 GB GB2274475A patent/GB1453921A/en not_active Expired
- 1975-05-23 IE IE1147/75A patent/IE41623B1/en unknown
- 1975-05-30 FI FI751603A patent/FI61689C/fi not_active IP Right Cessation
- 1975-06-05 US US05/584,176 patent/US4032660A/en not_active Expired - Lifetime
- 1975-06-17 IT IT24415/75A patent/IT1044296B/it active
- 1975-06-20 CH CH809975A patent/CH596155A5/xx not_active IP Right Cessation
- 1975-06-23 DE DE19752527907 patent/DE2527907A1/de not_active Ceased
- 1975-06-23 CA CA229,905A patent/CA1032871A/en not_active Expired
- 1975-06-24 NO NO752241A patent/NO140298C/no unknown
- 1975-06-24 DK DK285175A patent/DK144761C/da not_active IP Right Cessation
- 1975-06-24 SE SE7507253A patent/SE422054B/xx unknown
- 1975-06-24 BE BE157625A patent/BE830576A/xx not_active IP Right Cessation
- 1975-06-25 ES ES438861A patent/ES438861A1/es not_active Expired
- 1975-06-25 OA OA55536A patent/OA05037A/xx unknown
- 1975-06-25 AT AT487475A patent/AT341489B/de not_active IP Right Cessation
- 1975-06-25 JP JP50079704A patent/JPS5756912B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ATA487475A (de) | 1977-06-15 |
| AT341489B (de) | 1978-02-10 |
| DK285175A (da) | 1975-12-26 |
| AR207467A1 (es) | 1976-10-08 |
| ES438861A1 (es) | 1977-05-16 |
| JPS5756912B2 (xx) | 1982-12-02 |
| DK144761B (da) | 1982-06-01 |
| IT1044296B (it) | 1980-03-20 |
| YU122575A (en) | 1982-06-18 |
| US4032660A (en) | 1977-06-28 |
| FI61689B (fi) | 1982-05-31 |
| NO140298C (no) | 1979-08-08 |
| FR2276033B1 (xx) | 1978-07-21 |
| CH596155A5 (xx) | 1978-02-28 |
| YU36696B (en) | 1984-08-31 |
| ZA753348B (en) | 1976-05-26 |
| NO140298B (no) | 1979-04-30 |
| DE2527907A1 (de) | 1976-01-08 |
| SE422054B (sv) | 1982-02-15 |
| AU8163875A (en) | 1976-12-02 |
| NL7505205A (nl) | 1975-12-30 |
| IE41623B1 (en) | 1980-02-13 |
| FI751603A (xx) | 1975-12-26 |
| SE7507253L (sv) | 1975-12-29 |
| OA05037A (fr) | 1980-12-31 |
| GB1453921A (en) | 1976-10-27 |
| IE41623L (en) | 1975-12-25 |
| NO752241L (xx) | 1975-12-30 |
| FR2276033A1 (fr) | 1976-01-23 |
| CA1032871A (en) | 1978-06-13 |
| BE830576A (fr) | 1975-12-24 |
| JPS5123213A (xx) | 1976-02-24 |
| DK144761C (da) | 1982-10-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: SANOFI |