CS238621B2 - Production method of new derivatives of omega-cyan-1,omega-diphenylazaalcane - Google Patents
Production method of new derivatives of omega-cyan-1,omega-diphenylazaalcane Download PDFInfo
- Publication number
- CS238621B2 CS238621B2 CS822458A CS245882A CS238621B2 CS 238621 B2 CS238621 B2 CS 238621B2 CS 822458 A CS822458 A CS 822458A CS 245882 A CS245882 A CS 245882A CS 238621 B2 CS238621 B2 CS 238621B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- cyano
- methylase
- analysis
- calculated
- methoxyphenyl
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims description 125
- 150000001875 compounds Chemical class 0.000 claims description 49
- -1 methylenedioxy, ethylenedioxy Chemical group 0.000 claims description 33
- 229910052801 chlorine Inorganic materials 0.000 claims description 14
- 239000000460 chlorine Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
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- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
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- XNUZQWNRGCCQTQ-UHFFFAOYSA-N 5-[methyl(2-phenylethyl)amino]-2-phenylpentanenitrile Chemical class CN(CCCC(C#N)C1=CC=CC=C1)CCC1=CC=CC=C1 XNUZQWNRGCCQTQ-UHFFFAOYSA-N 0.000 claims 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 112
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- 238000004458 analytical method Methods 0.000 description 67
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- SGTNSNPWRIOYBX-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)CCCC(C#N)(C(C)C)C1=CC=C(OC)C(OC)=C1 SGTNSNPWRIOYBX-UHFFFAOYSA-N 0.000 description 15
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- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- DKAGJZJALZXOOV-UHFFFAOYSA-N hydrate;hydrochloride Chemical compound O.Cl DKAGJZJALZXOOV-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000644 isotonic solution Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 208000031225 myocardial ischemia Diseases 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- NDWDRKVPQQKKJM-UHFFFAOYSA-N nonadecanamide Chemical compound CCCCCCCCCCCCCCCCCCC(N)=O NDWDRKVPQQKKJM-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 210000004623 platelet-rich plasma Anatomy 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 230000003248 secreting effect Effects 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- XGVXKJKTISMIOW-ZDUSSCGKSA-N simurosertib Chemical compound N1N=CC(C=2SC=3C(=O)NC(=NC=3C=2)[C@H]2N3CCC(CC3)C2)=C1C XGVXKJKTISMIOW-ZDUSSCGKSA-N 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- SLZHLQUFNFXTHB-UHFFFAOYSA-M sodium;5-butan-2-yl-5-ethyl-2-sulfanylidenepyrimidin-3-ide-4,6-dione Chemical compound [Na+].CCC(C)C1(CC)C([O-])=NC(=S)NC1=O SLZHLQUFNFXTHB-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000011699 spontaneously hypertensive rat Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000007885 tablet disintegrant Substances 0.000 description 1
- 230000006794 tachycardia Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- IDELNEDBPWKHGK-UHFFFAOYSA-N thiobutabarbital Chemical compound CCC(C)C1(CC)C(=O)NC(=S)NC1=O IDELNEDBPWKHGK-UHFFFAOYSA-N 0.000 description 1
- 229940026152 thiobutabarbital Drugs 0.000 description 1
- 229940075528 thiobutabarbital sodium Drugs 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 210000000626 ureter Anatomy 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
- A61P9/06—Antiarrhythmics
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3114497 | 1981-04-10 | ||
| DE19813144150 DE3144150A1 (de) | 1981-04-10 | 1981-11-06 | (omega)-cyan-1,(omega)-diphenyl-azaalkan-derivate, ihre herstellung und diese enthaltende arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS238621B2 true CS238621B2 (en) | 1985-12-16 |
Family
ID=25792602
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS822458A CS238621B2 (en) | 1981-04-10 | 1982-04-06 | Production method of new derivatives of omega-cyan-1,omega-diphenylazaalcane |
| CS827838A CS238635B2 (en) | 1981-04-10 | 1982-04-06 | Production method of new derivatives of omega-cyan-1-omega-diphenylazaalkane |
| CS827839A CS238636B2 (en) | 1981-04-10 | 1982-04-06 | Production method of derivatives of omega-cyan-1,omega-diphenylazaalkane |
| CS827837A CS238634B2 (en) | 1981-04-10 | 1982-04-06 | Production method of new derivatives of omega-cyan-1-omega-diphenylazaalkane |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS827838A CS238635B2 (en) | 1981-04-10 | 1982-04-06 | Production method of new derivatives of omega-cyan-1-omega-diphenylazaalkane |
| CS827839A CS238636B2 (en) | 1981-04-10 | 1982-04-06 | Production method of derivatives of omega-cyan-1,omega-diphenylazaalkane |
| CS827837A CS238634B2 (en) | 1981-04-10 | 1982-04-06 | Production method of new derivatives of omega-cyan-1-omega-diphenylazaalkane |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4438131A (enEXAMPLES) |
| EP (1) | EP0064158B1 (enEXAMPLES) |
| AU (1) | AU546383B2 (enEXAMPLES) |
| CA (1) | CA1184186A (enEXAMPLES) |
| CS (4) | CS238621B2 (enEXAMPLES) |
| DD (1) | DD201778A5 (enEXAMPLES) |
| DE (2) | DE3144150A1 (enEXAMPLES) |
| DK (1) | DK156513C (enEXAMPLES) |
| ES (4) | ES511260A0 (enEXAMPLES) |
| FI (1) | FI76550C (enEXAMPLES) |
| GB (1) | GB2100252B (enEXAMPLES) |
| GR (1) | GR75531B (enEXAMPLES) |
| HU (1) | HU186058B (enEXAMPLES) |
| IE (1) | IE54044B1 (enEXAMPLES) |
| MX (1) | MX9203501A (enEXAMPLES) |
| NO (1) | NO152129C (enEXAMPLES) |
| PH (1) | PH19739A (enEXAMPLES) |
| SG (1) | SG78584G (enEXAMPLES) |
| SU (1) | SU1308195A3 (enEXAMPLES) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3344755A1 (de) * | 1983-12-10 | 1985-06-20 | Basf Ag, 6700 Ludwigshafen | 1,7-diphenyl-3-methylaza-7-cyan-8-methyl-nonan zur verwendung bei der bekaempfung von krankheiten |
| DE3433383A1 (de) * | 1984-09-12 | 1986-03-20 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue phenyl-acetonitril-derivate |
| US4612329A (en) * | 1984-10-17 | 1986-09-16 | Hokuriku Pharmaceutical Co., Ltd. | Pharmaceutical alpha-aminoalkyl-alpha-alkylphenylacetonitriles |
| US4760089A (en) * | 1985-09-09 | 1988-07-26 | Smithkline Beckman Corporation | Irreversible dopamine-β-hydroxylase inhibitors |
| FR2588258B1 (fr) * | 1985-10-04 | 1989-12-15 | Adir | Nouveaux derives d'amino-5 valeronitrile, leurs procedes de preparation et les compositions pharmaceutiques les renfermant |
| DE3535950A1 (de) * | 1985-10-09 | 1987-04-09 | Basf Ag | Kombinationspraeparat |
| DE3535949A1 (de) * | 1985-10-09 | 1987-04-09 | Basf Ag | Kombinationspraeparat |
| US4593042A (en) * | 1985-10-18 | 1986-06-03 | G. D. Searle & Co. | Bicyclo-substituted phenylacetonitrile derivatives |
| IL80338A0 (en) * | 1985-10-18 | 1987-01-30 | Searle & Co | Bicycle-substituted phenylacetonitrile derivatives and pharmaceutical compositions containing them |
| DE3542994A1 (de) * | 1985-12-05 | 1987-06-11 | Basf Ag | Basisch substituierte phenylacetaldehyde, ihre herstellung und diese enthaltende arzneimittel |
| DE3603032A1 (de) * | 1986-01-31 | 1987-08-06 | Basf Ag | Basisch substituierte phenylacetonitrile, ihre herstellung und diese enthaltende arzneimittel |
| CS258534B1 (en) * | 1986-07-18 | 1988-08-16 | Ludvik Blaha | Derivatives of valeronitrile and method of their preparation |
| DE3634389A1 (de) * | 1986-10-09 | 1988-04-21 | Knoll Ag | Verwendung von anipamil |
| DE3642331A1 (de) * | 1986-12-11 | 1988-06-23 | Basf Ag | Basisch substituierte phenylacetonitrile, ihre herstellung und diese enthaltende arzneimittel |
| ES2011011B3 (es) * | 1986-12-13 | 1989-12-16 | Basf Ag | Preparado de combinacion |
| US5486539A (en) * | 1989-12-21 | 1996-01-23 | G. D. Searle & Co. | Method of using phenylacetonitrilealkylaminoalkyl-ortho-substituted aryl compounds as immunosuppressives |
| US5247119A (en) * | 1990-12-12 | 1993-09-21 | G. D. Searle & Co. | Phenylacetonitrilehydroxyalkylaminoalkyl-ortho-substituted aryl compounds as immunosuppressives |
| CS164891A3 (en) * | 1991-05-31 | 1992-12-16 | Vyzk Ustav Farm Biochem Sp | N-arylalkyl derivatives of 2-aminomethyl-1,4-benzodioxan, and process forpreparing thereof |
| DE4124252A1 (de) * | 1991-07-22 | 1993-01-28 | Knoll Ag | Verfahren zur herstellung einer sterilfiltrierbaren wirkstoffloesung |
| DE4234000A1 (de) * | 1992-10-09 | 1994-04-14 | Knoll Ag | Verfahren zur Racemattrennung von Anipamil |
| AU2008266798B2 (en) | 2007-06-20 | 2014-07-17 | Milestone Pharmaceuticals Inc. | Short acting phenylalkylamine calcium channel blockers and uses thereof |
| US9504747B2 (en) | 2013-03-08 | 2016-11-29 | Novartis Ag | Lipids and lipid compositions for the delivery of active agents |
| EP3608308B1 (en) * | 2013-03-08 | 2021-07-21 | Novartis AG | Lipids and lipid compositions for the delivery of active agents |
| ES2949172T3 (es) | 2014-07-16 | 2023-09-26 | Novartis Ag | Método de encapsulamiento de un ácido nucleico en un hospedante de nanopartículas lipídicas |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA916719A (en) | 1972-12-12 | Dengel Ferdinand | Basically substituted phenylacetonitriles and method for their preparation | |
| DE1154810B (de) | 1961-04-01 | 1963-09-26 | Knoll Ag | Verfahren zur Herstellung basisch substituierter Phenylacetonitrile |
| DE1643429A1 (de) * | 1967-09-20 | 1971-01-28 | Knoll Ag | Basisch substituierte Phenylacetonitrile und Verfahren zu deren Herstellung |
| GB1202500A (en) | 1967-12-08 | 1970-08-19 | Knoll Ag | Substituted phenylacetonitriles |
| GB1202750A (en) | 1967-12-11 | 1970-08-19 | Knoll Ag | Substituted phenylacetonitriles |
| DE2059985C3 (de) | 1970-12-05 | 1979-10-04 | Knoll Ag, 6700 Ludwigshafen | Rechtsdrehende, basisch substituierte Phenylacetonitrile, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| DE2059923C3 (de) | 1970-12-05 | 1979-01-25 | Knoll Ag, 6700 Ludwigshafen | l-a-Isopropyl-o-[(N-methyl-N-homoveratryl)v-aminopropyl] -3,4-dimethoxyphenylacetonitril, Verfahren zu dessen Herstellung und dieses enthaltende Arzneimittel |
| DE2946545A1 (de) * | 1979-11-17 | 1981-05-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gewinnung der enantiomeren formen von 4-cyan-1-(n-methyl-n-(2'-((3'',4'',-dimethoxyphenyl))-aethyl)-amino)-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexan und dessen salzen |
-
1981
- 1981-11-06 DE DE19813144150 patent/DE3144150A1/de not_active Withdrawn
-
1982
- 1982-03-17 GR GR67618A patent/GR75531B/el unknown
- 1982-03-23 CA CA000399115A patent/CA1184186A/en not_active Expired
- 1982-03-30 US US06/363,501 patent/US4438131A/en not_active Expired - Lifetime
- 1982-03-31 NO NO821085A patent/NO152129C/no unknown
- 1982-03-31 DE DE8282102699T patent/DE3262516D1/de not_active Expired
- 1982-03-31 EP EP82102699A patent/EP0064158B1/de not_active Expired
- 1982-04-06 CS CS822458A patent/CS238621B2/cs unknown
- 1982-04-06 PH PH27104A patent/PH19739A/en unknown
- 1982-04-06 CS CS827838A patent/CS238635B2/cs unknown
- 1982-04-06 CS CS827839A patent/CS238636B2/cs unknown
- 1982-04-06 CS CS827837A patent/CS238634B2/cs unknown
- 1982-04-07 ES ES511260A patent/ES511260A0/es active Granted
- 1982-04-07 FI FI821252A patent/FI76550C/fi not_active IP Right Cessation
- 1982-04-07 DD DD82238830A patent/DD201778A5/de not_active IP Right Cessation
- 1982-04-07 DK DK159882A patent/DK156513C/da not_active IP Right Cessation
- 1982-04-08 GB GB8210449A patent/GB2100252B/en not_active Expired
- 1982-04-08 AU AU82490/82A patent/AU546383B2/en not_active Ceased
- 1982-04-08 IE IE856/82A patent/IE54044B1/en not_active IP Right Cessation
- 1982-04-09 SU SU823419898A patent/SU1308195A3/ru active
- 1982-04-09 HU HU821109A patent/HU186058B/hu not_active IP Right Cessation
-
1983
- 1983-04-15 ES ES521545A patent/ES521545A0/es active Granted
- 1983-04-15 ES ES521544A patent/ES8402261A1/es not_active Expired
- 1983-04-15 ES ES521543A patent/ES8402560A1/es not_active Expired
-
1984
- 1984-11-05 SG SG785/84A patent/SG78584G/en unknown
-
1992
- 1992-06-26 MX MX9203501A patent/MX9203501A/es unknown
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