SU1160933A3 - Способ получени 3-аминопропоксифенильных производных или их фармацевтически приемлемых солей - Google Patents
Способ получени 3-аминопропоксифенильных производных или их фармацевтически приемлемых солей Download PDFInfo
- Publication number
- SU1160933A3 SU1160933A3 SU813372598A SU3372598A SU1160933A3 SU 1160933 A3 SU1160933 A3 SU 1160933A3 SU 813372598 A SU813372598 A SU 813372598A SU 3372598 A SU3372598 A SU 3372598A SU 1160933 A3 SU1160933 A3 SU 1160933A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- pharmaceutically acceptable
- general formula
- phenyl
- obtaining
- acceptable salts
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- -1 3-aminopropoxyphenyl Chemical class 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 230000000903 blocking effect Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 208000010496 Heart Arrest Diseases 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 206010020772 Hypertension Diseases 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000002889 sympathetic effect Effects 0.000 description 2
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 1
- MMXRNFXHJCUICM-UHFFFAOYSA-N 2-bromo-4-[2-(cyclopropylmethoxy)ethoxy]phenol Chemical compound C1=C(Br)C(O)=CC=C1OCCOCC1CC1 MMXRNFXHJCUICM-UHFFFAOYSA-N 0.000 description 1
- FFGQWFWMMKEVIT-UHFFFAOYSA-N 5-[2-(cyclopropylmethoxy)ethoxy]-2-(oxiran-2-ylmethoxy)benzonitrile Chemical group C=1C=C(OCC2OC2)C(C#N)=CC=1OCCOCC1CC1 FFGQWFWMMKEVIT-UHFFFAOYSA-N 0.000 description 1
- PFZUKFSRNIWHCJ-UHFFFAOYSA-N 5-[2-(cyclopropylmethoxy)ethoxy]-2-hydroxybenzonitrile Chemical compound C1=C(C#N)C(O)=CC=C1OCCOCC1CC1 PFZUKFSRNIWHCJ-UHFFFAOYSA-N 0.000 description 1
- 108060003345 Adrenergic Receptor Proteins 0.000 description 1
- 102000017910 Adrenergic receptor Human genes 0.000 description 1
- 206010001497 Agitation Diseases 0.000 description 1
- 206010002383 Angina Pectoris Diseases 0.000 description 1
- 102100039705 Beta-2 adrenergic receptor Human genes 0.000 description 1
- 101710152983 Beta-2 adrenergic receptor Proteins 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 206010010356 Congenital anomaly Diseases 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 208000010412 Glaucoma Diseases 0.000 description 1
- 206010020850 Hyperthyroidism Diseases 0.000 description 1
- NEKOXWSIMFDGMA-UHFFFAOYSA-N Isopropalin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(C)C)C=C1[N+]([O-])=O NEKOXWSIMFDGMA-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 1
- 208000019695 Migraine disease Diseases 0.000 description 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 208000001871 Tachycardia Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000003288 anthiarrhythmic effect Effects 0.000 description 1
- 239000003416 antiarrhythmic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 206010003119 arrhythmia Diseases 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 230000002057 chronotropic effect Effects 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 1
- 208000029078 coronary artery disease Diseases 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000006264 debenzylation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- YIWFBNMYFYINAD-UHFFFAOYSA-N ethenylcyclopropane Chemical group C=CC1CC1 YIWFBNMYFYINAD-UHFFFAOYSA-N 0.000 description 1
- 230000005713 exacerbation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 210000002837 heart atrium Anatomy 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 108091008039 hormone receptors Proteins 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 210000005240 left ventricle Anatomy 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 206010027599 migraine Diseases 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 230000006794 tachycardia Effects 0.000 description 1
- 208000005057 thyrotoxicosis Diseases 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
Landscapes
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH824980 | 1980-11-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1160933A3 true SU1160933A3 (ru) | 1985-06-07 |
Family
ID=4337446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU813372598A SU1160933A3 (ru) | 1980-11-06 | 1981-11-05 | Способ получени 3-аминопропоксифенильных производных или их фармацевтически приемлемых солей |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS57108047A (enrdf_load_stackoverflow) |
| SU (1) | SU1160933A3 (enrdf_load_stackoverflow) |
| ZA (1) | ZA817702B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130261178A1 (en) * | 2010-07-05 | 2013-10-03 | Shailesh Mistry | Phenoxypropanol derivatives and their use in treating cardiac and cardiovascular diseases |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2330383A1 (fr) * | 1975-11-06 | 1977-06-03 | Synthelabo | Nouveaux ethers de phenols substitues, leurs sels, leur preparation et les medicaments qui les renferment |
| FR2368951A2 (fr) * | 1976-10-27 | 1978-05-26 | Synthelabo | Nouveaux ethers de phenol |
-
1981
- 1981-11-04 JP JP56175825A patent/JPS57108047A/ja active Granted
- 1981-11-05 SU SU813372598A patent/SU1160933A3/ru active
- 1981-11-06 ZA ZA817702A patent/ZA817702B/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| 1. Патент СССР № 88.6739, кл. € 07 С 127/19, 1979. 2. К.Бюлер, Д.Пирсон. Органические синтезы. 4.1. М., Мир, 1973, с. 531-532. . * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0257540B2 (enrdf_load_stackoverflow) | 1990-12-05 |
| JPS57108047A (en) | 1982-07-05 |
| ZA817702B (en) | 1983-06-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5032617A (en) | Substituted benzamide radiosensitizers | |
| US4314081A (en) | Arloxyphenylpropylamines | |
| US4595693A (en) | Method of use of 2,5-diaryl tetrahydrofurans and analogs thereof as PAF-antagonists | |
| DE2649605C3 (de) | p-substituierte 1-Phenoxy-3-amino-2-propanole, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimittel | |
| SU873878A3 (ru) | Способ получени производных гидантоина | |
| DE3875600T2 (de) | Antiarrythmische derivate 2. | |
| DE3114239C2 (de) | N↑4↑-Carbamoylpiperazinpropanolderivate, Verfahren zu ihrer Herstellung und pharmazeutisches Mittel | |
| DE2728641A1 (de) | 4-hydroxyphenylalkanolaminderivate und verfahren zu deren herstellung | |
| US3205136A (en) | Antidepressant phenyloxyalkylamines | |
| DE2528147A1 (de) | Aromatische ketone, verfahren zu ihrer herstellung und diese ketone enthaltende arzneimittel | |
| US4775695A (en) | Substituted amidinoalkoxy and amidinoalkylamino indanones and salts thereof | |
| SU1160933A3 (ru) | Способ получени 3-аминопропоксифенильных производных или их фармацевтически приемлемых солей | |
| DE3125870C2 (de) | 3-Aminopropoxyphenyl Derivate, ihre Herstellung und sie enthaltende Arzneimittel | |
| DE69022442T2 (de) | Aminoalkoxyphenyl-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende Zusammensetzungen. | |
| KR870001795B1 (ko) | 벤조푸란 유도체의 제조방법 | |
| EP0082461A2 (de) | Substituierte Phenoxyalkanolamine und Phenoxyalkanol-cycloalkylamine, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende pharmazeutische Zubereitungen und Zwischenprodukte | |
| DE2828396A1 (de) | Benzofuran- bzw. dihydrobenzofuranderivate | |
| AU643487B2 (en) | Use of optically pure s(-) atenolol for the treatment of cardiovascular disorders | |
| CH664559A5 (en) | 1-amino-3-phenoxy-2-propanol derivs. - useful as alpha and beta blockers | |
| SU1398771A3 (ru) | Способ получени замещенных бензамидов | |
| CN1303082C (zh) | 3－苯基－3,7－二氮杂双环[3,3,1]壬烷化合物及其制法和含有它的药物 | |
| DE2725245A1 (de) | Methylaminderivate, verfahren zu deren herstellung und diese enthaltende pharmazeutische oder veterinaermedizinische zusammensetzungen | |
| US4259257A (en) | 1-Phenyl-2-amino-1,3-propanediol-N-aryloxyalkyl derivatives | |
| EP0030030A1 (de) | Derivate des 2-Amino-äthanols, Verfahren zu ihrer Herstellung, pharmazeutische Präparate enthaltend solche Verbindungen und Verwendung von letzteren | |
| EP0035733B1 (de) | Neue 1-(Acylamino-aryloxy-)2-hydroxy-3-alkinyl-aminopropane und Verfahren zu ihrer Herstellung |