NO126223B - - Google Patents
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- Publication number
- NO126223B NO126223B NO04819/69A NO481969A NO126223B NO 126223 B NO126223 B NO 126223B NO 04819/69 A NO04819/69 A NO 04819/69A NO 481969 A NO481969 A NO 481969A NO 126223 B NO126223 B NO 126223B
- Authority
- NO
- Norway
- Prior art keywords
- hydroxy
- acid addition
- addition salt
- phenoxypropylamine
- amino
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 6
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- DLPNVEWPVBNLHE-UHFFFAOYSA-N 1-amino-3-phenoxypropan-2-ol;hydrochloride Chemical compound Cl.NCC(O)COC1=CC=CC=C1 DLPNVEWPVBNLHE-UHFFFAOYSA-N 0.000 claims description 4
- JZEHWMUIAKALDN-UHFFFAOYSA-N 1-amino-3-phenoxypropan-2-ol Chemical compound NCC(O)COC1=CC=CC=C1 JZEHWMUIAKALDN-UHFFFAOYSA-N 0.000 claims description 3
- 235000011056 potassium acetate Nutrition 0.000 claims description 3
- KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 230000037396 body weight Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- ADCYRBXQAJXJTD-UHFFFAOYSA-N 1-(4-chlorophenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(Cl)C=C1 ADCYRBXQAJXJTD-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- -1 ketophenoxy-amino Chemical group 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 206010020772 Hypertension Diseases 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 230000004531 blood pressure lowering effect Effects 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 239000003874 central nervous system depressant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 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
- 210000000653 nervous system Anatomy 0.000 description 1
- 238000013421 nuclear magnetic resonance imaging Methods 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681813061 DE1813061B1 (de) | 1968-12-06 | 1968-12-06 | 3-N-(2-Hydroxy-3-phenoxypropyl)-amino-1-phenyl-propanon-(1) sowie dessen Saeureadditionssalze |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO126223B true NO126223B (da) | 1973-01-08 |
Family
ID=5715435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO04819/69A NO126223B (da) | 1968-12-06 | 1969-12-05 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3641125A (da) |
| AT (2) | AT291978B (da) |
| BE (1) | BE742427A (da) |
| BR (1) | BR6914319D0 (da) |
| CH (1) | CH530959A (da) |
| DE (1) | DE1813061B1 (da) |
| DK (1) | DK126989B (da) |
| ES (1) | ES374270A1 (da) |
| FR (1) | FR2025498B1 (da) |
| GB (1) | GB1238134A (da) |
| IL (1) | IL33483A (da) |
| NL (1) | NL6918241A (da) |
| NO (1) | NO126223B (da) |
| RO (2) | RO56195A (da) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4889612A (en) * | 1987-05-22 | 1989-12-26 | Abbott Laboratories | Ion-selective electrode having a non-metal sensing element |
-
1968
- 1968-12-06 DE DE19681813061 patent/DE1813061B1/de active Pending
-
1969
- 1969-11-11 CH CH1677469A patent/CH530959A/de not_active IP Right Cessation
- 1969-11-14 GB GB1238134D patent/GB1238134A/en not_active Expired
- 1969-11-19 BR BR214319/69A patent/BR6914319D0/pt unknown
- 1969-11-27 RO RO61698A patent/RO56195A/ro unknown
- 1969-11-27 RO RO70036A patent/RO56813A/ro unknown
- 1969-11-28 BE BE742427D patent/BE742427A/xx unknown
- 1969-12-02 FR FR6941561A patent/FR2025498B1/fr not_active Expired
- 1969-12-04 DK DK642069AA patent/DK126989B/da unknown
- 1969-12-04 AT AT1133469A patent/AT291978B/de active
- 1969-12-04 NL NL6918241A patent/NL6918241A/xx unknown
- 1969-12-04 US US882309A patent/US3641125A/en not_active Expired - Lifetime
- 1969-12-04 AT AT864570A patent/AT291979B/de active
- 1969-12-05 IL IL33483A patent/IL33483A/xx unknown
- 1969-12-05 NO NO04819/69A patent/NO126223B/no unknown
- 1969-12-05 ES ES374270A patent/ES374270A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IL33483A (en) | 1972-11-28 |
| NL6918241A (da) | 1970-06-09 |
| ES374270A1 (es) | 1971-12-16 |
| FR2025498A1 (da) | 1970-09-11 |
| DE1813061B1 (de) | 1971-02-04 |
| RO56813A (da) | 1974-08-01 |
| BR6914319D0 (pt) | 1973-02-22 |
| GB1238134A (da) | 1971-07-07 |
| AT291979B (de) | 1971-08-10 |
| CH530959A (de) | 1972-11-30 |
| RO56195A (da) | 1974-03-01 |
| BE742427A (da) | 1970-05-04 |
| US3641125A (en) | 1972-02-08 |
| DK126989B (da) | 1973-09-10 |
| IL33483A0 (en) | 1970-02-19 |
| FR2025498B1 (da) | 1974-04-12 |
| AT291978B (de) | 1971-08-10 |
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