ES328285A2 - N-substituted-1-phenyl-2-aminopropanes - Google Patents
N-substituted-1-phenyl-2-aminopropanesInfo
- Publication number
- ES328285A2 ES328285A2 ES328285A ES328285A ES328285A2 ES 328285 A2 ES328285 A2 ES 328285A2 ES 328285 A ES328285 A ES 328285A ES 328285 A ES328285 A ES 328285A ES 328285 A2 ES328285 A2 ES 328285A2
- Authority
- ES
- Spain
- Prior art keywords
- compound
- general formula
- reacting
- phenyl
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 N-substituted-1-phenyl-2-aminopropanes Chemical class 0.000 title abstract 4
- KWTSXDURSIMDCE-UHFFFAOYSA-N 1-phenylpropan-2-amine Chemical compound CC(N)CC1=CC=CC=C1 KWTSXDURSIMDCE-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 238000006683 Mannich reaction Methods 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 230000010412 perfusion Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Dry Formation Of Fiberboard And The Like (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Abstract
Novel N - substituted - 1 - phenyl - 2 - amino-propanes of the general formula <FORM:1095825/C2/1> wherein R1 is hydrogen or halogen or an alkyl group containing not more than six carbon atoms and non-toxic addition salts thereof are prepared by reacting the corresponding 9-methylacridine compound with alpha-methyl-phenethylamine and formaldehyde under the conditions of the Mannich reaction by reacting 1-phenyl-2-aminopropane with an aldehyde of the formula <FORM:1095825/C2/2> and reducing the azomethine bond so formed or by carrying out the reaction under reducing conditions by reacting an acid of the general formula <FORM:1095825/C2/3> or its acid halide with 1-phenyl-2-aminopropane and reducing the carbonyl group in the resulting amide by condensing an amino compound of the general formula <FORM:1095825/C2/4> with phenylacetone under reducing conditions or by reacting a compound of the general formula <FORM:1095825/C2/5> with a compound of the formula <FORM:1095825/C2/6> wherein one of the symbols A and B represents a primary amino group and the other represents a halogen atom. Pharmaceutical compositions comprise as active ingredient a compound of the first general formula above and a pharmaceutically acceptable carrier. The compositions are stated to have a sympathicomimetric action and cause an increase in coronary perfusion. The compositions may be in the form of tablets, pills, capsules, suspensions, emulsions, syrups or elixirs.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2665965A GB1095825A (en) | 1965-06-23 | 1965-06-23 | N-substituted-1-phenyl-2-aminopropanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES328285A2 true ES328285A2 (en) | 1968-11-16 |
Family
ID=10247149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES328285A Expired ES328285A2 (en) | 1965-06-23 | 1966-06-22 | N-substituted-1-phenyl-2-aminopropanes |
Country Status (9)
| Country | Link |
|---|---|
| CH (1) | CH475249A (en) |
| DE (1) | DE1620091A1 (en) |
| DK (1) | DK115770B (en) |
| ES (1) | ES328285A2 (en) |
| FR (1) | FR246F (en) |
| GB (1) | GB1095825A (en) |
| NL (1) | NL6608741A (en) |
| NO (1) | NO121274B (en) |
| SE (1) | SE317974B (en) |
-
0
- FR FR76433F patent/FR246F/en active Active
-
1965
- 1965-06-23 GB GB2665965A patent/GB1095825A/en not_active Expired
-
1966
- 1966-06-21 NO NO16358366A patent/NO121274B/no unknown
- 1966-06-22 DE DE19661620091 patent/DE1620091A1/en active Pending
- 1966-06-22 ES ES328285A patent/ES328285A2/en not_active Expired
- 1966-06-22 DK DK321766A patent/DK115770B/en unknown
- 1966-06-22 CH CH905566A patent/CH475249A/en not_active IP Right Cessation
- 1966-06-23 NL NL6608741A patent/NL6608741A/xx unknown
- 1966-06-23 SE SE859966A patent/SE317974B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO121274B (en) | 1971-02-08 |
| FR246F (en) | |
| GB1095825A (en) | 1967-12-20 |
| SE317974B (en) | 1969-12-01 |
| NL6608741A (en) | 1966-12-27 |
| CH475249A (en) | 1969-07-15 |
| DE1620091A1 (en) | 1970-09-24 |
| DK115770B (en) | 1969-11-10 |
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