MD87C2 - Procedeu de obţinere a N-[2-(4-fluorfenil)-1-metilI-etil-N-metil]-N-Propinilaminei în formă de racemat, sau L-izomerul lui, sau a sărurilor lui - Google Patents
Procedeu de obţinere a N-[2-(4-fluorfenil)-1-metilI-etil-N-metil]-N-Propinilaminei în formă de racemat, sau L-izomerul lui, sau a sărurilor luiInfo
- Publication number
- MD87C2 MD87C2 MD94-0136A MD940136A MD87C2 MD 87 C2 MD87 C2 MD 87C2 MD 940136 A MD940136 A MD 940136A MD 87 C2 MD87 C2 MD 87C2
- Authority
- MD
- Moldova
- Prior art keywords
- obtaining
- isomer
- methyl
- product
- propynylamine
- Prior art date
Links
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 150000001412 amines Chemical class 0.000 abstract 4
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 2
- 230000002401 inhibitory effect Effects 0.000 abstract 2
- QIMGSZURBOTPMW-UHFFFAOYSA-N 2-methoxy-5-(2,3,4-trimethoxyphenyl)cyclohepta-2,4,6-trien-1-one Chemical compound COC1=C(OC)C(OC)=CC=C1C1=CC=C(OC)C(=O)C=C1 QIMGSZURBOTPMW-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 102000010909 Monoamine Oxidase Human genes 0.000 abstract 1
- 108010062431 Monoamine oxidase Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000008436 biogenesis Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 150000003943 catecholamines Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960003280 cupric chloride Drugs 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 210000002569 neuron Anatomy 0.000 abstract 1
- DIVDFFZHCJEHGG-UHFFFAOYSA-N oxidopamine Chemical compound NCCC1=CC(O)=C(O)C=C1O DIVDFFZHCJEHGG-UHFFFAOYSA-N 0.000 abstract 1
- -1 phenyl isopropyl Chemical group 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- 239000003053 toxin Substances 0.000 abstract 1
- 231100000765 toxin Toxicity 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Invenţia se referă la amine, în special la procedeul de obţinere a N-[2-(4-fluorfenil)-1-metil] -etil-N-metil-N-propinilaminei în formă de racemat, sau a L-izomerului lui, sau asărurilor lui, posedând acţiune antidepresivă şi inhibând absorbţia aminelor biogene ce pot fi folosite în medicină. Scopul constă în crearea noilor compuşi mai activi din clasa dată. Sinteza se petrece în rezultatul reacţiei derivatului fenilizopropilului cu formula generală:în care X reprezintă haloid, tozilat; Y reprezintă fluor, NO2 cu amina cu formula generală HNR4R2, în care R4 reprezintă -CH2-C=CH, hidrogen; R2 reprezintă fluor, metil.În cazul dacă R1 reprezintă H, produsul obţinut se tratează cu HC≡C-CH2Br, în cazul dacă Y reprezintă NO2, produsul se reduce şi apoi aminoderivatul obţinut se diazotează în mediul acidului fluor boric cu descompunerea ulterioară a diazoniufluorboratului cu clorură de cupru. Produsul special se capătă în formă de racemat, L-izomer, sau săruri ale lui. Compuşii sunt inhibitori selectivi de tipul MAO-B (fermentul monoaminoxidaza), inhibează absorbţia cateholaminelor şi acţiunea secundară a monoaminelor (de exemplu a tiraminei) şi apără neuronii de toxinele ce acţionează selectiv endogen (6-OHDA) şi exogen (MPTP) cu toxicitatea LD50= 60-64 mg/kg.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU842124A HU207282B (en) | 1984-05-31 | 1984-05-31 | Process for producing phenyl-alkyl-amine derivatives and pharmaceutical compositions containing them |
| PCT/HU1985/000035 WO1985005617A1 (en) | 1984-05-31 | 1985-05-31 | Phenylisopropylamine derivative and its preparation |
| SU864015073A SU1487810A3 (ru) | 1984-05-31 | 1986-01-30 | СПОСОБ ПОЛУЧЕНИЯ N-[2-(4-ФТОР-. ФЕНИЛ)-1-МЕТИЛ >3ΤΗΠ-Ν-ΜΕΤΗΠ-Ν-ΠΡ0ПИНИЛАМИНА |
| SU864027666A SU1549477A3 (ru) | 1984-05-31 | 1986-06-16 | Способ получени N-[2-(4-фторфенил)-1-метил]-этил-N-метил-N-пропиниламина в виде рацемата, или его L-изомера, или его солей |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD87B1 MD87B1 (ro) | 1994-11-30 |
| MD87C2 true MD87C2 (ro) | 1995-03-31 |
Family
ID=27269988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0136A MD87C2 (ro) | 1984-05-31 | 1985-05-31 | Procedeu de obţinere a N-[2-(4-fluorfenil)-1-metilI-etil-N-metil]-N-Propinilaminei în formă de racemat, sau L-izomerul lui, sau a sărurilor lui |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD87C2 (ro) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3485874A (en) * | 1966-05-04 | 1969-12-23 | Chinoin Gyogyszer Es Vegyeszet | Ortho and para bromophenyl isopropyl methylamines |
| CH524568A (de) * | 1965-02-08 | 1972-06-30 | Chinoin Gyogyszer Es Vegyeszet | Verfahren zur Herstellung von neuen N-Phenylisopropyl-alkylaminen |
-
1985
- 1985-05-31 MD MD94-0136A patent/MD87C2/ro active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH524568A (de) * | 1965-02-08 | 1972-06-30 | Chinoin Gyogyszer Es Vegyeszet | Verfahren zur Herstellung von neuen N-Phenylisopropyl-alkylaminen |
| US3485874A (en) * | 1966-05-04 | 1969-12-23 | Chinoin Gyogyszer Es Vegyeszet | Ortho and para bromophenyl isopropyl methylamines |
Also Published As
| Publication number | Publication date |
|---|---|
| MD87B1 (ro) | 1994-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued | ||
| IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20050530 |