MD87C2 - The process for obtaining the N-[2-(4-fluorphenyl)-1 methyl]-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts. - Google Patents
The process for obtaining the N-[2-(4-fluorphenyl)-1 methyl]-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts.Info
- 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
The invention relates to the amines, in particular to the obtaining process of theN-[2-(4-fluorphenyl)-1 methyl]-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts, having the antideprisive action and inhibiting absorbing biogenesis amines, which could be used in medicine. The purpose of the invention consists in creation of a new more active compound of this group. The synthesis was happening in the reaction results of the derivative phenyl isopropyl of general formula:X - CH(CH3)-CH2-C=CH-CH=CY-CH=CH,in which X is haloid, tozylate, Y-is fluor, NO2 with amine of general formula HNR1R2, in which R1 is CH2-C-CH, hydrogen; R2 is fluor, methyl.If R1 is H, the obtaining product was treated with HCşC-CH2şBr, if Y-is NO2, product was reduced and then the obtaining derivative amine is diazotize in the medium of the fluoboric acid with the following degradation of fluoborate diazonium with cupric chloride.The special product is evolved in racement form, L-isomer or his salt. The components was selective inhibiting of the MAO-B type (tyraminase ferment) inhibited the catecholamine and secondary action absorbtion of the monoamines (for example tyramines) and neurons protection from the toxin and selective acting endogenous (6-OHDA) and exogenous (MTPT) with LD50ş60-64 mg/kg toxicity.
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 (en) | 1984-05-31 | 1986-01-30 | Method of producing n-/2-(4-fluorophenyl))-1-methyl/-ethyl-n-methyl-n-propylniamine |
| SU864027666A SU1549477A3 (en) | 1984-05-31 | 1986-06-16 | Method of producing n-/2-(4-fluorophenyl)-1-methyl/ethyl-n-methyl-n-propynylamine as racemate or its l-isomer or its salts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD87B1 MD87B1 (en) | 1994-11-30 |
| MD87C2 true MD87C2 (en) | 1995-03-31 |
Family
ID=27269988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0136A MD87C2 (en) | 1984-05-31 | 1985-05-31 | The process for obtaining the N-[2-(4-fluorphenyl)-1 methyl]-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts. |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD87C2 (en) |
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 (en) * | 1965-02-08 | 1972-06-30 | Chinoin Gyogyszer Es Vegyeszet | N-(Lower alkyl)-phenylisopropylamines |
-
1985
- 1985-05-31 MD MD94-0136A patent/MD87C2/en active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH524568A (en) * | 1965-02-08 | 1972-06-30 | Chinoin Gyogyszer Es Vegyeszet | N-(Lower alkyl)-phenylisopropylamines |
| 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 (en) | 1994-11-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Hibasami et al. | Dicyclohexylamine, a potent inhibitor of spermidine synthase in mammalian cells | |
| Brodie et al. | Effects of decarboxylase inhibition on the biosynthesis of brain monoamines | |
| ES2051753T3 (en) | N- (1-AZABICICLO (2.2.2) OCTO-3-IL) BENZAMIDES AND ANSIOLYTIC THIOBENZAMIDES. | |
| GEP19960459B (en) | Method of producing n-/2-(4-fluorophenyl))-1-methyl/-ethyl-n-methyl-n-propylniamine | |
| ES420209A1 (en) | Certain 4-amino-6-aryl-pyrimidines | |
| ATE59033T1 (en) | N-CONTAINING HETEROCYCLIC COMPOUNDS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICALS CONTAINING THEM. | |
| DE69632854D1 (en) | ACTIVE SUBSTANCE TO PROTECT ORGANIC OR TISSUE | |
| RU96101800A (en) | AMIDA DERIVATIVES OF PHENYLCYCLOGAXYLICARBONIC ACID, MIXTURE OF THEIR ISOMERS OR SEPARATE ISOMERES AND THEIR SALT, PHARMACEUTICAL COMPOSITION WITH ANTI-ARTERIOCLEROTIC AND ANTI-RETENCY | |
| MD87C2 (en) | The process for obtaining the N-[2-(4-fluorphenyl)-1 methyl]-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts. | |
| PL306538A1 (en) | Substituted (aryloalkylaminobenzyl) amino propanamide derivatives, method of obtaining them and their application as antiepileptic, nervous system protecting and antidepressive agents | |
| KR890008101A (en) | β-adrenergic agonists | |
| GB1168080A (en) | New N-Propynyl Methylamines and their Salts, and process for preparation thereof | |
| ATE153500T1 (en) | METHOD FOR INHIBITING FIBROSIS | |
| DE3460841D1 (en) | Mercaptoacetic acid and 3-mercaptopropionic acid amide derivatives for use in treatment of a human or animal body, some new derivatives and pharmaceutical compositions containing them | |
| Magyar et al. | Structure-activity relationship of selective inhibitors of MAO-B | |
| Smissman et al. | Specificity in enzyme inhibition. 3. Synthesis of 5-substituted-2, 2-dimethyl-4-imidazolidinones as inhibitors of tyrosine decarboxylase and histidine decarboxylase | |
| RU94044457A (en) | Use of benzthiophenes for hirsutism and alopecia inhibition | |
| GB1313290A (en) | N-6-aralkyl-adenosine derivatives | |
| GB1438268A (en) | Antidepressant | |
| IL69448A (en) | Process for combating phytopathogenic fungi with azolylphenoxy-tetrahydrofuran-2-ylidene methane derivatives | |
| MD88C2 (en) | The process for obtaining the the N-(2-(4-fluorphenyl)-1 methyl)-ethyl-N-propynylamine in kind of racemate or his L-isomer, and his salts. | |
| ES445234A1 (en) | A PROCEDURE FOR THE PREPARATION OF ADENOSI-NA NITRATES. | |
| JPS5731616A (en) | Relaxing agent for muscle comprising benzofurancarboxylic acid amide | |
| KR880013891A (en) | Β- (fluoromethylene) -5-hydroxytryptophan and derivatives as precursors for monoamine oxidase inhibition | |
| ES285855A1 (en) | A PROCEDURE FOR THE MANUFACTURE OF BENZODIAZEPINIC DERIVATIVES |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG4A | Patent for invention issued | ||
| IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20050530 |