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Literature summary extracted from
- Synthesis of new 3-aryl-4,5-dihydropyrazole-1-carbothioamide derivatives. An investigation on their ability to inhibit monoamine oxidase (2010), Eur. J. Med. Chem., 45, 4490-4498.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.4.3.4 | expression of MAO-A and MAO-B in baculovirus infected BTI insect cells | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(3-methoxyphenyl)-4,5-dihydropyrazole | - |
Homo sapiens |  |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(3-methylphenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(4-chlorophenyl)-4-methyl-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(4-fluorophenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(4-methoxyphenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(4-methoxyphenyl)-4-methyl-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-(N-methylthiocarbamoyl)-3-(4-methylphenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-thiocarbamoyl-3-(4-methoxyphenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-thiocarbamoyl-3-(4-methoxyphenyl)-4-methyl-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | 1-thiocarbamoyl-3-(4-methylphenyl)-4,5-dihydropyrazole | - |
Homo sapiens | |
| 1.4.3.4 | Clorgyline | - |
Homo sapiens | |
| 1.4.3.4 | Iproniazide | - |
Homo sapiens | |
| 1.4.3.4 | moclobemide | - |
Homo sapiens | |
| 1.4.3.4 | additional information | synthesis of 3-aryl-4,5-dihydropyrazole-1-carbothioamide derivatives and evaluation of their monoamine oxidase inhibitory activity, ligand docking and mechanism of inhibition, molecular modelling, overview. Comparison with 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)-pyrazole and 2-thiazolyl hydrazones, overview. No or poor inhibition of MAO-A by all compounds tested, no inhibition of MAO-B by compounds 1-thiocarbamoyl-3-(4-fluorophenyl)-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(3-methylphenyl)-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(2-methylphenyl)-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(3-methoxyphenyl)-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(2,4-dichlorophenyl)-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(thiophen-2-yl)-4,5-dihydropyrazole, 1-(N-methylthiocarbamoyl)-3-(2-methylphenyl)-4,5-dihydropyrazole, 1-(N-methylthiocarbamoyl)-3-(thiophen-2-yl)-4,5-dihydropyrazole, 1-(N-methylthiocarbamoyl)-3-(4-fluorophenyl)-4-methyl-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(4-fluorophenyl)-4-methyl-4,5-dihydropyrazole, 1-(N-methylthiocarbamoyl)-3-(4-methylphenyl)-4-methyl-4,5-dihydropyrazole, 1-thiocarbamoyl-3-(4-methylphenyl)-4-methyl-4,5-dihydropyrazole, 1-(N-methylthiocarbamoyl)-3-phenyl-4-methyl-4,5-dihydropyrazole, 1-thiocarbamoyl-3-phenyl-4-methyl-4,5-dihydropyrazole, and 1-thiocarbamoyl-3-(4-chlorophenyl)-4-methyl-4,5-dihydropyrazole | Homo sapiens | |
| 1.4.3.4 | R-(-)-deprenyl | - |
Homo sapiens | |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 1.4.3.4 | mitochondrion | - |
Homo sapiens | 5739 | - |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.4.3.4 | 2-phenylethylamine + H2O + O2 | Homo sapiens | - |
? | - |
? | |
| 1.4.3.4 | dopamine + H2O + O2 | Homo sapiens | - |
? | - |
? | |
| 1.4.3.4 | epinephrine + H2O + O2 | Homo sapiens | - |
? | - |
? | |
| 1.4.3.4 | norepinephrine + H2O + O2 | Homo sapiens | - |
? | - |
? | |
| 1.4.3.4 | serotonin + H2O + O2 | Homo sapiens | - |
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2 | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.4.3.4 | Homo sapiens | - |
- |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.4.3.4 | 2-phenylethylamine + H2O + O2 | - |
Homo sapiens | ? | - |
? | |
| 1.4.3.4 | 4-tyramine + H2O + O2 | - |
Homo sapiens | ? | - |
? | |
| 1.4.3.4 | dopamine + H2O + O2 | - |
Homo sapiens | ? | - |
? | |
| 1.4.3.4 | epinephrine + H2O + O2 | - |
Homo sapiens | ? | - |
? | |
| 1.4.3.4 | norepinephrine + H2O + O2 | - |
Homo sapiens | ? | - |
? | |
| 1.4.3.4 | serotonin + H2O + O2 | - |
Homo sapiens | (5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2 | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.4.3.4 | MAO-A | - |
Homo sapiens |
| 1.4.3.4 | MAO-B | - |
Homo sapiens |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.4.3.4 | 37 | - |
assay at | Homo sapiens |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.4.3.4 | 7.4 | - |
assay at | Homo sapiens |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.4.3.4 | FAD | - |
Homo sapiens | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.0137 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(4-methoxyphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0155 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-thiocarbamoyl-3-(4-methoxyphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0168 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(4-methylphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0181 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-thiocarbamoyl-3-(4-methylphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0348 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(4-chlorophenyl)-4-methyl-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0494 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(4-methoxyphenyl)-4-methyl-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.051 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(4-fluorophenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0534 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(3-methylphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0713 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-(N-methylthiocarbamoyl)-3-(3-methoxyphenyl)-4,5-dihydropyrazole | |
| 1.4.3.4 | 0.0846 | - |
pH 7.4, 37°C, recombinant MAO-B | Homo sapiens | 1-thiocarbamoyl-3-(4-methoxyphenyl)-4-methyl-4,5-dihydropyrazole | |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 1.4.3.4 | metabolism | monoamine oxidase are key role enzymes in the catabolism of amines like dopamine, norepinephrine, epinephrine, serotonin, and 2-phenylethylamine | Homo sapiens |
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