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Literature summary for 1.4.3.4 extracted from

  • Chimenti, F.; Bolasco, A.; Secci, D.; Chimenti, P.; Granese, A.; Carradori, S.; Yanez, M.; Orallo, F.; Ortuso, F.; Alcaro, S.
    Investigations on the 2-thiazolylhydrazyne scaffold: synthesis and molecular modeling of selective human monoamine oxidase inhibitors (2010), Bioorg. Med. Chem., 18, 5715-5723.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-((1H-indol-3-yl)-methylene)-hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(coumarin-3-yl)-ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(furan-2-yl)ethylidene)-hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(naphthalen-2-yl)ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)-ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-3-yl)-ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-4-yl)-ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(thiophen-2-yl)-ethylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclohexylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclopentylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclopentylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(4-methylcyclohexylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(benzodioxol-5-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(furan-2-ylmethylene)-hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(furan-2-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(heptan-2-ylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(naphthalen-1-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(octan-2-ylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-2-ylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-3-ylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-3-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-4-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(thiophen-2-ylmethylene)hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cycloheptylidene-hydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclohexylidenehydrazine
-
Homo sapiens
1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclopentylidenehydrazine
-
Homo sapiens
brofaromine inhibitor of MAO-A Homo sapiens
Clorgyline inhibitor of MAO-A Homo sapiens
Iproniazide inhibitor of MAO-A and MAO-B Homo sapiens
isatin inhibitor of MAO-B Homo sapiens
isocarboxazide inhibitor of MAO-A and MAO-B Homo sapiens
lazabemide inhibitor of MAO-B Homo sapiens
moclobemide inhibitor of MAO-A Homo sapiens
additional information synthesis and molecular modeling of selective monoamine oxidase inhibitors from a 2-thiazolylhydrazyne scaffold, structure-activity relationships, overview. No or poor activity against MAO-A with 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)-ethylidene)hydrazine, and 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(naphthalen-2-yl)ethylidene)hydrazine, and against MAO-B with 5, 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)-ethylidene)hydrazine, 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(naphthalen-1-ylmethylene)hydrazine, 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(naphthalen-2-yl)ethylidene)hydrazine, and 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(benzodioxol-5-ylmethylene)-hydrazine Homo sapiens
Pargyline inhibitor of MAO-A and MAO-B Homo sapiens
R-(-)-deprenyl inhibitor of MAO-B Homo sapiens
rasagiline inhibitor of MAO-B Homo sapiens
toloxatone inhibitor of MAO-A Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-tyramine + H2O + O2 substrate for both hMAO-A and hMAO-B Homo sapiens 4-hydroxyphenylacetaldehyde + NH3 + H2O2
-
?

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000122
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclohexylidene)hydrazine
0.0000266
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclopentylidene)hydrazine
0.0000295
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cycloheptylidene-hydrazine
0.0000318
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclohexylidenehydrazine
0.0000355
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(4-methylcyclohexylidene)hydrazine
0.0000727
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazine
0.000116
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-4-yl)-ethylidene)hydrazine
0.000231
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclopentylidene)hydrazine
0.000333
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(furan-2-yl)ethylidene)-hydrazine
0.000343
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(furan-2-ylmethylene)-hydrazine
0.000414
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-((1H-indol-3-yl)-methylene)-hydrazine
0.000455
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-3-yl)-ethylidene)hydrazine
0.000458
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(thiophen-2-ylmethylene)hydrazine
0.00049
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(thiophen-2-ylmethylene)hydrazine
0.000538
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-3-ylmethylene)hydrazine
0.00055
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(thiophen-2-yl)-ethylidene)hydrazine
0.000592
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclopentylidenehydrazine
0.000636
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(thiophen-2-yl)-ethylidene)hydrazine
0.000679
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazine
0.000698
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-4-ylmethylene)hydrazine
0.000737
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclohexylidene)hydrazine
0.000749
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(4-methylcyclohexylidene)hydrazine
0.000772
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-3-ylidene)hydrazine
0.0008
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-((1H-indol-3-yl)-methylene)-hydrazine
0.000824
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-3-ylidene)hydrazine
0.000836
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(2-methylcyclopentylidene)hydrazine
0.000872
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-2-ylidene)hydrazine
0.000875
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(benzodioxol-5-ylmethylene)hydrazine
0.00106
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclopentylidenehydrazine
0.00114
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-4-ylmethylene)hydrazine
0.00115
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(heptan-2-ylidene)hydrazine
0.00131
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pentan-2-ylidene)hydrazine
0.00138
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(octan-2-ylidene)hydrazine
0.00145
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(3-methylcyclopentylidene)hydrazine
0.00168
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(furan-2-yl)ethylidene)-hydrazine
0.00178
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cycloheptylidene-hydrazine
0.00191
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-cyclohexylidenehydrazine
0.00291
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(pyridin-3-ylmethylene)hydrazine
0.0036
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(naphthalen-1-ylmethylene)hydrazine
0.0037
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-4-yl)-ethylidene)hydrazine
0.00381
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(pyridin-3-yl)-ethylidene)hydrazine
0.00443
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine
0.00507
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(propan-2-ylidene)hydrazine
0.00556
-
MAO A, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(coumarin-3-yl)-ethylidene)hydrazine
0.00672
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(heptan-2-ylidene)hydrazine
0.00678
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(furan-2-ylmethylene)hydrazine
0.00697
-
MAO B, pH 7.4, 37°C Homo sapiens 1-(4-(3-methoxyphenyl)thiazol-2-yl)-2-(1-(coumarin-3-yl)-ethylidene)hydrazine