Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.4.3.4 extracted from

  • Pisani, L.; Muncipinto, G.; Miscioscia, T.F.; Nicolotti, O.; Leonetti, F.; Catto, M.; Caccia, C.; Salvati, P.; Soto-Otero, R.; Mendez-Alvarez, E.; Passeleu, C.; Carotti, A.
    Discovery of a novel class of potent coumarin monoamine oxidase B inhibitors: development and biopharmacological profiling of 7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one methanesulfonate (NW-1772) as a highly potent, selective, revers (2009), J. Med. Chem., 52, 6685-6706.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(7-benzyloxy-2-oxo-2H-chromen-4-yl)acetonitrile
-
Rattus norvegicus
(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetonitrile
-
Rattus norvegicus
2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N,N-dimethylacetamide
-
Rattus norvegicus
2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
-
Rattus norvegicus
2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
-
Rattus norvegicus
2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
-
Rattus norvegicus
2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)propanamide
-
Rattus norvegicus
2-(7-[(3-hydroxybenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
-
Rattus norvegicus
2-[2-oxo-7-(pyridin-3-ylmethoxy)-2H-chromen-4-yl]acetamide
-
Rattus norvegicus
2-[2-oxo-7-(pyridin-4-ylmethoxy)-2H-chromen-4-yl]acetamide
-
Rattus norvegicus
2-[7-(3-chlorobenzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
-
Rattus norvegicus
2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N,N-dimethylacetamide
-
Rattus norvegicus
2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N-methylacetamide
-
Rattus norvegicus
2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetamide
-
Rattus norvegicus
2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
-
Rattus norvegicus
2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]propanamide
-
Rattus norvegicus
4-(2-aminoethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
-
Rattus norvegicus
4-(aminomethyl)-7-(benzyloxy)-2H-chromen-2-one
-
Rattus norvegicus
4-(aminomethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
-
Rattus norvegicus
4-([benzyl(methyl)amino]methyl)-7-[(3-chlorobenzyl)oxy]-2Hchromen-2-one
-
Rattus norvegicus
4-[(benzylamino)methyl]-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
-
Rattus norvegicus
4-[(dimethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one
-
Rattus norvegicus
4-[(ethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one methanesulfonate
-
Rattus norvegicus
7-(1,3-benzodioxol-5-ylmethoxy)-4-[(methylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-(benzyloxy)-4-[(dimethylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-(benzyloxy)-4-[(methylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-(benzyloxy)-4-[2-(dimethylamino)ethyl]-2H-chromen-2-one
-
Rattus norvegicus
7-[(3-chlorobenzyl)oxy]-4-[(dimethylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one methanesulfonate
-
Rattus norvegicus
7-[(3-chlorobenzyl)oxy]-4-[2-(methylamino)ethyl]-2H-chromen-2-one
-
Rattus norvegicus
7-[(3-fluorobenzyl)oxy]-4-[(isopropylamino)methyl]-2H-chromen-2-one methanesulfonate
-
Rattus norvegicus
7-[(3-fluorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
-
Rattus norvegicus
7-[(3-fluorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one methanesulfonate
-
Rattus norvegicus
additional information design, synthesis, and evaluation of selective MAO-B inhibitors with favorable physicochemical and pharmacokinetic profiles, 7-[(m-halogeno)benzyloxy]coumarins bearing properly selected polar substituents at position 4, overview Rattus norvegicus
N-(2-aminoethyl)-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
-
Rattus norvegicus
N-benzyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
-
Rattus norvegicus
N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
-
Rattus norvegicus
N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
-
Rattus norvegicus

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrial outer membrane
-
Rattus norvegicus 5741
-

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
Rattus norvegicus
-

Synonyms

Synonyms Comment Organism
MAO-A
-
Rattus norvegicus
MAO-B
-
Rattus norvegicus
monoamine oxidase A
-
Rattus norvegicus
monoamine oxidase B
-
Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
FAD
-
Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000128
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-(benzyloxy)-4-[(methylamino)methyl]-2H-chromen-2-one
0.000013
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
0.000015
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N-methylacetamide
0.000015
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-(aminomethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.000016
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus (7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetonitrile
0.000018
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-[(3-fluorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
0.00002
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-(1,3-benzodioxol-5-ylmethoxy)-4-[(methylamino)methyl]-2H-chromen-2-one
0.000021
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-(aminomethyl)-7-(benzyloxy)-2H-chromen-2-one
0.000024
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
0.00003
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.00004
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
0.00004
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N,N-dimethylacetamide
0.00005
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.00009
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(3-chlorobenzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
0.0001
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-[(ethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one methanesulfonate
0.0002
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus (7-benzyloxy-2-oxo-2H-chromen-4-yl)acetonitrile
0.0002
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetamide
0.00023
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus (7-benzyloxy-2-oxo-2H-chromen-4-yl)acetonitrile
0.00025
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-(2-aminoethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.0003
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[2-(methylamino)ethyl]-2H-chromen-2-one
0.0004
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N,N-dimethylacetamide
0.00046
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-(benzyloxy)-4-[2-(dimethylamino)ethyl]-2H-chromen-2-one
0.00047
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus (7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetonitrile
0.0005
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
0.00051
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-[(dimethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one
0.001
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-hydroxybenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.00112
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[(dimethylamino)methyl]-2H-chromen-2-one
0.0013
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[2-oxo-7-(pyridin-3-ylmethoxy)-2H-chromen-4-yl]acetamide
0.00144
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
0.0018
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-(benzyloxy)-4-[(dimethylamino)methyl]-2H-chromen-2-one
0.002
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)propanamide
0.002
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-(aminomethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.002
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[2-oxo-7-(pyridin-4-ylmethoxy)-2H-chromen-4-yl]acetamide
0.0025
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(3-chlorobenzyloxy)-2-oxo-2H-chromen-4-yl]acetohydrazide
0.0028
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N-methylacetamide
0.0036
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-[(benzylamino)methyl]-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.0038
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 7-[(3-fluorobenzyl)oxy]-4-[(isopropylamino)methyl]-2H-chromen-2-one methanesulfonate
0.0043
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-hydroxybenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.0044
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-(aminomethyl)-7-(benzyloxy)-2H-chromen-2-one
0.005
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus N-benzyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
0.0054
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-(1,3-benzodioxol-5-ylmethoxy)-4-[(methylamino)methyl]-2H-chromen-2-one
0.006
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
0.0063
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]propanamide
0.008
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]acetamide
0.008
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 4-([benzyl(methyl)amino]methyl)-7-[(3-chlorobenzyl)oxy]-2Hchromen-2-one
0.01
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus N-(2-aminoethyl)-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.01
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
0.01
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
0.0135
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-[(3-fluorobenzyl)oxy]-4-[(methylamino)methyl]-2H-chromen-2-one
0.0154
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-(benzyloxy)-4-[(methylamino)methyl]-2H-chromen-2-one
0.021
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[2-oxo-7-(pyridin-3-ylmethoxy)-2H-chromen-4-yl]acetamide
0.0226
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-[(ethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one methanesulfonate
0.0231
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]-N,N-dimethylacetamide
0.026
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.026
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-(benzyloxy)-4-[2-(dimethylamino)ethyl]-2H-chromen-2-one
0.0265
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-[2-oxo-7-(pyridin-4-ylmethoxy)-2H-chromen-4-yl]acetamide
0.0318
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-(2-aminoethyl)-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.0508
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[(dimethylamino)methyl]-2H-chromen-2-one
0.07
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.074
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-[(3-chlorobenzyl)oxy]-4-[2-(methylamino)ethyl]-2H-chromen-2-one
0.091
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-[(3-fluorobenzyl)oxy]-4-[(isopropylamino)methyl]-2H-chromen-2-one methanesulfonate
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus N-(2-aminoethyl)-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)acetamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus N-benzyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-acetamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N,N-dimethylacetamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus N-butyl-2-(7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)-N-methylacetamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-[(benzylamino)methyl]-7-[(3-chlorobenzyl)oxy]-2H-chromen-2-one
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 7-(benzyloxy)-4-[(dimethylamino)methyl]-2H-chromen-2-one
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-[(dimethylamino)methyl]-7-[(3-fluorobenzyl)oxy]-2H-chromen-2-one
0.1
-
pH 7.4, temperature not specified in the publication, MAO-A Rattus norvegicus 4-([benzyl(methyl)amino]methyl)-7-[(3-chlorobenzyl)oxy]-2Hchromen-2-one
0.1
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-[7-(benzyloxy)-2-oxo-2H-chromen-4-yl]propanamide
0.1
-
pH 7.4, temperature not specified in the publication, MAO-B Rattus norvegicus 2-(7-[(3-fluorobenzyl)oxy]-2-oxo-2H-chromen-4-yl)propanamide