SML2144
TB5
≥98% (HPLC)
Synonym(s):
(2E)-1-(5-bromothiophen-2-yl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
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About This Item
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Quality Level
assay
≥98% (HPLC)
form
powder
color
yellow to orange
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
CN(C)C(C=C1)=CC=C1/C=C/C(C2=CC=C(Br)S2)=O
Biochem/physiol Actions
TB5 is a potent and selective reversible inhibitor of monoamine oxidase B (MAOB) with a Ki value of 110 nM. A reversible inhibitor should have an advantage over irreversible inhibitors such as selegiline in limiting side effects. Parallel artificial membrane permeation (PAMPA) assays indicated TB5 should be able to cross the blood–brain barrier. TB5 was found nontoxic to cells.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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ChemMedChem, 11(11), 1161-1171 (2016-05-10)
A series of (2E)-1-(5-bromothiophen-2-yl)-3-(para-substituted phenyl)prop-2-en-1-ones (TB1-TB11) was synthesized and tested for inhibitory activity toward human monoamine oxidase (hMAO). All compounds were found to be competitive, selective, and reversible toward hMAO-B except (2E)-1-(5-bromothiophen-2-yl)-3-(4-nitrophenyl)prop-2-en-1-one (TB7) and (2E)-1-(5-bromothiophen-2-yl)-3-(4-chlorophenyl)prop-2-en-1-one (TB8), which were selective inhibitors
The journal of physical chemistry. B, 121(6), 1186-1203 (2017-01-14)
Selective monoamine oxidase-B (MAO-B) inhibitors are imperative in the treatment of various neurodegenerative disorders. Herein, we describe the pharmacophore generation and atom-based three-dimensional quantitative structure-activity relationship (3D-QSAR) analyses of previously reported thiophene-based hMAO-B inhibitors by our research group. The aim
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