| Identification | Back Directory | [Name]
TB5 | [CAS]
948841-07-4 | [Synonyms]
TB5
TB-5;TB 5
1-(5-Bromo-2-thienyl)-3-[4-(dimethylamino)phenyl]-2-propene-1-one | [Molecular Formula]
C15H14BrNOS | [MDL Number]
MFCD30718167 | [MOL File]
948841-07-4.mol | [Molecular Weight]
336.25 |
| Chemical Properties | Back Directory | [Melting point ]
132-134 °C | [Boiling point ]
468.5±45.0 °C(Predicted) | [density ]
1.440±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 33 mg/ml; DMSO: 33 mg/ml; Ethanol: 1 mg/ml | [form ]
A crystalline solid | [pka]
4.30±0.24(Predicted) | [color ]
White to yellow | [InChI]
1S/C15H14BrNOS/c1-17(2)12-6-3-11(4-7-12)5-8-13(18)14-9-10-15(16)19-14/h3-10H,1-2H3/b8-5+ | [InChIKey]
PTLDLBSWTKNYCY-VMPITWQZSA-N | [SMILES]
CN(C)C(C=C1)=CC=C1/C=C/C(C2=CC=C(Br)S2)=O |
| Hazard Information | Back Directory | [Uses]
(2E)-1-(5-Bromo-2-thienyl)-3-[4-(dimethylamino)phenyl]-2-propen-1-one is a monoamine oxidase B (MAO-B) inhibitor. Monoamine oxidase B is involved in the metabolism of dopamine. Mao-B inhibitors are potential compounds used to treat Parkinson's disease. | [Biological Activity]
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. | [in vivo]
Compounds are dissolved in DMSO (5 mg/mL) and diluted with PBS/EtOH (70:30).Kinetic analyses are carried out for TB5 and TB8. A set of Lineweaver–Burk plots are constructed in the absence and presence of various concentrations of compounds TB5 and TC8. The set consists of five graphs, each constructed by measuring MAO-B and MAO-A catalytic rates at different substrate concentrations (0.1-1 μM). The first Lineweaver–Burk plot is constructed in the absence of inhibitor, while the remaining four graphs are constructed in the presence of different concentrations of TB5 and TB8[1]. |
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