2-Acetylphenothiazine

ML171 (2-Acetylphenothiazine;2-APT) is a potent and selective Nox1 inhibitor that blocks Nox1-dependent ROS generation, with an IC50 of 0.25 μM in HEK293-Nox1 confirmatory assay.

1-(10H-phenothiazin-2-yl)ethanone is a member of phenothiazines.

The mass ratio of 1.2: 1 aniline and m-acetylphenol was placed in a reaction vessel and heated to make diWere dissolved. Then add the mass of 0.025 trifluoromethanesulfonic acid (m-acetylphenol mass of 1 dollars), so that the threeStir well, the temperature to 190 , so that dehydration reaction. In the course of the reaction, the separation of the productionRaw water. The reaction was terminated after 6 h. The excess aniline was distilled off under reduced pressure. Steam, dark red solid that isIs 3-acetyl diphenylamine, and this compound A is named.The above-mentioned compound A was placed in a reaction vessel, and the amount of the substance was 2.3 Sulfur (compound of the compound AThe amount of 1 dollars), the volume of 250ml of acetone (sulfur and simple substance to the total mass of 1mol dollars), temperatureSo that it dissolves into a transparent liquid. Further, 0.0125 of iodine (the amount of the substance A of the compound A was 1)To 170 ° C, and the mixture was allowed to react under stirring and refluxing. After the reaction for 25 min, the reaction was terminatedAfter the basic conversion of raw materials to complete, stop stirring, gradually cooling to 120 , visible under heat conditionsYellow and black layers. Carefully pour out the upper yellow liquid, room temperature cooling precipitation yellow solid. The crude product was mixed with ethanol-waterSolvent recrystallization after the precipitation of light yellow solid, namely 2 - acetyl phenothiazine. The overall yield in this example was 90.5percentThe purity was 99.7percent by HPLC.

2-Acetylphenothiazine is a potent and selective NADPH oxidase 1 (NOX1) inhibitor that blocks NOX1-dependent ROS generation. 2-Acetylphenothiazine has been shown to inhibit SrcYF-induced invadopodia formation in human DLD1 colon cancer cells.

Molecular Weight:241.31
XLogP3:3.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:241.05613515
Monoisotopic Mass:241.05613515
Topological Polar Surface Area:54.4
Heavy Atom Count:17
Complexity:307
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes