| Identification | More | [Name]
2-Acetylphenothiazine | [CAS]
6631-94-3 | [Synonyms]
2-ACETYLPHENOTHIAZINE
LABOTEST-BB LT00012652
methyl phenothiazin-2-yl ketone
2-Acetyl-10H-phenothiazine | [EINECS(EC#)]
229-626-4 | [Molecular Formula]
C14H11NOS | [MDL Number]
MFCD00005017 | [Molecular Weight]
241.31 | [MOL File]
6631-94-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
180-185 °C (lit.) | [Boiling point ]
455.7±34.0 °C(Predicted) | [density ]
1.249±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Dark yellow-orange powder | [pka]
-2.45±0.20(Predicted) | [color ]
Yellow to Dark Orange | [λmax]
244nm(MeOH)(lit.) | [CAS DataBase Reference]
6631-94-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
2-Acetylphenothiazine (2-APT) is a selective, cell-active inhibitor of NADPH oxidase 1 (NOX1) that blocks the generation of reactive oxygen species (ROS) in HT-29 cells with an IC50 value of 0.129 μM.1 It does not affect xanthine oxidase-dependent or mitochondrial ROS generation.1 2-APT prevents ROS-dependent formation of ECM-degrading invadopodia in colon cancer cells.1 It also abolishes collagen-induced superoxide production by platelets (IC50 = 306 nM), preventing platelet aggregation and thrombus formation.2 2-APT protects beta cells from cytokine-induced apoptosis by inhibiting NOX1.3 2-APT can also activate the human transient receptor potential ankyrin 1 (TRPA1) nociceptor at 1-30 μM.4 | [Chemical Properties]
Yellow white or green crystalline powder | [Uses]
2-Acetylphenothiazine was used as a NADPH oxidase (NOX) inhibitor in human platelet functional responses and intracellular signaling pathways. It was also used in the synthesis of 2-phenothiazin-2′-yl-cinchoninic acid derivatives. | [Uses]
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. | [Definition]
ChEBI: 1-(10H-phenothiazin-2-yl)ethanone is a member of phenothiazines. |
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