2-Acetylphenothiazine Chemical Properties

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)

pka

-2.45±0.20(Predicted)

form 

Dark yellow-orange powder

color 

Yellow to Dark Orange

λmax

244nm(MeOH)(lit.)

CAS DataBase Reference

6631-94-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-52/53

Safety Statements 

60-61

WGK Germany 

3

HS Code 

2934309090

MSDS

• Language:English Provider:SigmaAldrich

2-Acetylphenothiazine Usage And Synthesis

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. It does not affect xanthine oxidase-dependent or mitochondrial ROS generation. 2-APT prevents ROS-dependent formation of ECM-degrading invadopodia in colon cancer cells. It also abolishes collagen-induced superoxide production by platelets (IC₅₀ = 306 nM), preventing platelet aggregation and thrombus formation. 2-APT protects beta cells from cytokine-induced apoptosis by inhibiting NOX1. 2-APT can also activate the human transient receptor potential ankyrin 1 (TRPA1) nociceptor at 1-30 μM.

Chemical Properties

Yellow white or green crystalline powder

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.

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.

Definition

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

2-Acetylphenothiazine (6631-94-3)Related Product Information

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