Basic information Safety Supplier Related

2-Acetylphenothiazine

Basic information Safety Supplier Related

2-Acetylphenothiazine Basic information

Product Name:
2-Acetylphenothiazine
Synonyms:
  • 2-ACETYLPHENOTHIAZINE
  • methyl phenothiazin-2-yl ketone
  • 2-Acetyl-10H-phenothiazine
  • 2-Acetylphenothiazin
  • 1-(10H-Phenothiazin-2-yl)ethan-1- one, 2-Ethanoyl-10H-phenothiazine
  • ML 171
  • LABOTEST-BB LT00012652
  • NOX1 Inhibitor, ML171
CAS:
6631-94-3
MF:
C14H11NOS
MW:
241.31
EINECS:
229-626-4
Product Categories:
  • Building Blocks
  • Heterocyclic Building Blocks
  • Thiazines
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
6631-94-3.mol
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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)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-52/53
Safety Statements 
60-61
WGK Germany 
3
HS Code 
2934309090

MSDS

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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 Preparation Products And Raw materials

Preparation Products

2-Acetylphenothiazine Supplier

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