Name | 2-acetyl phenothiazine |
Synonyms | ML 171 2-Acetylphenothiazin 2-ACETYLPHENOTHIAZINE NOX1 Inhibitor, ML171 2-Acetylphenothiazine LABOTEST-BB LT00012652 2-Acetyl-phenothiazine 2-acetyl phenothiazine 2-Acetyl-10H-phenothiazine methyl phenothiazin-2-yl ketone 1-(10H-phenothiazin-2-yl)ethanone 1-(10H-Phenothiazin-2-yl)ethan-1- one, 2-Ethanoyl-10H-phenothiazine |
CAS | 6631-94-3 |
EINECS | 229-626-4 |
InChI | InChI=1/C14H11NOS/c1-9(16)10-6-7-14-12(8-10)15-11-4-2-3-5-13(11)17-14/h2-8,15H,1H3 |
Molecular Formula | C14H11NOS |
Molar Mass | 241.31 |
Density | 1.249±0.06 g/cm3(Predicted) |
Melting Point | 180-185 °C (lit.) |
Boling Point | 455.7±34.0 °C(Predicted) |
Flash Point | 229.4°C |
Solubility | DMSO (Slightly), Methanol (Slightly, Heated) |
Vapor Presure | 1.72E-08mmHg at 25°C |
Appearance | Dark yellow-orange powder |
Color | Yellow to Dark Orange |
Maximum wavelength(λmax) | 244nm(MeOH)(lit.) |
pKa | -2.45±0.20(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.653 |
In vitro study | Nox1-dependent ROS generation has been shown to play a pivotal role in cell signaling, cell growth, angiogenesis, motility and blood pressure regulation. ML171 strongly blocks ROS generation in HT29 cells (IC 50 =0.129 μM) and only increasing over-expression of Nox1 can overcome the blockage of ROS generation caused by ML171 treatment in HEK293 cell system reconstituted with all the components required Nox1-dependent ROS generation. ML171 efficiently blocks ROS production measured by carboxy-H2-DCFDA staining as well as DPI used as a positive control. When ML171 is tested in HEK293-Nox1 reconstituted cell system, higher potency in blocking Nox1-dependent ROS generation is observed compared with the parental compound. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
WGK Germany | 3 |
biological activity | 2-Acetylphenothiazine (ML171, 2-APT) is an effective and selective NADPH-oxidase inhibitor with IC50 for NOX1, NOX2, NOX3, NOX4 and xanthine oxidase of 0.25 μM, 5 μM and 3 μM respectively, 5 μM and 5.5 μM. |
target | TargetValue NOX1 (HEK293) 0.25 μM NOX3 (HEK293) 3 μM NOX2 (HEK293) 5 μM NOX4 (HEK293) 5 μM xanthine oxidase (HEK293) 5.5 μM |
Target | Value |
NOX1 (HEK293) | 0.25 μM |
NOX3 (HEK293) | 3 μM |
NOX2 (HEK293) | 5 μM |
NOX4 (HEK293) | 5 μM |
xanthine oxidase (HEK293) | 5.5 μM |
in vitro study | Nox1-dependent ROS generation has been shown to play a pivotal role in cell signaling, cell growth, angiogenesis, motility and blood pressure regulation. ML171 strongly blocks ROS generation in HT29 cells (IC 50=0.129 μ m) and only increasing over-expression of Nox1 can overcome the blockage of ROS generation used by ML171 treatment in HEK293 cell system reconstituted with all the components required Nox1-dependent ROS generation. ML171 efficiently blocks ROS production measured by carboxy-H2-DCFDA staining as well as DPI used as a positive control. When ML171 is examined in HEK293-Nox1 reconstituted cell system, higher potency in blocking Nox1-dependent ROS generation is observed compared with the parental compound. |
use | pharmaceutical intermediates for the manufacture of new antipyretic and analgesic drugs, antipyretic and antipyretic propanine and acetazine. |