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175226

Sigma-Aldrich

2-Acetylphenothiazine

95%

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About This Item

Empirical Formula (Hill Notation):
C14H11NOS
CAS Number:
Molecular Weight:
241.31
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

powder

mp

180-185 °C (lit.)

functional group

ketone
thioether

SMILES string

CC(=O)c1ccc2Sc3ccccc3Nc2c1

InChI

1S/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

InChI key

JWGBOHJGWOPYCL-UHFFFAOYSA-N

Application

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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F Sparatore et al.
Il Farmaco; edizione scientifica, 35(9), 735-751 (1980-09-01)
In order to investigate the effects of the overlapping of cinchophene and phenothiazine structures, connected with antiinflammatory and analgesic activities, several derivatives of 2-phenothiazin-2'-yl-cinchoninic acid were prepared through the condensation of isatin or 5-substituted isatins with 2-acetylphenothiazine or its 10-ter-aminoalkyl
Jessica Weaver et al.
Biochemical and biophysical research communications, 485(2), 290-294 (2017-02-25)
Redox stress related loss of beta cell function is a feature of diabetes. Exposure of beta cells and islets to inflammatory mediators elevates reactive oxygen species (ROS) and beta cell dysfunction. Direct molecular manipulation of NADPH oxidase-1 (NOX-1) has identified
T Schwerd et al.
Mucosal immunology, 11(2), 562-574 (2017-11-02)
Genetic defects that affect intestinal epithelial barrier function can present with very early-onset inflammatory bowel disease (VEOIBD). Using whole-genome sequencing, a novel hemizygous defect in NOX1 encoding NAPDH oxidase 1 was identified in a patient with ulcerative colitis-like VEOIBD. Exome
Mads Daugaard et al.
Nature communications, 4, 2180-2180 (2013-07-19)
The Hace1-HECT E3 ligase is a tumor suppressor that ubiquitylates the activated GTP-bound form of the Rho family GTPase Rac1, leading to Rac1 proteasomal degradation. Here we show that, in vertebrates, Hace1 targets Rac1 for degradation when Rac1 is localized
Lara Macchioni et al.
Biochimica et biophysica acta, 1863(8), 895-908 (2018-05-08)
Enteric glial cells (EGCs) are components of the enteric nervous system, an organized structure that controls gut functions. EGCs may be vulnerable to different agents, such as bacterial infections that could alter the intestinal epithelial barrier, allowing bacterial toxins and/or

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