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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.)

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 Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Nourah A Al Zahrani et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-11)
Based on reported results for the potential medicinal impact of phenothiazine core, as well as the chalcone skeleton that is widely present in many natural products, together with their reported bioactivities, the present work was aimed at combining both moieties
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
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
Dong-Jer Shiau et al.
Scientific reports, 10(1), 13582-13582 (2020-08-14)
In many human cancers, including hepatocellular carcinoma (HCC), high density of infiltrating tumor-associated macrophages (TAM) is associated with poor prognosis. Most TAMs express a M2 phenotype subsequently supporting tumor growth. How tumor cells polarize these TAMs to a pro-tumor M2
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

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