6631-94-3 Usage
Description
2-Acetylphenothiazine (2-APT) is a selective, cell-active inhibitor of NADPH oxidase 1 (NOX1) that effectively blocks the generation of reactive oxygen species (ROS) in certain cell types. It is characterized by its ability to prevent ROS-dependent processes and exhibits a yellow-white or green crystalline powder form.
Uses
Used in Anticancer Applications:
2-Acetylphenothiazine is used as an inhibitor for NOX1-dependent ROS generation in human DLD1 colon cancer cells, preventing the formation of ECM-degrading invadopodia and potentially contributing to the development of novel cancer treatments.
Used in Platelet Functional Responses and Signaling Pathways:
2-Acetylphenothiazine is used as a NADPH oxidase (NOX) inhibitor in human platelet functional responses and intracellular signaling pathways, with the ability to abolish collagen-induced superoxide production by platelets, thus preventing platelet aggregation and thrombus formation.
Used in Synthesis of Derivatives:
2-Acetylphenothiazine is utilized in the synthesis of 2-phenothiazin-2′-yl-cinchoninic acid derivatives, which may have various applications in the pharmaceutical and chemical industries.
Used in Beta Cell Protection:
2-Acetylphenothiazine is used as a protective agent for beta cells, inhibiting NOX1 and thus protecting them from cytokine-induced apoptosis, which could be beneficial in the treatment of diabetes.
Used in Activation of TRPA1 Nociceptor:
2-Acetylphenothiazine is used as an activator for the human transient receptor potential ankyrin 1 (TRPA1) nociceptor at concentrations between 1-30 μM, which may have implications in the study and treatment of pain and sensory perception.
Check Digit Verification of cas no
The CAS Registry Mumber 6631-94-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,3 and 1 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6631-94:
(6*6)+(5*6)+(4*3)+(3*1)+(2*9)+(1*4)=103
103 % 10 = 3
So 6631-94-3 is a valid CAS Registry Number.
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
6631-94-3Relevant articles and documents
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Kudryavtsev,B.V.,Yarmukhametova,D.Kh.
, (1970)
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Method for synthesis of 2-acetyl phenothiazine with m-acetyl phenol and aniline as raw materials
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Paragraph 0033, (2016/11/14)
The invention discloses to a method for synthesis of 2-acetyl phenothiazine with m-acetyl phenol and aniline as raw materials. The method comprises the steps: carrying out a dehydration reaction of m-acetyl phenol and aniline with trifluoromethanesulfonic acid as a catalyst; and carrying out an annulation reaction on the product obtained in the first step with elemental sulfur under the catalysis of iodine in an acetone solvent. With m-acetyl phenol and aniline as the raw materials, firstly, amino and phenolic hydroxyl are subjected to dehydration reaction, then the product is subjected to annulation reaction with elemental sulfur, and thus 2-acetyl phenothiazine is obtained. Trifluoromethanesulfonic acid as the dehydration reaction catalyst has stronger acidity and has the effect of relatively strongly protonizing m-acetyl phenol to form a molten salt, and the dehydration yield is increased. Through the two steps, the total yield and purity of 2-acetyl phenothiazine are ensured.
Assembly of substituted phenothiazines by a sequentially controlled CuI/L-proline-catalyzed cascade C-S and C-N bond formation
Dawei, Ma.,Geng, Qian,Zhang, Hui,Jiang, Yongwen
supporting information; experimental part, p. 1291 - 1294 (2010/05/17)
(Chemical equation presented) In the pro-line of fire: A general and efficient cascade reaction approach to substituted phenothiazines, which relies on controlled sequential Cul/L-prolinecatalyzed C-S and C-N bond formations, is described. DMSO = dimethylsulfoxide.
