25324-52-1

Basic information

• Product Name: 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one
• Synonyms: 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one;2-Acetyl-10-methyl-10H-phenothiazine;Einecs 246-847-1
• CAS NO: 25324-52-1
• Molecular Formula: C₁₅H₁₃NOS
• Molecular Weight: 255.33482
• EINECS: 246-847-1
• Mol File: 25324-52-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 444.1°Cat760mmHg
• Flash Point: 222.4°C
• Appearance: /
• Density: 1.226g/cm³
• Vapor Pressure: 4.39E-08mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one(25324-52-1)
• EPA Substance Registry System: 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one(25324-52-1)

Safety Data

• Hazardous Substances Data: 25324-52-1(Hazardous Substances Data)

Usage

General Description

The chemical 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one is a compound with a phenothiazine core structure and a ketone functional group. It is commonly used in pharmaceutical and medical applications, particularly as a precursor for the synthesis of other pharmacologically active compounds. The presence of the phenothiazine structure in this chemical indicates potential antipsychotic and antiemetic properties, as phenothiazine derivatives are known for their ability to block dopamine receptors in the brain. Additionally, the ketone group suggests potential reactivity in organic synthesis, making it a useful building block for creating more complex molecules. Overall, 1-(10-methyl-10H-phenothiazin-2-yl)ethan-1-one has versatile applications in both the pharmaceutical and chemical industries.

InChI:InChI=1/C15H13NOS/c1-10(17)11-7-8-15-13(9-11)16(2)12-5-3-4-6-14(12)18-15/h3-9H,1-2H3

Upstream product

• 50971-92-1 2-(2-methyl-1,3-dioxolan-2-yl)-10H-phenothiazine 
• 74-88-4 methyl iodide 
• 6632-11-7 1-(2-acetyl-10H-phenothiazin-10-yl)ethan-1-one 
• 1628-29-1 10-acetyl-10H-phenothiazine 
• 6631-94-3 2-acetylphenothiazine 
• 723249-76-1 10-methyl-2-(2-methyl-[1,3]dioxolan-2-yl)-10H-phenothiazine 

Downstream Products

• 155130-12-4 N-methyl-2,7-bis[14'-(p-toluenesulfonyl)-3',6',9',12'-tetraoxatetradecyloxycarbonylmethyl]phenothiazine 
• 155130-13-5 N-methyl-2,7-bis[17'-(p-toluenesulfonyl)-3',6',9',12',15'-pentaoxaheptadecyloxycarbonylmethyl]phenothiazine 
• 381165-15-7 2,7-bis(2'-bromoethyl)-N-methylphenothiazine 
• 381165-06-6 2,7-bis(2'-iodoethyl)-N-methylphenothiazine 
• 13993-65-2 Metiazinic acid 
• 13611-85-3 4-[(10-methyl-10H-phenothiazin-2-yl)-thioacetyl]-morpholine 

Relevant articles and documents

A benzopyrylium-phenothiazine conjugate of a flavylium derivative as a fluorescent chemosensor for cyanide in aqueous media and its bioimaging

A new benzopyrylium-phenothiazine conjugate (BP) of a flavylium derivative was synthesized and characterized. The probe BP was shown to be selective and sensitive for CN- among the 17 anions and biothiols studied in HEPES buffer medium by fluorescence, absorption, and visual color change. The colorimetric and fluorescence response of the probe BP to cyanide ions is due to the Michael addition of cyanide to the activated Michael receptor of the probe which blocks an intramolecular charge transfer process. The probe displays a fast response to cyanide ions at room temperature, and a maximal fluorescence signal is achieved in the presence of only 2 equivalents of cyanide ions. Moreover, the probe BP could be used as a practical, visible colorimetric test strip for CN- in an aqueous environment. TDDFT calculations were performed in order to demonstrate the electronic properties of the probe and its cyanide product. Density functional reactivity theory (DFRT) calculation also exhibits the characterisation of the most electrophilic and nucleophilic centres of the molecule. The probe could be applied for imaging cyanide in live cells by fluorescence imaging.

Design of novel potent antihyperlipidemic agents with antioxidant/anti- inflammatory properties: Exploiting phenothiazine's strong antioxidant activity

Because atherosclerosis is an inflammatory process involving a series of pathological events such as dyslipidemia, oxidative stress, and blood clotting mechanisms, we hereby report the synthesis and evaluation of novel compounds in which antioxidant, anti-inflammatory, and squalene synthase (SQS) inhibitory/hypolipidemic activities are combined in simple molecules through design. The coupling of two different pharmacophores afforded compounds 1-12, whose biological profile was markedly improved compared to those of parent lead structures (i.e., the hypolipidemic 2-hydroxy-2-aryl-(benzo)oxa(or thia)zine and the antioxidant phenothiazine). Most derivatives strongly inhibited in vitro microsomal lipid and LDL peroxidation, exhibiting potent free-radical scavenging activity. They further significantly inhibited SQS activity and showed remarkable antidyslipidemic activity in vivo in animal models of acute and high-fat-induced hyperlipidemia. Finally, several compounds showed anti-inflammatory activity in vitro, inhibiting cycloxygenase (COX-1/2) activity. The multimodal properties of the new compounds and especially their combined antioxidant/SQS/COX inhibitory activity render them interesting lead compounds for further evaluation against atherosclerosis.

Phenothiazin-Bipyridinium-Oligooxacyclophane

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