92552-87-9

Basic information

• Product Name: 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
• Synonyms: 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
• CAS NO: 92552-87-9
• Molecular Weight: 271.34
• Mol File: 92552-87-9.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one(92552-87-9)
• EPA Substance Registry System: 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one(92552-87-9)

Safety Data

• Hazardous Substances Data: 92552-87-9(Hazardous Substances Data)

Usage

Molecular weight

257.31 g/mol
The mass of one mole of 2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one is 257.31 grams.

Physical appearance

Yellow crystalline powder
The compound appears as a yellow, crystalline solid in powder form.

Solubility

Insoluble in water, soluble in organic solvents (e.g., ethanol, dimethyl sulfoxide)
The compound does not dissolve in water but dissolves in certain organic solvents like ethanol and dimethyl sulfoxide.

Structure

Benzothiazine ring system with a methoxyphenyl group at the 2-position
The compound has a core structure consisting of a benzothiazine ring, with a methoxyphenyl group attached to the second position of the ring.

Family

Thiazinone
2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one belongs to the thiazinone family of compounds, which are known for their potential pharmaceutical applications.

Pharmaceutical potential

Anti-inflammatory and antimicrobial properties
The compound has been studied for its potential use in pharmaceuticals, particularly for its ability to reduce inflammation and inhibit the growth of microorganisms.

Upstream product

• 17478-44-3 α-bromo-4-methoxyphenylacetic acid 
• 137-07-5 2-amino-benzenethiol 
• 55043-49-7 2-chloro-3,4-dihydro-3-oxo-2H-1,4-benzothiazine 
• 100-66-3 methoxybenzene 
• 5325-20-2 2H-1,4-benzothiazin-3-one 
• 696-62-8 para-iodoanisole 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 1141-88-4 2-Aminophenyl disulfide 

Downstream Products

• 29703-24-0 4-(2-diethylamino-ethyl)-2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one 

Relevant articles and documents

Expeditious synthesis of C2- or N4-aryl-1,4-benzothiazin-3-one via orthogonal Pd-catalyzed C-arylation and Cu-catalyzed N-arylation

Direct, chemo-specific arylation at C-2 or N-4 of 1,4-benzothiazin-3-one with aryl halides, based on Pd or Cu catalyst system, respectively, provided easy entry to arylated derivatives, a class of molecules not easily accessible via existing methods. Under Pd-catalysis conditions with LiHMDS as the base, N-arylation of 1,4-benzothiazin-3-one was inhibited leading to Cα-arylation of a secondary amide without the need for protection and de-protection of more acidic amido NH.

A Convenient and General Synthesis of 2-Aryl- and 2-Pyridyl-3-oxo-3,4-dihydro-2H-1,4-benzothiazines

The reaction of bis(2-aminophenyl) disulphide 1 with methyl or ethyl aryl- or pyridylacetates and sodium hydride gives the title compounds in good yield and high purity.The reaction is general, the starting materials easily available and the workup is simple and rapid.