39736-26-0

Basic information

• Product Name: 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE
• Synonyms: 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE;1-[4-AMINO-2-(METHYLTHIO)-5-THIAZOLYL]-ETHANONE;Ethanone, 1-[4-amino-2-(methylthio)-5-thiazolyl]-;1-[4-amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethan-1-one
• CAS NO: 39736-26-0
• Molecular Formula: C6H8N2OS2
• Molecular Weight: 188.27
• Mol File: 39736-26-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366.9 °C at 760 mmHg
• Flash Point: 175.7 °C
• Appearance: /
• Density: 1.38 g/cm³
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE(39736-26-0)
• EPA Substance Registry System: 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE(39736-26-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• Hazardous Substances Data: 39736-26-0(Hazardous Substances Data)

Usage

General Description

1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE is a chemical compound with the molecular formula C6H8N2OS2. It is a thiazole derivative with a thioether group and an amino group attached to the thiazole ring. 1-[4-AMINO-2-(METHYLSULFANYL)-1,3-THIAZOL-5-YL]ETHANONE is commonly used in organic synthesis and pharmaceutical research due to its potential biological and pharmacological activities. It may also have applications in the development of new drugs and agrochemicals. Its specific properties and potential uses are still being studied and researched by chemists and pharmacologists.

InChI:InChI=1/C6H8N2OS2/c1-3(9)4-5(7)8-6(10-2)11-4/h7H2,1-2H3

Upstream product

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Relevant articles and documents

ANTI-INFECTIVE COMPOUNDS

The present invention relates to small molecule compounds having the general formula (I): wherein A is a moiety selected from the group consisting of formulae (A) to (K) and their use in the treatment of bacterial infections, in particular Tuberculosis.

4-Bromo-2-(piperidin-1-yl)thiazol-5-yl-phenyl methanone (12b) inhibits Na+/K+-ATPase and Ras oncogene activity in cancer cells

The in vitro growth inhibitory activity of 26 thiazoles (including 4-halogeno-2,5-disubtituted-1,3-thiazoles) and 5 thienothiazoles was assessed on a panel of 6 human cancer cell lines, including glioma cell lines. (4-Chloro-2-(piperidin-1-yl)thiazol-5-yl)(phenyl)methanone (12a) and (4-bromo-2-(piperidin-1-yl)thiazol-5-yl)(phenyl)methanone (12b) displayed ～10 times greater in vitro growth inhibitory activity than perillyl alcohol (POH), which therapeutically benefits glioma patients through the inhibition of both alpha-1 Na+/K+-ATPase (NAK) and Ras oncogene activity. The in vitro cytostatic activities (as revealed by quantitative videomicroscopy) displayed by 12a and 12b were independent of the intrinsic resistance to pro-apoptotic stimuli associated with cancer cells. Compounds 12a and 12b displayed relatively similar inhibitory activities on purified guinea pig brain preparations that mainly express NAK alpha-2 and alpha-3 subunits, whereas only compound 12b was efficacious against purified guinea pig kidney preparations that mainly express the NAK alpha-1 subunit, which is also expressed in gliomas, melanomas and non-small-cell lung cancers NSCLCs.

A New Synthesis of Substituted 4-Amino-1,3-thiazoles

In the 5-position substituted 4-amino-2-alkylthio-1,3-thiazoles are prepared in good yields from N-nitro-amidino-dithiocarbamates 1 and α-halogen-carbonylcompounds or chloracetonitrile. 1 reacts with 1,3-dichlor-acetone under formation of adequate bis(1,3