CAS 127183-53-3

1,1,1-trifluoro-3-sulfanylpropan-2-one

Description:

1,1,1-Trifluoro-3-sulfanylpropan-2-one, with the CAS number 127183-53-3, is a chemical compound characterized by the presence of trifluoromethyl and thiol functional groups. This compound features a propanone backbone, where the carbonyl group is adjacent to a sulfanyl (thiol) group, contributing to its reactivity and potential applications in organic synthesis. The trifluoromethyl group enhances the compound's lipophilicity and can influence its biological activity, making it of interest in medicinal chemistry. The presence of sulfur in the sulfanyl group can impart unique properties, such as increased nucleophilicity, which may facilitate various chemical reactions, including substitution and addition reactions. Additionally, the trifluoromethyl group can stabilize certain intermediates, making this compound valuable in the development of pharmaceuticals and agrochemicals. Overall, 1,1,1-trifluoro-3-sulfanylpropan-2-one is notable for its distinctive functional groups, which contribute to its chemical behavior and potential utility in various chemical applications.

Formula: C₃H₃F₃OS

InChI: InChI=1/C3H3F3OS/c4-3(5,6)2(7)1-8/h8H,1H2

SMILES: C(C(=O)C(F)(F)F)S

1,1,1-Trifluoro-3-sulfanylpropan-2-one

CAS: 127183-53-3

1,1,1-Trifluoro-3-sulfanylpropan-2-one (TFPS) is a sulfonyl proton equivalent. It is hydrolyzed in vivo to its active form, trifluoromethanesulfonic acid (TFMSA), which binds to the enzyme cytochrome P450 and inhibits its activity. TFPS has been shown to inhibit the biosynthesis of hormones such as thyroxine and testosterone in insects. TFPS was also found to bind to specific binding sites on the surface of the mitochondria that are not present in other tissues. The inhibition of these sites by TFPS may be due to its ability to act as a competitive inhibitor for other substances, such as ATP or glucose 6-phosphate.

Formula: C₃H₃F₃OS

Purity: Min. 95%

Molecular weight: 144.12 g/mol

Ref: 3D-CFA18353