34282-30-9

Basic information

• Product Name: N-(4-methylphenyl)-2-sulfanylacetamide
• Synonyms: acetamide, 2-mercapto-N-(4-methylphenyl)-; N-(4-Methylphenyl)-2-sulfanylacetamide
• CAS NO: 34282-30-9
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181.2547
• Mol File: 34282-30-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 358.1°C at 760 mmHg
• Flash Point: 170.4°C
• Density: 1.185g/cm³
• Vapor Pressure: 2.61E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: N-(4-methylphenyl)-2-sulfanylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylphenyl)-2-sulfanylacetamide(34282-30-9)
• EPA Substance Registry System: N-(4-methylphenyl)-2-sulfanylacetamide(34282-30-9)

Safety Data

• Hazardous Substances Data: 34282-30-9(Hazardous Substances Data)

Upstream product

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Downstream Products

• 773152-21-9 butylsulfanyl-acetic acid p-toluidide 
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• 403834-47-9 (p-tolylcarbamoyl-methylsulfanyl)-acetic acid ethyl ester 
• 338409-62-4 (p-tolylcarbamoyl-methylsulfanyl)-acetic acid 
• 1439377-96-4 7-(tetrahydro-2H-pyran-2-yl)-4-(p-tolyl)-2H-pyridazino[4,5-b][1,4]thiazine-3,8(4H,7H)-dione 
• 1400566-21-3 3-oxo-4-(p-tolyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-carbonitrile 
• 1281988-46-2 2-(p-toluidino)-2-oxoethyl 3,6-dichIorobenzo[b]thiophene-2-carbothioate 
• 1281988-21-3 2-(p-toluidino)-2-oxoethyl 3-chlorobenzo[b]thiophene-2-carbothioate 

Relevant articles and documents

N-Aryl mercaptoacetamides as potential multi-target inhibitors of metallo-β-lactamases (MBLs) and the virulence factor LasB fromPseudomonas aeruginosa

Increasing antimicrobial resistance is evolving to be one of the major threats to public health. To reduce the selection pressure and thus to avoid a fast development of resistance, novel approaches aim to target bacterial virulence instead of growth. Another strategy is to restore the activity of antibiotics already in clinical use. This can be achieved by the inhibition of resistance factors such as metallo-β-lactamases (MBLs). Since MBLs can cleave almost all β-lactam antibiotics, including the “last resort” carbapenems, their inhibition is of utmost importance. Here, we report on the synthesis andin vitroevaluation ofN-aryl mercaptoacetamides as inhibitors of both clinically relevant MBLs and the virulence factor LasB fromPseudomonas aeruginosa. All testedN-aryl mercaptoacetamides showed low micromolar to submicromolar activities on the tested enzymes IMP-7, NDM-1 and VIM-1. The two most promising compounds were further examined in NDM-1 expressingKlebsiella pneumoniaeisolates, where they restored the full activity of imipenem. Together with their LasB-inhibitory activity in the micromolar range, this class of compounds can now serve as a starting point for a multi-target inhibitor approach against both bacterial resistance and virulence, which is unprecedented in antibacterial drug discovery.