442681-65-4

Basic information

• Product Name: p-nitrobenzyl (1R,5S,6S)-2-[N-[4-(N-p-nitrobenzyloxycarbonylaminomethyl)benzyl]-N-p-nitrobenzyloxycarbonylaminoethylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
• Synonyms: p-nitrobenzyl (1R,5S,6S)-2-[N-[4-(N-p-nitrobenzyloxycarbonylaminomethyl)benzyl]-N-p-nitrobenzyloxycarbonylaminoethylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
• CAS NO: 442681-65-4
• Molecular Weight: 898.904
• Mol File: 442681-65-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-nitrobenzyl (1R,5S,6S)-2-[N-[4-(N-p-nitrobenzyloxycarbonylaminomethyl)benzyl]-N-p-nitrobenzyloxycarbonylaminoethylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitrobenzyl (1R,5S,6S)-2-[N-[4-(N-p-nitrobenzyloxycarbonylaminomethyl)benzyl]-N-p-nitrobenzyloxycarbonylaminoethylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate(442681-65-4)
• EPA Substance Registry System: p-nitrobenzyl (1R,5S,6S)-2-[N-[4-(N-p-nitrobenzyloxycarbonylaminomethyl)benzyl]-N-p-nitrobenzyloxycarbonylaminoethylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate(442681-65-4)

Safety Data

• Hazardous Substances Data: 442681-65-4(Hazardous Substances Data)

Upstream product

• 196880-47-4 4-({[tert-butyl(diphenyl)silyl]oxy}methyl)benzaldehyde 
• 442681-41-6 2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine 
• 442681-40-5 2-acetoxy-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine 
• 442681-39-2 2-[N-(4-tert-butyldiphenylsiloxymethylbenzyl)-N-p-nitrobenzyloxycarbonylamino]ethanol 
• 93711-81-0 (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

Relevant articles and documents

Structure-activity relationships of 1β-methyl-2-(5-phenylpyrrolidin-3-ylthio)carbapenems

Structure-activity relationship studies of 1β-methyl-2-[(3S,5R)-5-(4-aminomethylphenyl)pyrrolidin-3- ylthio]carbapenems, especially those pertaining to the relationship between antibacterial activity and side-chain structure were conducted. These studies suggested that the trans-(3S,5R)-5-phenylpyrrolidin-3-ylthio side-chain and the aminomethyl group at the 4-position of the phenyl ring play a key role in enhancing the antibacterial activity against the MRSA and Pseudomonas aeruginosa strains. In particular, the basicity of a substituent at the 4-position of the phenyl ring were shown to greatly contribute to the antibacterial activity against MRSA and methicillin-resistant Staphyloccocus epidermidis strains. In contrast, the amidine group was shown to lead to potent antibacterial activity against P. aeruginosa strains comparable to that of imipenem, however, a good correlation between the basicity of the 4-substituent and antipseudomonal activity was not observed. In conclusion, the 4-aminomethyl or methylaminomethyl group on the phenyl ring was the best substituent for antipseudomonal activity.