220874-82-8

Basic information

• Product Name: N-6'-bromoacetylneamine
• Synonyms: N-6'-bromoacetylneamine
• CAS NO: 220874-82-8
• Molecular Weight: 443.295
• Mol File: 220874-82-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-6'-bromoacetylneamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-6'-bromoacetylneamine(220874-82-8)
• EPA Substance Registry System: N-6'-bromoacetylneamine(220874-82-8)

Safety Data

• Hazardous Substances Data: 220874-82-8(Hazardous Substances Data)

Upstream product

• 872054-82-5 endo-N-hydroxy-5-norbornene-2,3-dicarboximide O-bromoacetate 
• 3947-65-7 neomycin A 

Downstream Products

• 1285527-16-3 neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxo-N-(3-phenylpropyl)butanamido)butanamide 
• 1285527-15-2 neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxo-N-phenethylbutanamido)butanamide 
• 1285527-14-1 neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)amino)-3-oxopropyl)-4-(N-benzyl-3-oxobutanamido)-2-hydroxy-3,3-dimethylbutanamide 
• 1285527-13-0 neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide 
• 1133713-38-8 C₃₅H₅₆N₁₄O₁₂S 
• 910865-99-5 malonic acid 3-{2-[2-({[5-amino-6-(4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl]-carbamoyl}-methylsulfanyl)-ethylcarbamoyl]-ethylcarbamoyl}-3-hydroxy-2,2-dimethyl-propyl ester tert-butyl ester 
• 872054-79-0 C₃₅H₆₂N₁₁O₂₃P₃S 

Relevant articles and documents

The use of aminoglycoside derivatives to study the mechanism of aminoglycoside 6′-N-acetyltransferase and the role of 6′-NH2 in antibacterial activity

Aminoglycoside antibiotics act by binding to 16S rRNA. Resistance to these antibiotics occurs via drug modifications by enzymes such as aminoglycoside 6′-N-acetyltransferases (AAC(6′)s). We report here the regioselective and efficient synthesis of N-6′-ac

Synthesis and structure-activity relationships of truncated bisubstrate inhibitors of aminoglycoside 6′-N-acetyltransferases

Truncated aminoglycoside-coenzyme A bisubstrate analogues were efficiently prepared using a convergent approach where the amine and the thiol are coupled in one pot with the addition of a linker, without the need for protecting groups. These derivatives were tested for their effect on the activity of the resistance-causing enzyme aminoglycoside 6′-N-acetyltransferase Ii, and key structure-activity relationships are reported. Moreover, one of the inhibitors is able to block aminoglycoside resistance in cells expressing this enzyme.

Regio- and chemoselective 6′-N-derivatization of aminoglycosides: Bisubstrate inhibitors as probes to study aminoglycoside 6′-N- acetyltransferases

(Chemical Equation Presented) Complex nanomolar inhibitors in one pot: Aminoglycoside-coenzyme A derivatives were prepared through an efficient regioselective 6′-N modification of aminoglycosides (see scheme). These bisubstrates show tight-binding competi