Dalfopristin Chemical Properties

Melting point:

~150°

Boiling point:

940.5±65.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMSO:113.0(Max Conc. mg/mL);163.57(Max Conc. mM)
Ethanol:100.0(Max Conc. mg/mL);144.75(Max Conc. mM)

form 

Solid

pka

13.18±0.70(Predicted)

color 

White to yellow

Safety Information

Hazardous Substances Data

112362-50-2(Hazardous Substances Data)

Dalfopristin Usage And Synthesis

Uses

A Viiginiamycin M1 (V672810) derivative. A streptogramin antibiotic used to treat infections by staphylococci and by vancomycin-resistant Enterococcus faecium.

Uses

Dalfopristin is a semi-synthetic analogue of ostreogyrcin A (virginiamycin M, pristinamycin IIA, streptogramin A) formed by addition of diethylaminoethylthiol to the 2-pyrroline group of ostreogyrcin, followed by oxidation to the sulphone. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Dalfopristin is used commercially in synergistic combination with quinupristin (70:30). There is little published data on the synthesis, biological or antibiotic activity of dalfopristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.

Uses

Dalfopristin is a semi-synthetic analogue of ostreogrycin A (virginiamycin M, pristinamycin IIA, streptogramin A) formed by addition of diethylaminoethylthiol to the 2-pyrroline group of ostreogrycin, followed by oxidation to the sulfone. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Dalfopristin is used commercially in synergistic combination with quinupristin (70:30). There is little published data on the synthesis, biological or antibiotic activity of dalfopristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.

Definition

ChEBI: Dalfopristin is a macrolide that is pristinamycin IIA in which the double bond between positions 26 and 26a of the pyrroline ring has been reduced and position 26R carries a [2-(diethylamino)ethyl]sulfonyl group. It is a semi-synthetic streptogramin antibiotic and often used as a mixture with quinupristin for the treatment of vancomycin-resistant Enterococcus faecium. It has a role as an antibacterial drug and a protein synthesis inhibitor. It is a macrolide, a member of 1,3-oxazoles, a cyclic ketone, an enamide, a secondary alcohol, a secondary carboxamide, a tertiary carboxamide, a sulfone, a tertiary amino compound, a carboxylic ester and a macrolide antibiotic. It is functionally related to a pristinamycin IIA.

Dalfopristin(112362-50-2)Related Product Information

• Indole-2-carboxylic acid
• Acebutolol
• Sulbactam
• Tigecycline
• Morpholine
• Fusidine
• (R)-(+)-2-(METHOXYMETHYL)-1-PYRROLIDINECARBOXALDEHYDE
• AC-D-PRO-OH
• ETHYL 3-(METHYLTHIO)BUTYRATE
• Dalfopristin
• Quinupristin-dalfopristin
• 3-(METHANESULFONYL)PYRROLIDINE
• ETHYL CARBOXYETHYLSULPHONE
• 3-(ethylsulfinyl)propanoic acid
• METHOXYCARBONYLETHYL-ETHYLSULFONE
• METHYL 1-ETHYLPYRROLIDINE-2-CARBOXYLATE
• (R)-(+)-1-ETHYL-2-PYRROLIDINECARBOXYLIC ACID ETHYL ESTER
• 2-METHYLPROPYL 3-(METHYLTHIO)BUTANOATE