Phenethicillin Potassium
Structural Formula Vector Image
Title: Phenethicillin Potassium
CAS Registry Number: 132-93-4
CAS Name: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(1-oxo-2-phenoxypropyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid monopotassium salt
Additional Names: (a-phenoxyethyl)penicillin potassium; a-phenoxyethylpenicillinic acid potassium salt; 6-(a-phenoxypropionamido)penicillanic acid potassium salt; penicillin-152; penicillin MV; penicillin-152 potassium; potassium phenethicillin
Trademarks: Maxipen (Pfizer); Syncillin (Bayer)
Molecular Formula: C17H19KN2O5S
Molecular Weight: 402.51
Percent Composition: C 50.73%, H 4.76%, K 9.71%, N 6.96%, O 19.87%, S 7.97%
Literature References: Semi-synthetic antibiotic related to penicillin. Prepn from 6-aminopenicillanic acid: Perron et al., Antibiot. Annu. 1959-1960, 107; J. Am. Chem. Soc. 82, 3934 (1960); Glombitza, Ann. 673, 166 (1964).
 
Derivative Type: dl-Form
Properties: Crystals from acetone, dec 230-232°. Much less hygroscopic than benzylpenicillin sodium. Freely sol in water.
 
Derivative Type: l-Form
Additional Names: Epiphenethicillin potassium
Properties: Crystals from 20% butanol, dec 238-239°. [a]D24 +218° (c = 0.01 in water).
Optical Rotation: [a]D24 +218° (c = 0.01 in water)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins.

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