Carfecillin sodium

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Carfecillin sodium
Category Antibiotics
Catalog number BBF-00701
CAS 21649-57-0
Molecular Weight 476.48
Molecular Formula C23H21N2NaO6S
Purity 95%

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Description

Carfecillin sodium, a phenyl derivative of carbenicillin, is a beta-lactam antibiotic used to treat urinary tract infections.

Specification

Related CAS 27025-49-6 (free acid)
Synonyms Carbenicillin phenyl sodium; carfecilina sodica; Carfexil; Pencina; Purapen; Carfecillin Sodium Salt; sodium [2S-(2alpha,5alpha,6beta)]-6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Storage Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
IUPAC Name sodium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)OC4=CC=CC=C4)C(=O)[O-])C.[Na+]
InChI InChI=1S/C23H22N2O6S.Na/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14;/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29);/q;+1/p-1/t15?,16-,17+,20-;/m1./s1
InChI Key JXSBZDNBNJTHBJ-JPZUGYNPSA-M

Properties

Appearance Solid Powder
Boiling Point 770.9°C at 760 mmHg
Solubility Soluble in DMSO, Water

Reference Reading

1.Clinical pharmacokinetics of carbenicillin, carfecillin, ticarcillin and BL-P 1654 in dairy cows.
Nouws JF, Ziv G, Van Ginneken CA, Vree TB. J Vet Pharmacol Ther. 1984 Mar;7(1):35-43.
The minimal inhibitory concentrations (MIC) of carbenicillin, ticarcillin and BL-P 1654 for gram-negative udder pathogens were determined using the agar plate dilution method. The MIC of the drugs for 50% and 90% of the isolates examined ranged for Escherichia coli and Aerobacter spp. from 1.56 to 25 micrograms/ml, and for Klebsiella spp. and Pseudomonas spp. from 3.12 to 50 micrograms/ml. The Serratia spp. were relatively non-susceptible for the drugs studied (MIC greater than 50 micrograms/ml). Each drug was administered intravenously at 5 g and 15 g per cow to different groups of cows with normal and inflamed quarters of the udder. Distribution and elimination kinetic parameters calculated from serum drug level data were very similar to those of other beta-lactam antibiotics. Although drug concentrations in milk from inflamed quarters were higher than in milk from normal quarters, they were considerably below the MIC for the majority of gram-negative udder pathogens.
2.[Pharmaceutical aspects of creating an effective drug form of carfecillin].
Berezovskaia LN, Gavrilova TA, Dedukh NG, Kiseleva TA, Grakovskaia LK. Antibiot Med Biotekhnol. 1986 Sep;31(9):684-7.
Physical and technological parameters of carfecillin powder and carfecillin with auxiliary substances in the form of the powder mixture and granulate were studied comparatively. Possible preparation of carfecillin capsules characterized by high levels of the antibiotic dissolution was shown.

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