Cephalothin sodium

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Cephalothin sodium
Category Antibiotics
Catalog number BBF-04538
CAS 58-71-9
Molecular Weight 418.41
Molecular Formula C16H15N2NaO6S2
Purity ≥98%

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Description

Cephalothin sodium is a semisynthetic first generation cephalosporin antibiotic having a broad spectrum of antibacterial activity that is administered parenterally used to prevent infection during surgery and to treat many kinds of infections of the blood, bone or join. It is active against gram-positive and gram-negative bacteria.

Specification

Related CAS 153-61-7 (free acid)
Synonyms 7-(Thiophene-2-acetamido)cephalosporanic acid sodium; (6R,7R)-3-[(Acetyloxy)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt; 7-[2-(2-Thienyl)acetylamido]cephalosporanic Acid Sodium Salt; CT Sodium; Sodium Cefalotin; Sodium Cephalotin; Keflin; Seffin; Toricelocin
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20°C under inert atmosphere
IUPAC Name sodium;(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)[O-].[Na+]
InChI InChI=1S/C16H16N2O6S2.Na/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10;/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23);/q;+1/p-1/t12-,15-;/m1./s1
InChI Key VUFGUVLLDPOSBC-XRZFDKQNSA-M
Source Semi-synthetic

Properties

Appearance White to Off-white Solid
Application Anti-Bacterial Agents
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 757.2°C at 760 mmHg
Melting Point >163°C
Solubility Slightly soluble in Chloroform, DMSO (Heated), Methanol (Heated), Water

Reference Reading

1.In vitro and in vivo laboratory evaluation of cephalothin, a new broad spectrum antibiotic.
BONIECE WS, WICK WE, HOLMES DH, REDMAN CE. J Bacteriol. 1962 Dec;84:1292-6.
Boniece, W. S. (Lilly Research Laboratories, Indianapolis, Indiana), W. E. Wick, D. H. Holmes, and C. E. Redman. In vitro and in vivo laboratory evaluation of cephalothin, a new broad-spectrum antibiotic. J. Bacteriol. 84:1292-1296. 1962.-Cephalothin, a new cephalosporin antibiotic, is the sodium salt of 7-(thiophene-2-acetamido) cephalosporanic acid. The activity of this antibiotic against a variety of gram-positive and gram-negative bacteria is described, as determined by the tube-dilution and disc-plate methods. Correlations of the results of the therapy of experimental infections in mice with in vitro sensitivity to cephalothin are presented. The data from the gram-negative bacterial infection tests suggest the following relationship on a within strain basis: ed(50) = C(i)ld(50) (bi), where the subscript i stands for the various strains.

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