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Merck
CN

C4520

Cephalothin sodium salt

Synonym(s):

7-(2-Thienylacetamido)cephalosporanic acid sodium salt, Cephalotin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H15N2NaO6S2
CAS Number:
58-71-9
Molecular Weight:
418.42
UNSPSC Code:
51282506
NACRES:
NA.85
PubChem Substance ID:
24278314
EC Number:
200-394-6
Beilstein/REAXYS Number:
4120706
MDL number:
MFCD00072025

Key Documents

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InChI key

VUFGUVLLDPOSBC-XRZFDKQNSA-M

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

SMILES string

[Na+].CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)Cc3cccs3)C2=O)C([O-])=O

form

crystalline powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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Application

Cephalothin is a first-generation cephalosporin antibiotic used to study the mechanism of liposome encapsulated antibiotics, strategies for co-opting β-lactamases of Gram-negative bacteria for treatment of antibiotics, and for immunology studies in relation to antibiotics. It is used to study the effect of expression, binding and inhibition of penicillin-binding proteins especially PBP6 on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Mode of Action: Disrupts the synthesis of the peptidoglycan layer of bacterial cell walls.

Antimicrobial spectrum: Effective aginast both Gram-positive and Gram-negative bacteria.

Mode of Resistance: Production of cephalosporinase will inactivate the product.

General description

Chemical structure: ß-lactam

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000515762
0000515762
0000504469
0000504469
0000492496

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S Mobashery et al.
The Journal of biological chemistry, 261(17), 7879-7887 (1986-06-15)
Two novel C10-(dipeptidyl)cephalosporin esters (3-(beta-chloro-L-alanyl-beta-chloro-L-alanyloxymethyl)-7 beta-(2-thienylacetamido)-3-cephem-4-carboxylic acid (7) and sodium 3-(L-alanyl-L-alanyloxymethyl)-7 beta-(2-thienylacetamido)-3-cephem-4-carboxylate, toluene-sulfonic acid salt (18] were synthesized, and their reactions with Escherichia coli TEM beta-lactamase were examined. Kinetic parameters determined for the enzymatic reactions of 7 (Km = 0.32
Studies on the immune response to penicillin and cephalothin in humans. I. Optimal conditions for titration of hemagglutinating penicillin and cephalothin antibodies.
P Spath et al.
Journal of immunology (Baltimore, Md. : 1950), 107(3), 854-859 (1971-09-01)
J V Desiderio et al.
The Journal of infectious diseases, 148(3), 563-570 (1983-09-01)
Multilamellar liposomes (lipid bilayer vesicles) composed of phosphatidylcholine, cholesterol, and phosphatidylserine (molar ratio, 6:3:1) were produced and then made to entrap an aqueous solution of cephalothin. Resident murine peritoneal macrophages were shown to be capable of interiorizing the liposome-antibiotic complex;
Min-Kyung Kang et al.
Dental materials journal, 31(1), 98-105 (2012-01-27)
Dental implant failure often occurs due to oral bacterial infection. The aim of this study was to demonstrate that antibiotic efficacy could be enhanced with modified titanium. First, the titanium was modified by anodization and heat-treatment. Then, a biomimetic coating
Jung-Whan Chon et al.
Journal of food science, 77(7), M354-M358 (2012-06-08)
A total of 115 desiccated food samples, including agricultural and marine products, were investigated for the presence of Cronobacter. Cronobacter species were characterized with biochemical tests. Antibiotic resistance was assessed with the disk diffusion method, and the molecular subtypes of
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