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C7270

Sigma-Aldrich

Cefamandole nafate

~95%

Synonym(s):

Cefamandole formate sodium salt

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About This Item

Linear Formula:
C19H17N6O6S2Na
CAS Number:
Molecular Weight:
512.49
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

assay

~95%

mode of action

cell wall synthesis | interferes

SMILES string

[Na+].Cn1nnnc1SCC2=C(N3C(SC2)[C@H](NC(=O)[C@H](OC=O)c4ccccc4)C3=O)C([O-])=O

InChI

1S/C19H18N6O6S2.Na/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10;/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30);/q;+1/p-1/t12-,14-,17-;/m1./s1

InChI key

ICZOIXFFVKYXOM-YCLOEFEOSA-M

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General description

Chemical structure: ß-lactam

Application

Cefamandole is used to study the effects of expression and inhibition of PBP 2A and other penicillin-binding proteins (PDPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefamandole nafate inhibits bacterial cell wall synthesis by inhibiting PBP 2A and other penicillin-binding proteins. Cefamandole nafate has been shown to be rapidly converted to cefamandolein bacteriological media .

Physical form

sodium carbonate: approx. 5%

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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G P Jacobs et al.
International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes, 38(1), 71-73 (1987-01-01)
The feasibility of the radiation sterilization of two beta-lactam antibiotic powders, cefamandole nafate and oxacillin sodium, has been examined by subjecting them to a range gamma-radiation doses, followed by chemical and microbiological analyses. It would appear feasible to radiation sterilize
R B Kellum et al.
The Journal of reproductive medicine, 30(7), 527-529 (1985-07-01)
Intrauterine lavage using broad-spectrum antibiotics after cesarean section has been reported to reduce maternal morbidity, but many such patients are not at high risk for postoperative infection. This study tested intrauterine antibiotic lavage in patients at risk for infectious morbidity.
M A Faouzi et al.
Journal of pharmaceutical and biomedical analysis, 12(1), 99-104 (1994-01-01)
A rapid isocratic technique was developed for the analysis of cephamandole nafate and cephamandole in parenteral solutions using high-performance liquid chromatography (HPLC) with UV detection and C18 column. The availability and compatibility of drugs from solutions infused via plastic infusion
P B Issopoulos et al.
Acta pharmaceutica Hungarica, 66(2), 89-94 (1996-03-01)
A sensitive, accurate, precise and the same time simple and rapid method for the colorimetric determination of some cephalosporins of the second and third generations, such as: cefoxitin sodium (CFXT), cefaclor (CFCL), cefamandole nafate (CFMD), ceforanide l-lysine (CFRN), cefotaxime sodium
J R Turner et al.
Antimicrobial agents and chemotherapy, 12(1), 67-72 (1977-07-01)
By conventional laboratory evaluation procedures, the in vitro antibacterial activities of cefamandole and its O-formyl ester, cefamandole nafate, appear virtually identical. When the activities of these two compounds were examined for their ability to lyse log-phase cultures of susceptible bacteria

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