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Merck
CN

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:
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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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M B Henley et al.
Clinical orthopaedics and related research, (209)(209), 249-254 (1986-08-01)
A prospective, randomized, double-blind study was conducted to determine the efficacy of cefamandole nafate in reducing infections in general orthopedic procedures. Of 743 patients initially entered into the study, 715 (362 on cefamandole, 353 on placebo) fulfilled the requirements of
R Gonen et al.
Obstetrics and gynecology, 67(4), 545-548 (1986-04-01)
The efficacy of intraoperative irrigation with cefamandole nafate at cesarean section was evaluated in a prospective, randomized double-blind study. Two hundred and eight patients were treated with antibiotic irrigation and intravenous placebo or with perioperative intravenous cefamandole and irrigated with
Adult linear IgA disease associated with an erythema multiforme-like drug reaction.
Z B Argenyi et al.
Cleveland Clinic journal of medicine, 54(5), 445-450 (1987-09-01)
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
R S Bennion et al.
The Journal of cardiovascular surgery, 26(3), 270-274 (1985-05-01)
A blinded, randomized, prospective study of 38 chronic renal failure patients was done to evaluate perioperative antibiotics in the prevention of postoperative infection of vascular access prostheses. Expanded polytetrafluoroethylene (PTFE) hemodialysis grafts were placed either in radiocephalic (19) or femorosaphenous

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