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Key Documents

C8395

Sigma-Aldrich

Cephradine

≥90.0% (Cephradine, HPLC)

Synonym(s):

Cefradin

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
Molecular Weight:
349.40
MDL number:
UNSPSC Code:
51282517
PubChem Substance ID:
NACRES:
NA.85

Quality Level

Assay

≥90.0% (Cephradine, HPLC)

form

powder

solubility

ethanol: practically insoluble 96%
hexane: practically insoluble
water: slightly soluble

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CCC=CC3)C(O)=O

InChI

1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1

InChI key

RDLPVSKMFDYCOR-UEKVPHQBSA-N

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General description

Chemical structure: ß-lactam

Application

Cefradin was used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefradin is a semi-synthetic cephalosporin that inhibits the last stage of bacterial cell wall synthesis by binding to certain penicillin-binding proteins (PBPs), such as PBP3, which results in cell lysis. Cell lysis is mediated by bacterial cell wall autolytic enzymes. It is effective against Gram-positive and Gram-negative bacteria. Cefradin may also interfere with autolysin inhibitors.

Other Notes

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

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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James R Adams et al.
The British journal of oral & maxillofacial surgery, 46(8), 673-674 (2008-05-20)
Dental infections are associated with a range of serious complications. The orofacial region provides potential spaces in the tissue that infections of dental origin can occupy. We describe the subtemporal extension of a dental infection, the late development of cranial
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Journal of fluorescence, 19(5), 801-808 (2009-04-04)
It was first found that the intrinsic fluorescence of lysozyme at 340 nm can be quenched by cephalosporin analogues through the static quenching and non-radiative energy transferring procedure. In the acetate buffer solution with pH 7.0 and 298 K, the
Suying Feng et al.
European journal of dermatology : EJD, 21(5), 696-699 (2011-06-24)
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