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Key Documents

SMB00605

Sigma-Aldrich

Cephapirin sodium

Synonym(s):

Cefapirin sodium, 3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt, Cephapirin sodium

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About This Item

Empirical Formula (Hill Notation):
C17H16N3NaO6S2
CAS Number:
Molecular Weight:
445.45
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

form

powder

storage condition

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

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CSc3ccncc3)C2=O)C([O-])=O

InChI

1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+1/p-1/t13-,16-;/m1./s1

InChI key

VGEOUKPOQQEQSX-OALZAMAHSA-M

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Biochem/physiol Actions

Cephapirin is a cephalosporin C antibiotic effective against Gram-positive and Gram-negative bacteria including Staphylococcus aureus, Escherichia coli, Klebsiella pneumonia and Proteus mirabilis.

Packaging

25MG

Preparation Note

Cephapirin is soluble in H2O up to approximately 50 mg/mL and slightly soluble in DMSO and MeOH up to approximately 1 mg/mL.

Other Notes

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

13 - Non 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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Laboratory studies with a new cephalosporanic acid derivative.
D R Chisholm et al.
Antimicrobial agents and chemotherapy, 9, 244-246 (1969-01-01)
J Axelrod et al.
Applied microbiology, 22(5), 904-908 (1971-11-01)
Cephapirin, a new semisynthetic cephalosporin derivative, was found to have an antibacterial spectrum similar to that of cephalothin. Staphylococcus aureus was inhibited by cephapirin concentrations of 0.09 to 12.5 mug/ml. S. epidermidis, S. viridans, S. pyogenes, and Diplococcus pneumonia isolates
J L Bran et al.
Antimicrobial agents and chemotherapy, 1(1), 35-40 (1972-01-01)
Cephapirin sodium, a cephalosporin for parenteral use, was evaluated in vitro and in 27 patients. Cephapirin had activity equivalent to cephalothin against 25 strains each of Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, and Staphylococcus aureus; 10 strains each of Diplococcus

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