Cefathiamidine

Cefathiamidine is a first-generation cephalosporin antibacterial agent and is used to treat infections caused by susceptible bacteria. Cefathiamidine exhibits a wide spectrum of antimicrobial activity against bacteria. Cefathiamidine is used for the treatment of respiratory, liver, five senses, urinary tract infections, endocarditis and sepsis.

Product information

CAS Number: 33075-00-2

Molecular Weight: 472.58

Formula: C19H28N4O6S2

Chemical Name: (6R,7R)-3-[(acetyloxy)methyl]-7-(2-{[(Z)-N,N'-bis(propan-2-yl)carbamimidoyl]sulfanyl}acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Smiles: CC(=O)OCC1CS[C@@H]2[C@H](NC(=O)CS/C(/NC(C)C)=N\C(C)C)C(=O)N2C=1C(O)=O

InChiKey: JYXACOFERDBGGQ-RHSMWYFYSA-N

InChi: InChI=1S/C19H28N4O6S2/c1-9(2)20-19(21-10(3)4)31-8-13(25)22-14-16(26)23-15(18(27)28)12(6-29-11(5)24)7-30-17(14)23/h9-10,14,17H,6-8H2,1-5H3,(H,20,21)(H,22,25)(H,27,28)/t14-,17-/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 250 mg/mL (529.01 mM; Need ultrasonic).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

The in-vitro activity of Cefathiamidine against Streptococcus faecalis and Streptococcus faecium are studied in comparison with other β-lactams. All the 56 strains of Str. faecalis tested are inhibited by 2 mg/L of Cefathiamidine. The MBCs of Cefathiamidine and Ampicillin for ten strains of Str. faecalis show that the ratios of MBC/MIC are greater than 64. The rates of killing of Str. faecalis are reduced at concentrations of Cefathiamidine and Ampicillin greater than the MIC. The most rapid killing is obtained at 2 mg/L Cefathiamidine or 4 mg/L of Ampicillin. With the addition of 1 mg/L gentamicin this paradoxical bacteriocidal effect is eliminated. Time killing studies show99.9% of the cells are killed within 6 hours by a combination of aminoglycoside and β-lactam.

In Vivo:

Cefathiamidine is not absorbed orally and is, thus, administered through the parenteral route (intravenously or intramuscularly). Cefathiamidine is widely distributed in most bodily fluids and tissues; however, Cefathiamidine cannot pass through the blood-brain barrier. The protein-binding capacity of Cefathiamidine is 23%, and more than 90% of Cefathiamidine is excreted unchanged by the kidney.

Products are for research use only. Not for human use.