CAS 33075-00-2|Cefathiamidine

Introduction:Basic information about CAS 33075-00-2|Cefathiamidine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCefathiamidine
CAS Number33075-00-2Molecular Weight472.579
Density1.5±0.1 g/cm3Boiling Point/
Molecular FormulaC19H28N4O6S2Melting Point/
MSDS/Flash Point/

Names

Namecefathiamidine
SynonymMore Synonyms

Cefathiamidine BiologicalActivity

DescriptionCefathiamidine 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[1][2].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial
Target

Bacterial[1]

In VitroThe 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[2].
In VivoCefathiamidine 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[1].
References

[1]. Zhi LJ, et al. Population pharmacokinetics and dosing optimization of cefathiamidine in children with hematologic infection. Drug Des Devel Ther. 2018 Apr 17;12:855-862.

[2]. Chen HY, et al. The killing effects of cefathiamidine or ampicillin alone and in combination with gentamicin against enterococci. J Antimicrob Chemother. 1983 Jul;12(1):19-26.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Molecular FormulaC19H28N4O6S2
Molecular Weight472.579
Exact Mass472.145020
PSA188.00000
LogP2.67
Index of Refraction1.653
InChIKeyJYXACOFERDBGGQ-RHSMWYFYSA-N
SMILESCC(=O)OCC1=C(C(=O)O)N2C(=O)C(NC(=O)CSC(=NC(C)C)NC(C)C)C2SC1
Storage condition-20℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XI0373000
CHEMICAL NAME :
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(2-((N,N'-diisopropylamidino)thio) acetamido)-3-(hydroxymethyl)-8-oxo-, acetate
CAS REGISTRY NUMBER :
33075-00-2
LAST UPDATED :
199406
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C19-H28-N4-O6-S2
MOLECULAR WEIGHT :
472.63
WISWESSER LINE NOTATION :
T46 ANV ES GUTJ CMV1SYMY1&1&UNY1&1 G1OV1 HVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1260 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CMJODS Chinese Medical Journal (Beijing, English Edition). (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year: 92,26,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
720 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CMJODS Chinese Medical Journal (Beijing, English Edition). (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year: 92,26,1979

Synonyms

(6R,7R)-3-(Acetoxymethyl)-7-({[(N,N'-diisopropylcarbamimidoyl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[2-[[(E)-[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-, (6R,7R)-
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