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33075-00-2

33075-00-2 structure

Name: Cefathiamidine
Chemical Name: cefathiamidine
CAS Number: 33075-00-2
Molecular Formula: C₁₉H₂₈N₄O₆S₂
Molecular Weight: 472.579
Catalog: API Antibiotics Cephalosporin
Create Date: 2018-07-05 19:47:31
Modify Date: 2024-01-02 16:22:20
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[1][2].

Name	cefathiamidine
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)-

Description	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[1][2].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial
Target	Bacterial[1]
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[2].
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[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.

Density	1.5±0.1 g/cm3
Molecular Formula	C₁₉H₂₈N₄O₆S₂
Molecular Weight	472.579
Exact Mass	472.145020
PSA	188.00000
LogP	2.67
Index of Refraction	1.653
Storage condition	-20℃

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

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