CAS 68401-81-0|Ceftizoxime

Introduction:Basic information about CAS 68401-81-0|Ceftizoxime, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCeftizoxime
CAS Number68401-81-0Molecular Weight383.403
Density1.9±0.1 g/cm3Boiling Point/
Molecular FormulaC13H13N5O5S2Melting Point227 °C(dec.)
MSDS/Flash Point/
Symbol
GHS07, GHS08
Signal WordDanger

Names

Nameceftizoxime
SynonymMore Synonyms

Ceftizoxime BiologicalActivity

DescriptionCeftizoxime is a bacterial inhibitor which acts by interfering with bacterial cell wall synthesis and inhibiting cross-linking of the peptidoglycan.
Related CatalogSignaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
Target

bacterial[1]

In VitroCeftizoxime is a new parenteral cephalosporin derivative which is more active against various gram-negative bacilli, including the opportunistic pathogens such as Enterobacter, Citrobacter species, and Serratia marcescens, than cephalosporins and cephamycins such as cefotiam, cefamandole, cefuroxime, cefotaxime, and cefmetazole. Ceftizoxime shows a broad spectrum of antibacterial activity against aerobic gram-positive and gram-negative bacteria[1].
In VivoThe therapeutic effect of Ceftizoxime in mice infected with a small inoculum size is almost the same as that of cefotaxime[1]. Ceftizoxime is stable in biological fluids such as serum, urine, and tissue homogenates, but cefotaxime is unstable in rat tissue homogenates. Binding of ceftizoxime to serum protein in all species is the lowest of all the antibiotics: 31% for humans, 17% for dogs, and 32% for rats[2].
Animal AdminRats[2] The animals used in this study include 6-week-old male JCL:ICR strain mice, 6-week-old male JCL:SD strain rats, 7.5- to 15.0-kg male beagle dogs, and 5.8- to 9.1-kg male rhesus monkeys. Ceftizoxime for injection is dissolved in 0.9% saline. Ceftizoxime is given in a dose of 20 mg/kg to all test animals. The volumes are: 0.25 mL per animal by the intravenous (i.v.) and subcutaneous routes to mice; 5 mL/kg of body weight by the intramuscular (i.m.) and i.v. routes to rats; and 0.5 mL/kg of body weight by the i.m. and i.v. routes to dogs and monkeys[1].
References

[1]. Kamimura T, et al. Ceftizoxime (Ceftizoxime), a new parenteral cephalosporin: in vitro and in vivo antibacterial activities. Antimicrob Agents Chemother. 1979 Nov;16(5):540-8.

[2]. Murakawa T, et al. Pharmacokinetics of ceftizoxime in animals after parenteral dosing. Antimicrob Agents Chemother. 1980 Feb;17(2):157-64.

Chemical & Physical Properties

Density1.9±0.1 g/cm3
Melting Point227 °C(dec.)
Molecular FormulaC13H13N5O5S2
Molecular Weight383.403
Exact Mass383.035797
PSA200.75000
LogP0.59
Index of Refraction1.849
InChIKeyNNULBSISHYWZJU-LDYMZIIASA-N
SMILESCON=C(C(=O)NC1C(=O)N2C(C(=O)O)=CCSC12)c1csc(N)n1

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XI0367375
CHEMICAL NAME :
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4- thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6R-(6-alpha,7-beta(Z)))-
CAS REGISTRY NUMBER :
68401-81-0
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H13-N5-O5-S2
MOLECULAR WEIGHT :
383.43

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4563522
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4563522

Safety Information

Symbol
GHS07, GHS08
Signal WordDanger
Hazard StatementsH302-H317-H334
Precautionary StatementsP261-P280-P284-P301 + P312 + P330-P304 + P340-P342 + P311
Hazard CodesXi
Safety PhrasesS23-S24/25
RIDADRNONH for all modes of transport
WGK Germany3
HS Code2941905990

Customs

HS Code2941905990

Synonyms

Ceftizoxima
SK&F 88373-Z
Ceftizoxime
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl]amino]-8-oxo-, (6R,7R)-
Ceftizoxima [INN-Spanish]
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Ceftix
(6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 72-(Z)-(O-Methyloxime)
Ceftizoximum
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Ceftizoximum [INN-Latin]
7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid
ceftizoximum [INN_la]
Cefizox
MFCD00072000
Eposerin
Epocelin
[6R-[6a,7b(Z)]]-7-[[(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
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