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Ceftizoxime

Ceftizoxime Structure
CAS No.
68401-81-0
Chemical Name:
Ceftizoxime
Synonyms
Cefimx;Ceftizox;EPOCELIN;FR-13749;Ceftisomin;CEFTIZOXIME;Ceftizoxime >CEFTIZOXIME ACID;Ceftizoxime (350 mg);Ceftizoxime, ≥ 98.0%
CBNumber:
CB1717299
Molecular Formula:
C13H13N5O5S2
Molecular Weight:
383.4
MOL File:
68401-81-0.mol
Modify Date:
2024/5/28 19:59:05

Ceftizoxime Properties

Melting point 227° (dec)
Density 1.89±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Aqueous Base (Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated, Sonicated)
form Solid
pka pKa 2.1 (Uncertain)
color White to Pale Yellow
Merck 14,1951
Stability Hygroscopic
InChIKey NNULBSISHYWZJU-LLKWHZGFSA-N
SMILES N12[C@@]([H])([C@H](NC(/C(/C3=CSC(N)=N3)=N\OC)=O)C1=O)SCC=C2C(O)=O
CAS DataBase Reference 68401-81-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
RTECS  XI0367375
HS Code  2941906000
Toxicity LD50 intravenous in rat: 8gm/kg
NFPA 704
0
2 0

Ceftizoxime price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) C2622 Ceftizoxime 68401-81-0 1G ₹8600 2022-05-26 Buy
TCI Chemicals (India) C2622 Ceftizoxime 68401-81-0 5G ₹16300 2022-05-26 Buy
Product number Packaging Price Buy
C2622 1G ₹8600 Buy
C2622 5G ₹16300 Buy

Ceftizoxime Chemical Properties,Uses,Production

Description

In ceftizoxime, the whole C-3 side chain has been omitted to prevent deactivation by hydrolysis. It rather resembles cefotaxime in its properties; however, not being subject to metabolism, its pharmacokinetic properties are much less complex.

Uses

Ceftizoxime is used for bacterial infections of the lower respiratory tract, infections of the urinary tract, infections of the bones, joints, skin, soft tissues, and abdominal infections. Synonyms of this drug are ceftix and eposerin.

Definition

ChEBI: A parenteral third-generation cephalosporin, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7beta-position.

Antimicrobial activity

A semisynthetic cephalosporin supplied as the sodium salt. The properties are very similar to those of cefotaxime, but it lacks the acetoxymethyl group at position C-4 and is therefore not subject to deacetylation. Activity against common pathogenic bacteria (Table 13.4) is very similar to that of cefotaxime.
A 500 mg intramuscular injection achieves a plasma concentration of around 14 mg/L. A concentration of 85–90 mg/L is produced 30 min at the end of a 30-min intravenous infusion. The plasma half-life is 1.3–1.9 h. Protein binding is 30%. It is well distributed. In children with meningitis receiving 200–250 mg/kg per day in four equally divided doses for 14–21 days, mean CSF concentrations 2 h after a dose were 6.4 mg/L on day 2 and 3.6 mg/L on day 14.
About 70–90% of the dose is recovered in the urine in the first 24 h, principally by glomerular filtration. Probenecid increases the plasma half-life by about 50%. In patients receiving 1 g intravenously over 30 min, the plasma elimination half-life rose to 35 h when the corrected creatinine clearance was <10 mL/ min. It is partly removed by peritoneal and hemodialysis.
Adverse reactions and clinical use are similar to those of cefotaxime.

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Ceftizoxime Spectrum

(6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-7α-[2-(2-Imino-4-thiazolin-4-yl)-2-[(Z)-methoxyimino]acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Ceftizox (7R)-7-[[2-(2-Aminothiazole-4-yl)-2-(methoxyimino)-1-oxoethyl]amino]cepham-3-ene-4-carboxylic acid (7R)-7β-[2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetylamino]cepham-3-ene-4-carboxylic acid Ceftizoxime (350 mg)I0E2620.999mg/mg(an) Ceftizoxime (350 mg) (6R,7R)-7-[(2Z)-2-(2-aMino-1,3-thiazol-4-yl)-2-(MethoxyiMino)acetaMido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid EPOCELIN CEFTIZOXIME CEFTIZOXIME ACID (6r-(6-alpha,7-beta(z)))-l)(methoxyimino)acetyl)amino)-8-oxo 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(((2-amino-4-thiazoly 7-Amino-3-[[[2,5-Dihydro-6-Hydroxy-2-Methyl-5-Oxo-1,2,4-Trizin-3-Yl]-Thio]Methyl]-Cephalosporanic Acid 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7β(Z)]]- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)- Ceftisomin syn-7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)-3-cephem-4-carbo xyli (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Cefimx FR-13749 [(6R-[6α,7β(Z)])-7-[[(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct2-ene-2-carboxylie acid (6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Ceftizoxime Ceftizoxime Ceftizoxime > 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)- Ceftizoxime USP/EP/BP (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Ceftizoxime (1098173) 1,2-Benzenedicarboxylicacid,bis(8-methylbutyl)ester Ceftizoxime, ≥ 98.0% 68401-81-0 68041-82-1 C13H13N5O5S2