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Ceftizoxime sodium

Ceftizoxime sodium structure

CAS No:
68401-82-1
Formula:
C13H13N5O5S2.Na
Chemical Name:
Ceftizoxime sodium
Synonyms:
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-,sodium salt (1:1),(6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-,monosodium salt,[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-,monosodium salt,(6R,7R)-;FK 749;Ceftizoxime sodium;Sodium 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate;Ceftizoxime sodium salt;Ceftix;Eposerin;Cefizox;Ceftizon;SKF 88373;FR 13479
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Ceftizoxime sodium (SKF-88373) is third generation cephalosporin effective against Gram-negative and Gram-positive bacteria. It binds penicillin-binding proteins (PBPs) and inhibits the bacterial cell wall synthesis.

Ceftizoxime sodium is the sodium salt of ceftizoxime. It contains a ceftizoxime(1-).|Ceftizoxime Sodium is the sodium salt form of ceftizoxime and a semi-synthetic, broad-spectrum, beta-lactamase resistant, third-generation cephalosporin antibiotic with bactericidal activity. Ceftizoxime sodium inhibits bacterial cell wall synthesis by inactivating penicillin binding proteins (PBPs) thereby interfering with the final transpeptidation step required for cross-linking of peptidoglycan units which are a component of the cell wall. Lack of cross-linking results in a reduction of cell wall stability and leads to cell lysis.|A semisynthetic cephalosporin antibiotic which can be administered intravenously or by suppository. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative organisms. It has few side effects and is reported to be safe and effective in aged patients and in patients with hematologic disorders.

Ceftizoxime sodium Basic Attributes

Molecular Weight：

405.39

Exact Mass：

405.017761

EC Number：

1312995-182-4

UNII：

26337D5X88

DSSTox ID：

DTXSID5046643

NCI Thesaurus Code：

C47438

HScode：

2941905990

Characteristics

PSA：

203.58000

Appearance：

white to faint yellow

Melting Point：

227℃

Water Solubility：

soluble in water;DMSO: soluble 1mg/mL

Storage Conditions：

-20°C

Toxicity：

LD50 in mice, rats (mg/kg): ~6000 i.v. (Fukuhara)

Safety Information

wgk germany：

hazard class code：

36/37/38

safety instructions：

RTECS Number：

XI0368000

Marks：

GHS Classification：

|Warning|H315 (95.24%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Cefizox

Ceftizoxime sodium Use and Manufacturing

Uses

Antibiotic API.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:405.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:5
Exact Mass:405.01775513
Monoisotopic Mass:405.01775513
Topological Polar Surface Area:204
Heavy Atom Count:26
Complexity:675
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Price Analysis

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Drug Function and Efficacy

This product belongs to the third generation of cephalosporin, with broad-spectrum antibacterial effect, and is stable to broad-spectrum beta-lactamase produced by various Gram-positive and Gram-negative bacteria. It has a strong antibacterial effect on Enterobacteriaceae such as Escherichia coli, Klebsiella pneumoniae, and Proteus mirabilis, and has poor sensitivity to Pseudomonas and Acinetobacter such as Pseudomonas aeruginosa. It has good antibacterial effect on Haemophilus influenzae and Neisseria gonorrhoeae. The effect on Staphylococcus aureus and Staphylococcus epidermidis is worse than that of the first and second generation cephalosporins. Methicillin-resistant Staphylococcus aureus and Enterococcus are resistant, and various streptococci are highly sensitive. Anaerobic bacteria such as Peptococcus, Peptostreptococcus and some Bacteroides are mostly sensitive, while Clostridium difficile is resistant. The bactericidal effect is achieved by inhibiting the biosynthesis of bacterial cell wall mucopeptides.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cefuroxime Sodium for Injection
Ingredients	The main ingredient of this product is cefuroxime sodium.
Indication	When used in combination with coumarins, there is a possibility of enhancing the effects of coumarins: nephrotoxicity has been reported when used in combination with diuretics such as furosemide, other cephalosporins and aminoglycoside antibiotics.
Specifications	Calculated as C13H12N5O5S2 1.0g

Ceftriaxone Sodium
Ingredients	The main ingredient of this product is cefuroxime sodium, and its chemical name is [6R-[6a,7b(Z)]]-7[[2,3-dihydro-2-imino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt.
Indication	1. When erythromycin, tetracycline, amphotericin B, vasoactive drugs (meta-hydroxylamine, norepinephrine, etc.), phenytoin sodium, chlorpromazine, isopropyl alcohol, vitamin B group, vitamin C, etc. are added to the intravenous infusion of cephalosporins, turbidity will occur. Since this product has many contraindications, it should be administered alone. 2. Drinking alcohol or taking alcohol-containing drugs during the use of this product may cause disulfiram-like reactions in some patients. Therefore, drinking alcohol and taking alcohol-containing drugs should be avoided during the use of this product and in the following days.
Manufacturer	Henan Kangda Pharmaceutical Co., Ltd.

Cefuroxime Sodium for Injection
Ingredients	The main ingredient of this product is cefuroxime sodium.
Indication	When used in combination with coumarins, there is a possibility of enhancing the effects of coumarins: nephrotoxicity has been reported when used in combination with diuretics such as furosemide, other cephalosporins and aminoglycoside antibiotics.
Specifications	1.0g (calculated as C13H13N5O5S2)
Manufacturer	Hainan General Sanyang Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

Qingsong Pharmaceutical Group Co., Ltd.

China
Active
Guangzhou HC Pharmaceutical Co., Ltd.

China
Active
China UNION Chempharma (SUZHOU) Co., Ltd.

China
Active

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