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Cefotaxime

Cefotaxime structure

CAS No:
63527-52-6
Formula:
C16H17N5O7S2
Chemical Name:
Cefotaxime
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-,(6R,7R)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-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,3-[(acetyloxy)methyl]-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-,(6R,7R)-;(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;Cefotaxime;Claforan;Cephotaxime;Cefotaxime acid;Cefabol;Zeefotax;Ceftax;Omnatax;Taxim;C-Tax;Betaksim;Hexime
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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Cefotaxime Basic Attributes

Molecular Weight：

455.46548

Exact Mass：

455.47

EC Number：

264-299-1

DSSTox ID：

DTXSID6022761

HScode：

29419000

Characteristics

PSA：

227.05000

XLogP3：

1.20

Appearance：

white power

Density：

1.8±0.1 g/cm3

Refractive Index：

1.779

Safety Information

RTECS Number：

XI0240000

GHS Classification：

|Danger|H315 (58.82%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P285, P302+P352, P304+P340, P304+P341, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 17 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Cefotaxime Use and Manufacturing

Methods of Manufacturing

Using cephalosporin C produced by fermentation as a raw material, 7-amino cephalosporanic acid (7-ACA) is obtained through cracking, then siliconized, condensed, hydrolyzed and crystallized with side chain acid to obtain cefotaxime, and then with sodium acetate The salt is formed, and the finished product of cefotaxime (sodium salt) is obtained through decolorization, sterile filtration and crystallization.

Uses

Cephalosporin antibiotic

Computed Properties

Molecular Weight:455.5
XLogP3:-1.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:8
Exact Mass:455.05694025
Monoisotopic Mass:455.05694025
Topological Polar Surface Area:227
Heavy Atom Count:30
Complexity:833
Undefined Atom Stereocenter Count:2
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Sodium acetate trihydrate

7-Aminocephalosporanic acid

Downstream Products

Cefotaxime sodium

Drug Function and Efficacy

Cefotaxime is a third-generation cephalosporin with a broad antibacterial spectrum. It has strong activity against Gram-negative bacteria such as Escherichia coli, Proteus mirabilis, Klebsiella and Salmonella, and other Enterobacteriaceae. It also has a good effect on Proteus vulgaris and Citrobacter. Enterobacter cloacae and Enterobacter aerogenes are relatively resistant to this product. This product has no antibacterial activity against Pseudomonas aeruginosa and Alcaligenes. Cefotaxime has a strong effect on influenza bacilli, Neisseria gonorrhoeae (including b-lactamase-producing strains), Neisseria meningitidis and Moraxella catarrhalis. This product has poor antibacterial activity against Staphylococcus aureus, strong activity against Gram-positive cocci such as hemolytic Streptococcus and Streptococcus pneumoniae, and Enterococcus is resistant to this product.

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

Ceftriaxone Sodium for Injection
Ingredients	The main active ingredient is cefotaxime: (6R,7R)-3-[(acetyloxy)methyl]-7-[2-amino-4-thiazolyl-(methoxyimino)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
Indication	1. It has a synergistic effect with gentamicin or tobramycin against Pseudomonas aeruginosa; it has a synergistic effect with amikacin against Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa. 2. When used in combination with aminoglycoside antibiotics, renal function should be followed up during medication. 3. When large doses of cefotaxime are used in combination with strong diuretics, attention should be paid to changes in renal function. 4. Cefotaxime can be diluted with sodium chloride injection or glucose solution, but cannot be mixed with sodium bicarbonate solution. 5. When used in combination with azlocillin or mezlocillin, the total clearance rate of this product can be reduced. If the two are used in combination, the dose should be appropriately reduced.
Specifications	2.0g (calculated as C16H17N5O7S2)
Manufacturer	Germany Pharmaceutical Co., Ltd.

Registered Holders

ACS DOBFAR SPA

Italy
Active
HAMNMI FINE CHEMICAL CO LTD

United States
Inactive

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