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Cefotaxime sodium

CAS No.
64485-93-4
Chemical Name:
Cefotaxime sodium
Synonyms
CEFOTAXIME SODIUM STERILE;ctx;CEFOTAXIME SODIUM SALT;CLAFORAN;Sodium cefotaxime;CEFOTAXIME NA-SALT;CEFOTAXIM SODIUM SALT;Cefotaxime Sodium (350 mg);Cefotaxime for peak identification;Cefotaxime, Sodium Salt, High Purity, Cell Culture-Tested
CBNumber:
CB2197478
Molecular Formula:
C16H18N5NaO7S2
Molecular Weight:
479.46
MDL Number:
MFCD00079073
MOL File:
64485-93-4.mol
Last updated:2024-11-19 20:33:22

Cefotaxime sodium Properties

Melting point 162-163 C
alpha D20 +55±2° (c = 0.8 in water)
refractive index 61 ° (C=1, H2O)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility H2O: aqueous solutions of pH 4.3-6.2 are stable up to 3 weeks at 2-8 °C.soluble
form powder
color white to yellow
PH pH(100g/l, 25℃) : 4.5~6.5
Water Solubility Soluble in water.
Merck 14,1933
BRN 5711411
Stability Stable. Incompatible with strong oxidizing agents.
NCI Dictionary of Cancer Terms CTX
FDA UNII 258J72S7TZ
NCI Drug Dictionary Claforan

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P280-P284-P304+P340-P333+P313-P342+P311
Hazard Codes  Xn,Xi
Risk Statements  42/43
Safety Statements  22-36/37-60-45-37-24
WGK Germany  2
RTECS  XI0250000
HS Code  29419000

Cefotaxime sodium price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2099 Cefotaxime Sodium Pharmaceutical Secondary Standard; Certified Reference Material 64485-93-4 1g $160 2024-03-01 Buy
Sigma-Aldrich C7039 Cefotaxime sodium salt plant cell culture tested, BioReagent, powder 64485-93-4 1g $291 2024-03-01 Buy
Sigma-Aldrich 1097909 Cefotaxime sodium United States Pharmacopeia (USP) Reference Standard 64485-93-4 500mg $436 2024-03-01 Buy
Alfa Aesar J62690 Cefotaxime sodium salt 64485-93-4 1g $108 2024-03-01 Buy
Alfa Aesar J62690 Cefotaxime sodium salt 64485-93-4 5g $220 2024-03-01 Buy
Product number Packaging Price Buy
PHR2099 1g $160 Buy
C7039 1g $291 Buy
1097909 500mg $436 Buy
J62690 1g $108 Buy
J62690 5g $220 Buy

Cefotaxime sodium Chemical Properties,Uses,Production

Brand Name(s) in US

Claforan

Description

Cefotaxime was synthesized by Hoechst and Roussel-Uclaf in 1977. It was the first derivative of cephalosporin to introduce the methoxyimino and aminothiazole groups at the 7 position of the cephem nucleus. Although it shows unexpectedly low oral absorption, its excellent activity against a wide range of gram-positive and gram-negative organisms, including Serratia, Enterobacter, Citrobacter, and anaerobes, guided research and development of the newer synthetic cephems, the so-called thirdgeneration cephalosporins.

Chemical Properties

White to pale yellow crystalline powder

Originator

Claforan,Hoechst-Roussel,W. Germany,1980

Uses

Cefotaxime sodium salt acts as a beta-lactamase resistant antibiotic. It is used as an effective antibacterial against gram-negative bacteria, with the notable exception of pseudomonas and penicillin-resistant strains of streptococcus pneumoniae. It is used to treat infections of the bones, joints, skin, respiratory tract and blood stream.

Uses

Cephalosporin antibacterial

Uses

Broad spectrum third generation cephalosporin antibiotic. The name Cefotaxime applies to the isomer having a syn-methoxy imino group

Definition

ChEBI: A cephalosporin organic sodium salt having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups.

Manufacturing Process

A solution of 8 g of sodium bicarbonate in about 20 ml of ethanol was progressively added to 45.55 g of pure 3-acetoxymethyl-7-[2-(2-amino-4- thiazolyl)-2-methoxyiminoacetamido]-ceph-3-eme-4-carboxylic acid in 100 ml of distilled water and another 80 ml of ethanol and 4.5 g of activated carbon were added thereto. The mixture was stirred for 5 minutes and was filtered. The filter was rinsed with ethanol and the filtrate was evaporated to dryness under reduced pressure. The residue was taken up in 100 ml of ethanol and evaporated to dryness again. The residue was dissolved in 100 ml of methanol and the solution was poured into 2 l of acetone. The mixture was vigorously stirred and was vacuum filtered. The recovered product was rinsed with acetone and then ether and dried under reduced pressure to obtain 43.7 g of a white product which rehydrated in air to obtain a final weight of 45.2 g of sodium 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2- methoxyiminoacetamido]-ceph-3-eme-4-carboxylate.

brand name

Claforan (Sanofi Aventis).

Therapeutic Function

Antibiotic

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Biological Activity

mic: <0.1 μg/ml for s. pneumoniaecefotaxime is a cephalosporin antibiotic.the cephalosporins, a class of β-lactam antibiotics originally derived from the fungus acremonium, are indicated for the prophylaxis and treatment of infections caused by bacteria susceptible to this particular form of antibiotic.

Biochem/physiol Actions

Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.

Clinical Use

Cefotaxime (Claforan) was the first third-generationcephalosporin to be introduced. It possesses excellentbroad-spectrum activity against Gram-positive and Gramnegativeaerobic and anaerobic bacteria. It is more activethan moxalactam against Gram-positive organisms. Manyβ-lactamase–producing bacterial strains are sensitive to cefotaxime,including N. gonorrhoeae, Klebsiella spp., H. influenzae,S. aureus, and E. cloacae. Some, but not all,Pseudomonas strains are sensitive. Enterococci and Listeriamonocytogenes are resistant.
The syn-isomer of cefotaxime is significantly more activethan the anti-isomer against β-lactamase–producing bacteria.This potency difference is, in part, because of greaterresistance of the syn-isomer to the action of β-lactamases.The higher affinity of the syn-isomer for PBPs, however,may also be a factor.
Cefotaxime is metabolized in part to the less active desacetylmetabolite. Approximately 20% of the metaboliteand 25% of the parent drug are excreted in the urine. Theparent drug reaches the cerebrospinal fluid in sufficient concentrationto be effective in the treatment of meningitis.Solutions of cefotaxime sodium should be used within 24hours. If stored, they should be refrigerated. Refrigerated solutionsmaintain potency up to 10 days.

Veterinary Drugs and Treatments

In the United States, there are no cefotaxime products approved for veterinary species but it has been used clinically in several species when an injectable 3rd generation cephalosporin may be indicated.

in vitro

previous studies found that the in-vitro activity of cefotaxime against staphylococcus au reus has ranged from 0.8 g to 8 μg/ml with 50% of isolates inhibited by 2 μg/ml and 90% by 4 μg/ml. moreover, it was found that methicillin resistant s. aureus were resistant to cefotaxime with mic values above 64 μg/ml. the cefotaxime mics against s. pneumoniae were found to be below 0.1 μg/ml, with 90% inhibited by 0.04 μg/ml. cefotaxime has also been shown to have excellent activity against haemophilus injluenzae, such as β-lactamase-containing strains [1].

in vivo

an in-vivo study with the mouse model of vibrio vulnificus infection was conducted to evaluate the efficacies of therapy with minocycline or cefotaxime alone and in combination. results indicated that combination therapy with cefotaxime and minocycline was distinctly more advantageous than therapy with the single antibiotic regimen for the treatment of severe vibrio vulnificus infections [2].

References

[1] neu hc. the in vitro activity, human pharmacology, and clinical effectiveness of new beta-lactam antibiotics. annu rev pharmacol toxicol. 1982;22:599-642.
[2] chuang yc, ko wc, wang st, liu jw, kuo cf, wu jj, huang ky. minocycline and cefotaxime in the treatment of experimental murine vibrio vulnificus infection. antimicrob agents chemother. 1998 jun;42(6):1319-22.
[3] schleupner cj, engle jc. clinical evaluation of cefotaxime for therapy of lower respiratory tract infections. antimicrob agents chemother. 1982 feb;21(2):327-33.

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View Lastest Price from Cefotaxime sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefotaxime sodium  pictures 2024-11-28 Cefotaxime sodium
64485-93-4
US $6.00 / kg 1kg More than 99% 2000KG/Month Hebei Longbang Technology Co., Ltd
Cefotaxime sodium pictures 2024-11-28 Cefotaxime sodium
64485-93-4
US $0.00-0.00 / kg 1kg 99% 20tons Sinoway Industrial co., ltd.
Cefotaxime sodium pictures 2024-11-28 Cefotaxime sodium
64485-93-4
US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd

Cefotaxime sodium Spectrum

Cefotaxime:Claforan FIR-756 (6R,7R)-7-[[(Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(acetyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt (6R,7R)-7α-[2-(2-Amino-4-thiazolyl)-2-[(Z)-methoxyimino]acetylamino]-3-(acetoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt Cefotaxime sodium salt,Cefotaxim sodium salt Cefotaxime Sodium (250 mg)J0C189901ug/mg(ai) Cefotaxime Sodium (250 mg) CefotaxiMe sodiuM API CefotaxiMe sodiuM(Claforan CefotaxiMe-Na-salt research grade AXIME SODIUM SALT Cefotaxime Sodium for Injection CEFOTAXIME SODIUM (((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-,(6r-(6-alpha,7-beta (z))),sodiumsalt 2,0)oct-2-ene-2-carboxylicacid,3-((acetyloxy)methyl)-7-5-thia-1-azabicyclo( 5-Thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylicacid,3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-,[6R-(6-.alpha.,7-.beta.(Z))],sodiumsalt hr756 ru24756 sodium7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido)cephalosporanate sodium salt of 7-[2-(2-amino-4-thiazolyl)glyoxylamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 7 (Z)-(O-methyloxime), acetate (ester) sodium [6R-[6alpha,7beta(Z)]]-3-(acetoxymethyl)-7-[(2-aminothiazol-4-yl)(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 7-[2-(2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO]-3-(HYDROXYMETHYL)-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLATE 7(2)-(Z)-(O-METHYLOXIME) ACETATE, NA [6R-[6alpha,7beta(z)]]-3-[(Acetyloxy)methyl]-[[(2-amine-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid monosodium salt Cefotaxime sodium sterile USP/EP/JP 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-7-(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetylamino-8-oxo-, monosodium salt, (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-, monosodium salt, [6R-[6α,7β(Z)]]- Cefotax Chemcef Pretor Tolycar Cefotaxime Na Cefotaxime free acid Cefotaxime sodium sterile IP/Bp CEFOTAXIME, SODIUM PLANT CELLCULTURE TES TED CefotaximeSodiumSterileUsp24 (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 Sodium Salt [6R-[6α,7β(Z)]]-3-[(Acetyloxy)methyl]-7-[2-(2-amino-4-thiazolvl)-2-(methoxyimino)aeetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt Sodium salt (syn-isomer) Cefotaxime (Drug Substance) Ceftazidime Solution, 100ppm Cefotaxime sodium salt, 92%, a third-generation cephalosporin antibiotic Pharmaceutical Raw Material Cefotaxime Sodium Cas:64485-93-4 ([6R-[6alpha,7beta(z)]]-3-[(Acetyloxy)methyl]-[[(2-amine-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid monosodium salt Cefotaxime sodium salt, ≥98%(HPLC) sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate HR-756 (sodium salt) Cefotaxime for peak identification CRS Cefotaxime sodium CRS Pharmaceutical Raw Material Cefotaxime Sodium Sodium (6R,7R)-3-(acetoxymethyl)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 1214984-50-5 (Sodium salt) hot selling Cefotaxime Sodium Cefotaxime sodium USP/EP/BP (6R,7R)-3-(acetyloxymethyl)-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-carboxylate Cefotaxime sodium salt 13CD3 Cefotaxime sodiumQ: What is Cefotaxime sodium Q: What is the CAS Number of Cefotaxime sodium Q: What is the storage condition of Cefotaxime sodium Q: What are the applications of Cefotaxime sodium Cefotaxime sodium salt, plant cell culture tested, powder