Cefotaxime sodium
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Cefotaxime sodium
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CAS No:
64485-93-4
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Formula:
C16H17N5O7S2.Na
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Chemical Name:
Cefotaxime sodium
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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-,sodium salt (1:1),(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)]]-;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-,monosodium salt,(6R,7R)-;HR 756;RU 24756;Cefotaxime sodium salt;Cefotaxime sodium;(+)-Cefotaxime sodium salt;Tolycar;Sodium cefotaxime;Chemcef;Pretor;Cefotax;Oritaxim;Biotax;Cefantral;Novatax;Cefomerc;Sefagen;Clafora;Baxim;Biolog;Bioxim;CefSo;Cefacron;Cefcan;Cefomed;Cefomerk;Cefon;Cefotam;Cefoxim;Ceftim;Ceftop;Ceftoringe;Cefronate;Calcef;Claftax;Clavox;Califrid;Eaxiron;Elkotak;Epotazime;Evotaxime;Excef;Forax;Fortax;Zafixime
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CAS No:
Characteristics
229.88000
-1.04720
white to yellow powder
1.8 g/cm3
162-163 C
soluble in water.H2O: aqueous solutions of pH 4.3-6.2 are stable up to 3 weeks at 2-8 °C.soluble
2-8°C
Oral-rat LD50: > 20000 mg/kg; Oral-Mouse LD50: > 20000 mg/kg
Thermal decomposition releases toxic nitrogen oxides, sulfur oxides, sodium oxide fumes
D20 +55±2° (c = 0.8 in water)
Safety Information
Ⅲ
2811
2
42/43
22-36/37-60-45-37-24
XI0250000
Xn,Xi
The warehouse is low-temperature, ventilated and dry
Stable. Incompatible with strong oxidizing agents.
Cefotaxime sodium Use and Manufacturing
Method I: using 7-ACA as raw material. 55.6 g of compound (industrial) and 24.3 g of triethylamine were dissolved in 600 ml of dichloromethane. Under ice bath cooling, 41.8 g of phosphorus pentachloride was added in two portions. After 5 min, remove the ice bath and stir at room temperature for 20 min. It was concentrated under reduced pressure, and the residue was added with 1 L of n-hexane and stirred vigorously. The n-hexane was decanted by decantation, and the precipitated oil was separated and dissolved in 600 ml of tetrahydrofuran. The precipitated triethylamine hydrochloride was removed by filtration to obtain a tetrahydrofuran solution of compound (II), which was directly used in the following reaction. 10.0 g of 7 Yao and 11.0 g of triethylamine were dissolved in 120rnl of 50% tetrahydrofuran aqueous solution. Under ice bath cooling, a tetrahydrofuran solution of compound (II) (from 10.0 g of compound (I). prepared) was added dropwise. Stir at room temperature for 1h. Water and ethyl acetate were added, and the aqueous layer was adjusted to Ph=2.0 with phosphoric acid. After shaking, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, and after conventional treatment, 10.7 g of compound (III) was obtained in powder form. The compound (III) was dissolved in 40 ml of dimethylacetamide (DMA), 3.40 g of thiourea was added, and stirred at room temperature for 15 h. Pour in ice water and adjust to Ph=3.5 with sodium bicarbonate. The precipitated solid was collected by filtration, dissolved in 5% aqueous sodium bicarbonate solution, chromatographed with Amberlite XAD-2, and then eluted with 2% aqueous ethanol solution in water. After lyophilization, 4.20 g of cefotaxime sodium was obtained as colorless powder. Method 2: 8g of sodium bicarbonate is dissolved in 20ml of ethanol, and 45.55g of 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido] cephalosporin is added continuously -3 slightly 4-carboxylic acid (cefotaxime) dissolved in 100ml of distilled water solution, then add 80rnl ethanol and 4.5g activated carbon, after stirring for 5min, filter. The filter cake was washed with ethanol, the filtrate was concentrated under reduced pressure, and the residue was dissolved in: 100ml of ethanol, and then concentrated to dryness. The residue was dissolved in 100ml of methanol and poured into 2L of acetone. The resulting solution was vigorously stirred and filtered under reduced pressure. The solid was slightly washed with acetone and then with ether and dried under vacuum to obtain 43.7 g of white cefotaxime sodium. The cefotaxime sodium absorbs moisture in the air, and the weight after moisture absorption is 45.2 g, which is a hydrate of cefotaxime sodium.
Broad spectrum third generation cephalosporin antibiotic. The name Cefotaxime applies to the isomer having a syn-methoxy imino group
Price Analysis
Drug Function and Efficacy
This product is an antibiotic drug. Except for enterococci, methicillin-resistant and penicillin-resistant Staphylococcus aureus, it has good antibacterial activity against other Gram-positive cocci. Pneumococci and lytic streptococci are highly sensitive to this product. Diphtheria Corynebacterium, anthrax Bacillus, Listeria and Clostridium are sensitive to this drug. This product has stronger antibacterial activity against Escherichia coli, Proteus mirabilis and Klebsiella pneumoniae than cephalothin and cefotaxime, but its antibacterial effect against high-content bacteria is weaker than the latter two. Salmonella typhi and Shigella are sensitive to this drug, while other Enterobacteriaceae, Acinetobacter and Pseudomonas aeruginosa and Bacteroides fragilis are resistant. Neisseria is quite sensitive to this product, while influenza bacilli are only moderately sensitive.
Registered Holders
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Sandoz GmbH
Active
Austria
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ACS DOBFAR SPA
Active
Italy
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Guangdong Landu Pharmaceutical Co., Ltd.
Active
China
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