Synthesis
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Cefetamet hydrochloride

Synthesis
Cefetamet hydrochloride Structure
Cefetamet hydrochloride
  • CAS No.65052-63-3
  • Chemical Name:Cefetamet hydrochloride
  • CBNumber:CB0266851
  • Molecular Formula:C14H15N5O5S2
  • Formula Weight:397.43
  • MOL File:65052-63-3.mol
Cefetamet hydrochloride Property
  • Melting point >178°C (dec.)
  • Density 1.83±0.1 g/cm3(Predicted)
  • storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
  • solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
  • pka 3.11±0.50(Predicted)
  • form Solid
  • color White to Off-White
  • Stability Hygroscopic
  • CAS DataBase Reference 65052-63-3(CAS DataBase Reference)
  • FDA UNII 4R5TV783X3
  • ATC code J01DD10
Safety
  • HS Code  :2941906000
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H335-H315-H319
  • Precautionary statements P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Cefetamet hydrochloride Chemical Properties,Usage,Production

  • Synthesis Suspend 2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetic acid in tetrahydrofuran, add half amount of phosphorus oxychloride dropwise at 0 °C, keep the temperature not more than 5 Chemicalbook °C, dropwise The reaction was completed for 30 minutes. Dimethylformamide and the other half of phosphorus oxychloride were added, and the reaction was carried out at 0 °C for 1 h to obtain a solution of active ester (I) at -5 °C.
    7-ADCA, bis-trimethylsilyl urea and ethyl acetate were refluxed at 75-77 °C for 2 h to obtain a solution of 7-ADCA silicon ester, which was cooled to -5 °C. It was combined with the solution of active ester and stirred at -5～0°C Chemicalbook for 2h. Be raised to 15 ℃, add water, stir for 30min. Separate the water layer, adjust to Ph=2.6～3.0 with sodium hydroxide solution, place to separate out crystallization. Filtration, acetone recrystallization to give Cefetamet, yield 82%.
  • Description Ceftazidime hydrochloride is an oral third-generation cephalosporin, which has the same antibacterial activity against gram-positive bacteria as cefixime, and is superior to cefaclor, especially against Streptococcus pneumoniae and Streptococcus pyogenes. It has obvious antibacterial activity against a variety of gram-negative bacteria such as Escherichia coli, Proteus, Klebsiella pneumoniae, Haemophilus influenzae, and Neisseria gonorrhoeae, especially against Serratia, indole-positive Proteus, Enterobacter The antibacterial activity of Citrobacter and Citrobacter was significantly enhanced.
  • Uses Cefetamet is a third-generation cephalosporin antibiotic and the active agent of Cefeamet pivoxil (C242780) after hydrolysis.
  • Definition ChEBI: Cefetamet is a cephalosporin compound having methyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a cephalosporin antibiotic active against Neisseria gonorrhoeae.
  • Antimicrobial activity A semisynthetic cephalosporin formulated for oral use as the prodrug ester, cefetamet pivoxyl. It is less active than cefaclor and cefadroxil against Staph. aureus, but as active against streptococci and more active against enterobacteria, H. influenzae and N. gonorrhoeae, including β-lactamase-producing strains. L. monocytogenes, C. difficile, Sten. maltophilia and Burk. cepacia are all resistant. It is resistant to hydrolysis by common plasmid-mediated enzymes.
    The absolute bioavailability is about 50%. The plasma peak is delayed by food. Binding to plasma protein is about 20%. The volume of distribution approximates to the extracellular water. It is excreted into urine with a half-life of 2–2.5 h, principally in the glomerular filtrate. Elimination is linearly related to creatinine clearance. Side effects and uses are similar to those of other group 5 cephalosporins.
  • IC 50 β-lactam
Cefetamet hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
Cefetamet hydrochloride Suppliers
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Cefetamet hydrochloride Spectrum
65052-63-3, Cefetamet hydrochlorideRelated Search:
  • 抑制剂
  • 生化试剂
  • 头孢噻肟钠杂质
  • 杂质对照品
  • 头孢噻肟
  • 化药杂质-头孢噻肟钠
  • 药物
  • 抗生素
  • β-内酰胺类抗生素
  • C14H15N5O5S2
  • C20H26ClN5O7S2
  • C14H15N5O5S2HCl
  • C14H16ClN5O5S2
  • 化合物 CEFETAMET
  • (6R,7R)-7-((Z)-2-(2-氨基噻唑-4-基)-2-(甲氧亚氨基)乙酰氨基)-3-甲基-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-甲酸
  • 头孢噻肟酸杂质1(头孢噻肟酸EP杂质A)
  • 头孢他美(头孢噻肟杂质)
  • 盐酸头孢他美酯杂质I
  • 头孢甲肟杂质H
  • 头孢噻肟钠EP杂质A
  • 盐酸头孢他美杂质
  • 7-ADCA的CPDA类似物
  • 头孢噻肟钠有关杂质A
  • 头孢噻肟钠杂质7
  • CEFETAMET (CEFOTAXIME EP IMPURITY A)
  • 头孢噻肟EP杂质A(头孢他美)
  • 去乙酰氧基头孢噻肟
  • 头孢噻肟EP杂质A
  • 头孢噻肟杂质A(EP)
  • 头孢美特酯
  • [6R-[(6Α,7Β(Z)]]-7-[[(2-氨基-4-噻唑基)(甲氧基亚氨基)乙酰基]氨基]-3-甲基-8-氧代-5-硫杂-1-氮杂二环[4.2.0]辛-2-烯-2-羧酸
  • 盐酸头孢他美
  • 7-[(2-氨基-4-噻唑基-2-甲氧基亚氨-乙酰氨基)-3-甲基-8-氧代-5-硫代-L-氮杂二环[4.2.0]辛-2-烯-2-羧酸
  • 头孢他美酸
  • 7-[(2-氨基-4-噻唑基-2-甲氧基亚氨-乙酰氨基)-3-甲基-8-氧代-5-硫代-L-氮杂二环[4,2,0]辛-2-烯-2-羧酸
  • 头孢他美
  • 65052-63-3
  • Cefetamet (Cefetamet Impurity)
  • Cefetamet Pivoxil Hydrochloride impurity I
  • Cefotaxime Sodium Impurity A
  • Cefotaxime Impurity A (EP)
  • Cefotaxime EP Impurity A (Cefetamet)
  • Cefotaxime impurity 1/Cefotaxime EP Impurity A/Deacetoxy Cefotaxime/Cefetamet/(6R,7R)-3-[(acetyloxy)methyl]-7-[[(2Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • 7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrochloride
  • Cefetamet (1097727)
  • Deacetoxycefotaxime Cefotaxime Impurity A
  • Cefetamet hydrochloride Impurities
  • Cefetamet hydrochloride USP/EP/BP
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-methyl-8-oxo-, (6R,7R)-
  • Cefetamet (Cefotaxime EP Impurity A)
  • Cefotaxime Impurity 1(Cefotaxime EP Impurity A)
  • Deacetoxycefotaxime , Cefotaxime Impurity A (EP)
  • Cefotaxime EP Impurity A
  • Cefotaxime Sodium EP Impurity A
  • (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Deacetoxycefotaxime, Cefotaxime Impurity A -E (EP)
  • CEFETAMET PIVOXIL HCL
  • CEFETAMET ACID

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