Azlocillin sodium

Azlocillin sodium Basic information
Product Name:Azlocillin sodium
Synonyms:sodium [2S-[2alpha,5alpha,6beta(S*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;Sterile Azlocillin sodium;AZLOCILLINE SODIUM;d-α-([imidazolidin-2-on-1-yl]carbonylamino)benzylpenicillin;sodium azlocillin;sodium [2s-[2a,5a,6b(s*)]]-3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-,monosodiumsalt,(;5-alpha,6-beta(s*)))-2s-(2-alph
CAS:37091-65-9
MF:C20H22N5NaO6S
MW:483.47
EINECS:253-347-7
Product Categories:Active Pharmaceutical Ingredients;Miscellaneous;37091-65-9
Mol File:37091-65-9.mol
Azlocillin sodium Structure
Azlocillin sodium Chemical Properties
Melting point >199oC (dec.)
Fp >110°(230°F)
storage temp. Inert atmosphere,2-8°C
solubility H2O: soluble50mg/mL
form powder
color White to Off-White
Water Solubility Freely soluble in water
Stability:Hygroscopic
CAS DataBase Reference37091-65-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 42/43
Safety Statements 36
WGK Germany 3
RTECS XH9250000
Toxicitymouse,LD50,intramuscular,15420mg/kg (15420mg/kg),LUNGS, THORAX, OR RESPIRATION: DYSPNEABEHAVIORAL: TREMORBEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX),Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.
MSDS Information
Azlocillin sodium Usage And Synthesis
OriginatorSecuropen,Bayer,W. Germany,1977
UsesAzlocillin sodium is a semisynthetic penicillin and is a potent 1-lactam antibiotic. It is often used against Pseudomonas aeruginosa and has been used to develop novel antibiotic quantitation techniques.
UsesAntibacterial;Bacterial transpeptidase inhibitor
DefinitionChEBI: Azlocillin sodium is an organic sodium salt. It contains an azlocillin(1-).
Manufacturing Process3.8 parts by weight of D-(-)-α-[(imidazolidin-2-on-1-yl)carbonylamino]phenylacetic acid were dissolved in 65 parts by volume of dichloromethane. 2.7 parts by weight of 1-methyl-2-chloro-δ1-pyrrolinium chloride were added, and after cooling to -10°C 2.0 parts by volume of triethylamine were added gradually. This reaction mixture was then stirred for one hour at -5°C (mixture A). 4.0 parts by weight of 6-aminopenicillanic acid in 80 parts by volume of dichloromethane were treated with 4.4 parts by volume of triethylamine and 4.0 parts by weight of anhydrous sodium sulfate and then stirred for two hours at room temperature. After filtration, the solution was cooled to -20°C and combined with the mixture A. The reaction mixture was left to reach 0°C of its own accord, and was then stirred for a further hour at 0°C. The solvent was removed in a rotary evaporator, the residue was dissolved in water, and the solution was covered with a layer of ethyl acetate and acidified with dilute hydrochloric acid at 0° to 5°C, while stirring, until pH 1.5 was reached. The organic phase was then separated off, washed with water, dried over magnesium sulfate while cooling, and filtered, and after dilution with an equal amount of ether the sodium salt of the penicillin was precipitated from the filtrate by adding a solution of sodium 2-ethylcaproate dissolved in ether containing methanol. Yield: 1.3 parts by weight.
Brand nameAzlin (Bayer).
Therapeutic FunctionAntibacterial
Azlocillin sodium Preparation Products And Raw materials
Raw materials6-Aminopenicillanic acid-->Azlocillin
Penicillin G N-ACETYL-L-TYROSINE ETHYL ESTER AZLOCILLIN SODIUM USP(CRM STANDARD) Azlocillin sodium N,N-Dimethylformamide 1-chlorocarbonyl-2-imidazolidazolidinone (intermediate of azlocillin sodium) Acetylferrocene Ampicillin sodium/sullbactam sodium sodium Imidazolidinyl urea AZLOCILLIN SODIUM STERILE tributyl acetocitrate Alkylimidazole AZLOCILLIN SODIUM BP STANDARD(CRM STANDARD) Ampicillin Azlocillin Sodium bicarbonate AZLOCILLIN SODIUM 92.7%

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