| Identification | More | [Name]
Azlocillin sodium | [CAS]
37091-65-9 | [Synonyms]
3,3-dimethyl-7-oxo-6-[[[[(2-oxoimidazolidin-1-yl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
AZLOCILLIN
AZLOCILLIN SODIUM
AZLOCILLIN SODIUM SALT
D-A-([IMIDAZOLIDIN-2-ON-1-YL]CARBONYLAMINO)BENZYLPENICILLIN
D-ALPHA-[(IMIDAZOLIDIN-2-ON-1-YL)-CARBONYLAMINO]BENZYLPENICILLIN
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
monosodiumazlocillin
securopen
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
(2S,5β)-3,3-Dimethyl-7-oxo-6α-[[(R)-[[(2-oxo-1-imidazolidinyl)carbonyl]amino]phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid sodium salt | [EINECS(EC#)]
253-347-7 | [Molecular Formula]
C20H22N5NaO6S | [MDL Number]
MFCD07793330 | [Molecular Weight]
483.47 | [MOL File]
37091-65-9.mol |
| Chemical Properties | Back Directory | [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 | [InChIKey]
UVOCNBWUHNCKJM-CHNWLKQKNA-M | [SMILES]
N12C([C@@H](NC(=O)[C@H](NC(=O)N3CCNC3=O)C3=CC=CC=C3)[C@H]1SC(C)(C)[C@@H]2C([O-])=O)=O.[Na+] |&1:2,6,22,27,r| | [CAS DataBase Reference]
37091-65-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS08 | [Signal word ]
Danger | [Hazard statements ]
H317-H334 | [Precautionary statements ]
P280-P302+P352 | [Hazard Codes ]
Xn | [Risk Statements ]
R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
XH9250000
| [Toxicity]
mouse,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. |
| Hazard Information | Back Directory | [Originator]
Securopen,Bayer,W. Germany,1977 | [Uses]
Antibacterial;Bacterial transpeptidase inhibitor | [Uses]
Azlocillin 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.
| [Definition]
ChEBI: Azlocillin sodium is an organic sodium salt. It contains an azlocillin(1-). | [Manufacturing Process]
3.8 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 name]
Azlin (Bayer). | [Therapeutic Function]
Antibacterial | [storage]
Store at -20°C |
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