| Identification | Back Directory | [Name]
Cefacetrile sodium | [CAS]
23239-41-0 | [Synonyms]
C12691
BA-36278
Celospor
BA-36278A
Ciba-36278-Ba
CEFACETRILE SODIUM
Cephacetrile sodium
Cefacetrile sodium (JAN)
Cefacetrile sodium USP/EP/BP
sodium (6R-trans)-3-(acetoxymethyl)-7-(cyanoacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Sodium (6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | [EINECS(EC#)]
245-513-2 | [Molecular Formula]
C13H12N3NaO6S | [MDL Number]
MFCD01682009 | [MOL File]
23239-41-0.mol | [Molecular Weight]
361.306 |
| Chemical Properties | Back Directory | [Melting point ]
>167°C (dec.) | [storage temp. ]
Hygroscopic, -20°C Freezer, Under Inert Atmosphere | [solubility ]
DMF (Slightly), DMSO (Slightly) | [form ]
Solid | [color ]
Pale Beige | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Originator]
Celospor,Ciba Geigy,Switz.,1969 | [Uses]
Antibacterial. | [Uses]
Cefacetrile Sodium is a cephalosporin antibiotic. Antibacterial. | [Definition]
ChEBI: Cefacetrile sodium is an organic molecular entity. | [Manufacturing Process]
13.6 g (0.05 mol) of 7-aminocephalosporanic acid are taken up in a mixture
of 150 ml of methylene chloride and 19.5 ml of tributylamine (0.12 mol) and
at 0°C a solution of 8.4 g of cyanoacetylchloride (0.07 mol) in 100 ml of
methylene chloride is stirred in. The bath is then stirred for ? hour at 0°C
and for ? hour at 20°C, the reaction solution is evaporated under vacuum
and the residue taken up in 10% aqueous dipotassium hydrogenphosphate
solution. This aqueous phase is washed with ethyl acetate, acidified to pH 2.0
with concentrated hydrochloric acid and extracted with ethyl acetate.
After having been dried over sodium sulfate and evaporated under vacuum,
this extract gives as a solid residue 14.7 g of crude 7-cyanoacetylamino-cephalosporanic acid which is purified by chromatography on 30 times its own
weight of silica gel. The fractions eluted with chloroform plus acetone (7:3)
furnish a product which crystallizes from acetone plus ether in the form of
needles melting at 168° to 170°C with decomposition.
5.10 g (15 mmol) of 7-cyanoacetyl-aminocephalosporanic acid are suspended in 102 ml of distilled water and converted into the sodium salt by stirring in
dropwise 15 ml of N sodium hydroxide solution. | [Therapeutic Function]
Antibiotic |
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