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| | azidamfenicol Basic information |
| Product Name: | azidamfenicol | | Synonyms: | azidamfenicol;AZIAMPHENICOL, PHARMA;azidoamphenicol;2-Azido-N-[(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-nitrophenyl)ethyl]acetamide;AzidoaMphenicol, LeukoMycin N;2-azido-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide;azidamfenicol ISO 9001:2015 REACH;Antibiotic,Bacterial,bacteria,Azidamfenicol,Inhibitor,peptidyltransferase,Gram-positive,Gram-negative,inhibit,ribosomal | | CAS: | 13838-08-9 | | MF: | C11H13N5O5 | | MW: | 295.254 | | EINECS: | 2375529 | | Product Categories: | | | Mol File: | 13838-08-9.mol |  |
| | azidamfenicol Chemical Properties |
| Melting point | 107° | | alpha | D20 -20° (c = 1.6 in ethyl acetate) | | storage temp. | -20°C Freezer, Under inert atmosphere | | solubility | Ethyl Acetate (Slightly, Sonicated), Methanol (Slightly) | | form | Solid | | color | White to Off-White |
| | azidamfenicol Usage And Synthesis |
| Originator | Berlicetin-,Chauvin | | Uses | Azidamfenicol is a semi-synthetic chloramphenicol in which the nitro moiety is replaced with a methylsulphone and the dichloroacetamide is replaced with azidoacetamide, first synthesised at Bayer in 1959. Azidamfenicol is a broad spectrum antibiotic with good activity against Gram negative and anaerobic bacteria. Azidamfenicol acts by binding to the 23S sub-unit of the 50S ribosome, inhibiting protein synthesis. Azidamfenicol has received little research attention with only a few literature citations. | | Definition | ChEBI: Azidamfenicol is an organonitrogen compound and an organooxygen compound. It is functionally related to an alpha-amino acid. | | Manufacturing Process | 21.2 g of D-(-)-threo-1-p-nitrophenyl-2-aminopropane-1,3-diol are stirred
with 10 g of azidoacetonitrile (B.P. 68°C/25 mm) in a mixture of 125 ml of
methanol and 125 ml of water at 30-40°C for a few days. The mixture is
filtered off from a little undissolved base and the solvent is distilled in vacuo.
The residue is treated with a little normal hydrochloric acid until acid to Congo
red and extracted with ethylacetate. By evaporating the solvent and
recrystallizing the residue from ethylene chloride is obtained D-(-)-threo-1-pnitrophenyl-
2-azidoacetylamino-propane-1,3-diol, M.P. 107°C. | | Therapeutic Function | Antibiotic |
| | azidamfenicol Preparation Products And Raw materials |
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