Molecular Formula | C11H13N5O5 |
Molar Mass | 295.254 |
Melting Point | 107° |
Specific Rotation(α) | D20 -20° (c = 1.6 in ethyl acetate) |
Solubility | Ethyl Acetate (Slightly, Sonicated), Methanol (Slightly) |
Appearance | Solid |
Color | White to Off-White |
Storage Condition | -20°C Freezer, Under inert atmosphere |
Introduction | chloramphenicol azide is a semi-synthetic chloramphenicol in which the Nitro moiety is replaced by sulfamethoxazole, dichloroacetamide was substituted by chloromycetin azide and was first synthesized in Bayer in 1959. Chloramphenicol azide is a broad-spectrum antibiotic with good antibacterial activity against Gram-negative and anaerobic bacteria. Chloramphenicol azide inhibits protein synthesis by binding to the 23S subunit of 50 ribosomes. chloramphenicol azide is a kind of amide alcohol antibiotics, and its structure is similar to chloramphenicol. Chloramphenicol azide can only be used for external use, and its products (such as eye drops, ointment, etc.) are used to treat sensitive bacterial infections. |
Product category | antibiotics |
synthesis method | 21.2g D-(-)-Threo-1-p-nitrophenyl-2-aminopropane-1, 3-diol with 10g of azidoacetonitrile (B .P. 68 °c/25mm) the mixture was stirred at 30-40 °c for several days in a mixture of 125 ml of methanol and 125 ml of water. The mixture was filtered from a small amount of undissolved base and the solvent was distilled in vacuo. The residue was treated with a small amount of N-hydrochloric acid until the acid was congo red and extracted with ethyl acetate. By evaporation of the solvent and recrystallization, D-(-)-threo-1-nitrophenyl-2-azidoacetylamino-propane -1, 3-diol was obtained at M.P. 107 °c. |
biological activity | Azidamfenicol is a broad-spectrum chloramphenicol-like antibiotic. Azidamfenicol inhibits ribosomal peptidyl transferase (Ki = 22 µm). |