Chloramphenicol CAS:56-75-7
Wide-Ranging Antibacterial Action
Chloramphenicol shows strong inhibitory effects against a wide variety of pathogenic microorganisms, delivering versatile and effective antimicrobial performance.
Solubility & Stability Characteristics
This compound dissolves easily in methanol, ethanol, acetone, and ethyl acetate. It remains stable under neutral or weakly acidic conditions, supporting flexible design and preparation of pharmaceutical formulations.
Distinctions in Isomer Bioactivity
The naturally occurring L‑isomer (levomycetin) exhibits stronger antibacterial activity. In comparison, synthetic products, usually supplied as racemic mixtures, show roughly half the bioactivity of the natural isomer.
Clinical Application & Storage Requirements
Chloramphenicol, alternatively known as levomycin, is a broad-spectrum antibiotic sourced from the bacterium Streptomyces chlorinus. Its primary mechanism of action lies in suppressing bacterial growth and reproduction. Among its isomeric forms, the naturally occurring L-isomer is biologically active, whereas synthetic chloramphenicol generally presents as white to pale yellow needle-shaped or flaky crystals. This compound is odorless yet possesses a distinct bitter taste; it shows poor solubility in water, ether, and chloroform, but dissolves easily in methanol, ethanol, acetone, and ethyl acetate. Notably, it is insoluble in benzene and petroleum ether.
Chloramphenicol maintains stability in neutral or weakly acidic aqueous environments but tends to lose its antibacterial effectiveness under alkaline conditions. Synthetic chloramphenicol is manufactured as a racemic mixture, comprising both the bioactive L-isomer and the inactive D-isomer. Due to the lack of antibacterial activity in the D-form, the synthetic version exhibits only 50% of the efficacy of naturally derived chloramphenicol.
| Item | Specification |
|---|---|
| Melting point | 148-150 °C (lit.) |
| Specific rotation | 19.5 º (c=6, EtOH) |
| Boiling point | 644.9±55.0 °C (Predicted) |
| Density | 1.6682 (rough estimate) |
| Refractive index | 20 ° (C=5, EtOH) |
| Flash point | 14 °C |
| Storage condition | Keep in dark place with inert atmosphere, 2-8°C |
| Solubility in absolute ethanol | 5-20mg/mL for stock solution |
| Appearance form | Powder |
| pKa | 11.03±0.46 (Predicted) |
| Color | White |
| Water solubility | 2.5 g/L (25 °C) |
| Merck Index | 142077 |
| BRN | 2225532 |
| BCS Class | 3 |
| InChIKey | WIIZWVCIJKGZOK-RKDXNWHRSA-N |
| LogP | 1.14 |
| CAS No. | 56-75-7 |
| NIST Reference | Chloramphenicol (56-75-7) |
| IARC Classification | 2A (Vol. Sup 7, 50) 1990 |
| EPA Registry | Chloramphenicol (56-75-7) |
| Item | Details |
|---|---|
| Hazard Codes | T, F |
| Risk Statements | 45-11-39/23/24/25-23/24/25 |
| Safety Statements | 53-45-16-36/37 |
| RIDADR | 2811 |
| WGK Germany | 3 |
| RTECS | AB6825000 |
| F Number | 45726 |
| TSCA Status | Yes |
| Hazard Class | 3; IRRITANT |
| HS Code | 29414000 |
| Hazardous Substance ID | 56-75-7 |
| Oral LD50 (Rat) | 2500 mg/kg |




