Identification | Back Directory | [Name]
Chloramphenicol hemisuccinate | [CAS]
3544-94-3 | [Synonyms]
Chronicin foam Paraxin succinate Kemicetine succinate Levomycetin succinate Chloromycetin succinate Levomycetin hemisuccinate Chloramphenicol succinate Chloramphenicol 3-succinate Chloramphenicol monosuccinate Chloramphenicol hemisuccinate Chloramphenicol acid succinate Chloramphenicol 3-monosuccinate Chloramphenicol hydrogen succinate ChloraMphenicol succinate, KeMicetine Succinic acid, ester with chloramphenicol (6CI) 4-[2-[(2,2-Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoic acid [2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hydrogen [R-(R*,R*)]-succinate 4-[(2R,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoicaci Butanedioic acid, mono[(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester Butanedioic acid, mono[2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester, [R-(R*,R*)]- Butanedioic acid hydrogen 1-[(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester Succinic acid hydrogen 1-[(2R,3R)-3-(4-nitrophenyl)-2-(dichloroacetylamino)-3-hydroxypropan-1-yl] ester Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, α-(hydrogen succinate), D-(-)-threo- (8CI) Succinic acid, α-monoester with D-threo-(-)-2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]acetamide (8CI) | [EINECS(EC#)]
222-590-0 | [Molecular Formula]
C15H16Cl2N2O8 | [MDL Number]
MFCD01683261 | [MOL File]
3544-94-3.mol | [Molecular Weight]
423.2 |
Chemical Properties | Back Directory | [Melting point ]
127 °C | [Boiling point ]
716.3±60.0 °C(Predicted) | [density ]
1.6769 (rough estimate) | [refractive index ]
1.7350 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble | [form ]
A solid | [pka]
4.36±0.17(Predicted) |
Hazard Information | Back Directory | [Description]
Chloramphenicol succinate is a water-soluble prodrug form of the antibiotic chloramphenicol. It is a substrate for succinate dehydrogenase (SDH) and is oxidized by human liver and rat liver and kidney mitochondria to release chloramphenicol in vitro. Chloramphenicol succinate reduces human leukocyte migration in vitro. In vivo, chloramphenicol succinate reduces E. coli growth in rabbit and rat models of pyelonephritis when administered at doses of 150 and 200 mg/kg, respectively. Chloramphenicol succinate (20 mg/kg) reduces infarct size in a porcine model of myocardial ischemia-reperfusion injury. Formulations containing chloramphenicol succinate have been used in the treatment of severe bacterial infections. | [Uses]
Chloramphenicol succinate is prepared by acylation of chloramphenicol with succinic anhydride to provide a water soluble pro-drug. Chloramphenicol succinate represents an alternative pro-drug strategy for chloramphenicol that has found a niche in surface antibiotic treatment in surgery. Chloramphenicol succinate is significantly less active than chloramphenicol but acts as a prodrug, forming chloramphenicol in the presence of succinate dehydrogenase. | [Definition]
ChEBI: Chloramphenicol succinate is a member of amphetamines and a hemisuccinate. | [storage]
Store at -20°C |
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