Chloramphenicol hemisuccinate
Chloramphenicol hemisuccinate Basic information
- Product Name:
- Chloramphenicol hemisuccinate
- Synonyms:
-
- [2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hydrogen [R-(R*,R*)]-succinate
- Butanedioic acid hydrogen 1-[(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester
- Chloramphenicol 3-succinate
- Succinic acid hydrogen 1-[(2R,3R)-3-(4-nitrophenyl)-2-(dichloroacetylamino)-3-hydroxypropan-1-yl] ester
- ChloraMphenicol succinate, KeMicetine
- Chloramphenicol succinate
- Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, α-(hydrogen succinate), D-(-)-threo- (8CI)
- Butanedioic acid, mono[(2R,3R)-2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] ester
- CAS:
- 3544-94-3
- MF:
- C15H16Cl2N2O8
- MW:
- 423.2
- EINECS:
- 2225900
- Mol File:
- 3544-94-3.mol
Chloramphenicol hemisuccinate Chemical Properties
- 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)
Chloramphenicol hemisuccinate Usage And Synthesis
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.
Chloramphenicol hemisuccinateSupplier
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Chloramphenicol hemisuccinate(3544-94-3)Related Product Information
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