Chloramphenicol sodium succinateProduct ingredient for Chloramphenicol succinate

Name
Chloramphenicol sodium succinate
Drug Entry
Chloramphenicol succinate

Chloramphenicol succinate is an ester prodrug of chloramphenicol.2 Chloramphenicol is a bacteriostatic antibiotic.5 Use of chloramphenicol succinate and chloramphenicol has decreased due to the risk of potentially fatal blood dyscrasias.10

Chloramphenicol succinate was granted FDA approval on 20 February 1959.9

Accession Number
DBSALT001357
Structure
Synonyms
Chloramphenicol monosuccinate sodium salt
UNII
872109HX6B
CAS Number
982-57-0
Weight
Average: 445.18
Monoisotopic: 444.0103151
Chemical Formula
C15H15Cl2N2NaO8
InChI Key
RPLOPBHEZLFENN-HTMVYDOJSA-M
InChI
InChI=1S/C15H16Cl2N2O8.Na/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26;/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21);/q;+1/p-1/t10-,13-;/m1./s1
IUPAC Name
sodium 4-[(2R,3R)-2-(2,2-dichloroacetamido)-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoate
SMILES
[Na+].O[C@@H]([C@@H](COC(=O)CCC([O-])=O)NC(=O)C(Cl)Cl)C1=CC=C(C=C1)[N+]([O-])=O
KEGG Compound
C13962
ChemSpider
571114
ChEMBL
CHEMBL1200729
Wikipedia
Chloramphenicol
Predicted Properties
PropertyValueSource
Water Solubility0.106 mg/mLALOGPS
logP1.63ALOGPS
logP1.14Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)3.65Chemaxon
pKa (Strongest Basic)-3.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area158.9 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity103.08 m3·mol-1Chemaxon
Polarizability37.26 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon