ABC00405ZR

Clindamycin-4-phosphate

Clindamycin-4-phosphate is a phosphorylated derivative of clindamycin, featuring a phosphate ester group appended to the 4-hydroxyl position of the lincosamide core. Its structure retains the 7-chloro-6,7,8-trideoxy-6-(1-methylpropylamino)-1-thioglycosyl moiety characteristic of the parent antibiotic. The phosphate substitution introduces a negatively charged, hydrophilic functionality, distinguishing it from clindamycin’s native hydroxyl group. This impurity arises during synthetic phosphorylation processes or hydrolytic degradation under alkaline conditions. It serves as an HPLC reference standard for quantifying process-related impurities in clindamycin formulations.

On Request
Molecular Formula C18H34ClN2O8PS
Molecular Weight 505.0000
CAS Number 54887-30-8 βœ“ Verified
PubChem CID 49800001 β†—
Purity N/A
Product Type API Impurity
Parent Drug Clindamycin
Lead Time On Request
IUPAC Name [(2R,3R,4R,5R,6R)-2-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-6-methylsulfanyloxan-3-yl] dihydrogen phosphate

πŸ“ Synonyms

Clindamycin 4-Phosphate CSQ77RZL4N 54887-30-8 UNII-CSQ77RZL4N Clindamycin phosphate impurity D [EP] [(2R,3R,4R,5R,6R)-2-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-6-methylsulfanyloxan-3-yl] dihydrogen phosphate Methyl 7-chloro-6,7,8-trideoxy-6-((((2S,4R)-1-methyl-4-propylpyrrolidin-2-yl)carbonyl)amino)-4-o-PHOSPHONO-1-thio-L-threo-alpha-D-galacto-octopyranoside Clindamycin Phosphate EP Impurity D Clindamycin Phosphas EP Impurity D (2R,3R,4R,5R,6R)-2-((1S,2R)-2-chloro-1-((2S,4R)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-6-(methylthio)tetrahydro-2H-pyran-3-yl dihydrogen phosphate

πŸ”¬ Chemical Identifiers

CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)OP(=O)(O)O)[C@H](C)Cl
InChI=1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-16(29-30(25,26)27)13(22)14(23)18(28-15)31-4/h9-16,18,22-23H,5-8H2,1-4H3,(H,20,24)(H2,25,26,27)/t9-,10+,11-,12+,13+,14+,15+,16+,18+/m0/s1
OZDNESASKLVYBG-OCXYYGTOSA-N

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