Description
The parent 4-nitrophenylpropylamine formed by the hydrolysis of the dichloroacetamide of chloramphenicol. It has no antibiotic activity but has played an integral role in the synthesis and SAR of new generation antibiotics, notably thiamphenicol and experimental analogues, bromamphenicol and methamphenicol.
Synonyms
(1R,2R)-(-)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol; Levoamine
IUPAC Name
(1R,2R)-2-amino-1-(4-nitrophenyl)propane-1,3-diol
Molecular Formula
C9H12N2O4
Canonical SMILES
C1=CC(=CC=C1C(C(CO)N)O)[N+](=O)[O-]
InChI
InChI=1S/C9H12N2O4/c10-8(5-12)9(13)6-1-3-7(4-2-6)11(14)15/h1-4,8-9,12-13H,5,10H2/t8-,9-/m1/s1
InChIKey
OCYJXSUPZMNXEN-RKDXNWHRSA-N
Boiling Point
451.9°C at 760 mmHg
Solubility
Soluble in ethanol, methanol, DMF, DMSO
Appearance
White to Off-white Solid