D-erythro-Chloramphenicol - CAS 7387-98-6

Catalog:	BB055532
Product Name:	D-erythro-Chloramphenicol
CAS:	7387-98-6
Synonyms:	[S-(R,S)]-2,2-Dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-acetamide; D-erythro-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-acetamide; D-erythro-(1S,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol

Technical Data

IUPAC Name:	2,2-dichloro-N-[(1S,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Description:	D-erythro-Chloramphenicol is an isomer of chloramphenicol (CAP) which is an antibiotic that is banned for use in food producing animals. The D-isomer can be identified from the other CAP-isomers through reversed phase and chiral liquid chromatography in combination with tandem mass spectrometric detection.
Molecular Weight:	323.13
Molecular Formula:	C11H12Cl2N2O5
Canonical SMILES:	C1=CC(=CC=C1C(C(CO)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
InChI:	InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9+/m1/s1
InChI Key:	WIIZWVCIJKGZOK-BDAKNGLRSA-N
Melting Point:	178-180ºC
Solubility:	DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
Appearance:	White to Off-White Solid
Storage:	-20°C
References:	Berendsen, B., et al. Anal. Chim. Acta., 700, 78 (2011).

Complexity:	342
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	2
Defined Bond Stereocenter Count:	0
Exact Mass:	322.0123269
Formal Charge:	0
Heavy Atom Count:	20
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	322.0123269
Rotatable Bond Count:	5
Topological Polar Surface Area:	115Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.1