2,2-dichloro-N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]ethanimidic acid

• ChemBase ID: 105473
• Molecular Formular: C11H12Cl2N2O5
• Molecular Mass: 323.12938
• Monoisotopic Mass: 322.01232685
• SMILES: OCC(/N=C(\O)/C(Cl)Cl)C(O)c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OCC(C(c1ccc(cc1)[N+](=O)[O-])O)/N=C(/C(Cl)Cl)\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)
• InChIKey: WIIZWVCIJKGZOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dichloro-N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]ethanimidic acid
• IUPAC Traditional name: chloramphenicol
• Synonyms: D-Threo-1-(p-Nitrophenyl)-2-(Dichloroacetylamino)-1,3-Propanediol; Anacetin; Chlomin; Embacetin; Mychel; veticol; CHLORAMPHENICOL; D (-)-threo-2,2-Dichloro-N-[ β-hydroxy-α-(hydroxymethyl)-β-(4-nitro-phenyl)ethylacetamide; Chloromycetin; CHLORAMPHENICOL, γ-IRRADIATED; CHLORAMPHENICOL, USP GRADE

Database IDs

• CAS Number: 56-75-7
• EC Number: 200-287-4
• PubChem SID: 162092130
• PubChem CID: 298

CALCULATED PROPERTIES

• Acid pKa: 3.4444323
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.35290292
• LogD (pH = 7.4): -1.6946751
• Log P: 1.6983076
• Molar Refractivity: 73.7224 cm^3
• Polarizability: 27.778126 Å^3
• Polar Surface Area: 118.87 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149 to 153 °C
• Density: 1.586 g/ml

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: AB6825000
• European Hazard Symbols: Toxic (T)
• Risk Statements: R:45
• Safety Statements: S:28-36/37/39-45-53

Product Information

• Purity: >99%
• Grade: USP

DETAILS

MP Biomedicals - 02194787

γ-Irradiated
Molecular Biology Reagent
Inhibitor of translation on the 50S subunit at the peptidyltransferase step.

MP Biomedicals - 02190321

Crystalline
Purity: >99%
Determination in serum by HPLC.

MP Biomedicals - 02199406

White to greyish white or yellowish fine crystalline powder.

REFERENCES

• Wal, J., et al., J. Chromatogr. , 145 : 502-6 (1978).
• In meal: Russel, H., Chromatogr. , 11 : 341-3 (1978).