(-)-Chloramphenicol

C11H12Cl2N2O5CAS 56-75-7323.13 g/mol

Open in Covalent MOL file
ON+O−OHOHHNOClCl
AlcoholAlkyl halideNitro

Properties

Molecular formula
C11H12Cl2N2O5
Molar mass
323.13 g/mol
Exact mass
322.0123 Da
Melting point
150.5–151.5 °C
Water solubility
2.5 g/L (25 °C)
logP
1.75Crippen estimate
Polar surface area
116.2 Ų
H-bond donors / acceptors
3 / 5
Rotatable bonds
6
Stereocentres
R, Rin SMILES atom order

Hazards

Danger
Corrosive (GHS05)Irritant (GHS07)Health Hazard (GHS08)

Aggregated from 294 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P318, P321, P333+P317, P362+P364, P405, P501

Identifiers

CAS number
56-75-7
SMILES
O=[N+]([O-])c1ccc([C@@H](O)[C@@H](CO)N=C(O)C(Cl)Cl)cc1
InChIKey
WIIZWVCIJKGZOK-RKDXNWHRSA-N
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

Weigh it out

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Names and synonyms

114 names · show all
  • Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-
  • Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, D-threo-(-)-
  • Levomycetin
  • Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [R-(R*,R*)]-
  • 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
  • Alficetyn
  • Amseclor
  • CAF (pharmaceutical)
  • CAM
  • CAP
  • Chemicetina
  • Chlomycol
  • Chloramphenicol
  • Chlorocid
  • Chloromycetin
  • Chloronitrin
  • Cloramicol
  • Clorocyn
  • Cloromisan
  • D-(-)-Threo-2-Dichloroacetamido-1-p-nitrophenyl-1,3-propanediol
  • D-Threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol
  • Enteromycetin
  • Farmicetina
  • Globenicol
  • Ismicetina
  • Kemicetine
  • Klorita
  • Leukomyan
  • Levomicetina
  • Micloretin
  • Microcetina
  • D-(-)-Threo-1-p-Nitrophenyl-2-dichloracetamido-1,3-propanediol
  • Novomycetin
  • Paraxin
  • Quemicetina
  • Sintomicetina
  • Sintomicetine R
  • Stanomycetin
  • Tifomycine
  • Treomicetina
  • Unimycetin
  • Detreomycin
  • I 337A
  • D-Threo-Chloramphenicol
  • Chlorocidin C
  • CPh
  • Chlorocide
  • D-(-)-Threo-Chloramphenicol
  • Klorocid S
  • D-Chloramphenicol
  • Chlorocidin C tetran
  • D-(-)-Threo-1-(4-Nitrophenyl)-2-dichloroacetamido-1,3-propanediol
  • Chemicetin
  • Catilan
  • D-Threo-(1R,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
  • D-(-)-Chloramphenicol
  • D-(-)-Threo-1-p-Nitrophenyl-2-dichloroacetylamino-1,3-propanediol
  • Amphicol
  • Austracol
  • Chloramsaar
  • Chlorocaps
  • Ciplamycetin
  • Cloramficin
  • Cylphenicol
  • Embacetin
  • Enicol
  • Intramycetin
  • Juvamycetin
  • Chloramex
  • Fenicol
  • Mastiphen
  • Septicol
  • Opclor
  • Pantovernil
  • Mychel
  • Kamaver
  • Leukomycin
  • Loromisin
  • Mycinol
  • Amphenicol
  • Levomitsetin
  • Ophthochlor
  • Normimycin V
  • Tevcocin
  • Sintomicetin
  • Myclocin
  • Synthomycetin
  • Chloroptic
  • Gloveticol
  • CAF
  • Mycochlorin
  • Levovetin
  • Mychel-vet
  • Levoplast
  • Halcetin
  • Soluthor
  • Levosin
  • Levocin
  • Ocuphenicol
  • Chlorocin
  • Chlorasol
  • Veticol
  • Anacetin
  • Viceton
  • Cloramfen
  • Micoclorina
  • Ronphenil
  • Aquamycetin
  • Ak-chlor
  • Sno phenicol
  • Chloricol
  • NSC 3069
  • Chlorcetin
  • Bradyoxetin

Work with (-)-Chloramphenicol

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Chloramphenicol2787-09-9

Similar compounds

(2R,3R)-2-((2,2-Dichloroacetyl)amino)-3-hydroxy-3-(4-nitrophenyl)propyl octadecanoate16255-48-461 % similar Chloramphenicol palmitate530-43-861 % similar Thiamphenicol15318-45-360 % similar 1-(4-Nitrophenyl)-1,2,3-propanetriol2207-68-355 % similar 2-Amino-1-(4-nitrophenyl)-1,3-propanediol119-62-053 % similar (1S,2S)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol2964-48-953 % similar Chloramphenicol base716-61-053 % similar Florfenicol73231-34-246 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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