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(-)-Chloramphenicol

CAS: 56-75-7 | C11H12Cl2N2O5

2D Structure

3D Structure

Loading 3D structure...

Basic Information

CAS Registry Number: 56-75-7
Molecular Formula: C11H12Cl2N2O5
Molecular Weight: 323.13199999999995 g/mol

Names and Synonyms:

(-)-Chloramphenicol
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
(-)-Chloramphenicol
Levosin
Levocin
Ocuphenicol
Chlorocin
Chlorasol
Veticol
Anacetin
Viceton
Cloramfen
Micoclorina
Ronphenil
Aquamycetin
Ak-Chlor
Sno Phenicol
Chloricol
NSC 3069
Chlorcetin
Bradyoxetin

Identifiers:

SMILES:
O=[N+]([O-])c1ccc([C@@H](O)[C@@H](CO)N=C(O)C(Cl)Cl)cc1
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

Spectral Data

NMR, IR, and Mass spectral data

1H NMR
13C NMR
Predicting NMR spectra...
10 ppm 9 8 7 6 5 4 3 2 1 0 ppm
Shift (ppm) Multiplicity Integration Assignment
200 ppm 180 160 140 120 100 80 60 40 20 0 ppm
Shift (ppm) DEPT Assignment

Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.

External Resources

All Properties

Comprehensive physical and chemical properties

Physical Properties

Property Value Source
molecular_mass 323.13 g/mol Legacy Database
cas-canonical-smile O=C(NC(CO)C(O)C1=CC=C(C=C1)N(=O)=O)C(Cl)Cl None Legacy Database
cas-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 None Legacy Database
cas-inchi-key InChIKey=WIIZWVCIJKGZOK-RKDXNWHRSA-N None Legacy Database
cas-melting-point 150.5-151.5 °C None Legacy Database
cas-name (-)-Chloramphenicol None Legacy Database
LogP 1.7492999999999999 RDKit

Molecular

Property Value Source
Molecular Weight 323.13199999999995 g/mol RDKit

Exact

Property Value Source
Exact Molecular Weight 322.012326844 g/mol RDKit

Heavy

Property Value Source
Heavy Atom Count 20 count RDKit

Hydrogen

Property Value Source
Hydrogen Bond Acceptors 5 count RDKit
Hydrogen Bond Donors 3 count RDKit

Rotatable

Property Value Source
Rotatable Bonds 6 count RDKit

Aromatic

Property Value Source
Aromatic Ring Count 1 count RDKit

Topological

Property Value Source
Topological Polar Surface Area 116.19000000000001 Ų RDKit

Molar

Property Value Source
Molar Refractivity 74.48780000000002 RDKit

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