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Molecule
(-)-Chloramphenicol
CAS: 56-75-7 · C11H12Cl2N2O5
2D Structure
3D Structure
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Basic Information
- CAS Registry Number
- 56-75-7
- Molecular Formula
- C11H12Cl2N2O5
- Molecular Mass
- 323.13 g/mol
Identifiers
CAS Registry Number
56-75-7
SMILES
O=[N+]([O-])c1ccc([C@@H](O)[C@@H](CO)N=C(O)C(Cl)Cl)cc1
InChI Key
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
Names and Synonyms
- (-)-Chloramphenicol Synonym
- Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]- Synonym
- Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, D-threo-(-)- Synonym
- Levomycetin Synonym
- Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [R-(R*,R*)]- Synonym
- 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide Synonym
- Alficetyn Synonym
- Amseclor Synonym
- CAF (pharmaceutical) Synonym
- CAM Synonym
- CAP Synonym
- Chemicetina Synonym
- Chlomycol Synonym
- Chloramphenicol Synonym
- Chlorocid Synonym
- Chloromycetin Synonym
- Chloronitrin Synonym
- Cloramicol Synonym
- Clorocyn Synonym
- Cloromisan Synonym
- D-(-)-threo-2-Dichloroacetamido-1-p-nitrophenyl-1,3-propanediol Synonym
- D-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol Synonym
- Enteromycetin Synonym
- Farmicetina Synonym
- Globenicol Synonym
- Ismicetina Synonym
- Kemicetine Synonym
- Klorita Synonym
- Leukomyan Synonym
- Levomicetina Synonym
- Micloretin Synonym
- Microcetina Synonym
- D-(-)-threo-1-p-Nitrophenyl-2-dichloracetamido-1,3-propanediol Synonym
- Novomycetin Synonym
- Paraxin Synonym
- Quemicetina Synonym
- Sintomicetina Synonym
- Sintomicetine R Synonym
- Stanomycetin Synonym
- Tifomycine Synonym
- Treomicetina Synonym
- Unimycetin Synonym
- Detreomycin Synonym
- I 337A Synonym
- D-threo-Chloramphenicol Synonym
- Chlorocidin C Synonym
- CPh Synonym
- Chlorocide Synonym
- D-(-)-threo-Chloramphenicol Synonym
- Klorocid S Synonym
- D-Chloramphenicol Synonym
- Chlorocidin C tetran Synonym
- D-(-)-threo-1-(4-Nitrophenyl)-2-dichloroacetamido-1,3-propanediol Synonym
- Chemicetin Synonym
- Catilan Synonym
- D-threo-(1R,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol Synonym
- D-(-)-Chloramphenicol Synonym
- D-(-)-threo-1-p-Nitrophenyl-2-dichloroacetylamino-1,3-propanediol Synonym
- Amphicol Synonym
- Austracol Synonym
- Chloramsaar Synonym
- Chlorocaps Synonym
- Ciplamycetin Synonym
- Cloramficin Synonym
- Cylphenicol Synonym
- Embacetin Synonym
- Enicol Synonym
- Intramycetin Synonym
- Juvamycetin Synonym
- Chloramex Synonym
- Fenicol Synonym
- Mastiphen Synonym
- Septicol Synonym
- Opclor Synonym
- Pantovernil Synonym
- Mychel Synonym
- Kamaver Synonym
- Leukomycin Synonym
- Loromisin Synonym
- Mycinol Synonym
- Amphenicol Synonym
- Levomitsetin Synonym
- Ophthochlor Synonym
- Normimycin V Synonym
- Tevcocin Synonym
- Sintomicetin Synonym
- Myclocin Synonym
- Synthomycetin Synonym
- Chloroptic Synonym
- Gloveticol Synonym
- CAF Synonym
- Mycochlorin Synonym
- Levovetin Synonym
- Mychel-Vet Synonym
- Levoplast Synonym
- Halcetin Synonym
- Soluthor Synonym
- (-)-Chloramphenicol Synonym
- Levosin Synonym
- Levocin Synonym
- Ocuphenicol Synonym
- Chlorocin Synonym
- Chlorasol Synonym
- Veticol Synonym
- Anacetin Synonym
- Viceton Synonym
- Cloramfen Synonym
- Micoclorina Synonym
- Ronphenil Synonym
- Aquamycetin Synonym
- Ak-Chlor Synonym
- Sno Phenicol Synonym
- Chloricol Synonym
- NSC 3069 Synonym
- Chlorcetin Synonym
- Bradyoxetin Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 323.13 g/mol | CAS Common Chemistry |
| 323.13199999999995 g/mol | RDKit | |
| 323.132 g/mol | RDKit | |
| 323.126 g/mol | chempirical lib | |
| Canonical SMILES | O=C(NC(CO)C(O)C1=CC=C(C=C1)N(=O)=O)C(Cl)Cl | CAS Common Chemistry |
| 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 | CAS Common Chemistry |
| InChI Key | InChIKey=WIIZWVCIJKGZOK-RKDXNWHRSA-N | CAS Common Chemistry |
| Melting Point | 150.5-151.5 °C | CAS Common Chemistry |
| Name | (-)-Chloramphenicol | CAS Common Chemistry |
| Heavy Atom Count | 20 | RDKit |
| Hydrogen Bond Acceptors | 5 | RDKit |
| Hydrogen Bond Donors | 3 | RDKit |
| Rotatable Bonds | 6 | RDKit |
| Aromatic Ring Count | 1 | RDKit |
| Topological Polar Surface Area | 116.19000000000001 Ų | RDKit |
| 116.19 Ų | RDKit | |
| 111.35 Ų | chempirical lib | |
| LogP | 1.7492999999999999 | RDKit |
| 1.7493 | RDKit | |
| 1.64 | chempirical lib | |
| Molar Refractivity | 74.48780000000002 cm³/mol | RDKit |
| Ring Count | 1 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.3636 | RDKit |
| 0.36 | chempirical lib | |
| Exact Mass | 322.012326844 g/mol | RDKit |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
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1
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| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
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20
0 ppm
| Shift (ppm) | DEPT | Assignment |
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Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
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MW = 323.13 g/mol. Edit any field — others recompute live.