Chemical Properties of Chloramphenicol

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-IUCAKERBSA-N

Formula

C11H12Cl2N2O5

SMILES

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

Molecular Weight¹

323.13

Other Names

• (-)-Chloramphenicol
• 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
• Acetamide, 2,2-dichloro-N-(«beta»-hydroxy-«alpha»-(hydroxymethyl)-p-nitrophenethyl)-, D-(-)-threo-
• Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-
• Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [R-(R*,R*)]-
• Acetamide, 2,2-dichloro-N-[«beta»-hydroxy-«alpha»-(hydroxymethyl)-p-nitrophenethyl]-, D-threo-(-)-
• Ak-chlor
• Alficetyn
• Ambofen
• Amphenicol
• Amphicol
• Amseclor
• Anacetin
• Aquamycetin
• Austracil
• Austracol
• Biocetin
• Biophenicol
• CAF
• CAM
• CAP
• CPh
• Catilan
• Chemicetin
• Chemicetina
• Chlomin
• Chlomycol
• Chlora-Tabs
• Chloramex
• Chloramfenikol
• Chloramficin
• Chloramfilin
• Chloramsaar
• Chlorasol
• Chloricol
• Chlornitromycin
• Chloro-25 vetag
• Chloroamphenicol
• Chlorocaps
• Chlorocid
• Chlorocid S
• Chlorocide
• Chlorocidin C
• Chlorocidin C tetran
• Chlorocin
• Chlorocol
• Chloroject L
• Chloromax
• Chloromycetny
• Chloronitrin
• Chloroptic
• Chlorovules
• Cidocetine
• Ciplamycetin
• Cloramfen
• Cloramficin
• Cloramicol
• Cloramidina
• Cloroamfenicolo
• Clorocyn
• Cloromisan
• Clorosintex
• Comycetin
• Cylphenicol
• D-(-)-Chloramphenicol
• D-(-)-threo-1-(4-Nitrophenyl)-2-dichloroacetamido-1,3-propanediol
• D-(-)-threo-1-(p-Nitrophenyl)-2-(dichloroacetylamino)-1,3-propanediol
• D-(-)-threo-1-p-Nitrophenyl-2-dichloracetamido-1,3-propanediol
• D-(-)-threo-2,2-Dichloro-N-(«beta»-hydroxy-«alpha»-(hydroxymethyl))-p-nitrophenethylacetamide
• D-(-)-threo-2,2-Dichloro-N-(«beta»-hydroxy-«alpha»-(hydroxymethyl)-p-nitrophenyl-ethyl)acetamide
• D-(-)-threo-2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]ethanamide
• D-(-)-threo-2-Dichloroacetamido-1-p-nitrophenyl-1,3-propanediol
• D-(-)-threo-Chloramphenicol
• D-(-)-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol
• D-Chloramphenicol
• D-threo-(1R,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
• D-threo-2,2-dichloro-N-[.beta.-hydroxy-.alpha.-(hydroxymethyl)-p-nitrophenethyl]acetamide
• D-threo-Chloramphenicol
• D-threo-N-(1,1'-Dihydroxy-1-p-nitrophenylisopropyl)dichloroacetamide
• Desphen
• Detreomycin
• Detreomycine
• Dextromycetin
• Doctamicina
• Econochlor
• Embacetin
• Emetren
• Enicol
• Enteromycetin
• Erbaplast
• Ertilen
• Farmicetina
• Fenicol
• Globenicol
• Glorous
• Gloveticol
• Halcetin
• Halomycetin
• Hortfenicol
• I 337A
• Intramycetin
• Isicetin
• Ismicetina
• Isophenicol
• Isopto fenicol
• Juvamycetin
• Kamaver
• Kemicetina
• Kemicetine
• Klorita
• Klorocid S
• Leukomyan
• Leukomycin
• Levocin
• Levomicetina
• Levomitsetin
• Levomycetin
• Levoplast
• Levosin
• Levovetin
• Loromisin
• Mastiphen
• Mediamycetine
• Medichol
• Micloretin
• Micochlorine
• Micoclorina
• Microcetina
• Mychel
• Mychel-Vet
• Mycinol
• Myclocin
• Mycochlorin
• NCI-C55709
• NSC 3069
• Normimycin V
• Novochlorocap
• Novomycetin
• Novophenicol
• Ocuphenicol
• Oftalent
• Oleomycetin
• Opclor
• Ophthochlor
• Otachron
• Otophen
• Pantovernil
• Paraxin
• Pentamycetin
• Quemicetina
• Rivomycin
• Romphenil
• Ronphenil
• Septicol
• Sificetina
• Sintomicetin
• Sintomicetina
• Sintomicetine R
• Sno-Phenicol
• Soluthor
• Stanomycetin
• Synthomycetin
• Synthomycetine
• Tega-Cetin
• Tevcocin
• Tifomycin
• Tifomycine
• Tiromycetin
• Treomicetina
• Tyfomycine
• U-6062
• Unimycetin
• Veticol
• Viceton
• [R-(R*,R*)]-2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]ethanamide
• chloromycetin

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfusH°	41.96	kJ/mol	Joback Calculated Property
log10WS	[-2.11; -1.98]
log10WS	-1.98		Aq. Solubility Prediction
log10WS	-2.11		Estimated Solubility
log10WS	-2.11		Rytting (2005)
logPoct/wat	0.909		Crippen Calculated Property
McVol	207.280	ml/mol	McGowan Calculated Property
Inp	[2310.00; 2310.00]
Inp	2310.00		NIST
Inp	2310.00		NIST
Tfus	[423.00; 423.65]	K
Tfus	423.65	K	Aq. Solubility Prediction
Tfus	423.00 ± 1.00	K	NIST

Cheméo can also estimate Normal Boiling Point Temperature, Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of formation at standard conditions, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor, Ionization energy for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[592.33; 622.92]	J/mol×K	[996.72; 1228.19]
Cp,gas	592.33	J/mol×K	996.72	Joback Calculated Property
Cp,gas	598.76	J/mol×K	1035.30	Joback Calculated Property
Cp,gas	604.58	J/mol×K	1073.88	Joback Calculated Property
Cp,gas	609.84	J/mol×K	1112.46	Joback Calculated Property
Cp,gas	614.61	J/mol×K	1151.03	Joback Calculated Property
Cp,gas	618.95	J/mol×K	1189.61	Joback Calculated Property
Cp,gas	622.92	J/mol×K	1228.19	Joback Calculated Property

Similar Compounds

Find more compounds similar to Chloramphenicol.

Mixtures

• Chloramphenicol + Glycine + Water
• N-Glycylglycine + Chloramphenicol + Water
• Chloramphenicol + Water
• D-Leucine + Chloramphenicol + Water
• Chloramphenicol + L-Leucine, N-glycyl- + Water

Sources

• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Volumetric, ultrasonic and UV absorption studies on interactions of antibiotic drug chloramphenicol with glycine and its dipeptide in aqueous solutions at T = (288.15-318.15) K
• Densities and Speeds of Sound of Antibiotic Drug Chloramphenicol with l-Leucine and Glycyl-l-leucine in Aqueous Medium at T = (288.15 318.15) K: A Volumetric, Ultrasonic, and UV Absorption Study
• Joback Method
• Aqueous Solubility Prediction Method
• Estimated Solubility Method
• Aqueous and cosolvent solubility data for drug-like organic compounds
• McGowan Method
• NIST Webbook

Note: Cheméo is only indexing the data, follow the source links to retrieve the latest data. The source is also providing more information like the publication year, authors and more. Take the time to validate and double check the source of the data.
These property values are available through the Cheméo API. A free account gives you an access key.