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C1200000

Chloramphenicol

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

D-(−)-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-β-(4-nitrophenyl)ethyl]acetamide, D-(−)-threo-2-Dichloroacetamido-1-(4-nitrophenyl)-1,3-propanediol, D-threo-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-4-nitrophenethyl]acetamide, Chloromycetin

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About This Item

Linear Formula:
Cl2CHCONHCH(CH2OH)CH(OH)C6H4NO2
CAS Number:
56-75-7
Molecular Weight:
323.13
Beilstein:
2225532
MDL number:
MFCD00078159
UNSPSC Code:
41116107
PubChem Substance ID:
329774875
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

chloramphenicol

manufacturer/tradename

EDQM

mp

149-153 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

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

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-RKDXNWHRSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Chloramphenicol EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Mode of Action: Chloramphenicol inhibits bacterial protein synthesis by blocking the peptidyl transferase step by binding to the 50S ribosomal subunit and preventing attachment of aminoacyl tRNA to the ribosome. It also inhibits mitochondrial and chloroplast protein synthesis and ribosomal formation of (p)ppGpp, de-pressing rRNA transcription.

Mode of Resistance: Use of chloramphenicol acetyltransferase will acetylate the product and inactivate it.

Antimicrobial Spectrum: This is a broad spectrum antibiotic against gram-positive and gram-negative bacteria, and is used mainly for ophthalmic and veterinary purposes.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

C1400000

Chloramphenicol palmitate isomer, European Pharmacopoeia (EP) Reference Standard

C1300000

Chloramphenicol dipalmitate, European Pharmacopoeia (EP) Reference Standard

C1425000

Chloramphenicol sodium succinate, European Pharmacopoeia (EP) Reference Standard

C1350000

Chloramphenicol disodium disuccinate, European Pharmacopoeia (EP) Reference Standard

1107004

Chloramphenicol, United States Pharmacopeia (USP) Reference Standard

1107300

Chloramphenicol palmitate, United States Pharmacopeia (USP) Reference Standard

1107401

Chloramphenicol palmitate nonpolymorph A, United States Pharmacopeia (USP) Reference Standard

1107503

Chloramphenicol palmitate polymorph A, United States Pharmacopeia (USP) Reference Standard

BP854

Chloramphenicol, British Pharmacopoeia (BP) Reference Standard

BP1061

Chloramphenicol sodium succinate, British Pharmacopoeia (BP) Reference Standard

BP417

2-Amino-1-(4-nitrophenyl)propane-1,3-diol, British Pharmacopoeia (BP) Reference Standard

Pictograms

Health hazardCorrosion
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H318,H351,H361fd

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Repr. 2

WGK

WGK 3

Regulatory Information

监管及禁止进口产品

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