CAS 7384-89-6

L-erythro-Chloramphenicol

Description:

L-erythro-Chloramphenicol, with the CAS number 7384-89-6, is a synthetic antibiotic that belongs to the chloramphenicol family. It is characterized by its broad-spectrum antibacterial activity, particularly effective against a variety of Gram-positive and Gram-negative bacteria. The compound is known for its ability to inhibit bacterial protein synthesis by binding to the 50S ribosomal subunit, thereby preventing peptide bond formation. L-erythro-Chloramphenicol is typically presented as a white to off-white crystalline powder, which is soluble in water and organic solvents like ethanol and acetone. Its chemical structure features a nitro group and a hydroxyl group, contributing to its biological activity. While it has therapeutic applications, particularly in treating serious infections, its use is often limited due to potential side effects, including bone marrow suppression and the risk of aplastic anemia. As a result, it is generally reserved for specific cases where other antibiotics are ineffective or contraindicated. Proper handling and dosage are crucial to minimize adverse effects and ensure efficacy.

Formula: C₁₁H₁₂Cl₂N₂O₅

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+/m0/s1

InChI key: InChIKey=WIIZWVCIJKGZOK-DTWKUNHWSA-N

SMILES: [C@@H]([C@@H](NC(C(Cl)Cl)=O)CO)(O)C1=CC=C(N(=O)=O)C=C1

Synonyms:

• 2,2-Dichloro-N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
• <span class="text-smallcaps">L</span>-(+)-erythro-Chloramphenicol
• <span class="text-smallcaps">L</span>-erythro-(1R,2S)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
• <span class="text-smallcaps">L</span>-erythro-2,2-Dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]acetamide
• Acetamide, 2,2-dichloro-N-[b-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl]-, L-erythro-(+)- (8CI)
• Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, <span class="text-smallcaps">L</span>-erythro-(+)-
• Acetamide,2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-,[R-(R*,S*)]-
• L-(+)-erythro-Chloramphenicol
• L-erythro-(1R,2S)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
• L-erythro-2,2-Dichloro-N-[b-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl]acetamide
• Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, L-erythro-(+)-
• Acetamide, 2,2-dichloro-N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-
• Chloramphenicol Impurity 21

L-erythro-Chloramphenicol

Controlled Product

CAS: 7384-89-6

Applications L-erythro-Chloramphenicol functions as a potent inhibitor of electron transport in the mitochondria in biological studies. The L-isomer can be identified from the other CAP-isomers through reversed phase and chiral liquid chromatography in combination with tandem mass spectrometric detection.
References Berendsen, B., et al.: Anal. Chim. Acta., 700, 78 (2011), Wilson, S.B., et al.: Biochim. Biophys. Acta., 292, 603 (1973)

Formula: C₁₁H₁₂Cl₂N₂O₅

Color and Shape: Neat

Molecular weight: 323.13

Ref: TR-C325015

L-Erythro-chloramphenicol

CAS: 7384-89-6

L-Erythro-chloramphenicol is a deacylated form of chloramphenicol, which inhibits protein synthesis by binding to the bacterial ribosome. It is an antibiotic that is used to treat bacterial infections. L-Erythro-chloramphenicol has been shown to inhibit mitochondrial protein synthesis and mitochondrial proteins in mitochondria. The drug also inhibits the production of proteins in bacterial cells, such as extracts from Escherichia coli and escherichia coli. L-Erythro-chloramphenicol has two dichloroacetyl isomers, which are responsible for its antibacterial activity. The phenyl ring on the molecule serves as a site for chemical reactions with other molecules.

Formula: C₁₁H₁₂Cl₂N₂O₅

Purity: Min. 95%

Molecular weight: 323.13 g/mol

Ref: 3D-HAA38489

L-erythro-Chloramphenicol

CAS: 7384-89-6

L-erythro-Chloramphenicol functions as a potent inhibitor of electron transport.

Formula: C₁₁H₁₂Cl₂N₂O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 323.13

Ref: TM-T24401