CAS 7387-98-6

D-erythro-Chloramphenicol

Description:

D-erythro-Chloramphenicol is a synthetic antibiotic belonging to the chloramphenicol class, primarily known for its broad-spectrum antibacterial properties. It is characterized by its ability to inhibit bacterial protein synthesis by binding to the 50S ribosomal subunit, making it effective against a variety of Gram-positive and Gram-negative bacteria. The compound is typically presented as a white to off-white crystalline powder, which is soluble in water and organic solvents like ethanol and methanol. D-erythro-Chloramphenicol is often used in clinical settings for treating serious infections, particularly when other antibiotics are ineffective or when the patient is allergic to penicillin. However, its use is 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, such as typhoid fever or rickettsial infections. Proper handling and dosage are crucial, as misuse can lead to antibiotic resistance and adverse health effects.

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+/m1/s1

InChI key: InChIKey=WIIZWVCIJKGZOK-BDAKNGLRSA-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-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
• <span class="text-smallcaps">D</span>-erythro-(1S,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
• <span class="text-smallcaps">D</span>-erythro-Chloramphenicol
• Acetamide, 2,2-dichloro-N-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-
• Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [S-(R*,S*)]-
• Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, <span class="text-smallcaps">D</span>-erythro-
• Acetamide,2,2-dichloro-N-[b-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl]-,D-erythro- (8CI)
• D-erythro-(1S,2R)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol
• D-erythro-Chloramphenicol
• Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, D-erythro-

D-erythro-Chloramphenicol

CAS: 7387-98-6

Formula: C₁₁H₁₂Cl₂N₂O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 323.1294

Ref: IN-DA00FNEY

D-erythro-Chloramphenicol

CAS: 7387-98-6

D-erythro-Chloramphenicol is a chloramphenicol antibiotic that has been shown to inhibit the uptake of nucleic acids by bacteria. It binds to the ribosomal RNA in the bacterial cell and prevents protein synthesis, causing bacterial death. D-erythro-Chloramphenicol is also able to inhibit the uptake of glycine, which is an important amino acid for bacteria. D-erythro-Chloramphenicol has been shown to be active against many different types of bacteria, including those that are resistant to other antibiotics such as penicillin.

Formula: C₁₁H₁₂Cl₂N₂O₅

Purity: Min. 95%

Molecular weight: 323.13 g/mol

Ref: 3D-FC76378

D-erythro-Chloramphenicol

Controlled Product

CAS: 7387-98-6

Applications D-erythro-Chloramphenicol is an isomer of chloramphenicol (CAP) which is an antibiotic that is banned for use in food producing animals. The D-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)

Formula: C₁₁H₁₂Cl₂N₂O₅

Color and Shape: Off White Solid

Molecular weight: 323.13

Ref: TR-C325005