L-(+)-threo-Chloramphenicol

CAS: 134-90-7

Ref. TR-C325025

Product Information

• Name: L-(+)-threo-Chloramphenicol
• Synonyms: 2,2-Dichloro-N-[(1S,2S)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide, Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [S-(R*,R*)]-, Acetamide, 2,2-dichloro-N-[ß-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl]-, L-threo- (6CI), Acetamide, 2,2-dichloro-N-[ß-hydroxy-a-(hydroxymethyl)-p-nitrophenethyl]-, L-threo-(+)- (8CI), (+)-Chloramphenicol, (1S,2S)-2-(2,2-Dichloroacetamido)-1-(4-nitrophenyl)-1,3-propanediol, Dextramycin, Dextromycetin, L-threo-(1S,2S)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol, L-threo-Chloroamphenicol, L-threo-N-Dichloracetyl-1-p-nitrophenyl-2-amino-1,3-propanediol, L-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol, 2,2-dichloro-N-[(1S,2S)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide, 2,2-dichloro-N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide, <span class="text-smallcaps">L</span>-(+)-threo-Chloramphenicol, <span class="text-smallcaps">L</span>-threo-(1S,2S)-1-p-Nitrophenyl-2-dichloroacetamido-1,3-propanediol, <span class="text-smallcaps">L</span>-threo-Chloroamphenicol, <span class="text-smallcaps">L</span>-threo-N-Dichloracetyl-1-p-nitrophenyl-2-amino-1,3-propanediol, <span class="text-smallcaps">L</span>-threo-N-Dichloroacetyl-1-p-nitrophenyl-2-amino-1,3-propanediol, Acetamide, 2,2-dichloro-N-[(1S,2S)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-, [S-(R*,R*)]-, Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-nitrophenethyl]-, <span class="text-smallcaps">L</span>-threo-, Chloramphenicol Levo

Description

Applications The S,S-stereoisomer of Chloramphenicol (C325030). Broad spectrum antibiotic obtained from cultures of the soil bacterium Streptomyces venezuelae. It has a broad spectrum of activity against Gram-positive and gram-negative bacteria. Antibacterial; antirickettsial.
References Bartz, et al.: J. Biol. Chem., et al.: 172, 445 (1948), Gottlieb, et al.: J. Bacteriol., 55, 409 (1948), Szulczewski, D., et al.: Anal. Profiles Drug Subs., 4, 47 (1975), Price, A., et al.: J. Antibiot., 43, 118 (1981), Shalit, I., et al.: Drugs, 28, 281 (1984),

• Brand: TRC

Chemical properties

• Molecular weight: 323.13
• Formula: C₁₁H₁₂Cl₂N₂O₅
• Color/Form: Neat
• 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
• SMILES: O=C(N[C@@H](CO)[C@@H](O)c1ccc([N+](=O)[O-])cc1)C(Cl)Cl