Thiamphenicol

CAS: 15318-45-3

Ref. TR-T344160

Product Information

• Name: Thiamphenicol
• Synonyms: 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide, D-d-threo-2-Dichloroacetamido-1-(4-methylsulfonylphenyl)-1,3-, (2′R,3′R)-Thiamphenicol, 2,2-dichloro-N-{1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]propan-2-yl}acetamide, 8065Cb, <span class="text-smallcaps">D</span>-Thiocymetin, <span class="text-smallcaps">D</span>-Thiophenicol, <span class="text-smallcaps">D</span>-d-threo-2-Dichloroacetamido-1-(4-methylsulfonylphenyl)-1,3-propanediol, <span class="text-smallcaps">D</span>-threo-(1R,2R)-1-(p-Methylsulfonylphenyl)-2-dichloroacetamido-1,3-propanediol, Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-, Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-, [R-(R*,R*)]-, Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-(methylsulfonyl)phenethyl]-, <span class="text-smallcaps">D</span>-threo-(+)-, Dextrosulphenidol, Methylsulfonyl chloramphenicol, NSC 522822, Thiocymetin, Thiophenicol, Tirsan, Win 5063-2

Description

Applications Thiamphenicol is an antibiotic. Thiamphenicol is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Thiamphenicol is used particularly for the treatment of sexually transmitted infections and pelvic inflammatory disease.
References Tikhonova, E., et al.: J. Biol. Chem., 279, 32116 (2004), Baucheron, S., et al.: J. Antimicrob. Chemother., 55, 707 (2005), Pages, J., et al.: Trends. Mol. Med., 11, 382 (2005), Lomovskaya, O., et al.: Biochem. Pharmacol., 71, 910 (2006), Samosorn, S., et al.: Bioorg. Med. Chem., 14, 857 (2006),

• Brand: TRC

Chemical properties

• Molecular weight: 356.22
• Formula: C₁₂H₁₅Cl₂NO₅S
• Color/Form: White To Yellow
• InChI: InChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1
• InChI key: InChIKey=OTVAEFIXJLOWRX-UHFFFAOYSA-N
• SMILES: CS(=O)(=O)c1ccc(C(O)C(CO)NC(=O)C(Cl)Cl)cc1