CAS 15318-45-3: thiamphenicol
Description:Thiamphenicol is a broad-spectrum antibiotic belonging to the phenicol class of antibiotics, primarily used for its antibacterial properties. It is effective against a variety of Gram-positive and Gram-negative bacteria, making it useful in treating infections caused by these microorganisms. Thiamphenicol works by inhibiting bacterial protein synthesis, specifically targeting the 50S ribosomal subunit, which disrupts the growth and reproduction of bacteria. This compound is often utilized in veterinary medicine and has applications in human medicine, particularly in cases where other antibiotics may be ineffective or contraindicated. Thiamphenicol is known for its ability to penetrate tissues and achieve therapeutic concentrations, which is advantageous in treating systemic infections. However, its use is associated with potential side effects, including bone marrow suppression and the risk of aplastic anemia, leading to restrictions in some regions. The substance is typically administered orally or via injection, and its pharmacokinetics can vary based on the route of administration. Overall, thiamphenicol is a valuable antibiotic with specific applications and considerations in clinical practice.
Formula:C12H15Cl2NO5S
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-NXEZZACHSA-N
SMILES:O=C(NC(CO)C(O)C1=CC=C(C=C1)S(=O)(=O)C)C(Cl)Cl
- Synonyms:
- (2′R,3′R)-Thiamphenicol
- 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide
- 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*)]-
- See more synonyms
- 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
- Acetamide, 2,2-dichloro-N-[β-hydroxy-α-(hydroxymethyl)-p-(methylsulfonyl)phenethyl]-, D-threo-(+)-