Tevenel

Class: Phenicol

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to the 23S rRNA of the 50S ribosomal subunit and inhibits the peptidyl transferase activity of the bacterial ribosome, thus preventing protein chain elongation. It is active against Gram-positive and Gram-negative bacteria.
Description:	Synthetic fluorinated derivative of thiamphenicol. Used in veterinary medicine
Year first mentioned:	1975
Development status:	Inactive
Reason Dropped:	Strong inhibitor of mitochondrial protein synthesis

Chemical structure(s):
Canonical SMILES:	C1=C(C=CC(=C1)S(=O)(=O)N)[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O
Isomeric SMILES:	C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)C(Cl)Cl)O)S(=O)(=O)N
InChI:	InChI=1S/C11H14Cl2N2O5S/c12-10(13)11(18)15-8(5-16)9(17)6-1-3-7(4-2-6)21(14,19)20/h1-4,8-10,16-17H,5H2,(H,15,18)(H2,14,19,20)/t8-,9-/m1/s1
InChI Key:	HODRFAVLXIFVTR-RKDXNWHRSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/160746

External links:
Guide to Pharmacology:	tevenel
Main Source:	https://www.sciencedirect.com/science/article/abs/pii/000398619290078B
Citation:	https://febs.onlinelibrary.wiley.com/doi/full/10.1111/j.1432-1033.1987.tb10991.x?sid=nlm%3Apubmed