Compound ID | 738
Class: Oxazolidinone
Spectrum of activity: | Gram-negative |
Details of activity: | Use against Endocarditis infections |
Institute where first reported: | Pharmacia Corporation (Pfizer) |
Year first mentioned: | 2002 |
Highest developmental phase: | Phase 1 |
Development status: | Inactive |
Reason Dropped: | This was probably one of a long series of oxazolidinones from Pharmacia - not followed up on by Pfizer. Likely no signficant improvement over linezolid. Lots of companies worked on oxazolidinones after Pharmacia/Pfizer registered linezolid. There are some toxicities that it has been hard to overcome. A newer oxazolidinone [tadezolid] may have some potency improvements over linezolid [and activity against some linezolid resistant bugs, which are not prevalent]- (LS) |
Chemical structure(s): | |
Canonical SMILES: | CC(=O)NC[C@H]1CN(C2=CC(=C(C(=C2)F)N3CCS(=O)(=O)CC3)F)C(=O)O1 |
Isomeric SMILES: | CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C(=C2)F)N3CCS(=O)(=O)CC3)F |
InChI: | InChI=1S/C16H19F2N3O5S/c1-10(22)19-8-12-9-21(16(23)26-12)11-6-13(17)15(14(18)7-11)20-2-4-27(24,25)5-3-20/h6-7,12H,2-5,8-9H2,1H3,(H,19,22)/t12-/m0/s1 |
InChI Key: | HSGZLFWXBIVLBD-LBPRGKRZSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/9931003 |
External links: | |
Guide to Pharmacology: | PNU-288034 |
Citation: | http://jpet.aspetjournals.org/content/334/3/936.long |