Pirlimycin

Pirlimycin hydrochloride belongs to the lincosamide class of antimicrobials. Under the trade name Pirsue,[1] it is used in the treatment of mastitis in cattle.

Pirlimycin
Clinical data
Routes of
administration		Intramammary
ATCvet code
  • QJ51FF90 (WHO)
Identifiers
IUPAC name
  • Methyl (2S-cis)-7-chloro-6,7,8-trideoxy-6[[(4-ethyl-2-piperidinyl)carbonyl]amino]-1-thio-L-threo-α-D-galacto-octopyranoside
CAS Number
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H31ClN2O5S
Molar mass410.95 g·mol−1
3D model (JSmol)
SMILES
  • CC[C@@H]1CCN[C@@H](C1)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl
InChI
  • InChI=1S/C17H31ClN2O5S/c1-4-9-5-6-19-10(7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3/h8-15,17,19,21-23H,4-7H2,1-3H3,(H,20,24)/t8-,9+,10-,11+,12-,13+,14+,15+,17+/m0/s1 N
  • Key:HBJOXQRURQPDEX-MHXMMLMNSA-N N
 NY (what is this?)  (verify)

Activity

Pirlimycin is active against Gram-positive bacteria, specifically Staphylococcus aureus and coagulase negative species of Staphylococcus and Streptococcus. It has no activity against Gram-negative bacteria.[2]

Mechanism of action

It is bacteriostatic and acts by inhibiting bacterial protein synthesis via binding with the 50S subunit of the ribosome.

References
  1. Pirsue Sterile Solution
  2. "USP: Pirlimycin" (PDF). Archived from the original (PDF) on 2009-05-09. Retrieved 2009-06-28.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.