Pirlimycin

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	79548-73-5 Y
ChemSpider	138508 N
UNII	LM19JT6G5K
KEGG	D08391 Y
ChEMBL	CHEMBL1652611 N
Chemical and physical data
Formula	C17H31ClN2O5S
Molar mass	410.164 g/mol
3D model (Jmol)	Interactive image
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?)

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

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

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