Pirlimycin

Chemical compound From Wikipedia, the free encyclopedia

Pirlimycin, sold under the brand name Pirsue, is used in the treatment of mastitis in cattle.[1][3][4] It is used as the salt pirlimycin hydrochloride and it belongs to the lincosamide class of antimicrobials.[1]

Trade namesPirsue
Routes of
administrationIntramammary
ATCvet code
Legal status
Quick facts Clinical data, Trade names ...
Pirlimycin
Structural formula
Space-filling model of pirlimycin molecule
Clinical data
Trade namesPirsue
Routes of
administration		Intramammary
ATCvet code
Legal status
Legal status
Identifiers
  • 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)
  • 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=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
  • Key:CHAZSEMQYSZBFN-RWMVMHIMSA-N
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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.[5]

Mechanism of action

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

References

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