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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 ;
ChemSpider	138508 ;
UNII	LM19JT6G5K;
KEGG	D08391 ;
ChEMBL	ChEMBL1652611 ;
CompTox Dashboard (EPA)	DTXSID30904249 ;
Chemical and physical data
Formula	C17H31ClN2O5S
Molar mass	410.95 g·mol−1
3D model (JSmol)	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 ; Key:HBJOXQRURQPDEX-MHXMMLMNSA-N ;
	(what is this?) (verify)

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.^[2]^[3]

Activity

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

^ Pirsue Sterile Solution
^ Thornsberry C, Marler JK, Watts JL, Yancey RJ (May 1993). "Activity of pirlimycin against pathogens from cows with mastitis and recommendations for disk diffusion tests". Antimicrobial Agents and Chemotherapy. 37 (5): 1122–6. doi:10.1128/AAC.37.5.1122. PMC 187914. PMID 8517701.
^ Hogeveen H (2005). Mastitis in dairy production: current knowledge and future solutions. Wageningen: Wageningen Academic Publishers. p. 55. ISBN 978-90-76998-70-1.
^ "USP: Pirlimycin" (PDF). Archived from the original (PDF) on 2009-05-09. Retrieved 2009-06-28.

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
CompTox Dashboard (EPA)	DTXSID30904249
Chemical and physical data
Formula	C₁₇H₃₁ClN₂O₅S
Molar mass	410.95 g·mol⁻¹
3D model (JSmol)	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?) (verify)