Pirlimycin

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Pirlimycin

Systematic (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
Clinical data
Legal status	?
Routes	Intramammary
Identifiers
CAS number	79548-73-5^Y
ATCvet code	QJ51FF90
UNII	LM19JT6G5K^N
KEGG	D08391^Y
ChEMBL	CHEMBL1652611^N
Chemical data
Formula	C₁₇H₃₁Cl N₂O₅S
Mol. mass	410.164 g/mol
SMILES N2CCC(CC)CC2C(=O)NC(C(C)Cl)C(C(O)C1O)OC(SC)C1O
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.

Activity

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

Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)

Aminoglycosides
(initiation inhibitors)

-mycin (Streptomyces)	Streptomycin^# Dihydrostreptomycin Neomycin^# Framycetin Paromomycin Ribostamycin Kanamycin^# Amikacin Arbekacin Bekanamycin Dibekacin Tobramycin Spectinomycin^# Hygromycin B Paromomycin

-micin (Micromonospora)	Gentamicin^# Netilmicin Sisomicin Isepamicin Verdamicin Astromicin

Tetracyclines	Doxycycline^# Chlortetracycline Clomocycline Demeclocycline Lymecycline Meclocycline Metacycline Minocycline Oxytetracycline Penimepicycline Rolitetracycline Tetracycline

Glycylcyclines	Tigecycline

Oxazolidinone
(initiation inhibitors)

Amphenicols	Chloramphenicol^# Azidamfenicol Thiamphenicol Florfenicol

Pleuromutilins	Retapamulin Tiamulin Valnemulin

MLS (transpeptidation/translocation)

Macrolides	Azithromycin^# Clarithromycin Dirithromycin Erythromycin^# Flurithromycin Josamycin Midecamycin Miocamycin Oleandomycin Rokitamycin Roxithromycin Spiramycin Troleandomycin Tylosin Ketolides Telithromycin Cethromycin Solithromycin^†

Lincosamides	Clindamycin^# Lincomycin Pirlimycin

Streptogramins	Pristinamycin Quinupristin/dalfopristin Virginiamycin

Steroid antibacterials	Fusidic acid

bact (clas)

gr+f/gr+a (t)/gr-p (c)/gr-o

drug (J1p, w, n, m, vacc)

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