ピルリマイシン
- 関
- pirlimycin hydrochloride hydrate
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/06/05 20:16:31」(JST)
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Pirlimycin
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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 |
Pregnancy cat. |
? |
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 |
C17H31ClN2O5S |
Mol. mass |
410.164 g/mol |
SMILES
- N2CCC(CC)CC2C(=O)NC(C(C)Cl)C(C(O)C1O)OC(SC)C1O
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N (what is this?) (verify)
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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[edit]
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[edit]
It is bacteriostatic and acts by inhibiting bacterial protein synthesis via binding with the 50S subunit of the ribosome.
References[edit]
- ^ Pirsue Sterile Solution
- ^ USP: Pirlimycin
Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)
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30S |
Aminoglycosides
(initiation inhibitors) |
-mycin (Streptomyces) |
- Streptomycin#
- Dihydrostreptomycin
- Neomycin#
- Framycetin
- Paromomycin
- Ribostamycin
- Kanamycin#
- Amikacin
- Arbekacin
- Bekanamycin
- Dibekacin
- Tobramycin
- Spectinomycin#
- Hygromycin B
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-micin (Micromonospora) |
- Gentamicin#
- Netilmicin
- Sisomicin
- Isepamicin
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Tetracycline antibiotics
(tRNA binding) |
Tetracyclines |
- Doxycycline#
- Chlortetracycline
- Clomocycline
- Demeclocycline
- Lymecycline
- Meclocycline
- Metacycline
- Minocycline
- Oxytetracycline
- Penimepicycline
- Rolitetracycline
- Tetracycline
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Glycylcyclines |
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50S |
Oxazolidinone
(initiation inhibitors) |
- Linezolid
- Torezolid
- Eperezolid
- Posizolid
- Radezolid
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Peptidyl transferase |
Amphenicols |
- Chloramphenicol#
- Azidamfenicol
- Thiamphenicol
- Florfenicol
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Pleuromutilins |
- Retapamulin
- Tiamulin
- Valnemulin
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MLS (transpeptidation/translocation) |
Macrolides |
- Azithromycin#
- Clarithromycin
- Dirithromycin
- Erythromycin#
- Flurithromycin
- Josamycin
- Midecamycin
- Miocamycin
- Oleandomycin
- Rokitamycin
- Roxithromycin
- Spiramycin
- Troleandomycin
- Tylosin
- Ketolides
- Telithromycin
- Cethromycin
- Solithromycin†
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Lincosamides |
- Clindamycin#
- Lincomycin
- Pirlimycin
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Streptogramins |
- Pristinamycin
- Quinupristin/dalfopristin
- Virginiamycin
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EF-G |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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gr+f/gr+a (t)/gr-p (c)/gr-o
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drug (J1p, w, n, m, vacc)
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English Journal
- Analysis of Pirlimycin Residues in Beef Muscle, Milk, and Honey by a Biotin-Streptavidin-Amplified Enzyme-Linked Immunosorbent Assay.
- Jiang W1, Beier RC2, Luo P3, Zhai P1, Wu N3, Lin G1, Wang X1, Xu G4.
- Journal of agricultural and food chemistry.J Agric Food Chem.2016 Jan 13;64(1):364-70. doi: 10.1021/acs.jafc.5b05711. Epub 2015 Dec 31.
- Food contamination by veterinary drug residues is a worldwide public health concern and requires continuous monitoring. In this study, we developed a biotin-streptavidin-amplified ELISA (BA-ELISA) using a produced monoclonal antibody for detecting pirlimycin residues in beef muscle, milk, and honey.
- PMID 26671277
- Phenotypic antimicrobial susceptibility and occurrence of selected resistance genes in gram-positive mastitis pathogens isolated from Wisconsin dairy cows.
- Ruegg PL1, Oliveira L2, Jin W3, Okwumabua O4.
- Journal of dairy science.J Dairy Sci.2015 Jul;98(7):4521-34. doi: 10.3168/jds.2014-9137. Epub 2015 Apr 23.
- In the United States, few intramammary antimicrobials exist that are approved for treatment of bovine mastitis; thus, ensuring judicious use of these products is a priority. The objectives of this study were to determine phenotypic susceptibility and presence of selected antimicrobial resistance gen
- PMID 25912858
- Method development and validation: solid Phase extraction-ultra performance liquid chromatography-tandem mass spectrometry quantification of pirlimycin in bovine feces and urine.
- Ray P, Knowlton KF, Shang C, Xia K.
- Journal of AOAC International.J AOAC Int.2014 Nov-Dec;97(6):1730-6.
- Pirlimycin, a lincosamide antibiotic, is one of the most commonly used antibiotics for the treatment of mastitis in dairy cows. Assessment of pirlimycin loadingto the environment via fecal and urinary excretion is critical to develop efficient management strategies to reduce environmental pollution
- PMID 25632451
Japanese Journal
- Identification and determination of pirlimycin residue in bovine milk and liver by high-performance liquid chromatography-thermospray mass spectrometry
- HORNISH Rex E.,CAZERS Alex R.,CHESTER S. Theodore Jr.,ROOF Ryan D.
- Journal of chromatography. B, Biomedical applications 674(2), 219-235, 1995-12-15
- NAID 10024551579
Related Links
- Rats were given single doses of pirlimycin hydrochloride only or pirlimycin hydrochloride in combination with the 7R-hydroxy degradation product (the hydroxy group (OH) replaces the chloride (Cl)) by gavage. There was no increase in ...
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Related Pictures
![Pirlimycin Hydrochloride](https://1mg.info/0/6/i/0461.jpg)
![Pirsue Sterile Solution (pirlimycin)](https://1mg.info/0/6/i/0462.jpg)
![Pirlimycin structure.svg](https://1mg.info/0/6/i/0463.jpg)
![Production Method of Pirlimycin](https://1mg.info/0/6/i/0464.jpg)
![Figure 1. Structure of pirlimycin](https://1mg.info/0/6/i/0465.jpg)
★リンクテーブル★
[★]
- 英
- pirlimycin、pirlimycin hydrochloride hydrate
- 関
- ピルリマイシン塩酸塩水和物
[★]
- 関
- pirlimycin