メズロシリン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/09/24 23:30:26」(JST)
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Mezlocillin
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Systematic (IUPAC) name |
(2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl-
2-oxo-imidazolidine-1-carbonyl)amino]-2-phenyl-acetyl]
amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-
carboxylic acid |
Clinical data |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Pregnancy cat. |
B |
Legal status |
? |
Routes |
Intravenous, intramuscular |
Pharmacokinetic data |
Protein binding |
16–59% |
Metabolism |
Hepatic (20–30%) |
Half-life |
1.3–4.4 hours |
Excretion |
Renal (50%) and biliary |
Identifiers |
CAS number |
51481-65-3 Y |
ATC code |
J01CA10 |
PubChem |
CID 656511 |
DrugBank |
DB00948 |
ChemSpider |
570894 Y |
UNII |
OH2O403D1G Y |
KEGG |
D05021 Y |
ChEBI |
CHEBI:6919 Y |
ChEMBL |
CHEMBL1731 Y |
Chemical data |
Formula |
C21H25N5O8S2 |
Mol. mass |
539.584 g/mol |
SMILES
- O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)[C@@H](c1ccccc1)NC(=O)N2C(=O)N(S(=O)(=O)C)CC2)[C@H]4SC3(C)C
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InChI
-
InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1 Y
Key:YPBATNHYBCGSSN-VWPFQQQWSA-N Y
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Y (what is this?) (verify)
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Mezlocillin is a broad-spectrum penicillin antibiotic. It is active against both Gram-negative and some Gram-positive bacteria. Unlike most other extended spectrum penicillins, it is excreted by the liver, therefore it is useful for biliary tract infections, such as ascending colangitis.
Contents
- 1 Mechanism of action
- 2 Susceptible organisms
- 2.1 Gram-negative
- 2.2 Gram-positive
- 3 External links
Mechanism of action[edit]
Main article: Beta-lactam antibiotic
Like all other beta-lactam antibiotics, mezlocillin inhibits the third and last stage of bacterial cell wall synthesis by binding to penicillin binding proteins. This ultimately leads to cell lysis.
Susceptible organisms[edit]
Gram-negative[edit]
- Bacteroides spp., including B. fragilis
- Enterobacter spp.
- Escherichia coli
- Haemophilus influenzae
- Klebsiella species
- Morganella morganii
- Neisseria gonorrhoeae
- Proteus mirabilis
- Proteus vulgaris
- Providencia rettgeri
- Pseudomonas spp., including P. aeruginosa
- Serratia marcescens
Gram-positive[edit]
- Enterococcus faecalis
- Peptococcus spp.
- Peptostreptococcus spp.
External links[edit]
- DDB 30377
- -288358398 at GPnotebook
- Duke
- Kristof R, Clusmann H, Koehler W, Fink K, Schramm J (1998). "Treatment of accidental high dose intraventricular mezlocillin application by cerebrospinal fluid exchange.". J Neurol Neurosurg Psychiatry 64 (3): 379–81. doi:10.1136/jnnp.64.3.379. PMC 2170014. PMID 9527154.
- McCormick P, Greenslade L, Kibbler C, Chin J, Burroughs A, McIntyre N (1997). "A prospective randomized trial of ceftazidime versus netilmicin plus mezlocillin in the empirical therapy of presumed sepsis in cirrhotic patients.". Hepatology 25 (4): 833–6. doi:10.1002/hep.510250408. PMID 9096584.
- Rohde B, Werner U, Hickstein H, Ehmcke H, Drewelow B (1997). "Pharmacokinetics of mezlocillin and sulbactam under continuous veno-venous hemodialysis (CVVHD) in intensive care patients with acute renal failure.". Eur J Clin Pharmacol 53 (2): 111–5. doi:10.1007/s002280050347. PMID 9403281.
Antibacterials: cell envelope antibiotics (J01C-J01D)
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Intracellular |
- inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
- DADAL/AR inhibitors (Cycloserine)
- bactoprenol inhibitors (Bacitracin)
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Glycopeptide |
- inhibit PG chain elongation: Vancomycin# (Oritavancin
- Telavancin)
- Teicoplanin (Dalbavancin)
- Ramoplanin
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β-lactams/
(inhibit PBP
cross-links) |
Penicillins
(penams)
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Extended sp.
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- aminopenicillins: Amoxicillin#
- Ampicillin# (Pivampicillin
- Hetacillin
- Bacampicillin
- Metampicillin
- Talampicillin)
- Epicillin
- carboxypenicillins: Carbenicillin (Carindacillin)
- Ticarcillin
- Temocillin
- ureidopenicillins: Azlocillin
- Piperacillin
- Mezlocillin
- other: Mecillinam (Pivmecillinam)
- Sulbenicillin
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Narrow sp.
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β-lactamase sensitive
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- Benzylpenicillin (G)#: Clometocillin
- Benzathine benzylpenicillin#
- Procaine benzylpenicillin#
- Azidocillin
- Penamecillin
- Phenoxymethylpenicillin (V)#: Propicillin
- Benzathine phenoxymethylpenicillin
- Pheneticillin
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β-lactamase resistant
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- Cloxacillin# (Dicloxacillin
- Flucloxacillin)
- Oxacillin
- Meticillin
- Nafcillin
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Penems
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Carbapenems
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- Biapenem
- Ertapenem
- antipseudomonal (Doripenem
- Imipenem
- Meropenem)
- Panipenem
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Cephalosporins/Cephamycins
(cephems)
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1st (PEcK)
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- Cefazolin#
- Cefacetrile
- Cefadroxil
- Cefalexin
- Cefaloglycin
- Cefalonium
- Cefaloridine
- Cefalotin
- Cefapirin
- Cefatrizine
- Cefazedone
- Cefazaflur
- Cefradine
- Cefroxadine
- Ceftezole
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2nd (HEN)
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- Cefaclor
- Cefamandole
- Cefminox
- Cefonicid
- Ceforanide
- Cefotiam
- Cefprozil
- Cefbuperazone
- Cefuroxime
- Cefuzonam
- cephamycin (Cefoxitin
- Cefotetan
- Cefmetazole)
- carbacephem (Loracarbef)
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3rd
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- Cefixime#
- Ceftriaxone#
- antipseudomonal (Ceftazidime#
- Cefoperazone)
- Cefcapene
- Cefdaloxime
- Cefdinir
- Cefditoren
- Cefetamet
- Cefmenoxime
- Cefodizime
- Cefotaxime
- Cefpimizole
- Cefpiramide
- Cefpodoxime
- Cefsulodin
- Cefteram
- Ceftibuten
- Ceftiolene
- Ceftizoxime
- oxacephem (Flomoxef
- Latamoxef ‡)
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4th (antips-)
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- Cefepime
- Cefozopran
- Cefpirome
- Cefquinome
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5th
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- Ceftobiprole
- Ceftaroline fosamil
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Veterinary
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- Ceftiofur
- Cefquinome
- Cefovecin
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Monobactams
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- Aztreonam
- Tigemonam
- Carumonam
- Nocardicin A
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β-lactamase inh.
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- penam (Sulbactam
- Tazobactam)
- clavam (Clavulanic acid)
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Combinations
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- Amoxicillin/clavulanic acid#
- Imipenem/cilastatin#
- Ampicillin/flucloxacillin
- Ampicillin/sulbactam (Sultamicillin)
- Piperacillin/tazobactam
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Other |
- polymyxins/detergent (Colistin
- Polymyxin B)
- depolarizing (Daptomycin)
- hydrolyze NAM-NAG (Lysozyme)
- Gramicidin
- Isoniazid
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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
- Prevalence of Extended Spectrum β-lactamase-Producing Klebsiella pneumoniae in Clinical Isolates.
- Ali Abdel Rahim KA1, Ali Mohamed AM2.
- Jundishapur journal of microbiology.Jundishapur J Microbiol.2014 Nov;7(11):e17114. doi: 10.5812/jjm.17114. Epub 2014 Nov 1.
- BACKGROUND: Extended spectrum β-lactamase (ESBL) are gram-negative bacteria that produce the enzyme, β-lactamase, which can break down commonly used antibiotics, such as penicillin and cephalosporins, making infections with ESBL producing bacteria more difficult to treat. Extended spectrum β-lact
- PMID 25774279
- [Using intracameral cefuroxime reduces postoperative endophthalmitis rate: 5 years experience at the University Eye Hospital Tübingen].
- Röck T1, Bramkamp M2, Bartz-Schmidt KU1, Mutlu U1, Yörük E1, Röck D1, Thaler S1.
- Klinische Monatsblätter für Augenheilkunde.Klin Monbl Augenheilkd.2014 Oct;231(10):1023-8. doi: 10.1055/s-0034-1383013. Epub 2014 Oct 21.
- BACKGROUND: Cataract surgery is the most commonly performed surgical procedure in developed countries. The annual number of cataract surgeries in Germany is about 600,000. Acute postoperative endophthalmitis is a very severe and the most dreaded complication of cataract surgery. Various operative an
- PMID 25333241
- Isolation and characterization of numerous novel phages targeting diverse strains of the ubiquitous and opportunistic pathogen Achromobacter xylosoxidans.
- Wittmann J1, Dreiseikelmann B2, Rohde C1, Rohde M3, Sikorski J4.
- PloS one.PLoS One.2014 Jan 22;9(1):e86935. doi: 10.1371/journal.pone.0086935. eCollection 2014.
- The clinical relevance of nosocomially acquired infections caused by multi-resistant Achromobacter strains is rapidly increasing. Here, a diverse set of 61 Achromobacter xylosoxidans strains was characterized by MultiLocus Sequence Typing and Phenotype MicroArray technology. The strains were further
- PMID 24466294
Related Links
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- Find patient medical information for Mezlin intravenous on WebMD including its uses, side effects and safety, interactions, pictures, warnings and user ratings. ... Selected from data included with permission and ...
Related Pictures
★リンクテーブル★
[★]
- 英
- mezlocillin, MZPC
- ラ
- mezlocillinum
- 化
- メズロシリンナトリウム mezlocillin sodium
- 商
- Mezlin
- 関
- 抗菌薬、ペニシリン系抗菌薬