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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/02/08 16:10:23」(JST)
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Metampicillin
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Systematic (IUPAC) name |
3,3-Dimethyl-6-[[2-(methylideneamino)-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
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Identifiers |
CAS Number |
6489-97-0 Y |
ATC code |
J01CA14 |
PubChem |
CID 4084 |
UNII |
G0H6U7VSTK N |
ChEMBL |
CHEMBL1908324 N |
Chemical data |
Formula |
C17H19N3O4S |
Molar mass |
361.415 g/mol |
NY (what is this?) (verify) |
Metampicillin (INN) is a penicillin antibiotic. It is prepared by the reaction of ampicillin with formaldehyde, and is hydrolysed in aqueous solution with the formation of ampicillin. Hydrolysis is rapid under acid conditions, e.g., in the stomach, less rapid in neutral media, and incomplete in solutions such as human serum.[1]
References
- ^ Sutherland R, Elson S, Croydon EA (1972). "Metampicillin. Antibacterial activity and absorption and excretion in man". Chemotherapy 17 (3): 145–60. doi:10.1159/000220849. PMID 4556172.
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) |
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Other |
- polymyxins/detergent
- depolarizing
- Hydrolyze NAM-NAG
- Gramicidin
- Isoniazid
- Teixobactin
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|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of bacterial disease
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Description |
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Disease |
- Gram-positive firmicutes
- Gram-positive actinobacteria
- Gram-negative proteobacteria
- Gram-negative non-proteobacteria
- Cholera
- Tuberculosis
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Treatment |
- Antibiotics
- cell wall
- nucleic acid
- mycobacteria
- protein synthesis
- other
- Antibodies
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External links
English Journal
- Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1.
- Luckner P, Brandsch M.SourceMembrane Transport Group, Biozentrum of the Martin-Luther-University Halle-Wittenberg, Halle/Saale, Germany.
- European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.Eur J Pharm Biopharm.2005 Jan;59(1):17-24.
- The activity of the renal peptide transporters PEPT2 and PEPT1 determines-among other factors such as metabolic stability in liver and plasma-the circulatory half-life of penicillins and cephalosporins during therapy. This study was initiated to examine systematically the interaction of beta-lactam
- PMID 15567297
- Deacetoxycephalosporin C synthase isozymes exhibit diverse catalytic activity and substrate specificity.
- Chin HS, Sim J, Seah KI, Sim TS.SourceDepartment of Microbiology, Faculty of Medicine, National University of Singapore, 5 Science Drive 2, 117597, Singapore, Singapore.
- FEMS microbiology letters.FEMS Microbiol Lett.2003 Jan 28;218(2):251-7.
- The biosynthesis of cephalosporins involving a thiozolidine ring expansion is catalyzed by deacetoxycephalosporin C synthase (DAOCS). In this study, three DAOCS isozymes were cloned and expressed as active enzymes together with Streptomyces jumonjinensis DAOCS that was newly isolated and partially c
- PMID 12586400
Japanese Journal
- Simultaneous determination of ampicillin and metampicillin in biological fluids using high-performance liquid chromatography with column switching
- LEE Heeyong,LEE Jung S.,LEE Hye S.
- Journal of chromatography. B, Biomedical applications 664(2), 335-340, 1995-02-17
- NAID 10024544235
Related Links
- See related metampicillin information Abbreviation Index Indication & Dosage Oral Susceptible infections Adult: 1.5 g/day. May also be given via parenteral routes. Contraindications Hypersensitivity to penicillins. Special Precautions ...
- Chemical Entities of Biological Interest (ChEBI) is a freely available dictionary of molecular entities focused on 'small' chemical compounds. ... ChEBI The database and ontology of Chemical Entities of Biological Interest
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