- 関
- phenoxymethylpenicillin、phenoxymethylpenicillin benzathine
WordNet
- a light soft silver-white metallic element of the alkali metal group; oxidizes rapidly in air and reacts violently with water; is abundant in nature in combined forms occurring in sea water and in carnallite and kainite and sylvite (同)K, atomic number 19
PrepTutorEJDIC
- ポタシウム,カリウム(金属元素;化学記号はK)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/11/24 13:28:41」(JST)
[Wiki en表示]
Phenoxymethylpenicillin (Penicillin V)
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|
| Clinical data |
| Trade names |
Veetids |
| AHFS/Drugs.com |
Monograph |
| MedlinePlus |
a685015 |
| License data |
|
Pregnancy
category |
- US: B (No risk in non-human studies)
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Routes of
administration |
oral |
| ATC code |
J01CE02 (WHO) |
| Legal status |
| Legal status |
|
| Pharmacokinetic data |
| Bioavailability |
60% |
| Protein binding |
80% |
| Metabolism |
hepatic |
| Biological half-life |
30–60 min |
| Excretion |
renal |
| Identifiers |
| CAS Number |
87-08-1 Y , 132-98-9 (potassium), 147-48-8 (anhydrous calcium), 73368-74-8 (calcium dihydrate) |
| PubChem |
CID 6869 |
| DrugBank |
DB00417 Y |
| ChemSpider |
6607 Y |
| UNII |
Z61I075U2W Y |
| KEGG |
D05411 Y |
| ChEBI |
CHEBI:27446 Y |
| ChEMBL |
CHEMBL615 Y |
| Chemical and physical data |
|
Systematic (IUPAC) name: 3,3-Dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
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| 3D model (Jmol) |
Interactive image |
| Formula |
C16H18N2O5S |
| Molar mass |
350.39 g/mol |
| Melting point |
120–128 °C (248–262 °F) |
SMILES
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CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C
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InChI
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InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 Y
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Key:BPLBGHOLXOTWMN-MBNYWOFBSA-N Y
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| (verify) |
Phenoxymethylpenicillin, commonly known as penicillin V, is an antibiotic useful for the treatment of a number of bacterial infections. It is a penicillin that is orally active. It is less active than benzylpenicillin (penicillin G) against Gram-negative bacteria.[1][2] Phenoxymethylpenicillin is more acid-stable than benzylpenicillin, which allows it to be given orally. It exerts a bactericidal action against penicillin-sensitive microorganisms during the stage of active multiplication. It acts by inhibiting the biosynthesis of cell-wall peptidoglycan. It is not active against beta-lactamase-producing bacteria, which include many strains of Staphylococci.[3]
Phenoxymethylpenicillin has a range of antimicrobial activity against Gram-positive bacteria that is similar to that of benzylpenicillin and a similar mode of action, but it is substantially less active than benzylpenicillin against Gram-negative bacteria.[1][2]
Phenoxymethylpenicillin is usually used only for the treatment of mild to moderate infections, and not for severe or deep-seated infections since absorption can be unpredictable. Except for the treatment or prevention of infection with Streptococcus pyogenes (which is uniformly sensitive to penicillin), therapy should be guided by bacteriological studies (including sensitivity tests) and by clinical response.[3] Patients treated initially with parenteral benzylpenicillin may continue oral treatment with phenoxymethylpenicillin once a satisfactory clinical response has been obtained.[4]
For prophylaxis against rheumatic fever, phenoxymethylpenicillin given by mouth twice a day is used as an alternative to injections of benzathine penicillin given every three to four weeks. It is on the World Health Organization's List of Essential Medicines, a list of the most important medication needed in a basic health system.[5]
Contents
- 1 Medical uses
- 2 Adverse effects
- 3 Compendial status
- 4 References
Medical uses
Specific indications for phenoxymethylpenicillin include:[4][6]
- Infections caused by Streptococcus pyogenes
- Tonsillitis
- Pharyngitis
- Skin infections
- Anthrax (mild uncomplicated infections)
- Lyme disease (early stage in pregnant women or young children)
- Rheumatic fever (primary and secondary prophylaxis)
- Streptococcal skin infections
- Spleen disorders (pneumococcal infection prophylaxis)
- Initial treatment for Dental Abscesses
- Moderate-to-severe gingivitis (with metronidazole)
- Avulsion injuries of teeth (as an alternative to tetracycline)
- Blood infection prophylaxis in children with sickle cell disease.
Penicillin V is sometimes used in the treatment of odontogenic infections.
Adverse effects
Further information: Penicillin drug reaction
Phenoxymethylpenicillin is usually well tolerated but may occasionally cause transient nausea, vomiting, epigastric distress, diarrhea, constipation, acidic smell to urine and black hairy tongue. A previous hypersensitivity reaction to any penicillin is a contraindication.[3][4]
Compendial status
- British Pharmacopoeia [7]
References
- ^ a b Garrod, L. P. (1960). "Relative Antibacterial Activity of Three Penicillins". British Medical Journal (5172): 527–29.
- ^ a b Garrod, L. P. (1960). "The Relative Antibacterial Activity of Four Penicillins". British Medical Journal (5214): 1695–6.
- ^ a b c "Penicillin V Potassium tablet: Drug Label Sections". U.S. National Library of Medicine, Daily Med: Current Medication Information. December 2006. Retrieved 2009-08-02.
- ^ a b c Sweetman S., ed. (2002). Martindale: The complete drug reference (Electronic version ed.). London: Royal Pharmaceutical Society of Great Britain and the Pharmaceutical Press.
- ^ "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
- ^ Rossi S., ed. (2006). Australian Medicines Handbook. Adelaide: Australian Medicines Handbook Pty Ltd. ISBN 0-9757919-2-3.
- ^ British Pharmacopoeia Commission Secretariat. "Index (BP 2009)" (PDF). Retrieved 26 March 2010.
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Antibacterials: cell envelope antibiotics (J01C-J01D)
|
|
| Intracellular |
- Inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
- DADAL/AR inhibitors (Cycloserine)
- bactoprenol inhibitors (Bacitracin)
|
|
| Glycopeptide |
- Inhibit PG chain elongation: Vancomycin# (Oritavancin
- Telavancin)
- Teicoplanin (Dalbavancin)
- Ramoplanin
|
|
β-lactams/
(inhibit PBP
cross-links) |
|
|
| Other |
- polymyxins/detergent
- depolarizing
- Hydrolyze NAM-NAG
- Tyrothricin
- Isoniazid
- Teixobactin
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Determination of selected veterinary antimicrobials in poultry excreta by UHPLC-MS/MS, for application in Salmonella control programs.
- Gorissen B1, Reyns T, Devreese M, De Backer P, Van Loco J, Croubels S.
- Analytical and bioanalytical chemistry.Anal Bioanal Chem.2015 Jun;407(15):4447-57. doi: 10.1007/s00216-014-8449-5. Epub 2015 Jan 30.
- The most important source of Salmonella spp. infection in humans is by the consumption of contaminated poultry products. Due to the risk of resistance development and its transfer from animals to humans, the Belgian Royal Decree concerning the eradication of Salmonella (C-2007/22784) prohibits treat
- PMID 25633214
- Aluminum based metal-organic framework-polymer monolith in solid-phase microextraction of penicillins in river water and milk samples.
- Lirio S1, Liu WL1, Lin CL1, Lin CH2, Huang HY3.
- Journal of chromatography. A.J Chromatogr A.2015 May 27. pii: S0021-9673(15)00753-0. doi: 10.1016/j.chroma.2015.05.043. [Epub ahead of print]
- In this study, aluminum based metal-organic framework (Al-MOF)-organic polymer monoliths were prepared via microwave-assisted polymerization of ethylene dimethacrylate (EDMA), butyl methacrylate (BMA) with different weight percentages of Al-MOF (MIL-53; 37.5-62.5%) and subsequently utilized as sorbe
- PMID 26065570
- Antibiotics for acute laryngitis in adults.
- Reveiz L1, Cardona AF.
- The Cochrane database of systematic reviews.Cochrane Database Syst Rev.2015 May 23;5:CD004783. doi: 10.1002/14651858.CD004783.pub5.
- BACKGROUND: This is an update of the original review published in 2005. Acute laryngitis is a common illness worldwide. Diagnosis is often made by case history alone and treatment often targets symptoms.OBJECTIVES: To assess the effectiveness and safety of different antibiotic therapies in adults wi
- PMID 26002823
Japanese Journal
- Flow Injection Chemiluminescence Analysis of Some Penicillins by Their Sensitizing Effect on the Potassium Permanganate-Glyoxal Reaction
- I. Uptake of phenylacetic acid by Penicillium chrysogenum WIS 54-1255: A critical regulatory point in benzylpenicillin biosynthesis.
Related Links
- Keep all appointments with your doctor and the laboratory. Your doctor will order certain lab tests to check your response to penicillin V potassium. If you are diabetic, use Clinistix or TesTape (not Clinitest) to test your urine for sugar ...
- Phenoxymethylpenicillin and phenoxymethylpenicillin potassium are indicated in the treatment of mild to moderately severe infections associated with micro-organisms whose susceptibility to penicillin is within the range of serum ...
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- 関
- phenoxymethylpenicillin、phenoxymethylpenicillin potassium
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- 英
- phenoxymethylpenicillin potassium
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