クロキサシリンナトリウム
WordNet
- a silvery soft waxy metallic element of the alkali metal group; occurs abundantly in natural compounds (especially in salt water); burns with a yellow flame and reacts violently in water; occurs in sea water and in the mineral halite (rock salt) (同)Na, atomic number 11
PrepTutorEJDIC
- ソジウム,ナトリウム(金属元素;化学記号はNa)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/05/27 10:27:07」(JST)
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Cloxacillin
|
|
Systematic (IUPAC) name |
(2S,5R,6R)-6-{[3-(2-chlorophenyl)-5-methyl-
oxazole-4-carbonyl]amino}-3,3-dimethyl-7-oxo-
4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
Clinical data |
Trade names |
Cloxapen |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Pregnancy
category
|
- US: B (No risk in non-human studies)
|
Routes of
administration
|
Oral, IM |
Pharmacokinetic data |
Bioavailability |
37 to 90% |
Protein binding |
95% |
Half-life |
30 minutes to 1 hour |
Excretion |
Renal and biliary |
Identifiers |
CAS Registry Number
|
61-72-3 Y |
ATC code
|
J01CF02 QJ51CF02 QS01AA90 |
PubChem |
CID 6098 |
DrugBank |
DB01147 Y |
ChemSpider |
5873 Y |
UNII |
O6X5QGC2VB Y |
KEGG |
D07733 Y |
ChEBI |
CHEBI:49566 Y |
ChEMBL |
CHEMBL891 Y |
Chemical data |
Formula |
C19H18ClN3O5S |
Molecular mass
|
435.88 g/mol |
SMILES
- O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c(onc2c1ccccc1Cl)C)[C@H]4SC3(C)C
|
InChI
-
InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1 Y
Key:LQOLIRLGBULYKD-JKIFEVAISA-N Y
|
Y (what is this?) (verify) |
Cloxacillin is an antibiotic useful for the treatment of a number of bacterial infections. It is semisynthetic and in the same class as penicillin.
Cloxacillin is used against staphylococci that produce beta-lactamase, due to its large R chain, which does not allow the beta-lactamases to bind. This drug has a weaker antibacterial activity than benzylpenicillin, and is devoid of serious toxicity except for allergic reactions.
Cloxacillin was discovered and developed by Beecham.[1] It is sold under a number of trade names, including Cloxapen, Cloxacap, Tegopen and Orbenin. 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.[2]
See also
- Dicloxacillin
- Flucloxacillin
- Nafcillin
- Oxacillin
References
- ^ David Greenwood (2008). Antimicrobial drugs: chronicle of a twentieth century medical triumph. Oxford University Press US. pp. 124–. ISBN 978-0-19-953484-5. Retrieved 18 November 2010.
- ^ "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
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) |
|
|
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 |
|
|
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
- Vaccines
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|
|
UpToDate Contents
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English Journal
- Development and validation of an HPLC method for the determination of six penicillin and three amphenicol antibiotics in gilthead seabream (Sparus Aurata) tissue according to the European Union Decision 2002/657/EC.
- Evaggelopoulou EN, Samanidou VF.SourceLaboratory of Analytical Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, Thessaloniki 541 24, Greece.
- Food chemistry.Food Chem.2013 Feb 15;136(3-4):1322-9. doi: 10.1016/j.foodchem.2012.09.044. Epub 2012 Sep 26.
- A confirmatory high performance liquid chromatography method for the determination of six penicillin antibiotics and three amphenicol antibiotics in gilthead seabream (Sparus Aurata) tissue was developed. Ampicillin (AMP), penicillin G (PG), penicillin V (PV), oxacillin (OXA), cloxacillin (CLO), dic
- PMID 23194530
- Characteristics of patients with definite septic arthritis at Hamad General Hospital, Qatar: a hospital-based study from 2006 to 2011.
- Khan FY, Abu-Khattab M, Baagar K, Mohamed SF, Elgendy I, Anand D, Malallah H, Sanjay D.SourceDepartment of Medicine, Hamad General Hospital, PO Box 3050, Doha, Qatar, fakhanqal@gmail.com.
- Clinical rheumatology.Clin Rheumatol.2013 Feb 13. [Epub ahead of print]
- The aim of this retrospective study was to determine the epidemiological and clinical characteristics, coexisting conditions, causative organisms, and outcomes of all adult patients 15 years of age or older who had definite septic arthritis at Hamad General Hospital, Qatar, from 2006 to 2011. Durin
- PMID 23404237
- Development of a Rapid Multi-residue Assay for Detecting β-lactams Using Penicillin Binding Protein 2x*.
- Zeng K, Zhang J, Wang Y, Wang ZH, Zhang SX, Wu CM, Shen JZ.SourceDepartment of Veterinary Pharmacology and Toxicology, College of Veterinary Medicine, China Agricultural University, Beijing 100193, China.
- Biomedical and environmental sciences : BES.Biomed Environ Sci.2013 Feb;26(2):100-9. doi: 10.3967/0895-3988.2013.02.004.
- OBJECTIVE: To develop a rapid multi-residue assay for detecting 16 demanded by the European Union (EU).METHODS: A recombinant penicillin-binding protein (PBP) 2x* from Streptococcus pneumoniae R6 was expressed in vitro and six β-lactams were conjugated to HRP by four methods. A rapid multi-residue
- PMID 23336133
Japanese Journal
- Case of acute generalized exanthematous pustulosis caused by ampicillin/cloxacillin sodium in a pregnant woman
- MATSUMOTO Yuka,OKUBO Yukari,YAMAMOTO Toshiyuki,ITO Tomonobu,TSUBOI Ryoji
- Journal of dermatology 35(6), 362-364, 2008-06-01
- NAID 10024297115
- プレカラム蛍光誘導化法による食肉中残留ペニシリン系抗生物質の高速液体クロマトグラフィー分析
- 牛水 徹,佐藤 俊男,齋藤 忠夫,伊藤 敞敏
- 日本畜産學會報 = The Japanese journal of zootechnical science 72(10), 570, 2001-10-25
- ウシおよびブタの筋肉および腎臓中に残留する可能性のあるペニシリン系抗生物質(PCs;ペニシリンG,オキサシリン,クロキサシリン,ジクロキサシリンおよびナフシリン)を蛍光誘導体化することにより,高感度に定性定量する分析法を開発した.7種の蛍光誘導体化試薬についてペニシリンGとの反応性を検討し,もっとも良好な結果の得られた1-プロモアセチルピレンを選択した.筋肉および腎臓試料の水抽出液を,硫酸およびタ …
- NAID 10025835384
- Fast Atom Bombardment Mass Spectrometry of Isoxazolylpenicillins and Their Metabolites in Man
- 村井 靖夫,中川 照眞,宇野 豊三
- Chemical & pharmaceutical bulletin 33(1), 383-387, 1985-01-25
- … All the substances gave positive pseudomolecular ions, as either proton adducts or sodium ion adducts, and some structurally significant fragment ions. …
- NAID 110003625147
Related Links
- cloxacillin sodium [klok′səsil′in] a penicillinase-resistant penicillin used for bacterial infections. indications It is prescribed in the treatment of serious bacterial infections, primarily those caused by penicillinase-producing strains of ...
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Related Pictures
★リンクテーブル★
[★]
- 英
- cloxacillin
- ラ
- cloxacillinum
- 同
- メチルクロルフェニルイソキサゾリルペニシリン methylchlorophenyl-isoxazolyl penicillin MCIPC
- 化
- クロキサシリンナトリウム cloxacillin sodium、クロキサシリンベンザチン cloxacillin benzathine
- 商
- Tegopen
- 関
- 抗菌薬
参考
[★]
クロキサシリンベンザチン
- 関
- cloxacillin、cloxacillin sodium
[★]
- 関
- flucloxacillin
[★]
- 関
- dicloxacillin