セファセトリル
- 関
- cefacetrile、cefacetrile sodium
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/07/01 16:17:02」(JST)
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Cefacetrile
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Systematic (IUPAC) name |
(6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-
8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-
carboxylic acid |
Clinical data |
Trade names |
Celospor, Celtol, Cristacef |
AHFS/Drugs.com |
International Drug Names |
Pregnancy cat. |
? |
Legal status |
℞ Prescription only |
Routes |
Intravenous, intramuscular, intramammary |
Pharmacokinetic data |
Protein binding |
23 to 38% |
Half-life |
1.2 hours |
Excretion |
Renal (72%) |
Identifiers |
CAS number |
10206-21-0 Y |
ATC code |
J01DB10 QJ51DB10 |
PubChem |
CID 91562 |
DrugBank |
DB01414 |
ChemSpider |
82675 Y |
UNII |
FDM21QQ344 Y |
KEGG |
D07629 Y |
Chemical data |
Formula |
C13H13N3O6S |
Mol. mass |
339.325 g/mol |
SMILES
- O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CC#N)COC(=O)C)C(=O)O
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InChI
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InChI=1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1 Y
Key:RRYMAQUWDLIUPV-BXKDBHETSA-N Y
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Y (what is this?) (verify)
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Cefacetrile (INN, also spelled cephacetrile) is a broad-spectrum first generation cephalosporin antibiotic effective in Gram-positive and Gram-negative bacterial infections. It is a bacteriostatic antibiotic.[1][2] Cefacetrile is marketed under the trade names Celospor, Celtol, and Cristacef,[3] and as Vetimast for the treatment of mammary infections in lactating cows.[2]
References[edit]
- ^ "Cefacetrile Summary Report". European Medicines Agency, Committee for Veterinary Medicinal Products. 1998.
- ^ a b Haberfeld, H, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 3-85200-183-8.
- ^ Horiuchi, N.; Oyakawa, Y.; Oka, R.; Fujiwara, T. (1980). "Clinical evaluation of cephacetrile (Celtol) for respiratory infections (author's transl)". The Japanese journal of antibiotics 33 (10): 1145–1155. PMID 7206219. edit
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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|
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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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UpToDate Contents
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English Journal
- 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
- Cephalosporin-resistant gonorrhea in North America.
- Kirkcaldy RD, Bolan GA, Wasserheit JN.
- JAMA : the journal of the American Medical Association.JAMA.2013 Jan 9;309(2):185-7. doi: 10.1001/jama.2012.205107.
- PMID 23299612
- Neisseria gonorrhoeae treatment failure and susceptibility to cefixime in Toronto, Canada.
- Allen VG, Mitterni L, Seah C, Rebbapragada A, Martin IE, Lee C, Siebert H, Towns L, Melano RG, Low DE.SourcePublic Health Ontario Laboratories, 81 Resources Rd, Toronto, ON M9P 3T1, Canada. vanessa.allen@oahpp.ca
- JAMA : the journal of the American Medical Association.JAMA.2013 Jan 9;309(2):163-70. doi: 10.1001/jama.2012.176575.
- IMPORTANCE: Although cephalosporins are the cornerstone of treatment of Neisseria gonorrhoeae infections, cefixime is the only oral antimicrobial option. Increased minimum inhibitory concentrations (MICs) to cefixime have been identified worldwide and have been associated with reports of clinical fa
- PMID 23299608
Japanese Journal
- Cephacetrileの基礎および臨床研究 (Cephacetrile論文特集号)
- 斎藤 玲 [他],加藤 康道,石川 清文,小田柿 栄之輔,篠原 正英,福原 育夫,富沢 麿須美,中山 一朗,佐藤 清
- CHEMOTHERAPY 34(Supplement1), 129-137, 1986
- The antibacterial activity of HBK, a new aminoglycoside antibiotic, was tested against each 27 clinical isolates of 6 species and 54 clinical isolates of one species, using plate dilution method with …
- NAID 130004072370
- Comparison of antibacterial activities of ceftriaxone and other cephems.
- 岩沢 武彦
- 耳鼻咽喉科臨床 79(10), 1719-1728, 1986
- … It's activity was similar to that of Cefotaxime, Cefotiam, Cefoperazone, Ceftizoxime, Cefotetan, Latamoxef, Cefmenoxime and superior to that of Cefazolin, Cephapirin, Ceftezole and Cephacetrile against various pathogenic gram-negative bacteria.CTRX showed MICs of 3.13 to 12.5 μg/ml, its peak being 12.5 μg/ml against 60 strains of pathogenic P. …
- NAID 130001810015
- Studies on the Promoting Effects of Carboxylic Acid Derivatives on the Rectal Absorption of β-Lactam Antibiotics in Rats
- 西村 憲一,野崎 善弘,吉見 彰久,中村 正平,北川 明子,掛谷 宣治,北尾 和彦
- Chemical & pharmaceutical bulletin 33(1), 282-291, 1985-01-25
- … Among these carboxylic acids, sodium caprate was selected for examination of its rectal absorption-promoting action on four penicillins (ampicillin, sulbenicillin, piperacillin and mezlocillin) and eight cephalosporins (cephacetrile, ceftizoxime, cephalothin, cefazolin, cefmetazole, cefotiam, cefoperazone and cefpiramide). …
- NAID 110003625131
Related Pictures
★リンクテーブル★
[★]
- 英
- cephacetrile CEC、cefacetrile
- ラ
- cefacetrilum
- 化
- セファセトリルナトリウム cefacetrile sodium
[★]
[★]
- 関
- cefacetrile、cephacetrile