セフロキシム

化学名:セフロキシム

CAS番号.55268-75-2

英語名:Cefuroxime

CBNumberCB7707485

MFC16H16N4O8S

MW424.39

MOL File55268-75-2.mol

别名

(6R,7R)-3-(カルバモイルオキシメチル)-7-[2-(2-フリル)-2-[(Z)-メトキシイミノ]アセチルアミノ]-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタン-2-エン-2-カルボン酸

7β-[[(Z)-2-(2-フリル)-2-(メトキシイミノ)-1-オキソエチル]アミノ]-3-[(カルバモイルオキシ)メチル]セファム-3-エン-4-カルボン酸

セファロキシム

セフロキシム物理性質

融点	171.5-173°C
比旋光度	D20 +63.7° (c = 1.0 in 0.2M pH 7 phosphate buffer)
比重(密度)	1.76
屈折率	1.6000 (estimate)
貯蔵温度	2-8°C
溶解性	DMSO（微量）、メタノール（微量）
酸解離定数(Pka)	pKa 2.5(H2O) (Uncertain)
外見	Solid
色	ホワイトからオフホワイト
水溶解度	145mg/L at 25℃
BCS Class	4
主な用途	臨床検査
InChIKey	JFPVXVDWJQMJEE-IZRZKJBUSA-N
SMILES	N12[C@@]([H])([C@H](NC(/C(/C3=CC=CO3)=N\OC)=O)C1=O)SCC(COC(N)=O)=C2C(O)=O
CAS データベース	55268-75-2(CAS DataBase Reference)
EPAの化学物質情報	5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)- (55268-75-2)

安全性情報

主な危険性	Xn
Rフレーズ	42/43
Sフレーズ	22-24-37-45
WGK Germany	3
RTECS 番号	XI0329000
ストレージクラス	11 - Combustible Solids

危険有害性情報のコード(GHS)

セフロキシム価格

製品番号	包装	価格	製品説明	購入
Sigma-Aldrich Japan 34218	100mg	￥39800	セフロキシム VETRANAL?, analytical standard	購入

セフロキシム化学特性,用途語,生産方法

効能
抗生物質, 細胞壁合成阻害薬
説明
Cefuroxime axetil is the acetoxyethyl ester and oral prodrug of cefuroxime, a second-generation cephalosporin. It has a broad spectrum of action and is resistant to most P-lactamases. Cefuroxime axed is indicated for serious bacterial infections, especially where no identification of organism(s) has been made.
化学的特性
white crystalline solid
使用
Cefuroxime is a second-generation cephalosporin antibiotic.
主な応用
Cefuroxime was synthesized by Glaxo Laboratories in 1975 as the first cephem antibiotic with the methoxyimino group at the 7 position. It is highly resistant to hydrolysis by cephalosporinase and is active against a variety of gram-negative bacteria, including indolepositive Proteus, Enterobacter, and Citrobacter. Cefuroxime is considered to be one of the socalled second-generation cephalosporins.
定義
ChEBI: A 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain.
抗菌性
The methoximino side chain provides stability to most Gram-negative β-lactamases and it is active against most enterobacteria, including many multiresistant strains. Acinetobacter spp., S. marcescens and Ps. aeruginosa are resistant, although some Burkholderia cepacia strains are susceptible. Some anaerobic Gram-negative rods are susceptible, but B. fragilis is resistant. The minimum immobilizing concentration for the Nichol’s strain of T. pallidum is 0.01 mg/L.
薬理学
Cefuroxime acts bactericidally. It has a narrow spectrum of antimicrobial action. It is resistant to beta-lactamase action. It is highly active with respect to Gram-negative microorganisms (intestinal and hemophilial bacilli, salmonella, shigella, enterobacteria, and gonococci). It is also active with respect to Gram-positive microorganisms (staphylococci, streptococci). It is inactive with respect to various types of Pseudomonas, most strains of enterococci, many strains of Enterobacter cloacae, methylcillin-resistant staphylococci, and L. monocytogenes.
It is used for bacterial infections caused by microorganisms that are sensitive to the drug. These may be abdominal and gynecological infections, sepsis, meningitis, endocarditis, infections of the urinary and respiratory tracts, bones, joints, skin, and soft tissues. It is widely used for pneumonia as well as bacterial meningitis in children, and for post-operational infectious complications. Synonyms of this drug are ceftin, zinacef, curoxim, kefox, and many others.
臨床応用
Cefuroxime axetil (Ceftin) is the 1-acetyoxyethyl ester ofcefuroxime. During absorption, this acid-stable, lipophilic,oral prodrug derivative of cefuroxime is hydrolyzed to cefuroximeby intestinal and/or plasma enzymes. The axetilester provides an oral bioavailability of 35% to 50% of cefuroxime,depending on conditions. Oral absorption of theester is increased by food but decreased by antacids and histamineH2-antagonists. The latter effect may be because ofspontaneous hydrolysis of the ester in the intestine becauseof the higher pH created by these drugs. Axetil is used forthe oral treatment of non–life-threatening infections causedby bacteria that are susceptible to cefuroxime. The prodrugform permits twice-a-day dosing for such infections.
副作用
It is well tolerated with little pain or phlebitis on injection. Minor hypersensitivity reactions and biochemical changes common to cephalosporins are described.
The axetil ester may cause diarrhea and, in some cases, vomiting. Changes in the bowel flora, sometimes with the appearance of C. difficile, have been reported in about 15% of patients. Vaginitis is reported in about 2% of female patients.

セフロキシム上流と下流の製品情報

セフロキシム生産企業

セフロキシムスペクトルデータ(¹HNMR)

55268-75-2, セフロキシムキーワード

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セフロキシム

危険有害性情報のコード(GHS)

セフロキシム 価格

セフロキシム 化学特性,用途語,生産方法

セフロキシム 上流と下流の製品情報

セフロキシム 生産企業