Cefoxitin
(Synonyms: 头孢西丁) 目录号 : GC60686A cephalosporin antibiotic
Cas No.:35607-66-0
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >99.50%
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Cefoxitin is a cephalosporin antibiotic.1 It is active against numerous Gram-negative bacteria, including strains of P. mirabilis, P. vulgaris, E. coli, S. typhimurium, and S. enteritidis (MICs = 4-32 ?g/ml for all). It binds to B. subtilis penicillin-binding protein 2a (PBP2a), -2b, -3, -4, and -5 (IC50s = 0.72, 0.19, 1.04, 0.14, and 0.19 ?g/ml, respectively).2 Cefoxitin increases survival in mice infected with S. aureus, S. pyogenes, or K. pneumoniae (ED50s = 250, 63, and 795 ?g/animal, respectively).1 Formulations containing cefoxitin have been used in the treatment of bacterial infections.
1.Miller, A.K., Celozzi, E., Kong, Y., et al.Cefoxitin, a semisynthetic cephamycin antibiotic: In vivo evaluationAntimicrob. Agents Chemother.5(1)33-37(1974) 2.Sharifzadeh, S., Dempwolff, F., Kearns, D.B., et al.Harnessing β-lactam antibiotics for illumination of the activity of penicillin-binding proteins in Bacillus subtilisACS Chem. Biol.15(5)1242-1251(2020)
Cas No. | 35607-66-0 | SDF | |
别名 | 头孢西丁 | ||
Canonical SMILES | O=C(C(N12)=C(COC(N)=O)CS[C@]2([H])[C@@](NC(CC3=CC=CS3)=O)(OC)C1=O)O | ||
分子式 | C16H17N3O7S2 | 分子量 | 427.45 |
溶解度 | DMSO: 100 mg/mL (233.95 mM) | 储存条件 | 4°C, away from moisture and light |
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Shipping Condition | 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。 |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.3395 mL | 11.6973 mL | 23.3945 mL |
5 mM | 0.4679 mL | 2.3395 mL | 4.6789 mL |
10 mM | 0.2339 mL | 1.1697 mL | 2.3395 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
DMSO母液配制方法: mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL,
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1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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Cefamandole and Cefoxitin
Ann Intern Med 1985 Jul;103(1):70-8.PMID:3890658DOI:10.7326/0003-4819-103-1-70.
Cefamandole and Cefoxitin, introduced only 7 years ago, are now the most commonly prescribed parenteral antibiotics in the United States. These drugs are similar to the first-generation cephalosporins in toxicity, but their in-vitro spectrum of activity is greater. Their serum half-lives are longer than those of cephalothin and cephapirin but shorter than that of cefazolin. Although cefamandole has been recommended in empiric therapy for patients with community-acquired pneumonia and as a prophylactic agent for patients having various surgical procedures, other regimens are less expensive and just as effective. Cefamandole should not be used to treat intra-abdominal, enterobacter, or ampicillin-resistant Haemophilus influenzae infections. Cefoxitin is effective in the treatment and prevention of mixed aerobic-anaerobic skin and soft-tissue, intra-abdominal, gynecologic, and penicillinase-producing, spectinomycin-resistant Neisseria gonorrhoeae infections. Cefoxitin represents a greater advance than cefamandole in our continuing search for safe and more effective antimicrobial agents.
Cefoxitin and cephamycins: microbiological studies
Rev Infect Dis 1979 Jan-Feb;1(1):73-89.PMID:400941DOI:10.1093/clinids/1.1.73.
The cephamycins are a family of beta-lactam antibiotics that are produced by actinomycetes and are structurally similar to the cephalosporins. They are characterized by the presence of a 7-alpha-methoxyl group, which confers unusually high resistance to beta-lactamases. Cefoxitin, the first semisynthetic cephamycin, is resistant to almost all beta-lactamases. Cefoxitin retains the 3-carbamoyl group of cephamycin C and thus has excellent metabolic stability. Cefoxitin is bactericidal and almost devoid of any inoculum effect. Active against many cephalothin-resistant gram-negative bacteria, Cefoxitin demonstrates a very broad spectrum that includes indole-positive Proteus and many strains of Serratia. In contrast to that of the cephalosporins, Cefoxitin's spectrum of activity against anaerobic pathogens includes Bacteroides fragilis. The therapeutic effectiveness of Cefoxitin in experimental infections in mice confirms the excellent characteristics of this semisynthetic cephamycin and indicates that it should be a very valuable agent for treatment of bacterial infections.
Intramuscular Cefoxitin
Rev Infect Dis 1979 Jan-Feb;1(1):224-7.PMID:400934DOI:10.1093/clinids/1.1.224.
Cefoxitin was administered by the intramuscular route to 102 patients who had infections of mild or moderate severity. The assessment of clinical and bacteriologic outcome was derived from data for 79 patients. Assessments of tolerance and safety were made for all patients who received 1 g of Cefoxitin diluted in 1 ml of 0.5% or 1.0% lidocaine four times daily. Cure or improvement occurred in 45 of 47 patients with skin or soft tissue infections, in all of 16 patients with lower respiratory tract infections, and in 10 of 12 patients with urinary tract infections. One patient developed acute tubular necrosis. Eosinophilia was seen in 7% of patients treated with Cefoxitin. The intramuscular preparation was not painful to 96% of the patients. Cefoxitin given by the intramuscular route can be used as an alternative to intravenous Cefoxitin for treatment of mild or moderate infections, for continuation of treatment when the intravenous route is not appropriate, and for treatment of ulcers of polymicrobial etiology on ischemic extremities or on extremities of diabetic patients.
Cefoxitin: an overview of clinical studies in the United States
Rev Infect Dis 1979 Jan-Feb;1(1):233-9.PMID:400937DOI:10.1093/clinids/1.1.233.
Cefoxitin, a new cephamycin antibiotic that is active against aerobic and anaerobic bacteria, was studied by 35 investigators in the United States. Of 657 patients eligible for evaluation of efficacy of the compound, 69% were cured and 92% were cured or improved on clinical grounds. Bacteriologic response to therapy with Cefoxitin was equally good for infections due to gram-positive cocci (94% cured), gram-negative bacilli (87% cured), and anaerobes (95% cured). Cefoxitin was effective clinically and bacteriologically in the eradication of infections due to organisms resistant to ampicillin, cephalothin, chloramphenicol, tetracycline, and aminoglycosides. Overall rates of favorable response to Cefoxitin therapy by disease were: lower respiratory tract infections, 90%; urinary tract infections, 87%; intraabdominal infections, 90%; gynecologic infections, 94%; and septicemia, 84%. Cefoxitin was tolerated well, and major abnormalities of hematologic, hepatic, renal, or central nervous system function were encountered rarely. Resistance to Cefoxitin did not develop among gram-negative cocci, anaerobes, or gram-negative bacilli in the medical centers in which the antibiotic was used.
Cefoxitin: its role in treatment and prophylaxis of obstetric and gynecologic infections
Rev Infect Dis 1988 Jan-Feb;10(1):76-91.PMID:3281224DOI:10.1093/clinids/10.1.76.
Cefoxitin has become one of the most used parenteral antibiotics in the United States, perhaps because of a broad spectrum of activity, including activity against Bacteroides fragilis, which makes the drug suitable for prevention and treatment of intraabdominal and pelvic infections. This review focuses on the use of Cefoxitin in obstetric and gynecologic infections, with comparisons to older and newer antibiotics. Numerous studies have shown that Cefoxitin is clearly effective; in most of these studies, however, either the initial infection rates were low or the sample sizes were small--circumstances making it difficult to establish the superiority of any one agent. Thus, the necessity of using a drug with activity against B. fragilis for prevention and treatment of pelvic infections has not been proven. Several antibiotics without such activity have been equally effective. Cefoxitin may be of particular value when combined with surgical drainage of pelvic abscesses, infections in which control of B. fragilis may be especially important to outcome.