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药品详细

Cefadroxil(头孢羟氨苄)

化学结构式图
中文名
头孢羟氨苄
英文名
Cefadroxil
分子式
C16H17N3O5S
化学名
(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
分子量
Average: 363.388
Monoisotopic: 363.088891359
CAS号
66592-87-8
ATC分类
J01D Other Beta- lactam Antibacterials
药物类型
small molecule
阶段
approved
商品名
Baxan;Bidocef;Cefa-Drops;Cefamox;Cephos;Duracef;Kefroxil;Oracefal;Sedral;Sumacef;Ultracef;
同义名
CDX;Cefadroxil Monohydrate;Cefradroxil;
基本介绍

Long-acting, broad-spectrum, water-soluble, cephalexin derivative. [PubChem]

生产厂家
  • Apothecon inc div bristol myers squibb
  • Aurobindo pharma ltd
  • Bristol laboratories inc div bristol myers co
  • Hikma pharmaceuticals
  • Ivax pharmaceuticals inc sub teva pharmaceuticals usa
  • Lupin ltd
  • Orchid healthcare
  • Purepac pharmaceutical co
  • Ranbaxy laboratories ltd
  • Ranbaxy pharmaceuticals inc
  • Sandoz inc
  • Teva pharmaceuticals usa
  • Teva pharmaceuticals usa inc
  • Warner chilcott inc
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes Not Available
Substructures Not Available
适应症
antibacterials 抗细菌;
药理
Indication For the treatment of the following infections (skin, UTI, ENT) caused by; S. pneumoniae, H. influenzae, staphylococci, S. pyogenes (group A beta-hemolytic streptococci), E. coli, P. mirabilis, Klebsiella sp, coagulase-negative staphylococci and Streptococcus pyogenes
Pharmacodynamics Cefadroxil, a first-generation cephalosporin antibiotic, is used to treat urinary tract infections, skin and skin structure infections, pharyngitis, and tonsillitis.
Mechanism of action Like all beta-lactam antibiotics, cefadroxil binds to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, causing the inhibition of the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cefadroxil interferes with an autolysin inhibitor.
Absorption Cefadroxil is well absorbed on oral administration; food does not interfere with its absorption.
Volume of distribution Not Available
Protein binding Binding rates of cefadroxil were 28.1% by U.F. method
Metabolism
Not Available
Route of elimination Over 90% of the drug is excreted unchanged in the urine within 24 hours. It crosses the placenta and appears in breast milk.
Half life 1.5 hours
Clearance Not Available
Toxicity Nausea, vomiting, diarrhoea, allergic rashes may occur
Affected organisms
  • Enteric bacteria and other eubacteria
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 197 °C Not Available
water solubility 1110 mg/L Not Available
logP -0.4 Not Available
Predicted Properties
Property Value Source
water solubility 3.99e-01 g/l ALOGPS
logP 0.51 ALOGPS
logP -2.4 ChemAxon
logS -3 ALOGPS
pKa (strongest acidic) 3.45 ChemAxon
pKa (strongest basic) 7.43 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 6 ChemAxon
hydrogen donor count 4 ChemAxon
polar surface area 132.96 ChemAxon
rotatable bond count 4 ChemAxon
refractivity 90.95 ChemAxon
polarizability 35.86 ChemAxon
药物相互作用
Drug Interaction
Probenecid Probenecid may increase the serum level of cefadroxil.
食物相互作用
  • Food may reduce the digestive problems that sometimes occur.
  • Take without regard to meals.

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