用户名： 密   码：
注册 | 忘记密码？
药品详细

Silver sulfadiazine(磺胺嘧啶银)

化学结构式图
中文名
磺胺嘧啶银
英文名
Silver sulfadiazine
分子式
C10H9AgN4O2S
化学名
silver(1+) ion 4-{[(pyrimidin-2-yl)azanidyl]sulfonyl}aniline
分子量
Average: 357.137
Monoisotopic: 355.949714262
CAS号
22199-08-2
ATC分类
D06B 未知
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

Silver sulfadiazine is a sulfa derivative topical antibacterial used primarily on second- and third-degree burns. [Wikipedia]

生产厂家
  • Dr reddys laboratories louisiana llc
  • Franklin pharmaceuticals inc
  • Kendall co lp
  • King pharmaceuticals inc
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. Fox CL Jr, Modak SM: Mechanism of silver sulfadiazine action on burn wound infections. Antimicrob Agents Chemother. 1974 Jun;5(6):582-8. Pubmed
  2. Russell AD, Hugo WB: Antimicrobial activity and action of silver. Prog Med Chem. 1994;31:351-70. Pubmed
  3. Percival SL, Bowler PG, Russell D: Bacterial resistance to silver in wound care. J Hosp Infect. 2005 May;60(1):1-7. Pubmed
剂型
规格
化合物类型
Type small molecule
Classes
  • Benzenesulfonamides
  • Sulfanilamides
Substructures
  • Anions
  • Sulfonyls
  • Aliphatic and Aryl Amines
  • Benzene and Derivatives
  • Benzenesulfonamides
  • Pyrimidines and Derivatives
  • Heterocyclic compounds
  • Aromatic compounds
  • Sulfanilamides
  • Sulfonamides
  • Cyanamides
  • Anilines
  • Cations
适应症
药理
Indication Indicated as an adjunct for the prevention and treatment of wound sepsis in patients with second- and third-degree burns.
Pharmacodynamics Silver sulfadiazine has broad antimicrobial activity. It is bactericidal for many gram- negative and gram-positive bacteria as well as being effective against yeast. Silver sulfadiazine is not a carbonic anhydrase inhibitor and may be useful in situations where such agents are contraindicated.
Mechanism of action Studies utilizing radioactive micronized silver sulfadiazine, electron microscopy, and biochemical techniques have revealed that the mechanism of action of silver sulfadiazine on bacteria differs from silver nitrate and sodium sulfadiazine. Silver sulfadiazine acts only on the cell membrane and cell wall to produce its bactericidal effect. A specific mechanism of action has not been determined, but silver sulfadiazine's effectiveness may possibly be from a synergistic interaction, or the action of each component. Silver is a biocide, which binds to a broad range of targets. Silver ions bind to nucleophilic amino acids, as well as sulfhydryl, amino, imidazole, phosphate, and carboxyl groups in proteins, causing protein denaturation and enzyme inhibition. Silver binds to surface membranes and proteins, causing proton leaks in the membrane, leading to cell death. Sulfadiazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.
Absorption Very limited penetration through the skin. Only when applied to very large area burns is absorption into the body generally an issue.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Acute oral toxicity (LD50) in rat is 10001 mg/kg.
Affected organisms
  • Yeast and other fungi
  • Various gram-negative and gram-positive eubacteria
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 285 °C Not Available
Predicted Properties
Property Value Source
water solubility 7.87e+00 g/l ALOGPS
logP 0.19 ALOGPS
logP 0.39 ChemAxon
logS -1.7 ALOGPS
pKa (strongest acidic) 6.99 ChemAxon
pKa (strongest basic) 2.01 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 6 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 95.17 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 63.4 ChemAxon
polarizability 24.1 ChemAxon
药物相互作用
食物相互作用
Not Available

返回 | 收藏