silver(1+) ion 4-{[(pyrimidin-2-yl)azanidyl]sulfonyl}aniline

• ChemBase编号: 4406
• 分子式: C10H9AgN4O2S
• 平均质量: 357.13726
• 单一同位素质量: 355.94971855
• SMILES: [Ag+].S(=O)(=O)([N-]c1ncccn1)c1ccc(N)cc1
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)[N-]c1ncccn1.[Ag+]
• InChI: InChI=1S/C10H9N4O2S.Ag/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10;/h1-7H,11H2;/q-1;+1
• InChIKey: UEJSSZHHYBHCEL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: silver(1+) ion 4-{[(pyrimidin-2-yl)azanidyl]sulfonyl}aniline
• IUPAC传统名: silver(1+) ion sulfadiazinate; silver(1+) sulfadiazinate
• 商标名: Silvadene; Thermazene; SSD (1% Silver Sulfadiazine Cream USP); Dermazin; Flamazine; Sildaflo
• 别名: (4-Amino-N-2-pyrimidinylbenzenesulfonamidato-NN,01)-silver; silver (I) sulfadiazinr; 4-amino-N-(2-pyrimidinyl)benzenesulfonamide silver salr; dermazinr; geber; silvadene; Sulfadiazine silver; SSD; Silver sulfadiazinate; Silver sulphadiazine; Silver sulfadiazine

登记号

• CAS号: 22199-08-2
• PubChem SID: 46507881; 160967838
• PubChem CID: 441244
• CHEBI ID: 9142
• ATC码: D06BA01
• CHEMBL: 1200766
• Chemspider ID: 390017
• DrugBank ID: DB05245
• KEGG ID: D00433
• 美国药典/FDA物质标识码: W46JY43EJR
• 维基百科标题: Silver_sulfadiazine
• Medline Plus: a682598

理论计算性质

JChem

• Acid pKa: 6.9899154
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 0.3748896
• LogD (pH = 7.4): -0.053857565
• Log P: 0.3872608
• 摩尔折射率: 63.4009 cm^3
• 极化性: 24.314198 Å^3
• 极化表面积: 95.17 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.19
• LOG S: -1.66
• 溶解度: 7.87e+00 g/l

分子性质

理化性质

• 熔点: 285°C (545°F)

药理学性质

• 给药途径: Topical
• 生物利用度: <1% (silver), 10% (sulfadiazine)
• 排泄: 2/3 renal (sulfadiazine)
• 蛋白结合率: High (silver)
• 法定药品分级: Rx
• 妊娠期药物分类: B (not recommended in late pregnancy)

详细说明

DrugBank - DB05245

• Drug Groups: approved
• Description: Silver sulfadiazine is a sulfa derivative topical antibacterial used primarily on second- and third-degree burns. [Wikipedia]
• Indication: Indicated as an adjunct for the prevention and treatment of wound sepsis in patients with second- and third-degree burns.
• Pharmacology: 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.
• Toxicity: Acute oral toxicity (LD50) in rat is 10001 mg/kg.
• Affected Organisms: Yeast and other fungi; Various gram-negative and gram-positive eubacteria
• Absorption: Very limited penetration through the skin. Only when applied to very large area burns is absorption into the body generally an issue.
• References: Fox CL Jr, Modak SM: Mechanism of silver sulfadiazine action on burn wound infections. Antimicrob Agents Chemother. 1974 Jun;5(6):582-8. [Pubmed] ; Russell AD, Hugo WB: Antimicrobial activity and action of silver. Prog Med Chem. 1994;31:351-70. [Pubmed] ; Percival SL, Bowler PG, Russell D: Bacterial resistance to silver in wound care. J Hosp Infect. 2005 May;60(1):1-7. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

参考文献

• Fox CL Jr, Modak SM: Mechanism of silver sulfadiazine action on burn wound infections. Antimicrob Agents Chemother. 1974 Jun;5(6):582-8. Pubmed
• Percival SL, Bowler PG, Russell D: Bacterial resistance to silver in wound care. J Hosp Infect. 2005 May;60(1):1-7. Pubmed
• Russell AD, Hugo WB: Antimicrobial activity and action of silver. Prog Med Chem. 1994;31:351-70. Pubmed