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药品详细

Sulfapyridine(磺胺吡啶)

化学结构式图
中文名
磺胺吡啶
英文名
Sulfapyridine
分子式
C11H11N3O2S
化学名
4-amino-N-(pyridin-2-yl)benzene-1-sulfonamide
分子量
Average: 249.289
Monoisotopic: 249.057197301
CAS号
144-83-2
ATC分类
J01E 未知
药物类型
small molecule
阶段
approved
商品名
Adiplon;Coccoclase;Dagenan;Eubasin;Eubasinum;Haptocil;M and B 693;Piridazol;Plurazol;Pyriamid;Pyridazol;Relbapiridina;Ronin;Septipulmon;Streptosilpyridine;Sulfidin;Sulfidine;Thioseptal;Trianon;
同义名
2-Sulfanilamidopyridin;2-Sulfanilamidopyridine;2-Sulfanilylaminopyridine;2-Sulfapyridine;4-(2-Pyridinylsulfonyl)aniline;4-[(2-Pyridylamino)sulfonyl]aniline;N-2-Pyridylsulfanilamide;N(sup 1)-2-Pyridylsulfanilamide;N(sup1)-Pyridylsulfanilamide;N1-2-Pyridylsulfanilamide;Sulphapyridine;
基本介绍

Antibacterial, potentially toxic, used to treat certain skin diseases. [PubChem]

生产厂家
  • Eli lilly and co
封装厂家
  • Amend
  • Prime European Therapeuticals SPA
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
规格
化合物类型
Type small molecule
Classes
  • Benzenesulfonamides
  • Sulfanilamides
Substructures
  • Pyridines and Derivatives
  • Sulfonyls
  • Aliphatic and Aryl Amines
  • Benzene and Derivatives
  • Benzenesulfonamides
  • Aminopyridines and Derivatives
  • Heterocyclic compounds
  • Aromatic compounds
  • Sulfanilamides
  • Sulfonamides
  • Anilines
适应症
antibacterials 抗细菌;
药理
Indication For the treatment of dermatitis herpetiformis, benign mucous membrane pemphigoid and pyoderma gangrenosum
Pharmacodynamics Sulfapyridine is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Mechanism of action Sulfapyridine is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid by means of processing the substrate para-aminobenzoic acid (PABA). Dihydropteroate synthetase activity is vital in the synthesis of folate, and folate is required for cells to make nucleic acids, such as DNA or RNA. So if DNA molecules cannot be built, the cell cannot divide.
Absorption Approximately 60-80%
Volume of distribution Not Available
Protein binding Approximately 50% bound to plasma proteins.
Metabolism
Hepatic.
Route of elimination Not Available
Half life 6-14 hours.
Clearance Not Available
Toxicity LD50 is 15800 mg/kg (orally in rats).
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 192 °C PhysProp
water solubility 268 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP 0.35 HANSCH,C ET AL. (1995)
logS -2.7 ADME Research, USCD
pKa 8.43 PERRIN,DD (1965)
Predicted Properties
Property Value Source
water solubility 2.35e-01 g/l ALOGPS
logP 0.84 ALOGPS
logP 1.01 ChemAxon
logS -3 ALOGPS
pKa (strongest acidic) 6.24 ChemAxon
pKa (strongest basic) 2.63 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 4 ChemAxon
hydrogen donor count 2 ChemAxon
polar surface area 85.08 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 65.75 ChemAxon
polarizability 24.97 ChemAxon
药物相互作用
Drug Interaction
Chlorpropamide Sulfonamide/sulfonylurea: possible hypoglycemia
Methotrexate The sulfamide increases the toxicity of methotrexate
食物相互作用
Not Available

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