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药品详细

Sulfasalazine(柳氮磺胺吡啶)

化学结构式图
中文名
柳氮磺胺吡啶
英文名
Sulfasalazine
分子式
C18H14N4O5S
化学名
2-hydroxy-5-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid
分子量
Average: 398.393
Monoisotopic: 398.068490268
CAS号
599-79-1
ATC分类
A07E Intestinal Antiinflammatory Agents
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

A drug that is used in the management of inflammatory bowel diseases. Its activity is generally considered to lie in its metabolic breakdown product, 5-aminosalicylic acid (see mesalamine) released in the colon. (From Martindale, The Extra Pharmacopoeia, 30th ed, p907)

生产厂家
  • Heritage pharmaceuticals inc
  • Mutual pharmaceutical co inc
  • Pharmacia and upjohn co
  • Sandoz inc
  • Solvay pharmaceuticals
  • Superpharm corp
  • Vintage pharmaceuticals inc
  • Watson laboratories 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
  • Benzenesulfonamides
  • Sulfanilamides
Substructures
  • Hydroxy Compounds
  • Alkanes and Alkenes
  • Acetates
  • Keto-Acids
  • Hydrazones
  • Carboxylic Acids and Derivatives
  • Pyridines and Derivatives
  • Sulfonyls
  • Benzene and Derivatives
  • Benzenesulfonamides
  • Aminopyridines and Derivatives
  • Heterocyclic compounds
  • Aromatic compounds
  • Sulfanilamides
  • Sulfonamides
  • Hydrazine Derivatives
  • Imines
  • Phenylhydrazines
  • Anilines
  • Ketones
适应症
药理
Indication For the treatment of Crohn's disease and rheumatoid arthritis as a second-line agent.
Pharmacodynamics Sulfasalazine is an anti-inflammatory indicated for the treatment of ulcerative colitis and rheumatoid arthritis.
Mechanism of action The mode of action of Sulfasalazine or its metabolites, 5-aminosalicylic acid (5-ASA) and sulfapyridine (SP), is still under investigation, but may be related to the anti-inflammatory and/or immunomodulatory properties that have been observed in animal and in vitro models, to its affinity for connective tissue, and/or to the relatively high concentration it reaches in serous fluids, the liver and intestinal walls, as demonstrated in autoradiographic studies in animals. In ulcerative colitis, clinical studies utilizing rectal administration of Sulfasalazine, SP and 5-ASA have indicated that the major therapeutic action may reside in the 5-ASA moiety. The relative contribution of the parent drug and the major metabolites in rheumatoid arthritis is unknown.
Absorption Not Available
Volume of distribution
  • 7.5 ± 1.6 L
Protein binding Not Available
Metabolism
Not Available
Route of elimination The majority of 5-ASA stays within the colonic lumen and is excreted as 5-ASA and acetyl-5-ASA with the feces.
Half life 5-10 hours
Clearance
  • 1 L/h [IV administration]
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 220 dec °C PhysProp
logP 2.5 Not Available
Caco2 permeability -6.33 ADME Research, USCD
Predicted Properties
Property Value Source
water solubility 4.64e-02 g/l ALOGPS
logP 2.92 ALOGPS
logP 3.94 ChemAxon
logS -3.9 ALOGPS
pKa (strongest acidic) 3.3 ChemAxon
pKa (strongest basic) 2.4 ChemAxon
physiological charge -2 ChemAxon
hydrogen acceptor count 8 ChemAxon
hydrogen donor count 3 ChemAxon
polar surface area 141.31 ChemAxon
rotatable bond count 5 ChemAxon
refractivity 104.6 ChemAxon
polarizability 39.69 ChemAxon
药物相互作用
Drug Interaction
Azathioprine Sulfasalazine may increase the toxicity of thiopurine, azathioprine.
Azilsartan medoxomil Increases toxicity of each. May deteriorate renal function, particularly in volume depleted or elderly patients. Decreases effects of azilsartan by antagonism.
Chlorpropamide Sulfonamide/sulfonylurea: possible hypoglycemia
Cyclosporine The sulfonamide decreases the effect of cyclosporine
Digoxin Sulfasalazine may decrease the effect of digoxin.
Mercaptopurine Sulfasalazine may increase the toxicity of thiopurine, mercaptopurine.
Thioguanine Sulfasalazine may increase the toxicity of thiopurine, thioguanine.
食物相互作用
  • May take Vitamin D.
  • Take with a full glass of water No iron, zinc or fluoride within 2 hours of taking this medication.
  • Take with food.

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