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药品详细

Oxytetracycline(土霉素)

化学结构式图
中文名
土霉素
英文名
Oxytetracycline
分子式
C22H24N2O9
化学名
(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
分子量
Average: 460.434
Monoisotopic: 460.148180376
CAS号
79-57-2
ATC分类
D06A 未知;G01A 未知;J01A 未知;S01A 抗感染药
药物类型
small molecule
阶段
approved
商品名
Oxytetracycline anhydrous;Oxytetracycline HCl;Terramycin;
同义名
基本介绍

A tetracycline analog isolated from the actinomycete streptomyces rimosus and used in a wide variety of clinical conditions. [PubChem]

生产厂家
  • Impax laboratories inc
  • John j ferrante
  • Pfizer laboratories div pfizer inc
  • Proter laboratory spa
  • Purepac pharmaceutical co
  • West ward pharmaceutical corp
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
  • Tetracyclines
Substructures
  • Tetracyclines
  • Hydroxy Compounds
  • Benzyl Alcohols and Derivatives
  • Naphthalenes
  • Phenols and Derivatives
  • Amino Ketones
  • Phenylpropenes
  • Benzene and Derivatives
  • Aliphatic and Aryl Amines
  • Alcohols and Polyols
  • Aromatic compounds
  • Cinnamaldehydes
  • Ketenes and Derivatives
  • Phenyl Esters
  • Enols
  • Ketones
适应症
antibacterials 抗细菌;
药理
Indication Oxytetracycline is indicated for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae (respiratory infections), and Diplococcus pneumoniae.
Pharmacodynamics Oxytetracycline is known as a broad-spectrum antibiotic due to its activity against such a wide range of infections. It was the second of the tetracyclines to be discovered. Oxytetracycline, like other tetracyclines, is used to treat many infections common and rare. Its better absorption profile makes it preferable to tetracycline for moderately severe acne, but alternatives sould be sought if no improvement occurs by 3 months.
Mechanism of action Oxytetracycline inhibits cell growth by inhibiting translation. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic and can easily pass through the cell membrane or passively diffuses through porin channels in the bacterial membrane.
Absorption Readily absorbed following oral administration.
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 Adverse effects may include stomach or bowel upsets and rarely allergic reactions. Very rarely severe headache and vision problems may be signs of dangerous intracranial hypertenion.
Affected organisms
  • Enteric bacteria and other eubacteria
Pathways
Pathway Name SMPDB ID
Smp00293 Oxytetracycline Pathway SMP00293
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 184.5 °C PhysProp
water solubility 313 mg/L (at 25 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP -0.90 SANGSTER (1994)
logS -3.14 ADME Research, USCD
pKa 3.27 (at 25 °C) KORTUM,G ET AL (1961)
Predicted Properties
Property Value Source
water solubility 1.40e+00 g/l ALOGPS
logP -0.99 ALOGPS
logP -4.6 ChemAxon
logS -2.5 ALOGPS
pKa (strongest acidic) 0.24 ChemAxon
pKa (strongest basic) 7.75 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 10 ChemAxon
hydrogen donor count 7 ChemAxon
polar surface area 201.85 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 115.4 ChemAxon
polarizability 43.4 ChemAxon
药物相互作用
Drug Interaction
Acitretin Increased risk of intracranial hypertension
Amoxicillin Possible antagonism of action
Ampicillin Possible antagonism of action
Calcium Formation of non-absorbable complexes
Carbenicillin Possible antagonism of action
Clavulanate Possible antagonism of action
Cloxacillin Possible antagonism of action
Dicloxacillin Possible antagonism of action
Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
Etretinate Increased risk of intracranial hypertension
Flucloxacillin Possible antagonism of action
Iron Dextran Formation of non-absorbable complexes
Isotretinoin Increased risk of intracranial hypertension
Magnesium Formation of non-absorbable complexes
Penicillin G Possible antagonism of action
Penicillin V Possible antagonism of action
Piperacillin Possible antagonism of action
Pivampicillin Possible antagonism of action
Pivmecillinam Possible antagonism of action
Ticarcillin Oxytetracycline may reduce the effect of Ticarcillin by inhibiting bacterial growth. Ticarcillin exerts its effects on actively growing bacteria. To achieve synergism, Ticarcillin should be administered at least 2 hours prior to using Oxytetracycline.
Tretinoin Oxytetracycline may increase the adverse effects of oral Tretinoin. Increase risk of pseudotumour cerebri. Concurrent therapy should be avoided.
食物相互作用
Not Available

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