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药品详细

Tobramycin(妥布霉素)

化学结构式图
中文名
妥布霉素
英文名
Tobramycin
分子式
C18H37N5O9
化学名
(2S,3R,4S,5S,6R)-4-amino-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol
分子量
Average: 467.5145
Monoisotopic: 467.259127807
CAS号
32986-56-4
ATC分类
J01G 未知;S01A 抗感染药
药物类型
small molecule
阶段
approved
商品名
Aktob;Distobram;Gernebcin;Nebcin;Nebramycin;Nebramycin 6;Nebramycin Factir 6;Nebramycin Factor 6;Nebramycin Vi;NF 6;Obracin;Obramycin;Sybryx;Tenebrimycin;Tenemycin;Tobi;Tobracin;Tobradex;Tobradistin;Tobramaxin;Tobramitsetin;Tobramycetin;Tobrasone;Tobrex;
同义名
3'-Deoxykanamycin B;SPRC-AB01;tobramycin solution for inhalation;Tobramycin Sulfate;
基本介绍

An aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the pseudomonas species. It is a 10% component of the antibiotic complex, nebramycin, produced by the same species. [PubChem]

生产厂家
  • Akorn inc
  • Akorn strides llc
  • Alcon laboratories inc
  • Alcon universal ltd
  • Altana inc
  • Apothecon inc div bristol myers squibb
  • App pharmaceuticals llc
  • Astrazeneca lp
  • Bausch and lomb pharmaceuticals inc
  • Baxter healthcare corp anesthesia and critical care
  • Eli lilly and co
  • Falcon pharmaceuticals ltd
  • Hospira inc
  • Marsam pharmaceuticals llc
  • Novartis pharmaceuticals corp
  • Novex pharma
  • Teva parenteral medicines inc
  • X gen pharmaceuticals 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
  • Aminoglycosides
Substructures
  • Aminoglycosides
  • Glycerol and Derivatives
  • Hydroxy Compounds
  • Pyrans
  • Acetals and Derivatives
  • Aliphatic and Aryl Amines
  • Ethers
  • Alcohols and Polyols
  • Amino Alcohols
  • Heterocyclic compounds
适应症
antibacterials 抗细菌;
药理
Indication For the treatment of pseudomonas aeruginosa lung infections. Also being investigated for use in the treatment of sinus infections.
Pharmacodynamics Tobramycin, an aminoglycoside antibiotic obtained from cultures of Streptomyces tenebrarius, is used in combination with other antibiotics to treat urinary tract infections, gynecologic infections, peritonitis, endocarditis, pneumonia, bacteremia and sepsis, respiratory infections including those associated with cystic fibrosis, osteomyelitis, and diabetic foot and other soft-tissue infections. It acts primarily by disrupting protein synthesis, leading to altered cell membrane permeability, progressive disruption of the cell envelope, and eventual cell death. Tobramycin has in vitro activity against a wide range of gram-negative organisms including Pseudomonas aeruginosa.
Mechanism of action Tobramycin binds irreversibly to one of two aminoglycoside binding sites on the 30 S ribosomal subunit, inhibiting bacterial protein synthesis. Tobramycin may also destabilize bacterial memebrane by binding to 16 S 16 S r-RNA. An active transport mechanism for aminoglycoside uptake is necessary in the bacteria in order to attain a significant intracellular concentration of tobramycin.
Absorption The bioavailability of tobramycin may vary because of individual differences in nebulizer performance and airway pathology.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life The elimination half-life of tobramycin from serum is approximately 2 hours after intravenous (IV) administration.
Clearance Not Available
Toxicity LD50=441mg/kg (s.c. in mice)
Affected organisms
  • Enteric bacteria and other eubacteria
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
water solubility 1E+003 mg/ml Not Available
logP -5.8 Not Available
Predicted Properties
Property Value Source
water solubility 5.37e+01 g/l ALOGPS
logP -3 ALOGPS
logP -6.5 ChemAxon
logS -0.94 ALOGPS
pKa (strongest acidic) 12.54 ChemAxon
pKa (strongest basic) 9.83 ChemAxon
physiological charge 5 ChemAxon
hydrogen acceptor count 14 ChemAxon
hydrogen donor count 10 ChemAxon
polar surface area 268.17 ChemAxon
rotatable bond count 6 ChemAxon
refractivity 106.69 ChemAxon
polarizability 47.18 ChemAxon
药物相互作用
Drug Interaction
Acetazolamide Increased risk of nephrotoxicity
Amphotericin B Increased risk of nephrotoxicity
Atracurium The agent increases the effect of the muscle relaxant
Benazepril Increased risk of nephrotoxicity
Bumetanide Increased ototoxicity
Candesartan Increased risk of nephrotoxicity
Captopril Increased risk of nephrotoxicity
Cefamandole Increased risk of nephrotoxicity
Cefazolin Increased risk of nephrotoxicity
Cefonicid Increased risk of nephrotoxicity
Cefoperazone Increased risk of nephrotoxicity
Ceforanide Increased risk of nephrotoxicity
Cefotaxime Increased risk of nephrotoxicity
Cefotetan Increased risk of nephrotoxicity
Cefoxitin Increased risk of nephrotoxicity
Cefradine Increased risk of nephrotoxicity
Ceftazidime Increased risk of nephrotoxicity
Ceftizoxime Increased risk of nephrotoxicity
Ceftriaxone Increased risk of nephrotoxicity
Cefuroxime Increased risk of nephrotoxicity
Cephalothin Group Increased risk of nephrotoxicity
Cephapirin Increased risk of nephrotoxicity
Cisplatin Increased risk of nephrotoxicity
Colistimethate Increased risk of nephrotoxicity
Cyclosporine Increased risk of nephrotoxicity
Didanosine Increased risk of nephrotoxicity
Doxacurium chloride The agent increases the effect of the muscle relaxant
Enalapril Increased risk of nephrotoxicity
Ethacrynic acid Increased ototoxicity
Fosinopril Increased risk of nephrotoxicity
Furosemide Increased ototoxicity
Heparin Increased risk of nephrotoxicity
Irbesartan Increased risk of nephrotoxicity
Lamivudine Increased risk of nephrotoxicity
Lisinopril Increased risk of nephrotoxicity
Lithium Increased risk of nephrotoxicity
Losartan Increased risk of nephrotoxicity
Metocurine The agent increases the effect of the muscle relaxant
Mivacurium The agent increases the effect of the muscle relaxant
Olmesartan Increased risk of nephrotoxicity
Pancuronium The agent increases the effect of the muscle relaxant
Perindopril Increased risk of nephrotoxicity
Phenytoin Increased risk of nephrotoxicity
Pipecuronium The agent increases the effect of the muscle relaxant
Quinapril Increased risk of nephrotoxicity
Ramipril Increased risk of nephrotoxicity
Rocuronium The agent increases the effect of the muscle relaxant
Spironolactone Increased risk of nephrotoxicity
Succinylcholine The agent increases the effect of the muscle relaxant
Sulfamethoxazole Increased risk of nephrotoxicity
Tacrolimus Additive renal impairment may occur during concomitant therapy with aminoglycosides such as Tobramycin. Use caution during concomitant therapy.
Telmisartan Increased risk of nephrotoxicity
Thalidomide Thalidomide increases the renal toxicity of the aminoglycoside
Ticarcillin Ticarcillin may reduce the serum concentration of Tobramycin. Ticarcillin may inactivate Tobramycin in vitro and the two agents should not be administered simultaneously through the same IV line.
Topiramate Increased risk of nephrotoxicity
Torasemide Increased ototoxicity
Trimethoprim Increased risk of nephrotoxicity
Tubocurarine The agent increases the effect of the muscle relaxant
Valsartan Increased risk of nephrotoxicity
Vancomycin Increased risk of nephrotoxicity
Vecuronium The agent increases the effect of the muscle relaxant
食物相互作用
Not Available

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