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药品详细

Dicloxacillin (双氯西林 )

化学结构式图
中文名
双氯西林
英文名
Dicloxacillin
分子式
Not Available
化学名
(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
分子量
Average: 470.326
Monoisotopic: 469.026596773
CAS号
3116-76-5
ATC分类
J01C Beta-lactam Antibacterials, Penicillins
药物类型
small molecule
阶段
商品名
Dycill;Dynapen;Maclicine;Pathocil;
同义名
Diclossacillina [DCIT];Dicloxacilin;Dicloxacilina [INN-Spanish];Dicloxacillin Sodium;Dicloxacilline [INN-French];Dicloxacillinum [INN-Latin];Dicloxacycline;
基本介绍

One of the penicillins which is resistant to penicillinase. [PubChem]

生产厂家
  • Apothecon inc div bristol myers squibb
  • Glaxosmithkline
  • Sandoz inc
  • Teva pharmaceuticals usa inc
  • Wyeth ayerst laboratories
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
Form Route Strength
Capsule Oral
Powder, for solution Oral
规格
Unit description Cost Unit
Dicloxacillin Sodium 500 mg capsule 1.25 USD capsule
Dicloxacillin 500 mg capsule 1.2 USD capsule
Dicloxacillin Sodium 250 mg capsule 0.69 USD capsule
Dicloxacillin 250 mg capsule 0.66 USD capsule
化合物类型
Type small molecule
Classes
  • Phenylpropenes
  • Penicillins
  • Cinnamaldehydes
Substructures
  • Hydroxy Compounds
  • Acetates
  • Amino Ketones
  • Phenylpropenes
  • Benzene and Derivatives
  • Aliphatic and Aryl Amines
  • Isoxazoles
  • Aryl Halides
  • Carboxylic Acids and Derivatives
  • Halobenzenes
  • Beta Lactams
  • Penicillins
  • Thiazoles
  • Heterocyclic compounds
  • Aromatic compounds
  • Cinnamaldehydes
  • Carboxamides and Derivatives
  • Oxazoles
  • Lactams
  • Imines
  • Azetidines
  • Thiazolidines
适应症
antibacterials 抗细菌;
药理
Indication Used to treat infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drug.
Pharmacodynamics Dicloxacillin is a beta-lactamase resistant penicillin similar to oxacillin. Dicloxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of dicloxacillin results from the inhibition of cell wall synthesis and is mediated through dicloxacillin binding to penicillin binding proteins (PBPs). Dicloxacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Mechanism of action Dicloxacillin exerts a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, dicloxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that dicloxacillin interferes with an autolysin inhibitor.
Absorption Absorption of the isoxazolyl penicillins after oral administration is rapid but incomplete: peak blood levels are achieved in 1-1.5 hours. Oral absorption of cloxacillin, dicloxacillin, oxacillin and nafcillin is delayed when the drugs are administered after meals.
Volume of distribution Not Available
Protein binding Binds to serum protein, mainly albumin.
Metabolism
Route of elimination Dicloxacillin sodium is rapidly excreted as unchanged drug in the urine by glomerular filtration and active tubular secretion.
Half life The elimination half-life for dicloxacillin is about 0.7 hour.
Clearance Not Available
Toxicity Oral LD50 in rat is 3579 mg/kg. Symptoms of overexposure include irritation, rash, labored breathing, hives, itching, wheezing, nausea, chills, and fever.
Affected organisms
  • Enteric bacteria and other eubacteria
Pathways Not Available
理化性质
Properties
State solid
Melting point Not Available
Experimental Properties
Property Value Source
water solubility 3.63 mg/L PhysProp
logP 3.7 PhysProp
Predicted Properties
Property Value Source
water solubility 2.96e-02 g/l ALOGPS
logP 3.19 ALOGPS
logP 2.91 ChemAxon Molconvert
logS -4.20 ALOGPS
pKa 13.64 ChemAxon Molconvert
hydrogen acceptor count 5 ChemAxon Molconvert
hydrogen donor count 2 ChemAxon Molconvert
polar surface area 112.74 ChemAxon Molconvert
rotatable bond count 3 ChemAxon Molconvert
refractivity 111.44 ChemAxon Molconvert
polarizability 42.86 ChemAxon Molconvert
药物相互作用
Drug Interaction
Acenocoumarol Dicloxacillin may decrease the anticoagulant effect of acenocoumarol.
Anisindione Dicloxacillin may decrease the anticoagulant effect of anisindione.
Demeclocycline Possible antagonism of action
Dicumarol Dicloxacillin may decrease the anticoagulant effect of dicumarol.
Doxycycline Possible antagonism of action
Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
Mestranol This anti-infectious agent could decrease the effect of the oral contraceptive
Methacycline Possible antagonism of action
Methotrexate The penicillin increases the effect and toxicity of methotrexate
Minocycline Possible antagonism of action
Oxytetracycline Possible antagonism of action
Rolitetracycline Possible antagonism of action
Tetracycline Possible antagonism of action
Warfarin Dicloxacillin may decrease the anticoagulant effect of warfarin.
食物相互作用
  • Take on an empty stomach, food decreases the availability.

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