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药品详细

Atropine(阿托品)

化学结构式图
中文名
阿托品
英文名
Atropine
分子式
C17H23NO3
化学名
(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
分子量
Average: 289.3694
Monoisotopic: 289.167793607
CAS号
51-55-8
ATC分类
A03B 未知;A03B 未知;N04A 未知;N04A 未知;S01F 扩瞳药及睫状肌麻痹药;S01F 扩瞳药及睫状肌麻痹药;A03B 未知
药物类型
small molecule
阶段
approved
商品名
Atnaa;Atropair;Atropen;Atropin;Atropin-flexiolen;Atropine Care;Atropine Sulfate Ansyr Plastic Syringe;Atropine Sulfate S.O.P.;Atropinol;Atropisol;Atrosulf;Equipin;Eyesules;Homapin-10;Homapin-5;I-Tropine;Isopto Atropine;Isopto-atropine;Minims Atropine;Ocu-Tropine;Tropine tropate;Troyl tropate;
同义名
Atropin [German];Atropina [Italian];Atropine Sulfate;DL-Hyoscyamine;DL-Tropyl tropate;
基本介绍

An alkaloid, originally from Atropa belladonna, but found in other plants, mainly solanaceae. [PubChem]

生产厂家
  • Hospira inc
  • Meridian medical technologies inc
  • Mission pharmacal co
  • Solvay pharmaceuticals
  • United states army office surgeon general
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 Not Available
Substructures Not Available
适应症
PARKINSON 帕金森氏症;
药理
Indication For the treatment of poisoning by susceptible organophosphorous nerve agents having cholinesterase activity as well as organophosphorous or carbamate insecticides.
Pharmacodynamics Atropine, a naturally occurring belladonna alkaloid, is a racemic mixture of equal parts of d- and l-hyoscyamine, whose activity is due almost entirely to the levo isomer of the drug. Atropine is commonly classified as an anticholinergic or antiparasympathetic (parasympatholytic) drug. More precisely, however, it is termed an antimuscarinic agent since it antagonizes the muscarine-like actions of acetylcholine and other choline esters. Adequate doses of atropine abolish various types of reflex vagal cardiac slowing or asystole. The drug also prevents or abolishes bradycardia or asystole produced by injection of choline esters, anticholinesterase agents or other parasympathomimetic drugs, and cardiac arrest produced by stimulation of the vagus. Atropine may also lessen the degree of partial heart block when vagal activity is an etiologic factor. Atropine in clinical doses counteracts the peripheral dilatation and abrupt decrease in blood pressure produced by choline esters. However, when given by itself, atropine does not exert a striking or uniform effect on blood vessels or blood pressure.
Mechanism of action Atropine binds to and inhibit muscarinic acetylcholine receptors, producing a wide range of anticholinergic effects.
Absorption Atropine is rapidly and well absorbed after intramuscular administration. Atropine disappears rapidly from the blood and is distributed throughout the various body tissues and fluids.
Volume of distribution Not Available
Protein binding The protein binding of atropine is 14 to 22% in plasma.
Metabolism
Much of the drug is destroyed by enzymatic hydrolysis, particularly in the liver. From 13 to 50% is excreted unchanged in the urine.
Route of elimination Much of the drug is destroyed by enzymatic hydrolysis, particularly in the liver; from 13 to 50% is excreted unchanged in the urine.
Half life 3.0 ± 0.9 hours in adults. The half-life of atropine is slightly shorter (approximately 20 minutes) in females than males.
Clearance Not Available
Toxicity Oral, mouse: LD50 = 75 mg/kg. Symptoms of overdose includes widespread paralysis of parasympathetically innervated organs. Dry mucous membranes, widely dilated and nonresponsive pupils, tachycardia, fever and cutaneous flush are especially prominent, as are mental and neurological symptoms. In instances of severe intoxication, respiratory depression, coma, circulatory collapse and death may occur.
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 118.5 °C PhysProp
water solubility 2200 mg/L (at 25 °C) DEHN,WM (1917)
logP 1.83 HANSCH,C ET AL. (1995)
logS -2.12 ADME Research, USCD
pKa 9.43 SANGSTER (1994)
Predicted Properties
Property Value Source
water solubility 2.52e+00 g/l ALOGPS
logP 2.19 ALOGPS
logP 1.57 ChemAxon
logS -2.1 ALOGPS
pKa (strongest acidic) 15.15 ChemAxon
pKa (strongest basic) 9.39 ChemAxon
physiological charge 1 ChemAxon
hydrogen acceptor count 3 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 49.77 ChemAxon
rotatable bond count 5 ChemAxon
refractivity 80.82 ChemAxon
polarizability 31.28 ChemAxon
药物相互作用
Drug Interaction
Cinitapride Anticholinergic agents like atropine may reduce the action of cinitapride.
Donepezil Possible antagonism of action
Galantamine Possible antagonism of action
Haloperidol The anticholinergic increases the risk of psychosis and tardive dyskinesia
Tacrine The therapeutic effects of the central acetylcholinesterase inhibitor, Tacrine, and/or the anticholinergic, Atropine, may be reduced due to antagonism. The interaction may be beneficial when the anticholinergic action is a side effect. Monitor for decreased efficacy of both agents.
Trimethobenzamide Trimethobenzamide and Atropine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Triprolidine Triprolidine and Atropine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Trospium Trospium and Atropine, two anticholinergics, may cause additive anticholinergic effects and enhanced adverse/toxic effects. Monitor for enhanced anticholinergic effects.
食物相互作用
  • Avoid alcohol.
  • Take with food.

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