Tìm theo
Adenosine
Các tên gọi khác (19 ) :
  • (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
  • 6-Amino-9-beta-D-ribofuranosyl-9H-purine
  • 9-beta-D-Ribofuranosidoadenine
  • 9-beta-D-Ribofuranosyl-9H-purin-6-amine
  • Ade-rib
  • Adenin riboside
  • Adenine deoxyribonucleoside
  • Adenocard
  • Adenocor
  • Adenoscan
  • Adenosin
  • Adenosina
  • Adénosine
  • Adenosinum
  • Adenyldeoxyriboside
  • Ado
  • beta-D-Adenosine
  • Deoxyadenosine
  • Desoxyadenosine
Thuốc tim mạch
Thuốc Gốc
Small Molecule
CAS: 58-61-7
ATC: C01EB10
ĐG : APP Pharmaceuticals , http://www.apppharma.com
CTHH: C10H13N5O4
PTK: 267.2413
A nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C10H13N5O4
Phân tử khối
267.2413
Monoisotopic mass
267.096753929
InChI
InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI Key
InChIKey=OIRDTQYFTABQOQ-KQYNXXCUSA-N
IUPAC Name
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Traditional IUPAC Name
adenosine
SMILES
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1
Độ tan chảy
235.5 °C
Độ hòa tan
8230 mg/L
logP
-1.05
logS
-1.3
pKa (strongest acidic)
12.45
pKa (Strongest Basic)
4.99
PSA
139.54 Å2
Refractivity
63.2 m3·mol-1
Polarizability
25.27 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
8
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
Dược Lực Học : Adenosine is an endogenous nucleoside occurring in all cells of the body and is not chemically related to other antiarrhythmic drugs. Adenosine may exert its pharmacologic effects by activation of purine (cell surface A1 and A2 adenosine) receptors, as well as relax vascular smooth muscles through the reduction in calcium uptake by inhibition of slow inward calcium current and activation of adenylate cyclase in smooth muscle cells. Adenosine may reduce vascular tone by modulation of sympathetic neurotransmission. The drug also has negative chronotropic, dromotropic, and inotropic effects on the heart by slowing conduction time throught he AV node and interrupting AV nodal reentry pathways. Adenosine is a potent vasodilator in most vascular beds, but vasoconstriction is produced in renal afferent arterioles and hepatic veins. The drug produces a net mild to moderate reduction in systolic, diastolic, and mean arterial blood pressure and a reflex increase in heart rate. Adenosine is antagonized competitively by methylxanthines such as caffeine and theophylline, and potentiated by blockers of nucleoside transport such as dipyridamole. Adenosine is not blocked by atropine.
Cơ Chế Tác Dụng : A nucleoside that is composed of adenine and d-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. Adenosine itself is a neurotransmitter. [PubChem] Adenosine slows conduction time through the AV node and can interrupt the reentry pathways through the AV node, resulting in the restoration of normal sinus rhythm in patients with paroxysmal supraventricular tachycardia (PSVT), including PSVT associated with Wolff-Parkinson-White Syndrome. This effect may be mediated through the drug's activation of cell-surface A1 and A2 adenosine receptors. Adenosine also inhibits the slow inward calcium current and activation of adenylate cyclase in smooth muscle cells, thereby causing relaxation of vascular smooth muscle. By increasing blood flow in normal coronary arteries with little or no increase in stenotic arteries (with little to no increase in stenotic arteries), adenosine produces a relative difference in thallous (thallium) chloride TI 201 uptake in myocardium supplied by normal verus stenotic coronary arteries.
Dược Động Học :

▧ Metabolism :
Intracellular adenosine is rapidly metabolized either via phosphorylation to adenosine monophosphate by adenosine kinase, or via deamination to inosine by adenosine deaminase in the cytosol.
▧ Half Life :
Less than 10 secs
Chỉ Định : Used as an initial treatment for the termination of paroxysmal supraventricular tachycardia (PVST), including that associated with accessory bypass tracts, and is a drug of choice for terminating stable, narrow-complex supraventricular tachycardias (SVT). Also used as an adjunct to thallous chloride TI 201 myocardial perfusion scintigraphy (thallium stress test) in patients who are unable to exercise adequately, as well as an adjunct to vagal maneuvers and clinical assessment to establish a specific diagnosis of undefined, stable, narrow-complex SVT.
Tương Tác Thuốc :
  • Aminophylline This xanthine decreases the effect of adenosine
  • Caffeine Caffeine may diminish the therapeutic effect of adenosine. Specific management recommendations vary slightly depending on specific adenosine product used (i.e., therapeutic vs. diagnostic use of adenosine). Significantly higher adenosine doses, or alternative agents, may be required. Monitor for decreased therapeutic effects of adenosine if the patient is already receiving caffeine. Discontinue caffeine in advance (5 half-lives, or approximately 24 hours, is specifically recommended) of scheduled diagnostic use of adenosine (e.g., for radionuclide imaging studies) whenever possible.
  • Dipyridamole Dipyridamole may increase the effect/toxicity of adenosine.
  • Dyphylline This xanthine decreases the effect of adenosine
  • Oxtriphylline This xanthine decreases the effect of adenosine
  • Theophylline Theophylline may decrease the effect of adenosine.
Liều Lượng & Cách Dùng : Liquid - Intravenous
Solution - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Astellas
    Sản phẩm biệt dược : Adenocard
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Adenocor
  • Công ty : Sun
    Sản phẩm biệt dược : Adenoject
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Adénoscan
  • Công ty : Astellas
    Sản phẩm biệt dược : Adenoscan
  • Công ty : Celon
    Sản phẩm biệt dược : Adenoz
  • Công ty : Purzer
    Sản phẩm biệt dược : Adenozer
  • Sản phẩm biệt dược : Adesin
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Adrekar
  • Công ty : Mayoly-Spindler
    Sản phẩm biệt dược : Atépadène
  • Công ty : AC Farma
    Sản phẩm biệt dược : Cardimax
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Cardiovert
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Krenosin
  • Công ty : Square
    Sản phẩm biệt dược : Osiden
  • Công ty : Pisa
    Sản phẩm biệt dược : Pisdeno
  • Công ty : Sanofi-Aventis
    Sản phẩm biệt dược : Tricor
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00640
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=60961
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508728
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C00212
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00045
ChemSpider
http://www.chemspider.com/Chemical-Structure.54923.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0703-8771-03
PharmGKB
http://www.pharmgkb.org/drug/PA448049
Wikipedia
http://en.wikipedia.org/wiki/Adenosine
RxList
http://www.rxlist.com/cgi/generic3/adenos.htm
Drugs.com
http://www.drugs.com/cdi/adenosine.html
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