Tìm theo
Amodiaquine
Các tên gọi khác (3) :
  • Amodiaquina
  • Amodiaquine
  • Amodiaquinum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 86-42-0
ATC: P01BA06
CTHH: C20H22ClN3O
PTK: 355.861
A 4-aminoquinoquinoline compound with anti-inflammatory properties. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H22ClN3O
Phân tử khối
355.861
Monoisotopic mass
355.145140048
InChI
InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
InChI Key
InChIKey=OVCDSSHSILBFBN-UHFFFAOYSA-N
IUPAC Name
4-[(7-chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol
Traditional IUPAC Name
amodiaquine
SMILES
CCN(CC)CC1=C(O)C=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C1
Độ tan chảy
206-208
Độ hòa tan
8.80e-03 g/l
logP
3.7
logS
-4.6
pKa (strongest acidic)
9.12
pKa (Strongest Basic)
10.23
PSA
48.39 Å2
Refractivity
103.29 m3·mol-1
Polarizability
38.89 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Dược Lực Học : Amodiaquine, a 4-aminoquinoline similar to chloroquine in structure and activity, has been used as both an antimalarial and an anti-inflammatory agent for more than 40 years. Amodiaquine is at least as effective as chloroquine, and is effective against some chloroquine-resistant strains, although resistance to amodiaquine has been reported. The mode of action of amodiaquine has not yet been determined. 4-Aminoquinolines depress cardiac muscle, impair cardiac conductivity, and produce vasodilatation with resultant hypotension. They depress respiration and cause diplopia, dizziness and nausea.
Cơ Chế Tác Dụng : A 4-aminoquinoquinoline compound with anti-inflammatory properties. [PubChem] The mechanism of plasmodicidal action of amodiaquine is not completely certain. Like other quinoline derivatives, it is thought to inhibit heme polymerase activity. This results in accumulation of free heme, which is toxic to the parasites. The drug binds the free heme preventing the parasite from converting it to a form less toxic. This drug-heme complex is toxic and disrupts membrane function.
Dược Động Học :
▧ Absorption :
Rapidly absorbed following oral administration.
▧ Metabolism :
Hepatic biotransformation to desethylamodiaquine (the principal biologically active metabolite) is the predominant route of amodiaquine clearance with such a considerable first pass effect that very little orally administered amodiaquine escapes untransformed into the systemic circulation.
▧ Half Life :
5.2 ± 1.7 (range 0.4 to 5.5) minutes
Độc Tính : LD50 (mouse, intraperitoneal) 225 mg/kg, LD50 (mouse, oral) 550 mg/kg. Symptoms of overdose include headache, drowsiness, visual disturbances, vomiting, hypokalaemia, cardiovascular collapse and cardiac and respiratory arrest. Hypotension, if not treated, may progress rapidly to shock. Electrocardiograms (ECG) may reveal atrial standstill, nodal rhythm, prolonged intraventricular conduction time, broadening of the QRS complex, and progressive bradycardia leading to ventricular fibrillation and/or arrest.
Chỉ Định : For treatment of acute malarial attacks in non-immune subjects.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Basoquin
  • Công ty : Parke Davis
    Sản phẩm biệt dược : Camoquin
  • Công ty :
    Sản phẩm biệt dược : Flavoquine
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00613
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2165
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506940
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07626
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02922
ChemSpider
http://www.chemspider.com/Chemical-Structure.2080.html
PharmGKB
http://www.pharmgkb.org/drug/PA448404
Wikipedia
http://en.wikipedia.org/wiki/Amodiaquine
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