Tìm theo
Azimilide
Thuốc chống loạn nhịp
Thuốc Gốc
Small Molecule
CAS: 149908-53-2
CTHH: C23H28ClN5O3
PTK: 457.953
Azimilide is an investigational class III anti-arrhythmic drug that blocks fast and slow components of the delayed rectifier cardiac potassium channels. It is not approved for use in any country, but is currently in clinical trials in the United States.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C23H28ClN5O3
Phân tử khối
457.953
Monoisotopic mass
457.188067494
InChI
InChI=1S/C23H28ClN5O3/c1-26-12-14-27(15-13-26)10-2-3-11-28-22(30)17-29(23(28)31)25-16-20-8-9-21(32-20)18-4-6-19(24)7-5-18/h4-9,16H,2-3,10-15,17H2,1H3/b25-16+
InChI Key
InChIKey=MREBEPTUUMTTIA-PCLIKHOPSA-N
IUPAC Name
1-[(E)-{[5-(4-chlorophenyl)furan-2-yl]methylidene}amino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione
Traditional IUPAC Name
azimilide
SMILES
CN1CCN(CCCCN2C(=O)CN(\N=C\C3=CC=C(O3)C3=CC=C(Cl)C=C3)C2=O)CC1
Độ hòa tan
8.61e-02 g/l
logP
2.59
logS
-3.7
pKa (strongest acidic)
14.1
pKa (Strongest Basic)
8.7
PSA
72.6 Å2
Refractivity
124.83 m3·mol-1
Polarizability
50.31 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
5
H Bond Donor Count
0
Physiological Charge
1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Dược Lực Học : Azimilide is a new class III anti-arrhythmic agent. It is distinguished by a relative lack of reverse use-dependence, excellent oral absorption, no need for dose titration, an option for out-patient initiation, no need for adjustment associated with renal or liver failure and a lack of interaction with warfarin or digoxin. It carries some risk of torsade de pointes and rarely, neutropoenia.
Cơ Chế Tác Dụng : Azimilide is an investigational class III anti-arrhythmic drug that blocks fast and slow components of the delayed rectifier cardiac potassium channels. It is not approved for use in any country, but is currently in clinical trials in the United States. The mechanism of action of azimilide is to block both the slowly conducting (I(Ks)) and rapidly conducting (I(Kr)) rectifier potassium currents in cardiac cells. This differs from other class III agents that block I(Kr) exclusively or in combination with sodium, calcium, or transient outward (I(to)) potassium current channels. It also has blocking effects on sodium (I(Na)) and calcium currents (I(CaL)). Its effects on reentrant circuits in infarct border zones causing ventricular tachyarrhythmias are unknown.
Dược Động Học :
▧ Absorption :
Excellent oral absorption.
▧ Metabolism :
The metabolic fate of azimilide in man is unusual as it undergoes a cleavage in vivo resulting in the formation of two classes of structurally distinct metabolites. One study has shown that a cleaved metabolite, 4-chloro-2-phenyl furoic acid was present at high concentration in plasma, while other plasma metabolites, azimilide N-oxide, and a cleaved hydantoin metabolite were present at lower concentrations than azimilide. In urine, the cleaved metabolites were the major metabolites, (> 35% of the dose) along with phenols (as conjugates, 7%-8%), azimilide N-oxide (4%-10%), a butanoic acid metabolite (2%-3%), and desmethyl azimilide (2%). A limited investigation of fecal metabolites indicated that azimilide (3%-5%), desmethyl azimilide (1%-3%), and the butanoic acid metabolite (< 1%) were present. Contributing pathways for metabolism of azimilide, identified through in vitro and in-vivo studies, were CYPs 1A1 (est. 28%), 3A4/5 (est. 20%), 2D6 (< 1%), FMO (est. 14%), and cleavage (35%). Enzyme(s) involved in the cleavage of azimilide were not identified.
Chỉ Định : Investigated for use/treatment in arrhythmia and atrial fibrillation.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Stedicor
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04957
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=9571004
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=14833668
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C13777
ChemSpider
http://www.chemspider.com/Chemical-Structure.7845470.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50117913
Wikipedia
http://en.wikipedia.org/wiki/Azimilide
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