Tìm theo
Ajmaline
Các tên gọi khác (3) :
  • (+)-Ajmaline
  • (5AR,6S,8S,10S,11S,11as,12ar,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol
  • Ajmalin
Thuốc chống loạn nhịp
Thuốc Gốc
Small Molecule
CAS: 4360-12-7
ATC: C01BA05, C01BA08
CTHH: C20H26N2O2
PTK: 326.4326
An alkaloid found in the root of Rauwolfia serpentina, among other plant sources. It is a class Ia antiarrhythmic agent that apparently acts by changing the shape and threshold of cardiac action potentials. Ajmaline produces potent sodium channel blocking effects and a very short half-life which makes it a very useful drug for acute intravenous treatments. The drug has been very popular in some countries for the treatment of atrial fibrillation in patients with the Wolff–Parkinson–White syndrome and in well tolerated monomorphic ventricular tachycardias. It has also been used for many years as a drug to challenge the conduction system of the heart in cases of bundle branch block and syncope. In these cases, abnormal prolongation of the HV interval has been taken as a proof for infrahisian conduction defects tributary for permanent pacemaker implantation.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H26N2O2
Phân tử khối
326.4326
Monoisotopic mass
326.199428086
InChI
InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11-,14-,15-,16?,17-,18+,19+,20+/m0/s1
InChI Key
InChIKey=CJDRUOGAGYHKKD-HEFSZTOGSA-N
IUPAC Name
(1R,9R,10S,12R,13S,14R,16S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2,4,6-triene-14,18-diol
Traditional IUPAC Name
ajmaline
SMILES
CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)C5=CC=CC=C5[C@]44C[C@@H](C2[C@H]4O)N3[C@@H]1O
Độ tan chảy
206 °C
Độ hòa tan
490 mg/L (at 30 °C)
logP
1.81
logS
-2.82
pKa (strongest acidic)
13.28
pKa (Strongest Basic)
7.2
PSA
46.94 Å2
Refractivity
92.57 m3·mol-1
Polarizability
36.75 Å3
Rotatable Bond Count
1
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
6
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Ajmaline is a class 1A antiarrhythmic agent. By interfering with the sodium channels, this drug allows for improvement in abnormal rhythms of the heart
Cơ Chế Tác Dụng : An alkaloid found in the root of Rauwolfia serpentina, among other plant sources. It is a class Ia antiarrhythmic agent that apparently acts by changing the shape and threshold of cardiac action potentials. Ajmaline produces potent sodium channel blocking effects and a very short half-life which makes it a very useful drug for acute intravenous treatments. The drug has been very popular in some countries for the treatment of atrial fibrillation in patients with the Wolff–Parkinson–White syndrome and in well tolerated monomorphic ventricular tachycardias. It has also been used for many years as a drug to challenge the conduction system of the heart in cases of bundle branch block and syncope. In these cases, abnormal prolongation of the HV interval has been taken as a proof for infrahisian conduction defects tributary for permanent pacemaker implantation. The class I antiarrhythmic agents interfere with the sodium channel. A class IA agent lengthens the action potential (right shift) which brings about improvement in abnormal heart rhythms. This drug in particular has a high affinity for the Nav 1.5 sodium channel.
Chỉ Định : For use as an antiarrhythmic agent.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01426
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06542
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00199
PharmGKB
http://www.pharmgkb.org/drug/PA164776839
Wikipedia
http://en.wikipedia.org/wiki/Ajmaline
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