AJMALINE
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AJMALINE
structure -
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CAS No:
4360-12-7
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Formula:
C20H26N2O2
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Chemical Name:
AJMALINE
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Synonyms:
AJMALAN-17,21-DIOL,(17R,21)-;AJMALINE;21-diol,(17r,21-alpha)-ajmalan-1;5H-6,10:11,12a-Dimethanoindolo[3,2-b]quinolizine, ajmalan-17,21-diol deriv.;Ajmalan-17,20-diol;Ajmalan-17,21-diol;Ajmalan-17,21-diol, (17R,21alpha)-;Ajmalin
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Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs
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CAS No:
Description
Ajmaline is an alkaloid that is class Ia antiarrhythmic agent.
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.
Rauwolfia (Luo Fu Mu) is derived from the plants Rauvolfia verticillata (Lour.) Baill. and R. yunnanensis Tsiang, and the root is usually used as its medicinal part. R. verticillata (Lour.) Baill. var. hainanensis Tsiang and R. vomitoria Afzel. ex Spreng have been also used as traditional Chinese herb.Rauwolfia is one of the important traditional herbs in southern China. Its scope of treatment includes cold, fever, sore throat, headache, and dizziness caused by hypertension, abdominal pain and diarrhea, scabies, and so on. Rauwolfia is also used to treat insomniac dizziness, bruises, sprains, and venomous snake bites in folk.In the “Flora of China,” 135 species of Rauwolfia were recorded, mostly distributed in the tropics and subtropics, a few in the temperate regions. There are nine species, four varieties, and three cultivated species in China.
White Solid
Since 1930s, abundant studies have been focused on the Rauwolfia plants. So far, a total of 91 alkaloids were separated from Rauwolfia, and the identification of the chemical structures was obtained, including 2 non-indole alkaloids (thebaine and papaverine) and 89 indole alkaloids . In accordance with the basic framework, indole alkaloids can be divided into seven classes, such as the ajmaline class, the
Characteristics
46.9
Appearance: white or yellowish crystal powder. Melting point: its anhydride is 205– 207°C. Optical rotation: +144° (chloroform). Solubility: well soluble in organic solvents, such as methanol, ethanol, etc., and slightly soluble in water. Storage temperature: 2–8°C.
1.8
White solid
1.1117 (rough estimate)
189°C
464.47°C (rough estimate)
285.155ºC
1.6800 (estimate)
489.7mg/L(30 ºC)
2-8°C
LD50 oral in rat: 360mg/kg
D18 +131° (c = 0.4 in chloroform); D20 +144° (c = 0.8 in chloroform)
pKa 8.2 (Uncertain)
2-8°C
Safety Information
III
6.1(b)
1544
Xn
13-45-36
AX8050000
Xn
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
25-20/21/22
1544
Drug Information
A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)|Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)
Ajmaline
AJMALINE Use and Manufacturing
An antiarrhythmic agent isolated from Rauwolfia serpentina.
For use as an antiarrhythmic agent.
Computed Properties
Molecular Weight:326.4
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:326.199428076
Monoisotopic Mass:326.199428076
Topological Polar Surface Area:46.9
Heavy Atom Count:24
Complexity:570
Undefined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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