An alkaloid
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Ajmaline

Item No. 29962

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(17R,21α)-ajmalan-17,21-diol
CAS Number
4360-12-7
Synonyms
  • NSC 15627
Molecular Formula
C20H26N2O2
Formula Weight
326.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
249 nm
SMILES
CN1C2=C(C=CC=C2)C3([C@H](O)[C@]45[H])C[C@]4([H])N6[C@H](O)[C@@H](CC)[C@]5([H])C[C@@]6([H])[C@@]31[H]
InChi Code
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
CJDRUOGAGYHKKD-STFDQTQMSA-N
Origin
Plant/Pulsatilla koreana
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

    $55

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    250 mg

    $103

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    500 mg

    $186

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    Product Description

    Ajmaline is an alkaloid that has been found in R. serpentina and has ion channel inhibitory and antiarrhythmic activities.1,2,3,4,5 It inhibits the human-ether-a-go-go (hERG) potassium channel, also known as Kv11.1, and the voltage-gated potassium channel subtypes Kv1.5 and Kv4.3 with IC50 values of 42.3, 293, and 186 µM, respectively, in Xenopus oocytes expressing the channels.2,3 Ajmaline (1 µg/ml) increases the action potential duration in isolated dog atrium and ventricle.4 It increases the functional refractory duration in the atrium, ventricle, and atrioventricular conduction system in anesthetized dogs when administered intravenously at a dose of 1 mg/kg.4 Ajmaline (2 mg/kg, i.v.) reduces the number of premature ventricular complexes and decreases the duration of ventricular tachycardia and ventricular fibrillation in coronary artery-ligated anesthetized rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Srivastava, A., Tripathi, A.K., Pandey, R., et al. Quantitative determination of reserpine, ajmaline, and ajmalicine in Rauvolfia serpentina by reversed-phase high-performance liquid chromatography. J. Chromatogr. Sci. 44(9), 557-560 (2006).

    2. Kiesecker, C., Zitron, E., Lück, S., et al. Class Ia anti-arrhythmic drug ajmaline blocks HERG potassium channels: Mode of action. Naunyn-Schmiedebergs Arch. Pharmacol. 370(6), 423-435 (2004).

    3. Fischer, F., Vonderlin, N., Zitron, E., et al. Inhibition of cardiac Kv1.5 and Kv4.3 potassium channels by the class Ia anti-arrhythmic ajmaline: Mode of action. Naunyn-Schmiedebergs Arch. Pharmacol. 386(11), 991-999 (2013).

    4. Bojorges, R., Pastelin, G., Sanchez-Perez, S., et al. The effects of ajmaline in experimental and clinical arrhythmias and their relation to some electrophysiological parameters of the heart. J. Pharmacol. Exp. Ther. 193(1), 182-193 (1975).

    5. Hashimoto, Y., Hori, R., Okumura, K., et al. Pharmacokinetics and antiarrhythmic activity of ajmaline in rats subjected to coronary artery occlusion. Br. J. Pharmacol. 88(1), 71-77 (1986).