Ajmalicine hydrochloride

Modify Date: 2025-08-20 20:34:30

Ajmalicine hydrochloride Structure
Ajmalicine hydrochloride structure
Common Name Ajmalicine hydrochloride
CAS Number 4373-34-6 Molecular Weight 352.427
Density 1.3±0.1 g/cm3 Boiling Point 524.0±50.0 °C at 760 mmHg
Molecular Formula C21H24N2O3 Melting Point 275-300ºC
MSDS N/A Flash Point 270.7±30.1 °C

 Use of Ajmalicine hydrochloride


Ajmalicine (Raubasine) hydrochloride is a potent adrenolytic agent which preferentially blocks α1-adrenoceptor. Ajmalicine hydrochloride is an reversible but non-competitive nicotine receptor full inhibitor, with an IC50 of 72.3 μM. Ajmalicine hydrochloride also can be used as anti-hypertensive, and serpentine, with sedative activity[1][2].

 Names

Name ajmalicine hydrochloride
Synonym More Synonyms

 Ajmalicine hydrochloride Biological Activity

Description Ajmalicine (Raubasine) hydrochloride is a potent adrenolytic agent which preferentially blocks α1-adrenoceptor. Ajmalicine hydrochloride is an reversible but non-competitive nicotine receptor full inhibitor, with an IC50 of 72.3 μM. Ajmalicine hydrochloride also can be used as anti-hypertensive, and serpentine, with sedative activity[1][2].
Related Catalog
Target

α1-adrenergic receptor

α2-adrenergic receptor

In Vitro Ajmalicine hydrochloride preferentially blocks α1-adrenoceptor than α2-adrenoceptor[1]. Ajmalicine hydrochloride inhibits contractions in a concentration-dependent manner (IC50=72.3 ± 22.5 μM)[2]. Ajmalicine hydrochloride acts preferentially at postsynaptic sites, competitively antagonizes the effect of noradrenaline on postsynaptic alpha-adrenoceptor with a pA2 value of 6.57, blocks the inhibitory effect of clonidine with an pA2 value of 6.2[3].
In Vivo Ajmalicine hydrochloride blocking the pressor action of electrical stimulation and is active against sympathetic stimulation[1]. Ajmalicine hydrochloride (0.5-4 mg/kg) induces a marked dose-dependent inhibition against the pressor response to noradrenaline[1]. Animal Model: Male Wistar rats (300-350 g)[1] Dosage: 0.5, 1, 2, and 4 mg/kg Administration: IV, once Result: Induced a marked dose-dependent inhibition against the pressor response to noradrenaline.
References

[1]. Roquebert J, et al. Inhibition of the alpha 1 and alpha 2-adrenoceptor-mediated pressor response in pithed rats by raubasine, tetrahydroalstonine and akuammigine. Eur J Pharmacol. 1984 Oct 30;106(1):203-5.

[2]. Pereira DM, et al. Pharmacological effects of Catharanthus roseus root alkaloids in acetylcholinesterase inhibition and cholinergic neurotransmission. Phytomedicine. 2010 Jul;17(8-9):646-52.

[3]. Demichel P, et al. Effects of raubasine stereoisomers on pre- and postsynaptic alpha-adrenoceptors in the rat vas deferens. Br J Pharmacol. 1984 Oct;83(2):505-10

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 524.0±50.0 °C at 760 mmHg
Melting Point 275-300ºC
Molecular Formula C21H24N2O3
Molecular Weight 352.427
Flash Point 270.7±30.1 °C
Exact Mass 352.178680
PSA 54.56000
LogP 2.88
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.656

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AX7890000
CHEMICAL NAME :
Ajmalicine, hydrochloride
CAS REGISTRY NUMBER :
4373-34-6
LAST UPDATED :
199306
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H24-N2-O3.Cl-H
MOLECULAR WEIGHT :
388.93
WISWESSER LINE NOTATION :
T F6 D5 C666 EM ON SO TU&&TTTJ R1 UVO1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
LDBU** "Zur Pharmakologie der Yohimbealkaloide, Dissertation," Langer, J., Institute fuer Pharmakologie und Experimentelle Therapie der Universitat Breslau, Poland, 1932 Volume(issue)/page/year: -,-,1932
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#00444

 Safety Information

Hazard Codes Xn
Risk Phrases 22-36/37/38
Safety Phrases 26-36
WGK Germany 3
RTECS AX7890000

 Synonyms

Circolene
Pytetrahydroserpentine
Einecs 224-471-9
d-Yohimbine
δ-Yohimbine
RAUBASINE HYDROCHLORIDE
AJMALICINE HCL
(19α)-16,17-Didehydro-19-methyl-oxayohimban-16-carboxylic acid methyl ester
Methyl (19α)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate
Methyl (4S,4aR,13bS,14aS)-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate
Raubasine
Ajmalicine
ajmalicine,monohydrochloride
Oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19α)-
Lamuran
Methyl-(4S,4aR,13bS,14aS)-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]chinolizin-1-carboxylat
Methyl-(19α)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylat
AJMALICIN HCL
Tetrahydroserpentine
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