CAS 4373-34-6|Ajmalicine hydrochloride

Introduction：Basic information about CAS 4373-34-6|Ajmalicine hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Ajmalicine hydrochloride BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Synonyms

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	/	Flash Point	270.7±30.1 °C

Names

Name	ajmalicine hydrochloride
Synonym	More Synonyms

Ajmalicine hydrochloride BiologicalActivity

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	Research Areas >>EndocrinologySignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>AChE
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
InChIKey	YWPZOTNKHMBWPD-QAWKRFFXSA-N
SMILES	COC(=O)C1=COC(C)C2CN3CCc4c([nH]c5ccccc45)C3CC12.Cl

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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