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AJMALINE

CAS No.
4360-12-7
Chemical Name:
AJMALINE
Synonyms
5H-6,10:11,12a-Dimethanoindolo[3,2-b]quinolizine, ajmalan-17,21-diol deriv.;Ritmos;Ajmalin;Ignazin;Takycor;Aritmina;AJMALINE;Rytmalin;Siddiqui;Tajmalin
CBNumber:
CB6235145
Molecular Formula:
C20H26N2O2
Molecular Weight:
326.44
MDL Number:
MFCD00135652
MOL File:
4360-12-7.mol
Last updated:2024-03-19 15:37:51

AJMALINE Properties

Melting point 189°C
alpha D18 +131° (c = 0.4 in chloroform); D20 +144° (c = 0.8 in chloroform)
Boiling point 464.47°C (rough estimate)
Density 1.1117 (rough estimate)
refractive index 1.6800 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly)
form Solid
pka pKa 8.2 (Uncertain)
color White
Water Solubility 489.7mg/L(30 ºC)
Merck 13,194
LogP 1.810
EWG's Food Scores 1
FDA UNII 1PON08459R
ATC code C01BA05

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312
Hazard Codes  Xn
Risk Statements  25-20/21/22
Safety Statements  13-45-36
RIDADR  1544
RTECS  AX8050000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in rat: 360mg/kg
NFPA 704
0
3 0

AJMALINE price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 29962 Ajmaline 4360-12-7 100mg $50 2024-03-01 Buy
Cayman Chemical 29962 Ajmaline 4360-12-7 250mg $93 2024-03-01 Buy
Cayman Chemical 29962 Ajmaline 4360-12-7 50mg $32 2024-03-01 Buy
Cayman Chemical 29962 Ajmaline 4360-12-7 500mg $169 2024-03-01 Buy
TRC A448000 Ajmaline 4360-12-7 250mg $360 2021-12-16 Buy
Product number Packaging Price Buy
29962 100mg $50 Buy
29962 250mg $93 Buy
29962 50mg $32 Buy
29962 500mg $169 Buy
A448000 250mg $360 Buy

AJMALINE Chemical Properties,Uses,Production

Description

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.

Chemical Properties

White Solid

Physical properties

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.

Originator

Ajmaline ,Solvay Pharma

History

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

Uses

For use as an antiarrhythmic agent.

Uses

An antiarrhythmic agent isolated from Rauwolfia serpentina.

Definition

ChEBI: A monoterpenoid indole alkaloid that consists of ajmalan substituted at positions 17 and 21 by hydroxy groups.

Manufacturing Process

Ajmaline isolated from Rauwolfia sp. roots: Rauwolfia serpentine Benth., Rauwolfia vomitoria Afr., Rauwolfia canescens L.
Threshed roots of Rauwolfia canescens L. extracted with 5% solution of acetic acid at room temperature for 24 h. Then extract was decanted to flask. This extract was alkalified with ammonia (alkaloid salts were converted to alkaloid bases). The obtained thus method solution was extracted with chloroform 3 or more times. Then chloroform extract was chromatographed on column through Al2O3 sorbent. After chromatography ajmalin was obtained, which had melting point at 205°C (recyrstallization from methanol).

Therapeutic Function

Antiarrhythmic

Pharmacology

Anti-arrhythmic R. serpentina (She Geng Mu) is the first anti-arrhythmic herbal medicine in the psychiatry history. Ajmaline has a potent anti-arrhythmic effect for treating atrial and ventricular arrhythmias and also has a good effect on the treatment of Wolff-Parkinson-White syndrome. Ajmaline plays a main role in decreasing the permeability of sodium ion on the myocardial cell membrane by moderately inhibiting the sodium channel. The electrophysiological effect of ajmaline is similar to that of quinidine, but it is stronger than quinidine.
In addition, ajmaline has a mild anti-sympathetic effect. It affects sympathetic nerve endings to release more sodium, dilate the coronary artery, relax vascular smooth muscle, and then decrease blood pressure. Therefore, it is suitable for clinical treatment of atrial and ventricular premature beats, pre-excitation syndrome with supraventricular tachycardia, but not suitable for the treatment of paroxysmal
atrial fibrillation and sinus tachycardia.

Clinical Use

Ajmaline has the anti-arrhythmic effects for the treatment of atrial or ventricular extrasystoles, paroxysmal supraventricular or ventricular tachycardia, and paroxysmal atrial fibrillation. The lethal dose for human ranged from 100 to 500?mg/kg.

Side effects

Side effects include disturbances of the central nervous system and intrahepatic cholestasis.

target

Potassium Channel

Purification Methods

Ajmaline crystallises from MeOH or EtOAc containing a little H2O to give the trihydrate m 158-160o. This loses 1H2O at 110o and all H2O at 150o. [Beilstein 23 III/IV 3212.]

References

Le Gall., Ann. ph arm. franc., 18,817 (1960)

AJMALINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 147)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
TopScience Biochemical
00852-68527855 info@itopbiochem.com China Hong Kong 902 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9409 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29322 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 58

View Lastest Price from AJMALINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
AJMALINE USP/EP/BP pictures 2021-08-12 AJMALINE USP/EP/BP
4360-12-7
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
AJMALAN-17,21-DIOL,(17R,21)- AJMALINE 21-diol,(17r,21-alpha)-ajmalan-1 Ajmalan-17,20-diol Ajmalan-17,21-diol Ajmalan-17,21-diol, (17R,21alpha)- Ajmalin Aritmina Cardiorythmine Cartagine Gilurytmal Ignazin Merabitol Raugalline Rauwolfin Rhytmaton Ritmos Rytmalin Siddiqui Tachmalin Tajmalin Takhmalin Takycor Takycor Azapromazine RAUWOLFINE Ajamline Fr P. AJMALINE:AJMALAN-17,21-DIOL,(17R,21)-, AJMALINE(RG) (17R,21α-AjMalan-17,21-diol NSC 15627 AJMALINE(P) AJMALINE USP/EP/BP Ajmaline pure, 98% 5H-6,10:11,12a-Dimethanoindolo[3,2-b]quinolizine, ajmalan-17,21-diol deriv. Ajmaline (6CI, 7CI, 8CI) Ajmalan-17,21-diol, (17R,21α)- Carisoprodol Impurity 10 (5aR,6S,8R,9S,10R,11R,11aS,12aR,13R)-9-Ethyl-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol 4360-12-7 4036-12-7 C20H26N2O2 Alkaloids Intermediates & Fine Chemicals Pharmaceuticals