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Arecoline hydrobromide

Arecoline hydrobromide  Structure
CAS No.
300-08-3
Chemical Name:
Arecoline hydrobromide
Synonyms
ArecoL;arecane;Taeniolin;ARECOLINE HBR;Arecoline hydr;arecolinebromide;ine hydrobromide;arekolinhydrobromid;ARECOLINIUM BROMIDE;Argatroban Anhydrous
CBNumber:
CB1250752
Molecular Formula:
C8H14BrNO2
Molecular Weight:
236.11
MOL File:
300-08-3.mol
MSDS File:
SDS
Modify Date:
2024/6/27 14:11:44

Arecoline hydrobromide Properties

Melting point 171-175 °C
storage temp. Inert atmosphere,Room Temperature
solubility H2O: 0.1 g/mL, clear, colorless
form Powder
pka 6.84(at 25℃)
color White to light yellow
Merck 14,778
BRN 3914826
Stability Stable for 2 years from date of purchase as supplied. Solutions are not stable – make fresh daily.
InChI InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
InChIKey AXOJRQLKMVSHHZ-UHFFFAOYSA-N
SMILES C1(C(=O)OC)=CCCN(C)C1.Br
CAS DataBase Reference 300-08-3(CAS DataBase Reference)
EPA Substance Registry System Arecoline hydrobromide (300-08-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn,T
Risk Statements  22-23/24/25
Safety Statements  45-38-36/37/39-28A
RIDADR  1544
WGK Germany  3
RTECS  QT2275000
8
HazardClass  6.1
PackingGroup  III
HS Code  29399990
Toxicity LD50 par-rat: 270 mg/kg ABMGAJ 28,681,72
NFPA 704
0
2 0

Arecoline hydrobromide price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 31593 Arecoline hydrobromide VETRANAL?, analytical standard 300-08-3 250MG ₹5239.3 2022-06-14 Buy
ottokemi A 2587 Arecoline hydrobromide, for HPLC >98% 300-08-3 1gm ₹3249 2022-05-26 Buy
ottokemi A 2587 Arecoline hydrobromide, for HPLC >98% 300-08-3 5gm ₹8703 2022-05-26 Buy
Product number Packaging Price Buy
31593 250MG ₹5239.3 Buy
A 2587 1gm ₹3249 Buy
A 2587 5gm ₹8703 Buy

Arecoline hydrobromide Chemical Properties,Uses,Production

Chemical Properties

WHITE FINE POWDER

Uses

Arecoline is a muscarinic acetylcholine receptor agonist. Arecoline induces ADP ribosylation of histones and chromatid relaxation in spleen and bone marrow cells. In a study, a controlled trial involving 122 dogs experimentally infected with Echinococcus

Preparation

According to a historical 1911 version of the German Pharmacopoeia, arecoline (as its hydrobromide; Arecoline hydrobromide) was produced from areca nuts using extraction with acidified water followed by several clean-up steps. The first industrial-scale extraction, reported in 1927, was based on the extraction of arecoline with diethyl ether. There are various approaches for the synthetic production of arecoline starting from nicotinic acid and iodomethane; methylamine hydrochloride, formaldehyde and acetaldehyde; or ethyl acrylate and methylamine. The most modern approach involves nicotinic acid methyl ester and methyl iodide.
Arecoline salts such as arecoline hydrochloride or arecoline hydrobromide may be obtained by dissolving arecoline in alcohol of low relative molecular mass (such as methanol, ethanol, isopropanol, butanol, or amyl alcohol) and adding sufficient amounts of acid (hydrochloric or bromic acid) to give a weakly acidic solution. The crystallized salts may be separated from the alcohol by filtration.

General Description

Arecoline is an alkaloid obtained from theseeds of the betel nut (Areca catechu). For many years, nativesof the East Indies have consumed the betel nut as asource of a euphoria-creating substance.

Safety Profile

Poison by parenteral,subcutaneous, and intravenous routes. When heated todecomposition it emits very toxic fumes of HBr and NOx.

Toxicology

Eighty rats were randomly divided into four groups: a high-dose group (1000 mg/kg), a medium-dose group (200 mg/kg), a low-dose group (100mg/kg), and a blank control group. The doses were administered daily via gastric lavage for 14 consecutive days. There were no significant differences in the low-dose Arecoline hydrobromide (Ah) group compared to the control group (P>0.05) with regard to body weight, organ coefficients, hematological parameters, and histopathological changes. In this study, the rats in the high-dose group exhibited clear inhibitory effects on blood biochemical parameters, including ALT, TP, and BUN levels. It was demonstrated that the toxicity reaction was intensified at the higher dosage, and clinical dosing should occur within a safe dosage range. With a continuous increase in the Ah dose, organ damage was aggravated, with different degrees of congestion, degeneration, and necrosis observed. The results accurately reflected the liver and kidney changes, whereas the results for the changes in the lung were poor. Hence, a long-term, continuous high dose of Ah was toxic[4].

References

1) Fan et al. (2016), Tetrameric Acetyl-CoA Acetyltransferase 1 is Important for Tumor Growth; Mol. Cell,?64?859
2) Heinrich et al. (2009), Pharmacological comparison of muscarinic ligands: historical versus more recent muscarinic M1-preferring receptor agonists; Eur. J. Pharmacol., 605?53
3) Christie et al. (1981), Physostigmine and arecoline: effects of intravenous infusions in Alzheimer presenile dementia; Br. J. Psychiatry, 138 46
4) Xiaojuan Wei. “Evaluation of arecoline hydrobromide toxicity after a 14-day repeated oral administration in Wistar rats.” PLoS ONE (2015): e0120165.

Arecoline hydrobromide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 442)Suppliers
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JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
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Otto Chemie Private Limited 08048372561Ext 825 Mumbai, India 76 58 Inquiry
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Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
arecolinebromide arekolinhydrobromid arecane ARECOLINE HYDROBROMIDE CHOLINERGIC AGONI ST ARECOLIN HYDROBROMIDE VETRANAL, 250 ARECOLINE HYDROBROMIDE CRYSTALLINE Arecoline hydrobromide, 99+% 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromide ARECOLINE HYDROBROMIDE(P) Argatroban Anhydrous Arecoline HBr for research Arecaidine methyl ester hydrobromide, Methyl 1-methyl-1,2,5,6-tetrahydronicotinate hydrobromide, Methyl 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylate hydrobromide, 1-Methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester hydrobromide Methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate hydrobromide Taeniolin Arecoline hydrobromide ,98% Areciline Hydrochloride,(S) Methyl 1,2,5,6-tetrahydro-1-methylnicotinate Methyl 1-methyl-1,2,5,6-tetrahydronicotinate hydrobromide1-Methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester 1,2,5,6-Tetrahydro-1-Methyl-3-pyridinecarboxylic Acid Methyl Ester HydrobroMide 1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic Acid Methyl Ester HydrobroMide Methylarecaidine HydrobroMide methyl-1,2,5,6-tetrahydro-1-methyl nicotinicacid,1,2,5,6-tetrahydro-1-methyl-,methylester,hydrobromide n-methyltetrahydronicotinicacidmethylesterhydrobromide 1-METHYL-1,2,5,6-TETRAHYDRO-3-PYRIDINECARBOXYLIC ACID METHYL ESTER HYDROBROMIDE METHYL 1-METHYL-1,2,5,6-TETRAHYDRONICOTINATE HYDROBROMIDE METHYL 1-METHYL-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE HYDROBROMIDE METHYL 1,2,5,6-TETRAHYDRO-1-METHYL-3-PYRIDINECARBOXYLATE HYDROBROMIDE METHYL 1,2,5,6-TETRAHYDRO-1-METHYLNICOTINATE HYDROBROMIDE ARECOLINIUM BROMIDE ARECAIDINE METHYL ESTER HYDROBROMIDE ARECOLINE HBR ARECOLINE HYDROBROMIDE Arecoline hydrobromide, 3-(Methoxycarbonyl)-1-methyl-1,2,5,6-tetrahydropyridine hydrobromide Arecoline hydr 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl ester, hydrobromide (1:1) ArecoL ine hydrobromide 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid methyl ester bromide methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate,hydrobromide Arecoline hydrobromid 99% Arecoline hydrobromide Arecoline hydrobromide USP/EP/BP Arecoline hydrobromide CAS Arecoline hydrobromide (Arecoline bromide) Arecoline hydrobromide, for HPLC >98% Propanoylchloride,8-ethoxy- Arecoline HBr|||Arecoline bromide 300-08-3 73069-28-9 C8H14BrNO2 C8H13NO2BrH C8H13NO2HBr C8H13NO2xHBr 23611 Pyridines Heterocyclic Building Blocks Pyridine Alkaloids