Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

Safety Information

10980

Sigma-Aldrich

Arecoline hydrobromide

≥99.0% (NT)

Synonym(s):

1-Methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester hydrobromide, Arecaidine methyl ester hydrobromide, Methyl 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylate hydrobromide, Methyl 1-methyl-1,2,5,6-tetrahydronicotinate hydrobromide, Taeniolin

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H13NO2 · HBr
CAS Number:
300-08-3
Molecular Weight:
236.11
Beilstein:
3914826
EC Number:
206-087-3
MDL number:
MFCD00039041
UNSPSC Code:
12352100
PubChem Substance ID:
24846938

Assay

≥99.0% (NT)

mp

170-175 °C
172-176 °C (lit.)

solubility

H2O: 0.1 g/mL, clear, colorless

SMILES string

Br[H].COC(=O)C1=CCCN(C)C1

InChI

1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H

InChI key

AXOJRQLKMVSHHZ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Other Notes

Alkaloid from seeds of betel nut palm. Effect on human learning

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBB1194
1452839
1424446
1403667
1414271

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

N Sitaram et al.
Science (New York, N.Y.), 201(4352), 274-276 (1978-07-21)
Arecholine (4 milligrams), a cholinergic agonist, and choline (10 grams), a precursor of acetylcholine, significantly enhanced serial learning in normal human subjects. The subjects received methscopolamine prior to both arecholine and placebo injections. Conversely, scopolamine (0.5 milligram), a cholinergic antagonist
Adrian A Franke et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 80, 241-246 (2015-03-24)
Betel nut chewing causes cancer in humans, including strong associations with head and neck cancer in Guam. In the search for biomarkers of betel chewing we sought to identify chemicals specific for the 3 most commonly consumed betel preparations in
Mafaz Ullah et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 43(10), 761-769 (2014-04-26)
Oral submucous fibrosis is a pre-malignant fibrotic condition caused by areca nut use and involves reduced mucosal vascularity. Arecoline is the principal areca nut alkaloid and is cytotoxic for epithelium and fibroblasts. Endothelial cell cycle arrest is reported on exposure
Tzer-Min Kuo et al.
Journal of agricultural and food chemistry, 63(24), 5787-5794 (2015-06-11)
The metabolites of environmental chemicals play key roles in carcinogenesis. Areca nut is strongly associated with the development of oral potentially malignant disorders (OPMD) or cancer. The main alkaloid in the areca nut is arecoline, which is highly cytotoxic and
Bing Li et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 969, 12-18 (2014-08-21)
A rapid and sensitive high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed and validated for the determination of arecoline concentration in dog plasma. Plasma sample was prepared by protein precipitation using n-hexane (containing 1% isoamyl alcohol) with β-pinene as
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service