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Arecoline chemical structure, C8H13NO2, CAS 63-75-2
2D chemical structure

Key facts

What buyers check first

CAS number
63-75-2
Formula
C8H13NO2
Molar mass
155.20 g/mol
EC number
200-565-5
HS code
293979
Category
Alkaloids

What is Arecoline?

Plain description, key identifiers and synonyms

Arecoline is a tetrahydropyridine that is 1,2,5,6-tetrahydropyridine with a methyl group at position 1, and a methoxycarbonyl group at position 3. An alkaloid found in the areca nut, it acts as an agonist of muscarinic acetylcholine. It has a role as a metabolite and a muscarinic agonist. It is a methyl ester, a pyridine alkaloid, a tetrahydropyridine and an enoate ester.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
CAS number
63-75-2 CAS number cross-checked
EC number
200-565-5
Molecular formula
C8H13NO2
UNII
4ALN5933BH
MDL number
MFCD00059167
InChIKey
HJJPJSXJAXAIPN-UHFFFAOYSA-N
InChI
InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3
SMILES (canonical and isomeric)
CN1CCC=C(C1)C(=O)OC

Synonyms

  • Arecolin
  • Arecaline
  • Arecholine
  • Methylarecaiden
  • Methylarecaidin
  • Arekolin
  • Arecoline base
  • Arecaidine methyl ester
  • methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
  • 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester
  • Arecholin
  • Methyl N-methyltetrahydronicotinate
  • methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
  • N-Methyltetrahydronicotinic acid, methyl ester
  • Methyl 1,2,5,6-tetrahydro-1-methylnicotinate
  • Methyl N-methyl-1,2,5,6-tetrahydronicotinate
  • 1,2,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester
  • Taeniolin
  • Nicotinic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester
  • methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate
  • 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl ester
  • 1-Methyl-delta(sup 3,4)tetrahydro-3-pyridinecarboxylate
  • 1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester
  • N-Methyl-delta-tetrahydronicotinic acid methyl ester
  • N-Methyltetrahydropyridine-beta-carboxylic acid methyl ester
Show all 30 synonyms
  • Arecaidine methyl ester, Arecoline base, Methyl arecaidin, Methylarecaidine, NSC56321
  • Methylarecaidine
  • 63-75-2 (free)
  • arecoline, hydrobromide
  • methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate, hydrobromide

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
155.20 g/molcalc.
Exact mass
155.0946 Dacalc.
LogP (octanol/water)
0.42calc.
Topological polar surface area
29.54 ร…ยฒcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
11calc.
Rings
1calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.63calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C1=CCNCC1

C1=CCNCC1

1 ring, 6 atoms, the 1,2,3,6-Tetrahydropyridine ring system.

987 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H340May cause genetic defects.
  • H351Suspected of causing cancer.
Precautionary statements (13)
  • P203Obtain, read and follow all safety instructions before use.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P318If exposed or concerned, get medical advice.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Arecoline suppliers

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Arecoline price

Indicative price range per kg from live supplier offers

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Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals.

Pharmacological actions

  • Cholinergic Agonists

Roles

  • cholinergic agonist
  • cholinergic drug
  • metabolite
  • muscarinic agonist
  • neurotransmitter agent
  • pharmaceutical

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Arecoline, Ref no: 238, Annex ref: II/238

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Arecoline is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhereโ€ฆ

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Arecoline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Arecoline, based on the data on this page

What is Arecoline?

Arecoline is a tetrahydropyridine that is 1,2,5,6-tetrahydropyridine with a methyl group at position 1, and a methoxycarbonyl group at position 3. An alkaloid found in the areca nut, it acts as an agonist of muscarinic acetylcholine. It has a role as a metabolite and a muscarinic agonist.

What is the CAS number of Arecoline?

The CAS registry number of Arecoline is 63-75-2.

What is the molecular formula and weight of Arecoline?

The molecular formula of Arecoline is C8H13NO2 and its molar mass is 155.20 g/mol.

What is Arecoline used for?

Use classes: Pharmaceuticals.

Is Arecoline hazardous?

Arecoline carries the GHS signal word "Danger". Main hazards: causes skin irritation, causes serious eye irritation, may cause genetic defects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Arecoline?

Arecoline is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and otherโ€ฆ). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Arecoline?

CompoundList lists 44 suppliers of Arecoline in China, United States, Canada, Hong Kong and 6 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Arecoline?

Suppliers quote Arecoline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Arecoline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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