Arecoline
Also known as Arecolin, Arecaline, Arecholine
Key facts
What buyers check first
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 synonymsShow fewer 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.Computed value |
|---|---|
| Exact mass | 155.0946 Dacalc.Computed value |
| LogP (octanol/water) | 0.42calc.Computed value |
| Topological polar surface area | 29.54 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 11calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.63calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
C1=CCNCC1
1 ring, 6 atoms, the 1,2,3,6-Tetrahydropyridine ring system.
987 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
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 aidArecoline suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, ChangzhouUnclaimed profileArecolineGrade, purity and minimum order on requestPrice on request
- Price on request
- China ManufacturerUnclaimed profileArecolineGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- China, NanjingUnclaimed profileArecolineGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileArecolineGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
44 suppliers in 10 countries
- China18
- United States15
- Canada2
- Hong Kong2
- Germany1
- Spain1
- and 4 more countries
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Arecoline price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
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 cosmeticsName: 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.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhereโฆ
- Switzerland * partner reported25.3%
- Germany21.4%
- India * partner reported14.9%
- United States20.9%
- Germany14.7%
- Italy14.6%
* Partner reported figures, a lower bound.
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?
What is the CAS number of Arecoline?
What is the molecular formula and weight of Arecoline?
What is Arecoline used for?
Is Arecoline hazardous?
What is the HS code of Arecoline?
Where can I buy Arecoline?
What is the price of Arecoline?
Guides for buyers
Practical guides that help when you source, ship or handle Arecoline
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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