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Arecoline information


Arecoline
Clinical data
Other namesArecaline; Arecholine; Arecolin; Arecoline base; Arekolin; Methylarecaidin
ATC code
  • none
Legal status
Legal status
  • AU: S4 (Prescription only) [1]
  • UK: Could be illegal to sell for human consumption under the Psychoactive Substances Act or if is synthetized for recreational use[citation needed]
  • US: Unscheduled
Identifiers
IUPAC name
  • Methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
CAS Number
  • 63-75-2 checkY
PubChem CID
  • 2230
IUPHAR/BPS
  • 296
DrugBank
  • DB04365 checkY
ChemSpider
  • 13872064 checkY
UNII
  • 4ALN5933BH
KEGG
  • C10129 checkY
ChEBI
  • CHEBI:2814 ☒N
ChEMBL
  • ChEMBL7303 checkY
CompTox Dashboard (EPA)
  • DTXSID3022617 Edit this at Wikidata
ECHA InfoCard100.000.514 Edit this at Wikidata
Chemical and physical data
FormulaC8H13NO2
Molar mass155.197 g·mol−1
3D model (JSmol)
  • Interactive image
Density1.0495 g/cm3
Melting point27 °C (81 °F)
Boiling point209 °C (408 °F)
SMILES
  • O=C(OC)C=1CN(C)CCC=1
InChI
  • InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3 checkY
  • Key:HJJPJSXJAXAIPN-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Arecoline (/əˈrɛkəln/) is a nicotinic acid-based mild parasympathomimetic stimulant alkaloid found in the areca nut, the fruit of the areca palm (Areca catechu).[2] It is an odourless oily liquid. It can bring a sense of enhanced alertness and energy along with mild feelings of euphoria and relaxation. The psychoactive effects are comparable to that of nicotine.

  1. ^ "Poisons Standard October 2020". Federal Register of Legislation. The Australian Government.
  2. ^ Ghelardini C, Galeotti N, Lelli C, Bartolini A (2001). "M1 receptor activation is a requirement for arecoline analgesia". Farmaco. 56 (5–7): 383–385. doi:10.1016/S0014-827X(01)01091-6. hdl:2158/327019. PMID 11482763.

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Arecoline

Last Update:

Arecoline (/əˈrɛkəliːn/) is a nicotinic acid-based mild parasympathomimetic stimulant alkaloid found in the areca nut, the fruit of the areca palm (Areca...

Word Count : 1978

Areca nut

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carcinogenic to humans. Various compounds present in the nut, including arecoline (a stimulant alkaloid that is similar to nicotine), contribute to histologic...

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Guvacoline

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agonizes musacarinic receptors just like arecoline but unlike arecoline it lacks nicotinic activity. Guvacine Arecoline PubChem. "Guvacoline". pubchem.ncbi...

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Active ingredient

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substance of interest in a plant (such as salicylic acid in willow bark or arecoline in areca nuts), since the word "ingredient" can be taken to connote a...

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Free base

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betel nuts are chewed with added limestone, turning the active ingredient arecoline into the freebase form, allowing it to be absorbed sublingually. Pubchem...

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Muscarinic acetylcholine receptor

Last Update:

Lelli C, Bartolini A (2001). "M1 receptor activation is a requirement for arecoline analgesia". Farmaco. 56 (5–7): 383–5. doi:10.1016/s0014-827x(01)01091-6...

Word Count : 2661

Arecaidine

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It is a competitive GABA uptake inhibitor. Lime is said to hydrolyse arecoline to arecaidine Voigt V, Laug L, Zebisch K, Thondorf I, Markwardt F, Brandsch...

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Euphoria

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stimulant effects and euphoria. The major psychoactive ingredients – arecoline (a muscarinic receptor partial agonist) and arecaidine (a GABA reuptake...

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Areca alkaloids

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arecoline, which accounts for over 50% of the total alkaloid content. Other representatives include arecaidine, guvacoline, and guvacine. Arecoline Arecaidine...

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Echinococcus granulosus

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small intestine, or with some difficulty ante mortem by purging with arecoline hydrobromate. Detection of antigens in feces by ELISA is currently the...

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Areca catechu

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crowded leaflets. The seed contains alkaloids such as arecaidine and arecoline, which, when chewed, are intoxicating and slightly addictive. The seed...

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Rhododendron ferrugineum

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Alps. Rhododendron ferrugineum is moderately toxic, containing arbutin, arecoline and rhodoxanthin, and can cause vomiting, and difficulties of the digestive...

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Cocaine

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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Parasympathomimetic drug

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nicotinic receptors) Methacholine (all muscarinic receptors) Plant alkaloids Arecoline Nicotine Muscarine Pilocarpine (M3 receptors) Indirect acting parasympathomimetic...

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Heroin

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Methamphetamine

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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Adderall

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Cholinergics A-84,543 A-366,833 ABT-202 ABT-418 AR-R17779 Altinicline Anabasine Arecoline Bradanicline Cotinine Cytisine Dianicline Epibatidine Epiboxidine GTS-21...

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War on drugs

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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Quetiapine

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584 Aceclidine Acetylcholine AF30 AF150(S) AF267B Alvameline AQRA-741 Arecoline Bethanechol Bevonium Butyrylcholine Carbachol CDD-0034 CDD-0078 CDD-0097...

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Ipratropium bromide

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584 Aceclidine Acetylcholine AF30 AF150(S) AF267B Alvameline AQRA-741 Arecoline Bethanechol Bevonium Butyrylcholine Carbachol CDD-0034 CDD-0078 CDD-0097...

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Legality of cannabis

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MDMA

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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Narcotic

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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Gabapentin

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Morphine Opium Oxycodone /paracetamol Tramadol Stimulants Amphetamine Arecoline Areca Betel Caffeine Coffee Energy drinks Tea Cathinone Khat Cocaine Coca...

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