63-75-2
Chemical Structure
Arecoline
- CAS No.: 63-75-2
- Formula:C8H13NO2
- Molecular Weight:155.19
IUPAC Name: methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
InChIKey: HJJPJSXJAXAIPN-UHFFFAOYSA-N
SMILES: O=C(C1=CCCN(C)C1)OC
Biological Activity: Arecoline, a naturally brain-penetrant and orally active occurring psychoactive alkaloid, is a partial agonist of nicotinic and muscarinic acetylcholine receptor. Arecoline exhibits stimulation, alertness, anxiolysis and anti-parasitic effects. Arecoline also can induce oxidative stress[1][2][3][4][5].
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Arecoline | 99.84% | Arecoline, a naturally brain-penetrant and orally active occurring psychoactive alkaloid, is a partial agonist of nicotinic and muscarinic acetylcholine receptor. Arecoline exhibits stimulation, alertness, anxiolysis and anti-parasitic effects. Arecoline also can induce oxidative stress. | ||||||||||||||||||||
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- [1]. G S Thangjam, et al. Regulation of oxidative-stress responsive genes by arecoline in human keratinocytes. J Periodontal Res. 2009 Oct;44(5):673-82. [Content Brief]
- [2]. Liu YJ, et, al. The pharmacology, toxicology and potential applications of arecoline: a review. Pharm Biol. 2016 Nov;54(11):2753-2760. [Content Brief]
- [3]. Volgin AD, et, al. DARK Classics in Chemical Neuroscience: Arecoline. ACS Chem Neurosci. 2019 May 15;10(5):2176-2185. [Content Brief]
- [4]. Kuo TM, et, al. Arecoline induces TNF-alpha production and Zonula Occludens-1 redistribution in mouse Sertoli TM4 cells. J Biomed Sci. 2014 Sep 9;21(1):93. [Content Brief]
- [5]. Chen QY, et al. Inhibition of cortical synaptic transmission, behavioral nociceptive, and anxiodepressive-like responses by arecoline in adult mice. Mol Brain. 2024 Jun 17;17(1):39. [Content Brief]
Keywords