Arecaidine

Arecaidine
Clinical data
Other names	Methylguvacine; Arecaine; N-Methylguvacine
Drug class	GABA reuptake inhibitor
Identifiers
	IUPAC name 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid;
CAS Number	499-04-7;
PubChem CID	10355;
IUPHAR/BPS	9487;
ChemSpider	9928;
UNII	0S8YEV0D4O;
KEGG	C10128;
ChEBI	CHEBI:2813;
ChEMBL	ChEMBL432561;
CompTox Dashboard (EPA)	DTXSID60198139 ;
Chemical and physical data
Formula	C7H11NO2
Molar mass	141.170 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCC=C(C1)C(=O)O;
	InChI InChI=1S/C7H11NO2/c1-8-4-2-3-6(5-8)7(9)10/h3H,2,4-5H2,1H3,(H,9,10); Key:DNJFTXKSFAMXQF-UHFFFAOYSA-N;

Arecaidine, also known as N-methylguvacine, is an alkaloid in areca nuts and a GABA reuptake inhibitor. It is structurally similar to the GABA reuptake inhibitors guvacine and nipecotic acid. Arecaidine has been found to produce sedative effects in mice and to protect against the lethality of the GABA_A receptor antagonists bicuculline and pentylenetetrazol. On the other hand, it did not produce anticonvulsant effects. Lime is said to hydrolyse arecoline to arecaidine.