Arecaidine

Arecaidine, also known as N-methylguvacine, is an alkaloid in areca nuts and a GABA reuptake inhibitor.^[1][2][3] It is structurally similar to the GABA reuptake inhibitors guvacine and nipecotic acid.^[1] 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.^[3] On the other hand, it did not produce anticonvulsant effects.^[3] Lime is said to hydrolyse arecoline to arecaidine.^[2]

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