Huprine X

CAS Number

• 263172-34-5

PubChem CID

• 3632

DrugBank

• DB04114

ChemSpider

• 3506

Huprine X

Identifiers
IUPAC name (1S)-7-chloro-15-ethyl-10-azatetracyclo[11.3.1.02,11.04,9]heptadeca-2,4(9),5,7,10,14-hexaen-3-amine
CAS Number	263172-34-5
PubChem CID	3632
DrugBank	DB04114
ChemSpider	3506
ChEMBL	ChEMBL143812
Chemical and physical data
Formula	C18H19ClN2
Molar mass	298.81 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC1=CC2CC(C1)C3=C(C4=C(C=C(C=C4)Cl)N=C3C2)N
InChI InChI=1S/C18H19ClN2/c1-2-10-5-11-7-12(6-10)17-16(8-11)21-15-9-13(19)3-4-14(15)18(17)20/h3-5,9,11-12H,2,6-8H2,1H3,(H2,20,21) Key:QTPHSDHUHXUYFE-UHFFFAOYSA-N

Huprine X is a synthetic cholinergic compound developed as a hybrid between the natural product Huperzine A and the synthetic drug tacrine. It is one of the most potent reversible inhibitors of acetylcholinesterase known, with a binding affinity of 0.026nM,^[1] as well as showing direct agonist activity at both nicotinic and muscarinic acetylcholine receptors.^[2][3] In animal studies it has nootropic and neuroprotective effects, and is used in research into Alzheimer's disease,^[4][5][6][7] and although huprine X itself has not been researched for medical use in humans, a large family of related derivatives have been developed.^[8][9][10]