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Title: Himbacine  
Author: World Heritage Encyclopedia
Language: English
Subject: Muscarinic acetylcholine receptor M4, Cholinergics, WIN-2299, Butinoline, Formetanate
Publisher: World Heritage Encyclopedia


Systematic (IUPAC) name
(3aR,4R,4aS,8aR,9aS)- 4-{(E)-[(2R,6S)- 1,6-dimethylpiperidin- 2-yl]vinyl}- 3-methyldecahydronaphtho[2,3-c]furan- 1(3H)-one
CAS Registry Number  YesY
ATC code None
PubChem CID:
ChemSpider  YesY
Chemical data
Formula C22H35NO2
Molecular mass 345.27 g/mol

Himbacine is an alkaloid isolated from the bark of Australian magnolias. Himbacine has been synthesized using a Diels-Alder reaction as a key step.[1] Himbacine's activity as a muscarinic receptor antagonist, with specificity for the muscarinic acetylcholine receptor M2, made it a promising starting point in Alzheimer's disease research.[2][3] The development of a muscarinic antagonist based on himbacine failed but an analog, vorapaxar, has been approved by the FDA as a thrombin receptor antagonist.[4][5]


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