Himbacine

Himbacine

Himbacine
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
Identifiers
CAS Registry Number  YesY
ATC code None
PubChem CID:
IUPHAR/BPS
ChemSpider  YesY
ChEBI  YesY
ChEMBL  YesY
Chemical data
Formula C22H35NO2
Molecular mass 345.27 g/mol
 YesY   

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]

References

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