Himbacine

Himbacine

$255.00 - 1 mg

$895.00 - 5 mg

All prices in Australian dollars

Code
BIA-H1744
Synonyms
(+)-Himbacine, Himbacin, NSC 23969
CAS #
6879-74-9
Molecular Formula
C22H35NO2
Molecular Weight
345.53
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in ethanol, methanol, DMF or DMSO.

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Product Data Sheet

Application Notes

Himbacine is a piperidine alkaloid with a tricyclic lactone scaffold isolated from Galbulimima sp. (Himantandra sp.) by Ritchie and Taylor, University of Sydney, Australia in 1956. Himbacine is a potent M2 muscarinic receptor antagonist with selectivity for cardiac receptors and a thrombin (PAR1) receptor inhibitor. Its analogue, vorapaxar is marketed for secondary prevention of thrombotic cardiovascular events.

References

  • The chemical constituents of Himantandra species. II. The isolation of the alkaloids of Himantandra baccata Bail. and H. belgraveana F .Muell. Brown F.F.C. et al., Aust. J. Chem. 1956, 9, 283.
  • The chemical constituents of Galbulimima species IX. The structures of himbadine and alkaloid G.B. 13. Mander L.N. et al., Aust. J. Chem. 1967, 20, 1473.
  • The absolute stereochemistry of the Galbulimima alkaloids. Willis A.C. et al., Aust. J. Chem. 2006, 59, 629.
  • Structure-activity relationships of some Galbulimima alkaloids related to himbacine. Darroch S.A. et al., Eur. J. Pharmacol. 1990, 182, 131.
  • Discovery of a novel, orally active himbacine-based thrombin receptor antagonist (SCH 530348) with potent antiplatelet activity. Chackalamannil S. et al., J. Med. Chem. 2008, 51, 3061.

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