Himbacine
Himbacine
$233.00 - 1 mg
$816.00 - 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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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.