SKU: H051  / 
    CAS Number: 16585-08-3

    Himgaline

    $209,247.98 - $731,776.85

    Himgaline is a piperidine alkaloid with a complex polycyclic scaffold first isolated from Galbulimima sp., a magnolia native to northern Australia, and reported in 1967 by Ritchie and co-workers, University of Sydney, Australia. There are no specific reports of Himgaline’s biological activity, however the related himbacine and analogs inhibit muscarinic receptors with 10-fold selectivity for M2 over M1 receptors.

    Molecular Formula  C20H31NO2  
    References

    Binns SV et al (1965)  The chemical constituents of Galbulimima species. V. The isolation of further alkaloids. Binns S.V. et al., Aust. J. Chem. 18:569

    Chackalamannil S et al (2004)  Himbacine analogs as muscarinic receptor antagonists––effects of tether and heterocyclic variations. Bioorg. Med. Chem. Lett. 15:3967

    Evans DA et al (2012)  Progress toward the syntheses of (+)-GB 13, (+)-himgaline, and himandridine. New insights into intramolecular imine/enamine aldol cyclizations. J. Am. Chem. Soc. 134:8162

    Mander LN et al (1967)  The chemical constituents of Galbulimima species. X. The structure of himgaline. Mander L.N. et al., Aust. J.Chem. 20:1705