Replaces Prod. #: BML-C116
Potent muscarinic antagonist that displays selectivity for the M2 or M4 receptors.
Product Details
Alternative Name: | (3S,3aR,4R,4aS,8aR,9aS)-4-[(1E)-2-[(2R,6S)-1,6-Dimethyl-2-piperdinyl]ethenyl]decahydro-3-methyl-naphtho[2,3-c]furan-1(3H)-one |
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Formula: | C22H35NO2 |
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MW: | 345.5 |
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Source: | Isolated from the Australian pine Galbulimima baccata. |
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CAS: | 6879-74-9 |
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RTECS: | QL0843500 |
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Purity: | ≥98% |
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Appearance: | White to off-white powder. |
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Solubility: | Soluble in methanol, 100% ethanol or methylene chloride; insoluble in water. |
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Shipping: | Ambient |
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Long Term Storage: | Ambient |
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Handling: | Hygroscopic. |
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Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Himbacine analogs as muscarinic receptor antagonists--effects of tether and heterocyclic variations: S. Chackalamannil, et al.; Bioorg. Med. Chem. Lett.
14, 3967 (2004),
Abstract;
Design, synthesis, and structure-activity relationship studies of himbacine derived muscarinic receptor antagonists: D. Doller, et al.; Bioorg. Med. Chem. Lett.
9, 901 (1999),
Abstract;
Characterization of muscarinic receptors mediating contractions of circular and longitudinal muscle of human isolated colon: P.M. Kerr, et al.; Br. J. Pharmacol.
115, 1518 (1995),
Abstract;
Chemical modification of ring C of himbacine: discovery of a pharmacophoric element for M2-selectivity: M.J. Malaska, et al.; Bioorg. Med. Chem. Lett. 5, 61 (1995),
Total Syntheses of (+)-Himbacine and (+)-Himbeline: D.J. Hart, et al.; JACS 117, 9369 (1995),
Simplified analogs of himbacine displaying potent binding affinity for muscarinic receptors: M.J. Malaska, et al.; Bioorg. Med. Chem. Lett. 3, 1247 (1993),
Binding and functional selectivity of himbacine for cloned and neuronal muscarinic receptors: J.H. Miller, et al.; Pharmacol. Exp. Ther.
263, 663 (1992),
Abstract;
Structural basis of the subtype selectivity of muscarinic antagonists: a study with chimeric m2/m5 muscarinic receptors: J. Wess, et al.; Mol. Pharmacol.
41, 369 (1992),
Abstract;