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ALX-550-061 Revised 18-Mar-08
(+)-Himbacine
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SYNONYMS (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
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Neurological Research
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-061-M001   1 mg 40.00 USD Add To Cart
ALX-550-061-M005   5 mg 160.00 USD Add To Cart
ALX-550-061-M025   25 mg 520.00 USD Add To Cart
Product Specification
FORMULA: C22H35NO2
MW: 345.5
CAS NUMBER: 6879-74-9
RTECS: QL0843500
SOURCE/HOST: Isolated from the Australian pine Galbulimima baccata.
PURITY: ≥98%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol, 100% ethanol or methylene chloride; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C
HANDLING: Hygroscopic.

Product Description
Potent muscarinic antagonist that displays selectivity for the M2 or M4 receptors.
Product Specific Literature References
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
Simplified analogs of himbacine displaying potent binding affinity for muscarinic receptors: M.J. Malaska, et al.; Bioorg. Med. Chem. Lett. 3, 1247 (1993)
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)
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
Himbacine analogs as muscarinic receptor antagonists--effects of tether and heterocyclic variations: S. Chackalamannil, et al.; Bioorg. Med. Chem. Lett. 14, 3967 (2004) Abstract
Further Categories Containing This Product:
Acetylcholine Receptors (Muscarinic) / Related Products • Alkaloids
 
 
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